Identification

Name
Acetaminophen
Accession Number
DB00316  (APRD00252)
Type
Small Molecule
Groups
Approved
Description

Acetaminophen, also known as paracetamol, is commonly used for its analgesic and antipyretic effects. Its therapeutic effects are similar to salicylates, but it lacks anti-inflammatory, antiplatelet, and gastric ulcerative effects.

Structure
Thumb
Synonyms
  • 4-(Acetylamino)phenol
  • 4-acetamidophenol
  • 4'-hydroxyacetanilide
  • Acenol
  • acetaminofén
  • Acetaminophen
  • acétaminophène
  • APAP
  • N-acetyl-p-aminophenol
  • p-acetamidophenol
  • p-acetaminophenol
  • p-Acetylaminophenol
  • p-hydroxy-acetanilid
  • p-hydroxyacetanilide
  • p-hydroxyphenolacetamide
  • Paracétamol
  • Paracetamol
  • Paracetamolum
External IDs
NSC-109028 / NSC-3991
Product Images
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Childrens SilapapLiquid160 mg/5mLOralbryant ranch prepack1994-09-05Not applicableUs
OfirmevInjection, solution10 mg/mLIntravenousMallinckrodt Hospital Products Inc.2010-11-08Not applicableUs
OfirmevInjection, solution10 mg/mLIntravenousCardinal Health2010-11-08Not applicableUs
OfirmevSolution10 mgIntravenousCadence Pharmaceuticals, Inc.Not applicableNot applicableCanada
Regular Strength QPAPTablet325 mg/1Oralbryant ranch prepack1996-02-01Not applicableUs
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
AcephenSuppository325 mg/1RectalRemedy Repack2015-03-092017-03-10Us
AcetaminophenTablet325 mg/1OralRemedy Repack2011-03-092015-12-29Us
Acetaminophen and Codeine PhosphateTablet300 mg/1OralRemedy Repack2013-04-042017-01-20Us
Good Neighbor Pharmacy Pain ReliefTablet, film coated, extended release650 mg/1Oralbryant ranch prepack2008-11-03Not applicableUs
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
222 AF Extra Strength Caplet (500mg)Tablet500 mgOralMerck Frosst Canada & Cie, Merck Frosst Canada & Co.1992-12-311997-08-14Canada
222 AF Regular Strength Caplet (325mg)Tablet325 mgOralMerck Frosst Canada & Cie, Merck Frosst Canada & Co.1992-12-311997-08-14Canada
222af Extra Strength 500mgTablet500 mgOralMerck Frosst Canada & Cie, Merck Frosst Canada & Co.1978-12-311997-08-14Canada
222af Regular Strength 325mgTablet325 mgOralMerck Frosst Canada & Cie, Merck Frosst Canada & Co.1977-12-311997-08-14Canada
7 Select AcetaminophenTablet500 mg/1Oral7 Eleven2014-05-14Not applicableUs
7 Select Childrens Pain ReliefSuspension160 mg/5mLOral7 Eleven2014-08-13Not applicableUs
8 Hour Pain ReliefTablet, film coated, extended release650 mg/1OralHyvee2005-09-23Not applicableUs
8 Hour Pain ReliefTablet, film coated, extended release650 mg/1OralCvs Health2008-08-27Not applicableUs
8HR Arthritis Pain ReliefTablet, film coated, extended release650 mg/1OralCvs Health2000-05-31Not applicableUs
A.F. Anacin Tablets 325mgTablet325 mgOralWhitehall Robins Inc.1994-12-311997-08-07Canada
Unapproved/Other Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
AcetaminophenTablet325 mg/1OralCardinal Health2011-06-02Not applicableUs
AcetaminophenTablet325 mg/1OralCardinal Health2011-06-02Not applicableUs
AcetaminophenTablet500 mg/1OralCardinal Health2011-06-02Not applicableUs
AcetaminophenTablet500 mg/1OralCardinal Health2011-06-02Not applicableUs
Extra Strength MapapTablet500 mg/1OralMc Kesson Contract Packaging2011-12-20Not applicableUs
MapapTablet325 mg/1OralMc Kesson Contract Packaging2011-08-29Not applicableUs
International/Other Brands
Acamol (Teva) / Aceta Elixir / Aceta Tablets / Acetalgin / Actamin / Actimol / Algotropyl / Alvedon / Aminofen / Anacin-3 / Anhiba / Apacet / Banesin / Calpol / Conacetol / Dafalgan / Dapa X-S / Disprol / Dolprone / Dymadon / Dypap / Enelfa / Febridol / Febrilix / Finimal / Gelocatil / Genapap / Genebs / Injectapap / Liquiprin / Napafen / Oraphen-PD / Paldesic / Panofen / Paraspen / Parmol / Redutemp / Rounox / Salzone / Snaplets-FR / St. Joseph Fever Reducer / Suppap / Tapanol / Valorin
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
(extra Strength) Acetaminophen, Caffeine & 8mg Codeine Phosphate CapletsAcetaminophen (500 mg) + Caffeine (15 mg) + Codeine phosphate (8 mg)TabletOralStanley Pharmaceuticals, A Division Of Vita Health Products Inc.1998-07-222002-07-31Canada
10 Person ANSIAcetaminophen + Acetylsalicylic acid + Bacitracin zinc + Benzalkonium chloride + Benzocaine + Ethanol + Ibuprofen + Lidocaine + Neomycin sulfate + Polymyxin B Sulfate + WaterKitGenuine First Aid2010-04-24Not applicableUs
25 Person ANSIAcetaminophen + Acetylsalicylic acid + Bacitracin zinc + Benzalkonium chloride + Benzocaine + Ethanol + Ibuprofen + Isopropyl Alcohol + Lidocaine + Neomycin sulfate + Polymyxin B Sulfate + WaterKitGenuine First Aid2010-04-25Not applicableUs
50 Person ANSIAcetaminophen + Acetylsalicylic acid + Bacitracin zinc + Benzalkonium chloride + Benzocaine + Ethanol + Ibuprofen + Isopropyl Alcohol + Lidocaine + Neomycin sulfate + Polymyxin B Sulfate + WaterKitGenuine First Aid2010-06-02Not applicableUs
7 Select Day Time ReliefAcetaminophen (325 mg/1) + Dextromethorphan hydrobromide (10 mg/1) + Phenylephrine hydrochloride (5 mg/1)Capsule, liquid filledOral7 Eleven2014-04-22Not applicableUs
7 Select Day Time ReliefAcetaminophen (325 mg/15mL) + Dextromethorphan hydrobromide (10 mg/15mL) + Phenylephrine hydrochloride (5 mg/15mL)SolutionOral7 Eleven2014-08-05Not applicableUs
7 Select Migraine FormulaAcetaminophen (250 mg/1) + Acetylsalicylic acid (250 mg/1) + Caffeine (65 mg/1)Tablet, film coatedOral7 Eleven2014-05-09Not applicableUs
7 Select Night Time ReliefAcetaminophen (325 mg/1) + Dextromethorphan hydrobromide (15 mg/1) + Doxylamine succinate (6.25 mg/1)Capsule, gelatin coatedOral7 Eleven2014-04-17Not applicableUs
7 Select Night Time ReliefAcetaminophen (650 mg/30mL) + Dextromethorphan hydrobromide (30 mg/30mL) + Doxylamine succinate (12.5 mg/30mL)SolutionOral7 Eleven2014-08-05Not applicableUs
7 Select Night Time Severe Cold Cough and FluAcetaminophen (650 mg/1) + Diphenhydramine hydrochloride (25 mg/1) + Phenylephrine hydrochloride (10 mg/1)Powder, for solutionOral7 Eleven2016-01-25Not applicableUs
Categories
UNII
362O9ITL9D
CAS number
103-90-2
Weight
Average: 151.1626
Monoisotopic: 151.063328537
Chemical Formula
C8H9NO2
InChI Key
RZVAJINKPMORJF-UHFFFAOYSA-N
InChI
InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)
IUPAC Name
N-(4-hydroxyphenyl)acetamide
SMILES
CC(=O)NC1=CC=C(O)C=C1

Pharmacology

Indication

For temporary relief of fever, minor aches, and pains.

Structured Indications
Pharmacodynamics

Acetaminophen (USAN) or Paracetamol (INN) is a widely used analgesic and antipyretic drug that is used for the relief of fever, headaches, and other minor aches and pains. It is a major ingredient in numerous cold and flu medications and many prescription analgesics. It is extremely safe in standard doses, but because of its wide availability, deliberate or accidental overdoses are not uncommon. Acetaminophen, unlike other common analgesics such as aspirin and ibuprofen, has no anti-inflammatory properties or effects on platelet function, and it is not a member of the class of drugs known as non-steroidal anti-inflammatory drugs or NSAIDs. At therapeutic doses acetaminophen does not irritate the lining of the stomach nor affect blood coagulation, kidney function, or the fetal ductus arteriosus (as NSAIDs can). Like NSAIDs and unlike opioid analgesics, acetaminophen does not cause euphoria or alter mood in any way. Acetaminophen and NSAIDs have the benefit of being completely free of problems with addiction, dependence, tolerance and withdrawal. Acetaminophen is used on its own or in combination with pseudoephedrine, dextromethorphan, chlorpheniramine, diphenhydramine, doxylamine, codeine, hydrocodone, or oxycodone.

Mechanism of action

Acetaminophen is thought to act primarily in the CNS, increasing the pain threshold by inhibiting both isoforms of cyclooxygenase, COX-1, COX-2, and COX-3 enzymes involved in prostaglandin (PG) synthesis. Unlike NSAIDs, acetaminophen does not inhibit cyclooxygenase in peripheral tissues and, thus, has no peripheral anti-inflammatory affects. While aspirin acts as an irreversible inhibitor of COX and directly blocks the enzyme's active site, studies have found that acetaminophen indirectly blocks COX, and that this blockade is ineffective in the presence of peroxides. This might explain why acetaminophen is effective in the central nervous system and in endothelial cells but not in platelets and immune cells which have high levels of peroxides. Studies also report data suggesting that acetaminophen selectively blocks a variant of the COX enzyme that is different from the known variants COX-1 and COX-2. This enzyme is now referred to as COX-3. Its exact mechanism of action is still poorly understood, but future research may provide further insight into how it works. The antipyretic properties of acetaminophen are likely due to direct effects on the heat-regulating centres of the hypothalamus resulting in peripheral vasodilation, sweating and hence heat dissipation.

TargetActionsOrganism
AProstaglandin G/H synthase 1
inhibitor
Human
AProstaglandin G/H synthase 2
inhibitor
Human
UProstaglandin G/H synthase 3
inhibitor
Mouse
UFatty-acid amide hydrolase 1
inhibitor
Human
UTransient receptor potential cation channel subfamily V member 1Not AvailableHuman
UGlutathione S-transferase PNot AvailableHuman
Absorption

Rapid and almost complete

Volume of distribution
Not Available
Protein binding

25%

Metabolism

Acetaminophen primarily undergoes glucuronidation (45-55% of the dose) in which this process is facilitated by UGT1A1, UGT1A6, UGT1A9, UGT2B15 in the liver or UGT1A10 in the gut. 30-35% of the dose undergoes sulfation. This biotransformation is facilitated by SULT1A1, SULT1A3, SULT1A4, SULT1E1 and SULT2A1. A small percentage of acetaminophen is oxidized by CYP2E1 to form N-acetyl-p-benzo-quinone imine (NAPQI), a toxic metabolite which is then conjugated to glutathione and excreted renally. Studies suggest that CYP3A4 and CYP2E1 are the primary cytochrome P450 isozymes responsible for the generation of toxic metabolites. Accumulation of NAPQI may occur if primary metabolic pathways are saturated.

Route of elimination

Approximately 80% of acetaminophen is excreted in the urine after conjugation and about 3% is excreted unchanged.

Half life

1 to 4 hours

Clearance
Not Available
Toxicity

Oral, mouse: LD50 = 338 mg/kg; Oral, rat: LD50 = 1944 mg/kg. Acetaminophen is metabolized primarily in the liver, where most of it is converted to inactive compounds by conjugation with glucuronic acid and, to a lesser extent, sulfuric acid. Conjugates are then excreted by the kidneys. Only a small portion is excreted in unchanged in urine or oxidized via the hepatic cytochrome P450 enzyme system (CYP2E1). Metabolism via CYP2E1 produces a toxic metabolite, N-acetyl-p-benzoquinoneimine (NAPQI). The toxic effects of acetaminophen are due to NAPQI, not acetaminophen itself nor any of the major metabolites. At therapeutic doses, NAPQI reacts with the sulfhydryl group of glutathione to produce a non-toxic conjugate that is excreted by the kidneys. High doses of acetaminophen may cause glutathione depletion, accumulation of NAPQI and hepatic necrosis. The maximum daily dose of acetaminophen is 4 g. Liver failure has been observed at doses as low as 6 g per day. As such, the maximum daily and single dose of acetaminophen is currently being reviewed in some countries. N-acetyl-cysteine, a precursor of glutathione, may be administered in the event of acetaminophen toxicity.

Affected organisms
  • Humans and other mammals
Pathways
PathwayCategory
Acetaminophen Metabolism PathwayDrug metabolism
Acetaminophen Action PathwayDrug action
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AbirateroneThe serum concentration of Acetaminophen can be increased when it is combined with Abiraterone.Approved
AcebutololThe serum concentration of Acebutolol can be increased when it is combined with Acetaminophen.Approved
AcenocoumarolAcetaminophen may increase the anticoagulant activities of Acenocoumarol.Approved
Acetylsalicylic acidThe serum concentration of Acetylsalicylic acid can be increased when it is combined with Acetaminophen.Approved, Vet Approved
AfatinibThe serum concentration of Afatinib can be increased when it is combined with Acetaminophen.Approved
AlbendazoleThe serum concentration of Acetaminophen can be increased when it is combined with Albendazole.Approved, Vet Approved
AldosteroneThe serum concentration of Acetaminophen can be decreased when it is combined with Aldosterone.Experimental
AlectinibThe serum concentration of Acetaminophen can be increased when it is combined with Alectinib.Approved
AlfentanilThe serum concentration of Acetaminophen can be increased when it is combined with Alfentanil.Approved, Illicit
AlitretinoinThe serum concentration of Alitretinoin can be increased when it is combined with Acetaminophen.Approved, Investigational
AmantadineThe serum concentration of Acetaminophen can be increased when it is combined with Amantadine.Approved
AmbrisentanThe serum concentration of Ambrisentan can be increased when it is combined with Acetaminophen.Approved, Investigational
Aminohippuric acidThe serum concentration of Acetaminophen can be increased when it is combined with Aminohippuric acid.Approved
AmiodaroneThe metabolism of Acetaminophen can be decreased when combined with Amiodarone.Approved, Investigational
AmitriptylineThe serum concentration of Amitriptyline can be increased when it is combined with Acetaminophen.Approved
AmlodipineThe serum concentration of Acetaminophen can be increased when it is combined with Amlodipine.Approved
AmobarbitalThe metabolism of Acetaminophen can be increased when combined with Amobarbital.Approved, Illicit
AmprenavirThe serum concentration of Acetaminophen can be decreased when it is combined with Amprenavir.Approved
AmsacrineThe serum concentration of Acetaminophen can be increased when it is combined with Amsacrine.Approved
ApixabanThe serum concentration of Apixaban can be increased when it is combined with Acetaminophen.Approved
AprepitantThe serum concentration of Acetaminophen can be increased when it is combined with Aprepitant.Approved, Investigational
AripiprazoleThe serum concentration of Aripiprazole can be decreased when it is combined with Acetaminophen.Approved, Investigational
Arsenic trioxideThe serum concentration of Arsenic trioxide can be increased when it is combined with Acetaminophen.Approved, Investigational
ArtemetherThe metabolism of Acetaminophen can be decreased when combined with Artemether.Approved
AstemizoleThe serum concentration of Acetaminophen can be increased when it is combined with Astemizole.Approved, Withdrawn
AtazanavirThe metabolism of Acetaminophen can be decreased when combined with Atazanavir.Approved, Investigational
AtenololThe serum concentration of Atenolol can be increased when it is combined with Acetaminophen.Approved
AtomoxetineThe metabolism of Acetaminophen can be decreased when combined with Atomoxetine.Approved
AtorvastatinThe risk or severity of adverse effects can be increased when Acetaminophen is combined with Atorvastatin.Approved
AxitinibThe serum concentration of Axitinib can be increased when it is combined with Acetaminophen.Approved, Investigational
AzelastineThe serum concentration of Acetaminophen can be increased when it is combined with Azelastine.Approved
AzithromycinThe serum concentration of Acetaminophen can be increased when it is combined with Azithromycin.Approved
BarbexacloneThe metabolism of Acetaminophen can be increased when combined with Barbexaclone.Experimental
BarbitalThe metabolism of Acetaminophen can be increased when combined with Barbital.Illicit
BelinostatThe serum concentration of Belinostat can be increased when it is combined with Acetaminophen.Approved, Investigational
BenzocaineThe serum concentration of Acetaminophen can be increased when it is combined with Benzocaine.Approved
BepridilThe serum concentration of Acetaminophen can be increased when it is combined with Bepridil.Approved, Withdrawn
BetamethasoneThe serum concentration of Betamethasone can be increased when it is combined with Acetaminophen.Approved, Vet Approved
BetaxololThe metabolism of Acetaminophen can be decreased when combined with Betaxolol.Approved
BiperidenThe serum concentration of Acetaminophen can be increased when it is combined with Biperiden.Approved
BoceprevirThe metabolism of Acetaminophen can be decreased when combined with Boceprevir.Withdrawn
BortezomibThe metabolism of Acetaminophen can be decreased when combined with Bortezomib.Approved, Investigational
BosentanThe serum concentration of Acetaminophen can be decreased when it is combined with Bosentan.Approved, Investigational
BosutinibThe serum concentration of Bosutinib can be increased when it is combined with Acetaminophen.Approved
Brentuximab vedotinThe serum concentration of Brentuximab vedotin can be increased when it is combined with Acetaminophen.Approved
BromocriptineThe serum concentration of Bromocriptine can be increased when it is combined with Acetaminophen.Approved, Investigational
BuprenorphineThe serum concentration of Acetaminophen can be increased when it is combined with Buprenorphine.Approved, Illicit, Investigational, Vet Approved
BupropionThe metabolism of Acetaminophen can be decreased when combined with Bupropion.Approved
BuspironeThe serum concentration of Acetaminophen can be increased when it is combined with Buspirone.Approved, Investigational
BusulfanThe serum concentration of Busulfan can be increased when it is combined with Acetaminophen.Approved, Investigational
CabazitaxelThe serum concentration of Cabazitaxel can be increased when it is combined with Acetaminophen.Approved
CabergolineThe risk or severity of adverse effects can be increased when Cabergoline is combined with Acetaminophen.Approved
CaffeineThe serum concentration of Caffeine can be increased when it is combined with Acetaminophen.Approved
CamptothecinThe serum concentration of Camptothecin can be increased when it is combined with Acetaminophen.Experimental
CanagliflozinThe serum concentration of Canagliflozin can be increased when it is combined with Acetaminophen.Approved
Candesartan cilexetilThe serum concentration of Acetaminophen can be increased when it is combined with Candesartan.Approved
CapecitabineThe metabolism of Acetaminophen can be decreased when combined with Capecitabine.Approved, Investigational
CaptoprilThe serum concentration of Acetaminophen can be increased when it is combined with Captopril.Approved
CarbamazepineThe metabolism of Acetaminophen can be increased when combined with Carbamazepine.Approved, Investigational
CarfilzomibThe serum concentration of Carfilzomib can be increased when it is combined with Acetaminophen.Approved
CarvedilolThe serum concentration of Acetaminophen can be increased when it is combined with Carvedilol.Approved, Investigational
CaspofunginThe serum concentration of Acetaminophen can be increased when it is combined with Caspofungin.Approved
CelecoxibThe metabolism of Acetaminophen can be decreased when combined with Celecoxib.Approved, Investigational
CeritinibThe serum concentration of Acetaminophen can be increased when it is combined with Ceritinib.Approved
CerivastatinThe serum concentration of Cerivastatin can be increased when it is combined with Acetaminophen.Withdrawn
ChloroquineThe serum concentration of Acetaminophen can be increased when it is combined with Chloroquine.Approved, Vet Approved
ChlorpromazineThe serum concentration of Acetaminophen can be increased when it is combined with Chlorpromazine.Approved, Vet Approved
ChlorpropamideThe serum concentration of Acetaminophen can be increased when it is combined with Chlorpropamide.Approved
ChlorprothixeneThe serum concentration of Acetaminophen can be increased when it is combined with Chlorprothixene.Approved, Withdrawn
CholecalciferolThe metabolism of Acetaminophen can be decreased when combined with Cholecalciferol.Approved, Nutraceutical
CholesterolThe serum concentration of Acetaminophen can be increased when it is combined with Cholesterol.Experimental
CholestyramineCholestyramine can cause a decrease in the absorption of Acetaminophen resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Cholic AcidThe serum concentration of Acetaminophen can be decreased when it is combined with Cholic Acid.Approved
CilazaprilThe serum concentration of Acetaminophen can be increased when it is combined with Cilazapril.Approved
CimetidineThe serum concentration of Acetaminophen can be decreased when it is combined with Cimetidine.Approved
CinacalcetThe metabolism of Acetaminophen can be decreased when combined with Cinacalcet.Approved
CiprofloxacinThe serum concentration of Acetaminophen can be increased when it is combined with Ciprofloxacin.Approved, Investigational
CisplatinThe serum concentration of Cisplatin can be increased when it is combined with Acetaminophen.Approved
CitalopramThe serum concentration of Citalopram can be increased when it is combined with Acetaminophen.Approved
ClarithromycinThe metabolism of Acetaminophen can be decreased when combined with Clarithromycin.Approved
ClemastineThe metabolism of Acetaminophen can be decreased when combined with Clemastine.Approved
ClobazamThe serum concentration of Clobazam can be increased when it is combined with Acetaminophen.Approved, Illicit
ClofazimineThe serum concentration of Acetaminophen can be increased when it is combined with Clofazimine.Approved, Investigational
ClomifeneThe serum concentration of Clomifene can be increased when it is combined with Acetaminophen.Approved, Investigational
ClomipramineThe serum concentration of Acetaminophen can be increased when it is combined with Clomipramine.Approved, Vet Approved
ClonidineThe serum concentration of Clonidine can be increased when it is combined with Acetaminophen.Approved
ClopidogrelThe serum concentration of Clopidogrel can be increased when it is combined with Acetaminophen.Approved, Nutraceutical
ClorindioneAcetaminophen may increase the anticoagulant activities of Clorindione.Experimental
ClotrimazoleThe metabolism of Acetaminophen can be decreased when combined with Clotrimazole.Approved, Vet Approved
ClozapineThe serum concentration of Clozapine can be increased when it is combined with Acetaminophen.Approved
CobicistatThe serum concentration of Acetaminophen can be increased when it is combined with Cobicistat.Approved
CobimetinibThe serum concentration of Cobimetinib can be increased when it is combined with Acetaminophen.Approved
CocaineThe metabolism of Acetaminophen can be decreased when combined with Cocaine.Approved, Illicit
ColchicineThe serum concentration of Colchicine can be increased when it is combined with Acetaminophen.Approved
ColforsinThe serum concentration of Acetaminophen can be increased when it is combined with Colforsin.Experimental
ConivaptanThe serum concentration of Acetaminophen can be increased when it is combined with Conivaptan.Approved, Investigational
Conjugated estrogensThe serum concentration of Conjugated estrogens can be increased when it is combined with Acetaminophen.Approved
CopanlisibThe serum concentration of Copanlisib can be increased when it is combined with Acetaminophen.Approved
CrisaboroleThe metabolism of Acetaminophen can be decreased when combined with Crisaborole.Approved
CrizotinibThe metabolism of Acetaminophen can be decreased when combined with Crizotinib.Approved
CyclophosphamideThe serum concentration of Acetaminophen can be increased when it is combined with Cyclophosphamide.Approved, Investigational
CyclosporineThe metabolism of Acetaminophen can be decreased when combined with Cyclosporine.Approved, Investigational, Vet Approved
Cyproterone acetateThe serum concentration of Acetaminophen can be decreased when it is combined with Cyproterone acetate.Approved, Investigational
Dabigatran etexilateThe serum concentration of the active metabolites of Dabigatran etexilate can be increased when Dabigatran etexilate is used in combination with Acetaminophen.Approved
DabrafenibThe serum concentration of Acetaminophen can be decreased when it is combined with Dabrafenib.Approved
DaclatasvirThe serum concentration of Acetaminophen can be increased when it is combined with Daclatasvir.Approved
DactinomycinThe serum concentration of Acetaminophen can be increased when it is combined with Dactinomycin.Approved
DapagliflozinThe serum concentration of Dapagliflozin can be increased when it is combined with Acetaminophen.Approved
DapsoneThe risk or severity of adverse effects can be increased when Dapsone is combined with Acetaminophen.Approved, Investigational
DarifenacinThe metabolism of Acetaminophen can be decreased when combined with Darifenacin.Approved, Investigational
DarunavirThe serum concentration of Acetaminophen can be increased when it is combined with Darunavir.Approved
DasatinibAcetaminophen may increase the hepatotoxic activities of Dasatinib.Approved, Investigational
DaunorubicinThe serum concentration of Acetaminophen can be decreased when it is combined with Daunorubicin.Approved
DebrisoquinThe serum concentration of Debrisoquin can be increased when it is combined with Acetaminophen.Approved
DeferasiroxThe serum concentration of Acetaminophen can be decreased when it is combined with Deferasirox.Approved, Investigational
DelavirdineThe metabolism of Acetaminophen can be decreased when combined with Delavirdine.Approved
DesipramineThe serum concentration of Acetaminophen can be increased when it is combined with Desipramine.Approved
DesloratadineThe serum concentration of Acetaminophen can be increased when it is combined with Desloratadine.Approved, Investigational
DexamethasoneThe serum concentration of Acetaminophen can be decreased when it is combined with Dexamethasone.Approved, Investigational, Vet Approved
DextromethorphanThe serum concentration of Acetaminophen can be increased when it is combined with Dextromethorphan.Approved
DiazepamThe serum concentration of Diazepam can be increased when it is combined with Acetaminophen.Approved, Illicit, Vet Approved
DiclofenacThe serum concentration of Acetaminophen can be increased when it is combined with Diclofenac.Approved, Vet Approved
DicoumarolAcetaminophen may increase the anticoagulant activities of Dicoumarol.Approved
DiethylstilbestrolThe serum concentration of Diethylstilbestrol can be increased when it is combined with Acetaminophen.Approved
DigitoxinThe serum concentration of Digitoxin can be increased when it is combined with Acetaminophen.Approved
DigoxinThe serum concentration of Acetaminophen can be decreased when it is combined with Digoxin.Approved
DihydroergocornineThe risk or severity of adverse effects can be increased when Dihydroergocornine is combined with Acetaminophen.Approved
DihydroergocristineThe risk or severity of adverse effects can be increased when Dihydroergocristine is combined with Acetaminophen.Experimental
DihydroergocryptineThe risk or severity of adverse effects can be increased when Dihydroergocryptine is combined with Acetaminophen.Experimental
DihydroergotamineThe metabolism of Acetaminophen can be decreased when combined with Dihydroergotamine.Approved
DihydrotestosteroneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Acetaminophen.Illicit
DiltiazemThe metabolism of Acetaminophen can be decreased when combined with Diltiazem.Approved
DiphenadioneAcetaminophen may increase the anticoagulant activities of Diphenadione.Experimental
DiphenhydramineThe metabolism of Acetaminophen can be decreased when combined with Diphenhydramine.Approved
DipyridamoleThe serum concentration of Acetaminophen can be increased when it is combined with Dipyridamole.Approved
DocetaxelThe serum concentration of Docetaxel can be increased when it is combined with Acetaminophen.Approved, Investigational
DomperidoneThe serum concentration of Domperidone can be increased when it is combined with Acetaminophen.Approved, Investigational, Vet Approved
DosulepinThe metabolism of Acetaminophen can be decreased when combined with Dosulepin.Approved
DoxazosinThe serum concentration of Acetaminophen can be increased when it is combined with Doxazosin.Approved
DoxepinThe serum concentration of Acetaminophen can be increased when it is combined with Doxepin.Approved
DoxorubicinThe serum concentration of Doxorubicin can be increased when it is combined with Acetaminophen.Approved, Investigational
DoxorubicinThe serum concentration of Acetaminophen can be decreased when it is combined with Doxorubicin.Approved, Investigational
DoxycyclineThe metabolism of Acetaminophen can be decreased when combined with Doxycycline.Approved, Investigational, Vet Approved
DronabinolThe serum concentration of Acetaminophen can be increased when it is combined with Dronabinol.Approved, Illicit
DronedaroneThe metabolism of Acetaminophen can be decreased when combined with Dronedarone.Approved
DuloxetineThe metabolism of Acetaminophen can be decreased when combined with Duloxetine.Approved
EdoxabanThe serum concentration of Edoxaban can be increased when it is combined with Acetaminophen.Approved
EfavirenzThe metabolism of Acetaminophen can be decreased when combined with Efavirenz.Approved, Investigational
ElbasvirThe serum concentration of Elbasvir can be increased when it is combined with Acetaminophen.Approved
EletriptanThe serum concentration of Eletriptan can be increased when it is combined with Acetaminophen.Approved, Investigational
EliglustatThe metabolism of Acetaminophen can be decreased when combined with Eliglustat.Approved
EnalaprilThe serum concentration of Acetaminophen can be increased when it is combined with Enalapril.Approved, Vet Approved
EnasidenibThe serum concentration of Enasidenib can be increased when it is combined with Acetaminophen.Approved
EnzalutamideThe serum concentration of Acetaminophen can be decreased when it is combined with Enzalutamide.Approved
EpinastineThe serum concentration of Epinastine can be increased when it is combined with Acetaminophen.Approved, Investigational
ErgonovineThe serum concentration of Acetaminophen can be increased when it is combined with Ergonovine.Approved
ErgotamineThe serum concentration of Acetaminophen can be increased when it is combined with Ergotamine.Approved
ErlotinibThe serum concentration of Erlotinib can be increased when it is combined with Acetaminophen.Approved, Investigational
ErythromycinThe metabolism of Acetaminophen can be decreased when combined with Erythromycin.Approved, Vet Approved
EstradiolThe serum concentration of Estradiol can be increased when it is combined with Acetaminophen.Approved, Investigational, Vet Approved
EstramustineThe serum concentration of Acetaminophen can be increased when it is combined with Estramustine.Approved
EstriolThe serum concentration of Acetaminophen can be decreased when it is combined with Estriol.Approved, Vet Approved
EstroneThe serum concentration of Acetaminophen can be decreased when it is combined with Estrone.Approved
EthanolEthanol may increase the hepatotoxic activities of Acetaminophen.Approved
Ethinyl EstradiolThe serum concentration of Ethinyl Estradiol can be increased when it is combined with Acetaminophen.Approved
Ethyl biscoumacetateAcetaminophen may increase the anticoagulant activities of Ethyl biscoumacetate.Withdrawn
EtoposideThe serum concentration of Acetaminophen can be increased when it is combined with Etoposide.Approved
EtravirineThe serum concentration of Acetaminophen can be increased when it is combined with Etravirine.Approved
EverolimusThe serum concentration of Everolimus can be increased when it is combined with Acetaminophen.Approved
EzetimibeThe serum concentration of Ezetimibe can be increased when it is combined with Acetaminophen.Approved
FelodipineThe serum concentration of Acetaminophen can be increased when it is combined with Felodipine.Approved, Investigational
FentanylThe serum concentration of Acetaminophen can be increased when it is combined with Fentanyl.Approved, Illicit, Investigational, Vet Approved
FesoterodineThe serum concentration of Fesoterodine can be increased when it is combined with Acetaminophen.Approved
FexofenadineThe serum concentration of Fexofenadine can be increased when it is combined with Acetaminophen.Approved
FidaxomicinThe serum concentration of Fidaxomicin can be increased when it is combined with Acetaminophen.Approved
FloxuridineThe metabolism of Acetaminophen can be decreased when combined with Floxuridine.Approved
FluconazoleThe metabolism of Acetaminophen can be decreased when combined with Fluconazole.Approved
FluindioneAcetaminophen may increase the anticoagulant activities of Fluindione.Investigational
FluorouracilThe metabolism of Acetaminophen can be decreased when combined with Fluorouracil.Approved
FluoxetineThe metabolism of Acetaminophen can be decreased when combined with Fluoxetine.Approved, Vet Approved
FlupentixolThe serum concentration of Acetaminophen can be increased when it is combined with Flupentixol.Approved, Withdrawn
FluphenazineThe serum concentration of Acetaminophen can be increased when it is combined with Fluphenazine.Approved
FlurazepamThe serum concentration of Acetaminophen can be increased when it is combined with Flurazepam.Approved, Illicit
Fluticasone furoateThe serum concentration of Fluticasone furoate can be increased when it is combined with Acetaminophen.Approved
FluvastatinThe metabolism of Acetaminophen can be decreased when combined with Fluvastatin.Approved
FluvoxamineThe metabolism of Acetaminophen can be decreased when combined with Fluvoxamine.Approved, Investigational
FosamprenavirThe metabolism of Acetaminophen can be decreased when combined with Fosamprenavir.Approved
FosaprepitantThe serum concentration of Acetaminophen can be increased when it is combined with Fosaprepitant.Approved
FosphenytoinThe serum concentration of Acetaminophen can be decreased when it is combined with Fosphenytoin.Approved
Fusidic AcidThe serum concentration of Acetaminophen can be increased when it is combined with Fusidic Acid.Approved
GefitinibThe serum concentration of Gefitinib can be increased when it is combined with Acetaminophen.Approved, Investigational
GemcitabineThe serum concentration of Gemcitabine can be increased when it is combined with Acetaminophen.Approved
GemfibrozilThe metabolism of Acetaminophen can be decreased when combined with Gemfibrozil.Approved
GenisteinThe serum concentration of Acetaminophen can be increased when it is combined with Genistein.Investigational
GlecaprevirThe serum concentration of Glecaprevir can be increased when it is combined with Acetaminophen.Approved
GlyburideThe serum concentration of Acetaminophen can be increased when it is combined with Glyburide.Approved
GlycerinThe serum concentration of Acetaminophen can be increased when it is combined with Glycerin.Approved, Investigational
Gramicidin DThe serum concentration of Acetaminophen can be increased when it is combined with Gramicidin D.Approved
GrazoprevirThe serum concentration of Grazoprevir can be increased when it is combined with Acetaminophen.Approved
GrepafloxacinThe serum concentration of Grepafloxacin can be increased when it is combined with Acetaminophen.Withdrawn
HaloperidolThe serum concentration of Haloperidol can be increased when it is combined with Acetaminophen.Approved
HexobarbitalThe metabolism of Acetaminophen can be increased when combined with Hexobarbital.Approved
HydrocortisoneThe serum concentration of Hydrocortisone can be increased when it is combined with Acetaminophen.Approved, Vet Approved
IbuprofenThe serum concentration of Ibuprofen can be increased when it is combined with Acetaminophen.Approved
IdelalisibThe serum concentration of Acetaminophen can be increased when it is combined with Idelalisib.Approved
ImatinibAcetaminophen may increase the hepatotoxic activities of Imatinib.Approved
ImipramineThe serum concentration of Imipramine can be increased when it is combined with Acetaminophen.Approved
IndacaterolThe serum concentration of Indacaterol can be increased when it is combined with Acetaminophen.Approved
IndinavirThe metabolism of Acetaminophen can be decreased when combined with Indinavir.Approved
IndomethacinThe serum concentration of Acetaminophen can be increased when it is combined with Indomethacin.Approved, Investigational
Inotuzumab ozogamicinThe serum concentration of Inotuzumab ozogamicin can be increased when it is combined with Acetaminophen.Approved
IrbesartanThe metabolism of Acetaminophen can be decreased when combined with Irbesartan.Approved, Investigational
IrinotecanThe serum concentration of Irinotecan can be increased when it is combined with Acetaminophen.Approved, Investigational
IsavuconazoniumThe metabolism of Acetaminophen can be decreased when combined with Isavuconazonium.Approved, Investigational
IsoniazidThe risk or severity of adverse effects can be increased when Isoniazid is combined with Acetaminophen.Approved
IsradipineThe metabolism of Acetaminophen can be decreased when combined with Isradipine.Approved
ItraconazoleThe metabolism of Acetaminophen can be decreased when combined with Itraconazole.Approved, Investigational
IvacaftorThe serum concentration of Acetaminophen can be increased when it is combined with Ivacaftor.Approved
IvermectinThe serum concentration of Ivermectin can be increased when it is combined with Acetaminophen.Approved, Vet Approved
KetamineThe serum concentration of Acetaminophen can be increased when it is combined with Ketamine.Approved, Vet Approved
KetazolamThe serum concentration of Ketazolam can be increased when it is combined with Acetaminophen.Approved
KetoconazoleThe metabolism of Acetaminophen can be decreased when combined with Ketoconazole.Approved, Investigational
LamivudineThe serum concentration of Lamivudine can be increased when it is combined with Acetaminophen.Approved, Investigational
LamotrigineThe serum concentration of Lamotrigine can be increased when it is combined with Acetaminophen.Approved, Investigational
LansoprazoleThe serum concentration of Lansoprazole can be increased when it is combined with Acetaminophen.Approved, Investigational
LapatinibThe serum concentration of Acetaminophen can be increased when it is combined with Lapatinib.Approved, Investigational
LedipasvirThe serum concentration of Ledipasvir can be increased when it is combined with Acetaminophen.Approved
LeflunomideThe metabolism of Acetaminophen can be decreased when combined with Leflunomide.Approved, Investigational
LenalidomideThe serum concentration of Lenalidomide can be increased when it is combined with Acetaminophen.Approved
LenvatinibThe serum concentration of Lenvatinib can be increased when it is combined with Acetaminophen.Approved
LevetiracetamThe serum concentration of Levetiracetam can be increased when it is combined with Acetaminophen.Approved, Investigational
LevofloxacinThe serum concentration of Levofloxacin can be increased when it is combined with Acetaminophen.Approved, Investigational
LevomilnacipranThe serum concentration of Levomilnacipran can be increased when it is combined with Acetaminophen.Approved
LevothyroxineThe serum concentration of Acetaminophen can be decreased when it is combined with Levothyroxine.Approved
LidocaineThe serum concentration of Acetaminophen can be increased when it is combined with Lidocaine.Approved, Vet Approved
LinagliptinThe serum concentration of Linagliptin can be increased when it is combined with Acetaminophen.Approved
LiothyronineThe serum concentration of Acetaminophen can be decreased when it is combined with Liothyronine.Approved, Vet Approved
LiotrixThe serum concentration of Acetaminophen can be decreased when it is combined with Liotrix.Approved
LisinoprilThe serum concentration of Acetaminophen can be increased when it is combined with Lisinopril.Approved, Investigational
LisurideThe risk or severity of adverse effects can be increased when Lisuride is combined with Acetaminophen.Approved
LobeglitazoneThe metabolism of Acetaminophen can be decreased when combined with Lobeglitazone.Approved
LomitapideThe serum concentration of Acetaminophen can be increased when it is combined with Lomitapide.Approved
LoperamideThe serum concentration of Loperamide can be increased when it is combined with Acetaminophen.Approved
LopinavirThe metabolism of Acetaminophen can be decreased when combined with Lopinavir.Approved
LoratadineThe serum concentration of Acetaminophen can be increased when it is combined with Loratadine.Approved
LorcaserinThe metabolism of Acetaminophen can be decreased when combined with Lorcaserin.Approved
LosartanThe serum concentration of Losartan can be increased when it is combined with Acetaminophen.Approved
LovastatinThe metabolism of Acetaminophen can be decreased when combined with Lovastatin.Approved, Investigational
LuliconazoleThe serum concentration of Acetaminophen can be increased when it is combined with Luliconazole.Approved
LumacaftorThe serum concentration of Acetaminophen can be increased when it is combined with Lumacaftor.Approved
LumefantrineThe metabolism of Acetaminophen can be decreased when combined with Lumefantrine.Approved
Lysergic Acid DiethylamideThe risk or severity of adverse effects can be increased when Lysergic Acid Diethylamide is combined with Acetaminophen.Illicit, Withdrawn
ManidipineThe metabolism of Acetaminophen can be decreased when combined with Manidipine.Approved
MannitolThe serum concentration of Mannitol can be increased when it is combined with Acetaminophen.Approved, Investigational
MaprotilineThe serum concentration of Acetaminophen can be increased when it is combined with Maprotiline.Approved
MebendazoleThe serum concentration of Acetaminophen can be increased when it is combined with Mebendazole.Approved, Vet Approved
MefloquineThe serum concentration of Acetaminophen can be increased when it is combined with Mefloquine.Approved
Megestrol acetateThe serum concentration of Acetaminophen can be increased when it is combined with Megestrol acetate.Approved, Vet Approved
MeprobamateThe serum concentration of Acetaminophen can be increased when it is combined with Meprobamate.Approved, Illicit
MetergolineThe risk or severity of adverse effects can be increased when Metergoline is combined with Acetaminophen.Experimental
MethadoneThe serum concentration of Acetaminophen can be increased when it is combined with Methadone.Approved
MethohexitalThe metabolism of Acetaminophen can be increased when combined with Methohexital.Approved
MethotrexateThe serum concentration of Methotrexate can be increased when it is combined with Acetaminophen.Approved
MethotrimeprazineThe metabolism of Acetaminophen can be decreased when combined with Methotrimeprazine.Approved
MethylergometrineThe risk or severity of adverse effects can be increased when Methylergometrine is combined with Acetaminophen.Approved
MethylphenobarbitalThe metabolism of Acetaminophen can be increased when combined with Methylphenobarbital.Approved
MethylprednisoloneThe serum concentration of Methylprednisolone can be increased when it is combined with Acetaminophen.Approved, Vet Approved
MethysergideThe risk or severity of adverse effects can be increased when Methysergide is combined with Acetaminophen.Approved
MetoprololThe serum concentration of Metoprolol can be increased when it is combined with Acetaminophen.Approved, Investigational
MetyraponeThe serum concentration of Acetaminophen can be increased when it is combined with Metyrapone.Approved
MevastatinThe serum concentration of Mevastatin can be increased when it is combined with Acetaminophen.Experimental
MexiletineThe metabolism of Acetaminophen can be decreased when combined with Mexiletine.Approved
MibefradilThe serum concentration of Acetaminophen can be increased when it is combined with Mibefradil.Withdrawn
MiconazoleThe serum concentration of Acetaminophen can be increased when it is combined with Miconazole.Approved, Investigational, Vet Approved
MidazolamThe serum concentration of Acetaminophen can be decreased when it is combined with Midazolam.Approved, Illicit
MidostaurinThe metabolism of Acetaminophen can be decreased when combined with Midostaurin.Approved
MifepristoneThe serum concentration of Acetaminophen can be increased when it is combined with Mifepristone.Approved, Investigational
MipomersenAcetaminophen may increase the hepatotoxic activities of Mipomersen.Approved
MirabegronThe serum concentration of Mirabegron can be increased when it is combined with Acetaminophen.Approved
MitomycinThe serum concentration of Acetaminophen can be increased when it is combined with Mitomycin.Approved
MitotaneThe serum concentration of Acetaminophen can be decreased when it is combined with Mitotane.Approved
MitoxantroneThe serum concentration of Acetaminophen can be decreased when it is combined with Mitoxantrone.Approved, Investigational
MorphineThe serum concentration of Morphine can be increased when it is combined with Acetaminophen.Approved, Investigational
Mycophenolate mofetilThe serum concentration of Mycophenolate mofetil can be increased when it is combined with Acetaminophen.Approved, Investigational
NadololThe serum concentration of Nadolol can be increased when it is combined with Acetaminophen.Approved
NaloxegolThe serum concentration of Naloxegol can be increased when it is combined with Acetaminophen.Approved
NaloxoneThe serum concentration of Naloxone can be increased when it is combined with Acetaminophen.Approved, Vet Approved
NaltrexoneThe serum concentration of Acetaminophen can be increased when it is combined with Naltrexone.Approved, Investigational, Vet Approved
NaringeninThe serum concentration of Acetaminophen can be increased when it is combined with Naringenin.Experimental
NefazodoneThe metabolism of Acetaminophen can be decreased when combined with Nefazodone.Approved, Withdrawn
NelfinavirThe metabolism of Acetaminophen can be decreased when combined with Nelfinavir.Approved
NeostigmineThe serum concentration of Acetaminophen can be increased when it is combined with Neostigmine.Approved, Vet Approved
NetupitantThe serum concentration of Acetaminophen can be increased when it is combined with Netupitant.Approved
NevirapineThe metabolism of Acetaminophen can be increased when combined with Nevirapine.Approved
NicardipineThe metabolism of Acetaminophen can be decreased when combined with Nicardipine.Approved
NicergolineThe risk or severity of adverse effects can be increased when Nicergoline is combined with Acetaminophen.Approved
NicotineThe metabolism of Acetaminophen can be decreased when combined with Nicotine.Approved
NifedipineThe serum concentration of Acetaminophen can be decreased when it is combined with Nifedipine.Approved
NilotinibThe metabolism of Acetaminophen can be decreased when combined with Nilotinib.Approved, Investigational
NintedanibThe serum concentration of Nintedanib can be increased when it is combined with Acetaminophen.Approved
NisoldipineThe serum concentration of Acetaminophen can be increased when it is combined with Nisoldipine.Approved
NitrazepamThe serum concentration of Acetaminophen can be increased when it is combined with Nitrazepam.Approved
NitrendipineThe serum concentration of Acetaminophen can be increased when it is combined with Nitrendipine.Approved
Nitric OxideThe risk or severity of adverse effects can be increased when Nitric Oxide is combined with Acetaminophen.Approved
NizatidineThe serum concentration of Nizatidine can be increased when it is combined with Acetaminophen.Approved
NorethisteroneThe serum concentration of Acetaminophen can be decreased when it is combined with Norethisterone.Approved
OdanacatibThe serum concentration of Odanacatib can be increased when it is combined with Acetaminophen.Investigational
OlanzapineThe serum concentration of Olanzapine can be increased when it is combined with Acetaminophen.Approved, Investigational
OlaparibThe metabolism of Acetaminophen can be decreased when combined with Olaparib.Approved
OmbitasvirThe serum concentration of Ombitasvir can be increased when it is combined with Acetaminophen.Approved
OmeprazoleThe serum concentration of Acetaminophen can be increased when it is combined with Omeprazole.Approved, Investigational, Vet Approved
OsimertinibThe serum concentration of Acetaminophen can be increased when it is combined with Osimertinib.Approved
P-NitrophenolThe serum concentration of Acetaminophen can be increased when it is combined with P-Nitrophenol.Experimental
PaclitaxelThe serum concentration of Acetaminophen can be increased when it is combined with Paclitaxel.Approved, Vet Approved
PalbociclibThe serum concentration of Acetaminophen can be increased when it is combined with Palbociclib.Approved
Palmitic AcidThe serum concentration of Acetaminophen can be increased when it is combined with Palmitic Acid.Experimental
PanobinostatThe serum concentration of Acetaminophen can be increased when it is combined with Panobinostat.Approved, Investigational
PantoprazoleThe serum concentration of Acetaminophen can be increased when it is combined with Pantoprazole.Approved
ParoxetineThe metabolism of Acetaminophen can be decreased when combined with Paroxetine.Approved, Investigational
PazopanibThe serum concentration of Pazopanib can be increased when it is combined with Acetaminophen.Approved
Peginterferon alfa-2bThe serum concentration of Acetaminophen can be decreased when it is combined with Peginterferon alfa-2b.Approved
PentobarbitalThe metabolism of Acetaminophen can be increased when combined with Pentobarbital.Approved, Vet Approved
PergolideThe risk or severity of adverse effects can be increased when Pergolide is combined with Acetaminophen.Approved, Vet Approved, Withdrawn
PerindoprilThe serum concentration of Acetaminophen can be increased when it is combined with Perindopril.Approved
PhenindioneAcetaminophen may increase the anticoagulant activities of Phenindione.Approved
PhenobarbitalThe metabolism of Acetaminophen can be increased when combined with Phenobarbital.Approved
PhenprocoumonAcetaminophen may increase the anticoagulant activities of Phenprocoumon.Approved
PhenylephrineThe serum concentration of Phenylephrine can be increased when it is combined with Acetaminophen.Approved
PhenytoinThe serum concentration of Acetaminophen can be decreased when it is combined with Phenytoin.Approved, Vet Approved
PibrentasvirThe serum concentration of Pibrentasvir can be increased when it is combined with Acetaminophen.Approved
PimozideThe serum concentration of Acetaminophen can be increased when it is combined with Pimozide.Approved
PioglitazoneThe metabolism of Acetaminophen can be decreased when combined with Pioglitazone.Approved, Investigational
PitavastatinThe serum concentration of Pitavastatin can be increased when it is combined with Acetaminophen.Approved
Platelet Activating FactorThe serum concentration of Acetaminophen can be decreased when it is combined with Platelet Activating Factor.Experimental
PomalidomideThe serum concentration of Pomalidomide can be increased when it is combined with Acetaminophen.Approved
PonatinibThe serum concentration of Ponatinib can be increased when it is combined with Acetaminophen.Approved
PosaconazoleThe metabolism of Acetaminophen can be decreased when combined with Posaconazole.Approved, Investigational, Vet Approved
PravastatinThe serum concentration of Pravastatin can be increased when it is combined with Acetaminophen.Approved
PrazosinThe serum concentration of Acetaminophen can be increased when it is combined with Prazosin.Approved
PrednisoloneThe serum concentration of Prednisolone can be increased when it is combined with Acetaminophen.Approved, Vet Approved
PrednisoneThe serum concentration of Prednisone can be increased when it is combined with Acetaminophen.Approved, Vet Approved
PrilocaineThe risk or severity of adverse effects can be increased when Acetaminophen is combined with Prilocaine.Approved
PrimidoneThe metabolism of Acetaminophen can be increased when combined with Primidone.Approved, Vet Approved
ProbenecidThe serum concentration of Acetaminophen can be increased when it is combined with Probenecid.Approved
ProgesteroneThe serum concentration of Acetaminophen can be decreased when it is combined with Progesterone.Approved, Vet Approved
PromazineThe metabolism of Acetaminophen can be decreased when combined with Promazine.Approved, Vet Approved
PromethazineThe serum concentration of Acetaminophen can be increased when it is combined with Promethazine.Approved
PropafenoneThe serum concentration of Acetaminophen can be increased when it is combined with Propafenone.Approved
PropranololThe serum concentration of Propranolol can be increased when it is combined with Acetaminophen.Approved, Investigational
ProtriptylineThe serum concentration of Acetaminophen can be increased when it is combined with Protriptyline.Approved
PrucaloprideThe serum concentration of Prucalopride can be increased when it is combined with Acetaminophen.Approved
PyrimethamineThe metabolism of Acetaminophen can be decreased when combined with Pyrimethamine.Approved, Vet Approved
QuercetinThe serum concentration of Acetaminophen can be increased when it is combined with Quercetin.Experimental
QuetiapineThe serum concentration of Quetiapine can be increased when it is combined with Acetaminophen.Approved
QuinacrineThe serum concentration of Acetaminophen can be increased when it is combined with Quinacrine.Approved
QuinidineThe metabolism of Acetaminophen can be decreased when combined with Quinidine.Approved
QuinineThe serum concentration of Acetaminophen can be increased when it is combined with Quinine.Approved
RabeprazoleThe metabolism of Acetaminophen can be decreased when combined with Rabeprazole.Approved, Investigational
RanitidineThe serum concentration of Acetaminophen can be increased when it is combined with Ranitidine.Approved
RanolazineThe serum concentration of Ranolazine can be increased when it is combined with Acetaminophen.Approved, Investigational
ReboxetineThe serum concentration of Acetaminophen can be increased when it is combined with Reboxetine.Approved, Investigational
RegorafenibThe serum concentration of Acetaminophen can be increased when it is combined with Regorafenib.Approved
ReserpineThe serum concentration of Acetaminophen can be decreased when it is combined with Reserpine.Approved
RifabutinThe metabolism of Acetaminophen can be increased when combined with Rifabutin.Approved
RifampicinThe metabolism of Acetaminophen can be increased when combined with Rifampicin.Approved
RifapentineThe metabolism of Acetaminophen can be increased when combined with Rifapentine.Approved
RifaximinThe serum concentration of Rifaximin can be increased when it is combined with Acetaminophen.Approved, Investigational
RilpivirineThe serum concentration of Acetaminophen can be increased when it is combined with Rilpivirine.Approved
RisperidoneThe serum concentration of Risperidone can be increased when it is combined with Acetaminophen.Approved, Investigational
RitonavirThe metabolism of Acetaminophen can be decreased when combined with Ritonavir.Approved, Investigational
RivaroxabanThe serum concentration of Rivaroxaban can be increased when it is combined with Acetaminophen.Approved
RolapitantThe serum concentration of Acetaminophen can be increased when it is combined with Rolapitant.Approved
RomidepsinThe serum concentration of Romidepsin can be increased when it is combined with Acetaminophen.Approved, Investigational
RopiniroleThe metabolism of Acetaminophen can be decreased when combined with Ropinirole.Approved, Investigational
RosiglitazoneThe metabolism of Acetaminophen can be decreased when combined with Rosiglitazone.Approved, Investigational
RosuvastatinThe serum concentration of Rosuvastatin can be increased when it is combined with Acetaminophen.Approved
Salicylic acidThe serum concentration of Salicylic acid can be increased when it is combined with Acetaminophen.Approved, Vet Approved
SaquinavirThe metabolism of Acetaminophen can be decreased when combined with Saquinavir.Approved, Investigational
SaxagliptinThe serum concentration of Saxagliptin can be decreased when it is combined with Acetaminophen.Approved
ScopolamineThe serum concentration of Acetaminophen can be increased when it is combined with Scopolamine.Approved
SecobarbitalThe metabolism of Acetaminophen can be increased when combined with Secobarbital.Approved, Vet Approved
SelegilineThe serum concentration of Acetaminophen can be increased when it is combined with Selegiline.Approved, Investigational, Vet Approved
SelexipagThe serum concentration of Selexipag can be increased when it is combined with Acetaminophen.Approved
SertralineThe serum concentration of Acetaminophen can be increased when it is combined with Sertraline.Approved
SildenafilThe metabolism of Acetaminophen can be decreased when combined with Sildenafil.Approved, Investigational
SilodosinThe serum concentration of Silodosin can be increased when it is combined with Acetaminophen.Approved
SiltuximabThe serum concentration of Acetaminophen can be decreased when it is combined with Siltuximab.Approved
SimeprevirThe serum concentration of Acetaminophen can be increased when it is combined with Simeprevir.Approved
SimvastatinThe serum concentration of Acetaminophen can be increased when it is combined with Simvastatin.Approved
SirolimusThe serum concentration of Acetaminophen can be decreased when it is combined with Sirolimus.Approved, Investigational
SitagliptinThe serum concentration of Sitagliptin can be increased when it is combined with Acetaminophen.Approved, Investigational
Sodium NitriteThe risk or severity of adverse effects can be increased when Acetaminophen is combined with Sodium Nitrite.Approved
SofosbuvirThe serum concentration of Sofosbuvir can be increased when it is combined with Acetaminophen.Approved
SorafenibAcetaminophen may increase the hepatotoxic activities of Sorafenib.Approved, Investigational
SparfloxacinThe serum concentration of Sparfloxacin can be increased when it is combined with Acetaminophen.Approved
SphingosineThe serum concentration of Sphingosine can be increased when it is combined with Acetaminophen.Experimental
SpironolactoneThe serum concentration of Acetaminophen can be increased when it is combined with Spironolactone.Approved
St. John's WortThe serum concentration of Acetaminophen can be decreased when it is combined with St. John's Wort.Nutraceutical
StaurosporineThe serum concentration of Acetaminophen can be increased when it is combined with Staurosporine.Experimental
StiripentolThe serum concentration of Acetaminophen can be increased when it is combined with Stiripentol.Approved
StreptozocinThe serum concentration of Acetaminophen can be decreased when it is combined with Streptozocin.Approved
SulfadiazineThe metabolism of Acetaminophen can be decreased when combined with Sulfadiazine.Approved, Vet Approved
SulfamethoxazoleThe metabolism of Acetaminophen can be decreased when combined with Sulfamethoxazole.Approved
SulfinpyrazoneThe serum concentration of Acetaminophen can be increased when it is combined with Sulfinpyrazone.Approved
SulfisoxazoleThe metabolism of Acetaminophen can be decreased when combined with Sulfisoxazole.Approved, Vet Approved
SumatriptanThe serum concentration of Acetaminophen can be increased when it is combined with Sumatriptan.Approved, Investigational
SunitinibThe serum concentration of Acetaminophen can be increased when it is combined with Sunitinib.Approved, Investigational
TacrineThe serum concentration of Acetaminophen can be increased when it is combined with Tacrine.Withdrawn
TacrolimusThe serum concentration of Acetaminophen can be decreased when it is combined with Tacrolimus.Approved, Investigational
TamoxifenThe serum concentration of Acetaminophen can be decreased when it is combined with Tamoxifen.Approved
Taurocholic AcidThe serum concentration of Taurocholic Acid can be increased when it is combined with Acetaminophen.Experimental
Technetium Tc-99m sestamibiThe serum concentration of Technetium Tc-99m sestamibi can be increased when it is combined with Acetaminophen.Approved
TelaprevirThe metabolism of Acetaminophen can be decreased when combined with Telaprevir.Withdrawn
TelithromycinThe metabolism of Acetaminophen can be decreased when combined with Telithromycin.Approved
TelmisartanThe serum concentration of Acetaminophen can be increased when it is combined with Telmisartan.Approved, Investigational
TemsirolimusThe serum concentration of Temsirolimus can be increased when it is combined with Acetaminophen.Approved
Tenofovir disoproxilThe metabolism of Acetaminophen can be decreased when combined with Tenofovir disoproxil.Approved, Investigational
TerazosinThe serum concentration of Acetaminophen can be increased when it is combined with Terazosin.Approved
TerbinafineThe metabolism of Acetaminophen can be decreased when combined with Terbinafine.Approved, Investigational, Vet Approved
TerfenadineThe serum concentration of Acetaminophen can be increased when it is combined with Terfenadine.Withdrawn
TergurideThe risk or severity of adverse effects can be increased when Terguride is combined with Acetaminophen.Experimental
TeriflunomideThe serum concentration of Acetaminophen can be decreased when it is combined with Teriflunomide.Approved
TesmilifeneThe serum concentration of Acetaminophen can be decreased when it is combined with Tesmilifene.Investigational
TestosteroneThe serum concentration of Acetaminophen can be increased when it is combined with Testosterone.Approved, Investigational
TheophyllineThe metabolism of Acetaminophen can be decreased when combined with Theophylline.Approved
ThiamylalThe metabolism of Acetaminophen can be increased when combined with Thiamylal.Approved, Vet Approved
ThiopentalThe metabolism of Acetaminophen can be increased when combined with Thiopental.Approved, Vet Approved
ThioridazineThe metabolism of Acetaminophen can be decreased when combined with Thioridazine.Withdrawn
TicagrelorThe serum concentration of Ticagrelor can be increased when it is combined with Acetaminophen.Approved
TiclopidineThe metabolism of Acetaminophen can be decreased when combined with Ticlopidine.Approved
TimololThe serum concentration of Timolol can be increased when it is combined with Acetaminophen.Approved
TioclomarolAcetaminophen may increase the anticoagulant activities of Tioclomarol.Experimental
TipranavirThe metabolism of Acetaminophen can be decreased when combined with Tipranavir.Approved, Investigational
TocilizumabThe serum concentration of Acetaminophen can be decreased when it is combined with Tocilizumab.Approved
TolbutamideThe metabolism of Acetaminophen can be decreased when combined with Tolbutamide.Approved
TolvaptanThe serum concentration of Tolvaptan can be increased when it is combined with Acetaminophen.Approved
TopiroxostatThe metabolism of Acetaminophen can be decreased when combined with Topiroxostat.Approved
TopotecanThe serum concentration of Topotecan can be increased when it is combined with Acetaminophen.Approved, Investigational
ToremifeneThe serum concentration of Toremifene can be increased when it is combined with Acetaminophen.Approved, Investigational
TranylcypromineThe metabolism of Acetaminophen can be decreased when combined with Tranylcypromine.Approved
Trastuzumab emtansineThe serum concentration of Trastuzumab emtansine can be increased when it is combined with Acetaminophen.Approved
TrazodoneThe serum concentration of Acetaminophen can be decreased when it is combined with Trazodone.Approved, Investigational
TrifluoperazineThe serum concentration of Acetaminophen can be increased when it is combined with Trifluoperazine.Approved
TriflupromazineThe serum concentration of Acetaminophen can be increased when it is combined with Triflupromazine.Approved, Vet Approved
TrimethoprimThe serum concentration of Acetaminophen can be decreased when it is combined with Trimethoprim.Approved, Vet Approved
TrimipramineThe serum concentration of Acetaminophen can be increased when it is combined with Trimipramine.Approved
TroleandomycinThe serum concentration of Acetaminophen can be increased when it is combined with Troleandomycin.Approved
UbidecarenoneThe serum concentration of Ubidecarenone can be increased when it is combined with Acetaminophen.Experimental
UlipristalThe serum concentration of Ulipristal can be increased when it is combined with Acetaminophen.Approved
UmeclidiniumThe serum concentration of Umeclidinium can be increased when it is combined with Acetaminophen.Approved
Valproic AcidThe metabolism of Acetaminophen can be decreased when combined with Valproic Acid.Approved, Investigational
ValsartanThe metabolism of Acetaminophen can be decreased when combined with Valsartan.Approved, Investigational
VecuroniumThe serum concentration of Vecuronium can be increased when it is combined with Acetaminophen.Approved
VelpatasvirThe serum concentration of Velpatasvir can be increased when it is combined with Acetaminophen.Approved
VemurafenibThe serum concentration of Acetaminophen can be increased when it is combined with Vemurafenib.Approved
VenetoclaxThe serum concentration of Venetoclax can be increased when it is combined with Acetaminophen.Approved
VenlafaxineThe metabolism of Acetaminophen can be decreased when combined with Venlafaxine.Approved
VerapamilThe metabolism of Acetaminophen can be decreased when combined with Verapamil.Approved
VinblastineThe serum concentration of Acetaminophen can be decreased when it is combined with Vinblastine.Approved
VincristineThe serum concentration of Vincristine can be increased when it is combined with Acetaminophen.Approved, Investigational
VincristineThe serum concentration of Acetaminophen can be decreased when it is combined with Vincristine.Approved, Investigational
VinorelbineThe serum concentration of Acetaminophen can be increased when it is combined with Vinorelbine.Approved, Investigational
VismodegibThe serum concentration of Vismodegib can be increased when it is combined with Acetaminophen.Approved
VoriconazoleThe metabolism of Acetaminophen can be decreased when combined with Voriconazole.Approved, Investigational
VoxilaprevirThe serum concentration of Voxilaprevir can be increased when it is combined with Acetaminophen.Approved
WarfarinAcetaminophen may increase the anticoagulant activities of Warfarin.Approved
ZafirlukastThe metabolism of Acetaminophen can be decreased when combined with Zafirlukast.Approved, Investigational
ZidovudineThe serum concentration of Zidovudine can be increased when it is combined with Acetaminophen.Approved
ZimelidineThe serum concentration of Acetaminophen can be increased when it is combined with Zimelidine.Withdrawn
ZiprasidoneThe metabolism of Acetaminophen can be decreased when combined with Ziprasidone.Approved
ZucapsaicinThe metabolism of Acetaminophen can be decreased when combined with Zucapsaicin.Approved
Food Interactions
  • Avoid alcohol (may increase risk of hepatotoxicity).
  • Take without regard to meals.

References

Synthesis Reference

Jeffrey L. Finnan, Rudolph E. Lisa, Douglass N. Schmidt, "Process for preparing spray dried acetaminophen powder and the powder prepared thereby." U.S. Patent US4710519, issued October, 1975.

US4710519
General References
  1. Kis B, Snipes JA, Busija DW: Acetaminophen and the cyclooxygenase-3 puzzle: sorting out facts, fictions, and uncertainties. J Pharmacol Exp Ther. 2005 Oct;315(1):1-7. Epub 2005 May 6. [PubMed:15879007]
  2. Aronoff DM, Oates JA, Boutaud O: New insights into the mechanism of action of acetaminophen: Its clinical pharmacologic characteristics reflect its inhibition of the two prostaglandin H2 synthases. Clin Pharmacol Ther. 2006 Jan;79(1):9-19. [PubMed:16413237]
  3. Bertolini A, Ferrari A, Ottani A, Guerzoni S, Tacchi R, Leone S: Paracetamol: new vistas of an old drug. CNS Drug Rev. 2006 Fall-Winter;12(3-4):250-75. [PubMed:17227290]
  4. Graham GG, Scott KF: Mechanism of action of paracetamol. Am J Ther. 2005 Jan-Feb;12(1):46-55. [PubMed:15662292]
  5. Ohki S, Ogino N, Yamamoto S, Hayaishi O: Prostaglandin hydroperoxidase, an integral part of prostaglandin endoperoxide synthetase from bovine vesicular gland microsomes. J Biol Chem. 1979 Feb 10;254(3):829-36. [PubMed:104998]
  6. Chandrasekharan NV, Dai H, Roos KL, Evanson NK, Tomsik J, Elton TS, Simmons DL: COX-3, a cyclooxygenase-1 variant inhibited by acetaminophen and other analgesic/antipyretic drugs: cloning, structure, and expression. Proc Natl Acad Sci U S A. 2002 Oct 15;99(21):13926-31. Epub 2002 Sep 19. [PubMed:12242329]
  7. Adjei AA, Gaedigk A, Simon SD, Weinshilboum RM, Leeder JS: Interindividual variability in acetaminophen sulfation by human fetal liver: implications for pharmacogenetic investigations of drug-induced birth defects. Birth Defects Res A Clin Mol Teratol. 2008 Mar;82(3):155-65. doi: 10.1002/bdra.20535. [PubMed:18232020]
  8. Hazai E, Vereczkey L, Monostory K: Reduction of toxic metabolite formation of acetaminophen. Biochem Biophys Res Commun. 2002 Mar 8;291(4):1089-94. [PubMed:11866476]
External Links
Human Metabolome Database
HMDB01859
KEGG Drug
D00217
KEGG Compound
C06804
PubChem Compound
1983
PubChem Substance
46506142
ChemSpider
1906
BindingDB
26197
ChEBI
46195
ChEMBL
CHEMBL112
Therapeutic Targets Database
DAP001436
PharmGKB
PA448015
HET
TYL
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Acetaminophen
ATC Codes
N02BE01 — ParacetamolN02BE51 — Paracetamol, combinations excl. psycholepticsN02BE71 — Paracetamol, combinations with psycholeptics
AHFS Codes
  • 28:08.92 — Miscellaneous Analgesics and Antipyretics
PDB Entries
1tyl / 1tym / 2dpz / 2ocu / 3py4 / 4a9j / 4a9k / 4cut / 4gn6 / 4yji
show 1 more
FDA label
Download (173 KB)
MSDS
Download (71.9 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
0CompletedTreatmentFracture, Ankle1
0CompletedTreatmentGlaucoma1
0CompletedTreatmentImpacted Third Molar Tooth1
0Enrolling by InvitationPreventionHypertensive1
0Not Yet RecruitingTreatmentAnalgesia / Postoperative pain1
0Not Yet RecruitingTreatmentEmergence Agitation / Pain1
0Not Yet RecruitingTreatmentObesity, Morbid1
0RecruitingDiagnosticRespiratory Insufficiency1
0RecruitingTreatmentLumbar Spinal Instability / Lumbar Spine Degeneration / Spinal Stenosis of Lumbar Region1
0WithdrawnTreatmentPain / Painful musculoskeletal conditions1
1Active Not RecruitingNot AvailableAAT Deficiency / AATD / Alpha-1 Antitrypsin Deficiency / Fibrosis, Liver1
1Active Not RecruitingTreatmentProgressive Multiple Sclerosis1
1CompletedNot AvailableAnalgesia1
1CompletedNot AvailableHealthy Volunteers2
1CompletedNot AvailablePain1
1CompletedNot AvailableTo Determine Bioequivalence Under Fasting Conditions1
1CompletedBasic ScienceAdministration, Oral / Magnetic Resonance Imaging (MRI) / Pharmacokinetics1
1CompletedBasic ScienceFetal Testing / Transplacental Transfer of Acetaminophen1
1CompletedBasic ScienceFocus of Study: Pharmacokinetics Analysis, in Vivo Dissolution Studies1
1CompletedBasic ScienceHealthy Volunteer Study1
1CompletedBasic ScienceHealthy Volunteers3
1CompletedBasic ScienceObesity, Morbid1
1CompletedBasic ScienceUpper gastrointestinal motility disorders1
1CompletedDiagnosticBone destruction / Synovitis of osteoarthritis1
1CompletedDiagnosticSynovitis of osteoarthritis1
1CompletedOtherHealthy Volunteers1
1CompletedOtherTo Determine Bioequivalence Under Fed Conditions1
1CompletedPreventionHealthy Volunteers1
1CompletedTreatmentChronic Myeloid Leukemia (CML)1
1CompletedTreatmentDiabetes / Type 2 Diabetes Mellitus1
1CompletedTreatmentElderly / Pain, Chronic1
1CompletedTreatmentFevers / Headache Disorders / Pain1
1CompletedTreatmentFevers / Pain1
1CompletedTreatmentHealthy Volunteers7
1CompletedTreatmentOsteoarthritis of the Knees1
1CompletedTreatmentPain4
1CompletedTreatmentParkinson's Disease (PD)1
1Enrolling by InvitationTreatmentComplications; Cesarean Section1
1RecruitingBasic ScienceHealthy Volunteers1
1RecruitingSupportive CareBalanitis / Paraphimosis / Phimosis / Postoperative pain1
1RecruitingTreatmentBrain Injured Patients1
1RecruitingTreatmentGraft Versus Host Disease (GVHD) / Sickle Cell Disorders1
1RecruitingTreatmentHead and Neck Carcinoma / Oral Mucositis1
1RecruitingTreatmentMultiple Myeloma (MM)1
1RecruitingTreatmentNeonates / Patent Ductus Arteriosus (PDA)1
1RecruitingTreatmentPompe's Disease1
1RecruitingTreatmentTransplantation, Liver1
1RecruitingTreatmentTumors, Solid1
1TerminatedTreatmentRheumatoid Arthritis1
1WithdrawnTreatmentOpioid-Related Disorders / Pain, Acute / Postoperative pain2
1, 2CompletedTreatmentKidney Diseases / Transplantation, Kidney1
1, 2CompletedTreatmentLeukemia, Acute Lymphocytic (ALL) / Leukemia, Acute Myelogenous (AML) / Leukemia, Chronic Myelogenous (CML) / Myelodysplastic Syndromes (MDS) / Non-Hodgkin's Lymphoma (NHL)1
1, 2CompletedTreatmentPain, Fracture, Sprain1
1, 2Enrolling by InvitationPreventionAnalgesic Drugs / Pain Relief1
1, 2RecruitingTreatmentAdult Living Donor Kidney Transplant Recipients / Living Kidney Donors / Transplant, Kidney1
1, 2RecruitingTreatmentLiver Transplant Recipients / Living Donor (of the Respective Liver Transplant Recipient)1
2Active Not RecruitingBasic ScienceBorderline Personality Disorder (BPD)1
2Active Not RecruitingTreatmentAdenotonsillitis / Tonsillitis1
2Active Not RecruitingTreatmentAdvanced Stage Diffuse Large B-Cell Non-Hodgkin's Lymphoma / Non-Hodgkin's Lymphoma (NHL)1
2Active Not RecruitingTreatmentImpacted Wisdom Teeth1
2Active Not RecruitingTreatmentMultiple Myeloma (MM)1
2Active Not RecruitingTreatmentNephritis, Lupus1
2CompletedNot AvailablePostoperative pain1
2CompletedHealth Services ResearchSynovitis of osteoarthritis1
2CompletedPreventionComplications of Prematurity / Pain or Discomfort in Intensive Care of Preterm Infants / Persistent Ductus Arteriosus1
2CompletedPreventionIrreversible Pulpitis1
2CompletedSupportive CareMucositis1
2CompletedSupportive CarePostoperative pain / Prophylaxis against postoperative nausea and vomiting1
2CompletedTreatmentAdenoidectomy / Tonsillectomy1
2CompletedTreatmentAlzheimer Dementia (AD) / Behavioural Disturbances / Dementia, Vascular / Dementias / Pain1
2CompletedTreatmentBlood Cancers / CLL / Graft Versus Host Disease (GVHD) / Hodgkins Disease (HD) / Leukemias / Malignancies / NHL / Smith-Magenis Syndrome1
2CompletedTreatmentCervical Pain1
2CompletedTreatmentChronic Low Back Pain (CLBP)1
2CompletedTreatmentDental Pain1
2CompletedTreatmentGastrointestinal Diseases1
2CompletedTreatmentIrreversible Pulpitis1
2CompletedTreatmentIrreversible Pulpitis / Pain / Postoperative pain1
2CompletedTreatmentMalignant Lymphomas1
2CompletedTreatmentMelanoma (Skin)1
2CompletedTreatmentMigraines1
2CompletedTreatmentOpioid-Related Disorders1
2CompletedTreatmentOther Acute Postoperative Pain1
2CompletedTreatmentPain9
2CompletedTreatmentPerineal Laceration (Obstetric) / Perineal Tears1
2CompletedTreatmentPostoperative pain2
2CompletedTreatmentRejection, Transplant1
2CompletedTreatmentRenal Colic1
2CompletedTreatmentRheumatoid Arthritis1
2CompletedTreatmentSevere Sepsis1
2CompletedTreatmentSoft Tissue Injury1
2CompletedTreatmentTraumatic Brain Injury (TBI)1
2CompletedTreatmentAcute Rhinitis1
2Not Yet RecruitingSupportive CareCarpal Tunnel Syndrome (CTS) / Cystic tumour of the ganglia / De Quervain's Disease / Dupuytren's Contracture / Trigger Digit1
2Not Yet RecruitingSupportive CarePain Management1
2Not Yet RecruitingTreatmentAnalgesia, Obstetrical1
2Not Yet RecruitingTreatmentConcussion, Brain1
2Not Yet RecruitingTreatmentPain Management2
2Not Yet RecruitingTreatmentToothache1
2Not Yet RecruitingTreatmentPainful musculoskeletal conditions1
2RecruitingPreventionPain, Neuropathic1
2RecruitingSupportive CareCancer of Breast / Cancer, Breast / Malignant Neoplasm of Female Breast1
2RecruitingSupportive CareCancer, Breast1
2RecruitingSupportive CareCraniotomy1
2RecruitingTreatmentArnold-Chiari Malformation / Posterior Fossa Tumors1
2RecruitingTreatmentDuctus Arteriosus, Patent1
2RecruitingTreatmentFevers / Oxidative Stress1
2RecruitingTreatmentNeoplasms, Upper Aerodigestive Tract / Uterine Cervical Cancer1
2RecruitingTreatmentPain, Acute1
2RecruitingTreatmentT-cell Type Acute Leukemia-Precursor T-lymphoblastic Lymphoma/Leukaemia1
2RecruitingTreatmentTonsillectomy1
2RecruitingTreatmentTransplant, Kidney1
2TerminatedTreatmentTransplantation, Kidney1
2Unknown StatusSupportive CareMetastatic Cancers / Pain / Unspecified Adult Solid Tumor, Protocol Specific1
2Unknown StatusTreatmentPatent Ductus Arteriosus (PDA)1
2WithdrawnTreatmentCleft Palates1
2WithdrawnTreatmentDental Pain1
2, 3CompletedSupportive CareHypertensive1
2, 3CompletedTreatmentAcute Agitation / Dementias / Pain1
2, 3CompletedTreatmentFevers / Pain1
2, 3CompletedTreatmentIdiopathic Intracranial Hypertension (IIH)1
2, 3CompletedTreatmentLupus Erythematosus, Systemic1
2, 3CompletedTreatmentNo Liver and Kidney Problem / No Sign of Infection / Patients With Body Temperature Between 37.8-38.51
2, 3RecruitingTreatmentChronic Rhinosinusitis (Diagnosis)1
2, 3RecruitingTreatmentDuctus Arteriosus, Patent / Hemodynamically Significant Patent Ductus Arteriosus in Preterm Infants1
2, 3RecruitingTreatmentFeeling Anxious / Postoperative pain / Prophylaxis against postoperative nausea and vomiting1
2, 3RecruitingTreatmentPain1
2, 3RecruitingTreatmentPatent Ductus Arteriosus (PDA) / Respiratory Distress Syndrome (RDS)1
2, 3RecruitingTreatmentPost-operative Analgesia1
2, 3TerminatedTreatmentLupus Erythematosus, Systemic1
3Active Not RecruitingSupportive CareNon-Melanoma Skin Cancer (NMSC)1
3Active Not RecruitingTreatmentPostoperative pain1
3Active Not RecruitingTreatmentTooth Extraction Status Nos1
3CompletedPreventionFevers1
3CompletedPreventionFevers / Infections, Rotavirus1
3CompletedPreventionNausea / Pain / Vomiting1
3CompletedSupportive CareAnalgesia After ED Discharge for Extremity Injuries1
3CompletedSupportive CarePain1
3CompletedTreatmentAcute Low Back Pain1
3CompletedTreatmentAsthma Bronchial / Wheezing1
3CompletedTreatmentBack Pain1
3CompletedTreatmentBack Pain Lower Back Chronic1
3CompletedTreatmentBreech Presentation / Pregnancy1
3CompletedTreatmentCancers / Pain1
3CompletedTreatmentCerebrovascular Accidents / Heart Diseases / Migraine Disorders / Peripheral Vascular Disease (PVD) / TIA (Transient Ischemic Attack) / Vascular Diseases1
3CompletedTreatmentChronic Low Back Pain (CLBP)3
3CompletedTreatmentDental Pain1
3CompletedTreatmentDiabetic Neuropathies1
3CompletedTreatmentDrug Resistant Malaria Due to Plasmodium Falciparum1
3CompletedTreatmentFevers3
3CompletedTreatmentFevers / Pain1
3CompletedTreatmentFevers / Pain, Acute1
3CompletedTreatmentHealthy Volunteers1
3CompletedTreatmentHysterectomy / Postoperative pain1
3CompletedTreatmentLabour Pain1
3CompletedTreatmentLow Back Pain (LBP)1
3CompletedTreatmentMeningitis, Bacterial1
3CompletedTreatmentMigraine Disorders1
3CompletedTreatmentMigraine, Acute1
3CompletedTreatmentModerate to Severe Chronic, Non-malignant Pain1
3CompletedTreatmentMyopia1
3CompletedTreatmentNasal Stuffiness / Rhinorrhea / Sneezing / Upper Respiratory Tract Infections1
3CompletedTreatmentNausea / Pain / Vomiting1
3CompletedTreatmentNephritis, Lupus1
3CompletedTreatmentOsteoarthritis of the Knees2
3CompletedTreatmentOsteoarthritis of the Knees / Osteoarthritis, Hip1
3CompletedTreatmentPain7
3CompletedTreatmentPain, Acute2
3CompletedTreatmentPain, Chronic1
3CompletedTreatmentPain / Postoperative pain1
3CompletedTreatmentPharyngitis1
3CompletedTreatmentPost-Operative Pain1
3CompletedTreatmentPost-surgical Pain Following Extraction of Molar Teeth1
3CompletedTreatmentPostoperative Dental Pain1
3CompletedTreatmentPostoperative pain7
3CompletedTreatmentAcute Rhinitis1
3CompletedTreatmentSynovitis of osteoarthritis4
3Enrolling by InvitationTreatmentPaget Disease, Extramammary1
3Not Yet RecruitingDiagnosticAcetaminophen1
3Not Yet RecruitingPreventionAdjunct to general anesthesia therapy / Anaesthesia therapy / Analgesics / Analgesics, Opioid / Dexmedetomidine / Gabapentin / Ketamine / Lidocaine / Narcotics / Obstructive Sleep Apnea of Child / Oximetry, Pulse / Pathologic Processes / Physiologic Effects of Drugs / Postoperative Complications / Respiratory Depression / Sleep Disordered Breathing (SDB) / Tonsillectomy1
3Not Yet RecruitingTreatmentAbdominal Wall Hernia / Gastric Outlet Obstruction / Pancreatic Diseases1
3Not Yet RecruitingTreatmentBrachial Plexus Block / Postoperative pain1
3Not Yet RecruitingTreatmentFlu Symptoms1
3Not Yet RecruitingTreatmentMechanical Low Back Pain / Postural Low Back Pain1
3Not Yet RecruitingTreatmentMigraines1
3RecruitingPreventionIntraventricular haemorrhage neonatal1
3RecruitingSupportive CareMalignant Head and Neck Neoplasm / Mucositis / Radiation-Induced Disorder1
3RecruitingTreatmentAbdominal Pain (AP)1
3RecruitingTreatmentAcute Abdomen / Children1
3RecruitingTreatmentAcute Pain Due to Trauma1
3RecruitingTreatmentAortic Aneurysm, Abdominal / Local Anesthesia / Pain1
3RecruitingTreatmentFevers1
3RecruitingTreatmentLong-bone Fractures / Pain1
3RecruitingTreatmentObesity, Childhood1
3RecruitingTreatmentPatent Ductus Arteriosus (PDA)2
3RecruitingTreatmentPlasmodium Infections1
3RecruitingTreatmentPost Operative Pain2
3RecruitingTreatmentPostoperative pain2
3SuspendedNot AvailableFevers / Sepsis1
3TerminatedNot AvailablePost Operative Pain1
3TerminatedTreatmentHeadaches1
3TerminatedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
3TerminatedTreatmentPemphigus1
3Unknown StatusPreventionInguinal Hernias / Postoperative pain1
3Unknown StatusTreatmentAcute Rhinitis / Flu-like Syndromes1
3Unknown StatusTreatmentHip Arthroplasty / Knee Replacement Surgery / Spinal Anaesthesia1
3Unknown StatusTreatmentPost Operative Nausea and Vomiting (PONV) / Post Operative Pain1
3WithdrawnTreatmentHip Fractures / Pain1
3WithdrawnTreatmentLow Back Pain (LBP)1
3WithdrawnTreatmentAcute Rhinitis1
3WithdrawnTreatmentSynovitis of osteoarthritis1
4Active Not RecruitingNot AvailablePain1
4Active Not RecruitingPreventionAcetaminophen Toxicity1
4Active Not RecruitingPreventionPain, Acute / Postoperative pain1
4Active Not RecruitingSupportive CarePostoperative pain1
4Active Not RecruitingTreatmentPatent Ductus Arteriosus (PDA)1
4Active Not RecruitingTreatmentPostoperative pain1
4CompletedNot AvailableAlcohol Related Disorders2
4CompletedNot AvailableDrug Induced Liver Injury1
4CompletedNot AvailableAcute Rhinitis / Flu caused by Influenza1
4CompletedNot AvailableHealthy Volunteers / Therapeutic Agent Toxicity1
4CompletedNot AvailableModerate Alcohol Consumption (1-3 Drinks Per Day)1
4CompletedNot AvailablePain, Chronic2
4CompletedNot AvailableRheumatic Diseases1
4CompletedBasic ScienceAlcohol Abuse1
4CompletedBasic ScienceFevers / Hepatotoxicity / Pain1
4CompletedBasic ScienceOsteoarthritis of the Knees1
4CompletedBasic SciencePain1
4CompletedHealth Services ResearchAnkylosing Spondylitis (AS)1
4CompletedPreventionAcute Mountain Sickness, Blood Oxygen Saturation, Headache1
4CompletedPreventionBMI >30 kg/m21
4CompletedPreventionCoronary Arteriosclerosis / Endothelial Function1
4CompletedPreventionPain Measurement1
4CompletedPreventionRecurrence of Febrile Seizure1
4CompletedPreventionStreptococcal Infections1
4CompletedPreventionVaccines, Pneumococcal1
4CompletedScreeningAntiphospholipid Syndrome / Deep Venous Thrombosis / Nonvalvular Atrial Fibrillation / Prophylaxis of Pulmonary embolism / Strokes1
4CompletedSupportive CareAnalgesia / Fevers1
4CompletedSupportive CareCesarean Section / Postoperative pain1
4CompletedSupportive CareHemorrhage1
4CompletedSupportive CareOrthodontic Pain1
4CompletedSupportive CarePain2
4CompletedSupportive CarePain / Unspecified Adult Solid Tumor, Protocol Specific1
4CompletedSupportive CarePost Operative Pain1
4CompletedSupportive CarePost-Operative Pain1
4CompletedSupportive CarePost-op Pain1
4CompletedSupportive CarePostoperative pain1
4CompletedSupportive CarePostoperative pain / Prophylaxis against postoperative nausea and vomiting1
4CompletedSupportive CareSymptomatic Uterine Fibroids and Adenomyosis1
4CompletedTreatmentAbdominal Hysterectomy (& Wertheim)1
4CompletedTreatmentAcute Coronary Syndromes (ACS)1
4CompletedTreatmentAcute Migraine Headache1
4CompletedTreatmentAcute Respiratory Infections / Acute Rhinosinusitis1
4CompletedTreatmentAirway Obstruction / Difficulty Swallowing / Tonsillitis1
4CompletedTreatmentAlzheimer's Disease (AD) / Dementia, Vascular / Dementias / Pain1
4CompletedTreatmentAnalgesia / Postoperative pain1
4CompletedTreatmentAnalgesics1
4CompletedTreatmentAnalgesics / Pain, Chronic / Postoperative pain1
4CompletedTreatmentArthralgia / Arthritis1
4CompletedTreatmentArthritis / Myocardial Infarction (MI)1
4CompletedTreatmentArthroplasty1
4CompletedTreatmentAsthma Bronchial / Rheumatic Diseases1
4CompletedTreatmentBack Pain Lower Back1
4CompletedTreatmentBack Pain / Synovitis of osteoarthritis1
4CompletedTreatmentBariatric Surgery Candidate / Obesity, Morbid1
4CompletedTreatmentBreast Pain1
4CompletedTreatmentCaesarian Section1
4CompletedTreatmentCancers1
4CompletedTreatmentCarotid Endarterectomy and Carotid Artery Stenosis Patients / Endovascular Patients Undergoing Intracranial Intervention / Post-op Spine Patients Admitted to the NCCU / Post-operative Craniotomy Patients / Traumatic Brain Injuries NPO for at Least 12 Hours1
4CompletedTreatmentCarpal Tunnel Release / Distal Radius Fractures / Postoperative pain1
4CompletedTreatmentCatheter Related Bladder Discomfort1
4CompletedTreatmentCesarean Section; Dehiscence1
4CompletedTreatmentChildren / Postoperative pain / Recovery of Function1
4CompletedTreatmentChronic Prostatitis With Chronic Pelvic Pain Syndrome1
4CompletedTreatmentCritical Illness / Fevers1
4CompletedTreatmentDelayed Onset Muscle Soreness1
4CompletedTreatmentDental Implants / Tooth Socket1
4CompletedTreatmentDiabetic Neuropathies1
4CompletedTreatmentFevers2
4CompletedTreatmentFevers / Respiratory Tract Infections (RTI)1
4CompletedTreatmentFibromyalgia / Pain1
4CompletedTreatmentGall Stone Disease1
4CompletedTreatmentGastrointestinal Mucosal Damage1
4CompletedTreatmentGeneral Surgery1
4CompletedTreatmentAcute Rhinitis / Headaches / Nasal Stuffiness1
4CompletedTreatmentHospital Costs / Length of Stay / Patients Satisfaction / Postoperative Pain Score1
4CompletedTreatmentHyperalgesia / Pain, Acute1
4CompletedTreatmentHypertensive1
4CompletedTreatmentInjection Site Irritation1
4CompletedTreatmentLabour Pain1
4CompletedTreatmentLaparoscopic Cholecystectomy1
4CompletedTreatmentLow Back Pain (LBP)1
4CompletedTreatmentMigraine, Acute1
4CompletedTreatmentNarcotic Use / Nausea / Occasional Constipation / Pain1
4CompletedTreatmentOocyte Retrieval / Postoperative pain1
4CompletedTreatmentCaudal epidural block therapy / Orthopedic Procedures / Shoulder1
4CompletedTreatmentPain11
4CompletedTreatmentPain, Acute2
4CompletedTreatmentPain, Migraine1
4CompletedTreatmentPain / Sprains and Strains1
4CompletedTreatmentPain / Tonsillitis1
4CompletedTreatmentPatent Ductus Arteriosus (PDA)1
4CompletedTreatmentAcute Rhinitis / Pharyngitis / Tonsillitis1
4CompletedTreatmentPost Operative Pain1
4CompletedTreatmentPost-surgical Dental Pain2
4CompletedTreatmentPostoperative Function Level / Postoperative pain / Prophylaxis against postoperative nausea and vomiting1
4CompletedTreatmentPostoperative pain6
4CompletedTreatmentRecession, Gingival1
4CompletedTreatmentRelapsing Remitting Multiple Sclerosis (RRMS)1
4CompletedTreatmentRenal Colic / Urinary Calculi1
4CompletedTreatmentRheumatoid Arthritis1
4CompletedTreatmentToothache1
4CompletedTreatmentUnilateral Knee Arthroplasty1
4CompletedTreatmentUrolithiasis1
4CompletedTreatmentAcute Rhinitis1
4CompletedTreatmentBone destruction1
4CompletedTreatmentPainful musculoskeletal conditions1
4CompletedTreatmentSynovitis of osteoarthritis2
4Enrolling by InvitationTreatmentCarpal Tunnel / Cystic tumour of the ganglia / De Quervain's Disease / Trigger Finger1
4Enrolling by InvitationTreatmentMultimodal Analgesic Approach1
4Not Yet RecruitingBasic ScienceBariatric Surgery Candidate1
4Not Yet RecruitingScreeningAcetaminophen Exposure1
4Not Yet RecruitingSupportive CareRecovery Following Cholecystectomy1
4Not Yet RecruitingTreatmentAcute Renal Colic / Renal Colic1
4Not Yet RecruitingTreatmentAnalgesia / Percutaneous Nephrolithotomy1
4Not Yet RecruitingTreatmentBody Weight Changes / Postoperative Hemorrhages / Postoperative pain / Prophylaxis against postoperative nausea and vomiting1
4Not Yet RecruitingTreatmentCesarean Section / Pain, Neuropathic / Postoperative pain1
4Not Yet RecruitingTreatmentInfertility, Female / Postoperative pain1
4Not Yet RecruitingTreatmentLow Back Pain (LBP)1
4Not Yet RecruitingTreatmentPain1
4Not Yet RecruitingTreatmentPain, Acute / Postoperative pain / Surgery, Colorectal1
4Not Yet RecruitingTreatmentPain / Surgical Wound1
4Not Yet RecruitingTreatmentPostoperative pain2
4RecruitingPreventionAnaesthesia therapy / Hip Fractures1
4RecruitingPreventionPostoperative pain1
4RecruitingPreventionVideo-assisted Thoracic Surgery (VATS)1
4RecruitingSupportive CareBlood Pressures1
4RecruitingSupportive CareCarpal Tunnel1
4RecruitingSupportive CareColon Diverticulosis / Colonic Neoplasms / Constipation Drug Induced / Diverticulitis, Colonic / Ileus / Ileus paralytic / Ileus; Mechanical / Malignant Neoplasm of Colon / Occasional Constipation / Postoperative pain / Rectum Cancer / Rectum Neoplasm1
4RecruitingTreatmentAcetaminophen / Arthroplasties, Hip Replacement / Synovitis of osteoarthritis1
4RecruitingTreatmentAcute Diverticulitis1
4RecruitingTreatmentAdenoidectomy / Tonsillectomy1
4RecruitingTreatmentAnalgesia, Postoperative1
4RecruitingTreatmentCervical Preparation / Pain / Pregnancy Termination1
4RecruitingTreatmentCesarean Section / Pain Management / Pain, Neuropathic1
4RecruitingTreatmentCircumcision / Pain1
4RecruitingTreatmentDelirium1
4RecruitingTreatmentEclampsia / HELLP Syndrome / Prophylaxis of preeclampsia1
4RecruitingTreatmentFlu caused by Influenza1
4RecruitingTreatmentFracture Bone1
4RecruitingTreatmentFusion of Spine, Lumbar Region1
4RecruitingTreatmentHypertension, Pregnancy-Induced / Prophylaxis of preeclampsia1
4RecruitingTreatmentInguinal Hernias / Postoperative pain1
4RecruitingTreatmentLigament Injury1
4RecruitingTreatmentLow Back Pain (LBP) / Transforaminal Lumbar Interbody Fusion1
4RecruitingTreatmentLumbar Disc Disease / Lumbar Radiculopathy / Prolapsed Lumbar Disc1
4RecruitingTreatmentNeoplasms, Lung / Pain1
4RecruitingTreatmentOpioids Use / Postoperative pain1
4RecruitingTreatmentPain2
4RecruitingTreatmentPain Management1
4RecruitingTreatmentPain, Acute3
4RecruitingTreatmentPain / Prostatectomy1
4RecruitingTreatmentPelvic Organ Prolapse (POP)1
4RecruitingTreatmentPostoperative pain2
4RecruitingTreatmentRib Fractures / Wounds and Injuries1
4RecruitingTreatmentSciatica2
4RecruitingTreatmentStrokes / Subarachnoid Hemorrhage1
4RecruitingTreatmentNo Reconstructive Breast Surgery1
4SuspendedTreatmentRotator Cuff Syndrome1
4TerminatedOtherPain1
4TerminatedSupportive CareEmergence Agitation / Pain1
4TerminatedSupportive CareMedication Side Effects / Narcotic Requirement / Postoperative pain1
4TerminatedTreatmentAcute Pain, Postoperative1
4TerminatedTreatmentAdverse Reaction to Drug / Obstructive Sleep Apnea (OSA) / Recurrent Tonsillitis / Sleep Disordered Breathing (SDB)1
4TerminatedTreatmentAnesthesia Recovery Period / Postoperative pain1
4TerminatedTreatmentAnkylosing Spondylitis (AS) / Pain1
4TerminatedTreatmentArthritis / Cognitive Impairments / Pain1
4TerminatedTreatmentCarpal Tunnel Syndrome (CTS)1
4TerminatedTreatmentCritical Illness / Fevers1
4TerminatedTreatmentFevers1
4TerminatedTreatmentHip Fractures1
4TerminatedTreatmentMigrainous Headache1
4TerminatedTreatmentPain1
4TerminatedTreatmentPostoperative pain1
4TerminatedTreatmentPostoperative pain / Prophylaxis against postoperative nausea and vomiting1
4Unknown StatusBasic ScienceObesity, Morbid1
4Unknown StatusBasic ScienceType 2 Diabetes Mellitus1
4Unknown StatusDiagnosticPatent Ductus Arteriosus (PDA)1
4Unknown StatusPreventionOral Hemorrhage1
4Unknown StatusTreatmentAcute Low Back Pain1
4Unknown StatusTreatmentBrain Surgery / Craniotomy1
4Unknown StatusTreatmentCancer, Advanced / Opioid Use, Unspecified1
4Unknown StatusTreatmentDementias / Depressive State / Pain1
4Unknown StatusTreatmentDysmenorrhea1
4Unknown StatusTreatmentFalciparum / Plasmodium Infections1
4Unknown StatusTreatmentFevers2
4Unknown StatusTreatmentPatellofemoral Pain Syndrome1
4Unknown StatusTreatmentPost Operative Pain1
4Unknown StatusTreatmentPost-Operative Pain1
4Unknown StatusTreatmentPostoperative Laminectomy Pain / Postoperative pain1
4Unknown StatusTreatmentPostoperative pain1
4Unknown StatusTreatmentVitiligo1
4WithdrawnPreventionIntraoperative and Postoperative Opioid Requirements / Postoperative pain1
4WithdrawnTreatmentGallbladder Inflammation / Gallstone formation / Obstructive Sleep Apnea (OSA)1
4WithdrawnTreatmentPain, Chronic1
4WithdrawnTreatmentPost Operative Pain Control1
Not AvailableActive Not RecruitingSupportive CarePain1
Not AvailableActive Not RecruitingTreatmentAmniocentesis1
Not AvailableActive Not RecruitingTreatmentPlasmodium Infections1
Not AvailableActive Not RecruitingTreatmentSpinal Stenosis of Lumbar Region1
Not AvailableCompletedNot AvailableConcussions / Headaches1
Not AvailableCompletedNot AvailableDrug Half Life / Pharmacokinetics / Placebo Effect1
Not AvailableCompletedNot AvailableDysmenorrhea / Pain, Acute1
Not AvailableCompletedNot AvailableHealthy Volunteers4
Not AvailableCompletedNot AvailableOsteoarthritis of the Knees1
Not AvailableCompletedNot AvailablePain1
Not AvailableCompletedNot AvailablePost-operative Swallowing Disorders / Thyroidectomy1
Not AvailableCompletedBasic ScienceAnalgesia1
Not AvailableCompletedBasic ScienceEmotional Pain1
Not AvailableCompletedBasic ScienceHypovolaemia / Temperature Change, Body1
Not AvailableCompletedBasic ScienceNarcotic Abuse1
Not AvailableCompletedBasic ScienceObesity, Morbid1
Not AvailableCompletedBasic SciencePlatelet Aggregation1
Not AvailableCompletedBasic SciencePregnancy1
Not AvailableCompletedBasic ScienceTo Assess the Impact of Bile Acids on Human Glukagon-like-peptide-1 Secretion1
Not AvailableCompletedDiagnosticPostoperative; Parotitis / Prophylaxis against postoperative nausea and vomiting / Vitreoretinal Surgery1
Not AvailableCompletedPreventionPain1
Not AvailableCompletedPreventionPostpartum Period / Pregnancy / Sleep Disturbances1
Not AvailableCompletedPreventionProlonged Apnea / Prolonged Bradycardia1
Not AvailableCompletedSupportive CareChronic Rhinosinusitis1
Not AvailableCompletedSupportive CareElbow Fractures1
Not AvailableCompletedSupportive CareLaparoscopic Cholecystectomy1
Not AvailableCompletedSupportive CarePain, Acute1
Not AvailableCompletedSupportive CarePerforated Appendicitis1
Not AvailableCompletedSupportive CarePostoperative pain1
Not AvailableCompletedTreatmentAcetaminophen / Analgesia / Curettage / Paracervical Block1
Not AvailableCompletedTreatmentAdverse Anesthesia Outcome1
Not AvailableCompletedTreatmentAntiphospholipid Antibody Syndrome1
Not AvailableCompletedTreatmentCancer, Breast / Postoperative pain1
Not AvailableCompletedTreatmentCardiopulmonary Bypass Induced Lipid Peroxidation1
Not AvailableCompletedTreatmentCervical Pain1
Not AvailableCompletedTreatmentChildren / Laceration / Pain / Procedures1
Not AvailableCompletedTreatmentCleft Palates1
Not AvailableCompletedTreatmentCongenital Heart Disease (CHD)1
Not AvailableCompletedTreatmentContraception / Inhalation of Nitrous Oxide1
Not AvailableCompletedTreatmentDiverticulitis1
Not AvailableCompletedTreatmentDrug Interactions1
Not AvailableCompletedTreatmentElbow Fractures1
Not AvailableCompletedTreatmentFevers / Reduction in Temperature1
Not AvailableCompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
Not AvailableCompletedTreatmentInguinal Hernias1
Not AvailableCompletedTreatmentLow Back Pain (LBP)1
Not AvailableCompletedTreatmentOpen Heart Surgery / Postoperative pain1
Not AvailableCompletedTreatmentOsteoarthritis of the Knees5
Not AvailableCompletedTreatmentOsteoarthritis of the Knees / Pain, Chronic1
Not AvailableCompletedTreatmentOther Chronic Postoperative Pain1
Not AvailableCompletedTreatmentPain1
Not AvailableCompletedTreatmentPain Control Post Colorectal Surgery1
Not AvailableCompletedTreatmentPeriapical Abscess1
Not AvailableCompletedTreatmentPlasmodium Infections / Pneumonia1
Not AvailableCompletedTreatmentPost Cesarean Pain Management1
Not AvailableCompletedTreatmentPostcesarean Analgesia1
Not AvailableCompletedTreatmentPostoperative pain3
Not AvailableCompletedTreatmentPregnancy Termination1
Not AvailableCompletedTreatmentSkin Laxity1
Not AvailableEnrolling by InvitationNot AvailablePyloric Stenosis1
Not AvailableNot Yet RecruitingNot AvailableSepsis and Septic Shock1
Not AvailableNot Yet RecruitingDiagnosticHepatic Disease / Paracetamol Causing Adverse Effects in Therapeutic Use1
Not AvailableNot Yet RecruitingOtherPost-thoracotomy Pain Syndrome1
Not AvailableNot Yet RecruitingPreventionAnalgesia1
Not AvailableNot Yet RecruitingPreventionCaudal epidural block therapy / Postoperative pain / Surgery, Cardiac1
Not AvailableNot Yet RecruitingTreatmentAnaesthesia therapy1
Not AvailableNot Yet RecruitingTreatmentLiver Diseases / Neoplasms, Hepatic / Secondary Malignant Neoplasm of Liver1
Not AvailableNot Yet RecruitingTreatmentPain1
Not AvailableRecruitingNot AvailableAlzheimer's Disease (AD)1
Not AvailableRecruitingNot AvailableMultimodal Analgesia / Nonsteroidal Anti-inflammatory Drugs1
Not AvailableRecruitingNot AvailablePatent Ductus Arteriosus (PDA)1
Not AvailableRecruitingBasic ScienceNeonatal Diabetes1
Not AvailableRecruitingOtherPain Management in Pregnant Women1
Not AvailableRecruitingSupportive CareInguinal Hernias / Postoperative pain1
Not AvailableRecruitingSupportive CarePain1
Not AvailableRecruitingSupportive CarePostoperative pain / Undescended Testis1
Not AvailableRecruitingTreatmentAnal Condyloma / Fissure in Ano / Hemorrhoids / Rectal Fistulas1
Not AvailableRecruitingTreatmentArthritis Knee1
Not AvailableRecruitingTreatmentChronic Lower Back Pain / Lumbar Facet Syndrome1
Not AvailableRecruitingTreatmentChronic Widespread Pain / Fibromyalgia1
Not AvailableRecruitingTreatmentDengue Fever / Transaminitis1
Not AvailableRecruitingTreatmentGeneral Surgery / Pain / Rib Fractures / Traumas1
Not AvailableRecruitingTreatmentHypertension, Pregnancy-Induced1
Not AvailableRecruitingTreatmentLumbar Disc Disease / Lumbar Osteoarthritis / Spinal Stenosis / Spondylosis1
Not AvailableRecruitingTreatmentPain1
Not AvailableRecruitingTreatmentPatent Ductus Arteriosus (PDA)1
Not AvailableRecruitingTreatmentPostoperative pain2
Not AvailableTerminatedDiagnosticBMI >30 kg/m2 / Pain1
Not AvailableTerminatedTreatmentFevers / Heart Rate, Fetal (FHR)1
Not AvailableTerminatedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
Not AvailableTerminatedTreatmentInfants, Premature / Retinal Disorders1
Not AvailableTerminatedTreatmentLaparoscopic Colorectal Resection1
Not AvailableTerminatedTreatmentPain2
Not AvailableTerminatedTreatmentSevere Traumatic Brain Injury / Subarachnoid Hemorrhage1
Not AvailableUnknown StatusNot AvailableHip Fractures1
Not AvailableUnknown StatusBasic ScienceAsthma Bronchial1
Not AvailableUnknown StatusPreventionPharyngitis1
Not AvailableUnknown StatusPreventionPoisoning1
Not AvailableUnknown StatusSupportive CareRetinopathy of Prematurity1
Not AvailableUnknown StatusTreatmentBMI >30 kg/m21
Not AvailableUnknown StatusTreatmentFevers1
Not AvailableUnknown StatusTreatmentFlail Chest / General Surgery / Rib Fractures / Traumas1
Not AvailableUnknown StatusTreatmentFracture Bone / Pain1
Not AvailableUnknown StatusTreatmentObesity, Morbid1
Not AvailableUnknown StatusTreatmentPain1
Not AvailableUnknown StatusTreatmentPleuro-pneumonia1
Not AvailableUnknown StatusTreatmentPostoperative pain1
Not AvailableWithdrawnNot AvailablePain1
Not AvailableWithdrawnNot AvailableSynovitis of osteoarthritis1
Not AvailableWithdrawnBasic SciencePharmacokinetics1
Not AvailableWithdrawnOtherNon-Alcoholic Fatty Liver Disease (NAFLD)1
Not AvailableWithdrawnPreventionDrug Induced Liver Injury / Fevers / Hepatic Failure / Liver Failure, Acute / Prevention & Control1
Not AvailableWithdrawnSupportive CareToothache1
Not AvailableWithdrawnTreatmentAcute Myocardial Infarction (AMI)1
Not AvailableWithdrawnTreatmentCaesarean Delivery1
Not AvailableWithdrawnTreatmentPostoperative pain1

Pharmacoeconomics

Manufacturers
  • Ortho mcneil pharmaceutical inc
  • G and w laboratories inc
  • Able laboratories inc
  • Actavis mid atlantic llc
  • Perrigo new york inc
  • Roxane laboratories inc
  • Polymedica industries inc
  • Mcneil consumer healthcare
  • Ohm laboratories inc
  • L perrigo co
  • Ranbaxy inc
Packagers
Dosage forms
FormRouteStrength
GranuleOral
SuppositoryRectal120 mg
SuppositoryRectal325 mg
SuppositoryRectal650 mg
SuppositoryRectal160 mg
TabletOral80 mg/1
Tablet, coatedOral325 mg/1
Tablet, extended releaseOral650 mg/1
TabletOral300 mg/1
TabletOral500.0 mg
TabletOral650 mg/1
TabletOral500.4 mg/556mg
LiquidOral500 mg/15mL
LiquidOral325 mg/10.15mL
ElixirOral32 mg
CapsuleOral325 mg
TabletOral324.9 mg/361mg
TabletOral500 mg
LiquidOral160 mg
LiquidOral80 mg
TabletOral325 mg
Kit
PowderOral
Tablet, effervescentOral
Granule, effervescentOral
Tablet, orally disintegratingOral325 mg/1
Tablet, extended releaseOral650.0 mg
Capsule, gelatin coatedOral325 mg/1
TabletOral325 mg/1
LiquidTopical
TabletOral80.0 mg
ElixirOral160 mg
ElixirOral80 mg
SuspensionOral160 mg
TabletOral80 mg
Tablet, chewableOral80 mg
ElixirOral160 mg/5mL
SuspensionOral325 mg/10.15mL
SuspensionOral650 mg/20.3mL
Tablet, orally disintegratingOral80 mg/1
Tablet, chewableOral
LiquidOral
SolutionOral160 mg/5mL
Capsule; kitOral
Tablet, coatedOral
KitOral
KitTopical
KitOral; Topical
Tablet, film coatedOral
LiquidOral500 mg/5mL
CapsuleOral500 mg
Tablet, orally disintegratingOral500 mg
Capsule, gelatin coatedOral500 mg/1
Tablet, chewableOral500.0 mg
SolutionOral500 mg
SuppositoryRectal650 mg/1
SuppositoryRectal80 mg/1
SuppositoryRectal325 mg/1
LiquidOral675 mg/675mL
SuspensionOral160 mg/5mL
Powder, for suspensionOral
Capsule, coatedOral500 mg/1
Tablet, film coated, extended releaseOral650 mg/1
TabletOral500 mg/1
Tablet, coatedOral500 mg/1
Suspension / dropsOral80 mg/.8mL
Capsule, coatedOral
LiquidOral1000 mg/60mL
TabletTopical
Tablet, film coatedOral325 mg/1
Tablet, film coatedOral500 mg/1
Kit; powderOral
Kit; powder, for solutionOral
SuspensionOral80 mg
Solution / dropsOral80 mg/.8mL
SuspensionOral160 mg/1.6mL
Solution / drops; suspensionOral80 mg
Tablet, orally disintegratingOral160 mg/1
Tablet, chewableOral160 mg/1
TabletOral160 mg
Tablet, chewableOral160 mg
TabletOral160.0 mg
TabletOral160 mg/1
Capsule, delayed release pelletsOral
LiquidOral.8 mL/mL
CapsuleOral500 mg/1
Tablet, film coated, extended releaseOral500 mg/1
TabletOral500 1/1
Tablet, multilayerOral
Injection, solutionIntravenous10 mg/mL
SolutionIntravenous10 mg
CapsuleOral
Tablet, chewableOral80 mg/1
LiquidOral160 mg/5mL
Capsule, liquid filledOral500 mg/1
SuppositoryRectal120 mg/1
Capsule, gelatin coatedOral
Capsule, liquid filledOral325 mg/1
SolutionOral16 mg
LiquidOral80 mg/.8mL
Liquid; solution / dropsOral80 mg
SolutionOral160 mg
SolutionOral80 mg
SolutionOral32 mg
PillOral
SyrupOral80 mg/.8mL
Capsule, liquid filledOral
TabletOral
SolutionOral
Tablet, extended releaseOral
TabletOral500 mg/583mg
LiquidOral100 mg/mL
SyrupOral80 mg
SyrupOral160 mg
Solution / dropsOral80 mg
Powder, for solutionOral
SyrupOral
Kit; tabletOral
SuspensionOral
SyrupOral160 mg/5mL
Tablet, extended releaseOral650 mg
SolutionOral500 mg/15mL
ElixirOral
LiquidOral650 mg
Granule, for solutionOral
SolutionOral120 mg
Prices
Unit descriptionCostUnit
Tylenol 100 325 mg tablet Bottle16.98USD bottle
Phrenilin Forte 50-650 mg capsule5.24USD capsule
Phrenilin forte capsule4.46USD capsule
Norco 7.5-325 tablet2.77USD tablet
Norco 10-325 tablet2.76USD tablet
Propoxyphen-apap 100-325 mg tablet2.66USD tablet
Darvocet-N 100 100-650 mg tablet2.33USD tablet
Norco 10-325 mg tablet2.14USD tablet
Ultracet 37.5-325 mg tablet1.95USD tablet
Propoxyphen-apap 100-500 mg tablet1.85USD tablet
Ultracet tablet1.79USD tablet
Darvocet-n 100 tablet1.72USD tablet
Tylenol with Codeine #4 300-60 mg tablet1.65USD tablet
Phrenilin 50-325 mg tablet1.63USD tablet
Norco 7.5-325 mg tablet1.61USD tablet
Darvocet a500 tablet1.5USD tablet
Norco 5-325 mg tablet1.43USD tablet
Darvocet A500 100-500 mg tablet1.38USD tablet
Phrenilin tablet1.32USD tablet
Norco 5-325 tablet1.19USD tablet
Darvocet-n 50 tablet1.14USD tablet
Hydrocodone-apap 10-750 tablet1.12USD tablet
Tylenol with Codeine #3 300-30 mg tablet1.1USD tablet
Tencon tablet1.01USD tablet
Hydrocodone-apap 7.5-650 tablet0.93USD tablet
Propoxyphene-apap 50-325 mg tablet0.93USD tablet
Co-gesic 5-500 tablet0.92USD each
Sedapap 50-650 mg tablet0.92USD tablet
Clemastine fum 2.68 mg tablet0.86USD tablet
Feverall 120 mg suppository0.8USD suppository
Feverall 325 mg suppository0.8USD suppository
Feverall 80 mg suppository0.8USD suppository
Tavist nd 10 mg tablet0.74USD tablet
Darvocet-N 50 50-325 mg tablet0.73USD tablet
Hydrocodone-apap 10-325 tablet0.7USD tablet
Hydrocodone-apap 7.5-325 tablet0.62USD tablet
Hydrocodone-apap 10-660 tablet0.61USD tablet
Acephen 650 mg suppository0.55USD suppository
Propoxyphen-apap 100-650 mg tablet0.55USD tablet
Acephen 120 mg suppository0.54USD suppository
Acephen 325 mg suppository0.54USD suppository
Hydrocodone-apap 5-325 tablet0.54USD tablet
Hydrocodone-apap 10-500 tablet0.53USD tablet
Tavist-1 1.34 mg tablet0.5USD tablet
Acetaminophen 325 mg suppository0.44USD suppository
Feverall 650 mg suppository0.43USD suppository
Drixoral cold & allergy tablet sa0.4USD tablet
Acetaminophen 650 mg suppository0.39USD suppository
Acetaminophen 120 mg suppository0.38USD suppository
Apap-butalbital 325-50 tablet0.38USD tablet
Hydrocodone-apap 10-650 tablet0.37USD each
Hydrocodone-apap 2.5-500 tablet0.33USD tablet
Tylenol flu max-strn gelcap0.24USD capsule
Momentum caplet0.23USD caplet
Tylenol cold gelcap0.23USD capsule
Tylenol cold head congestion0.23USD each
Tylenol cold multi-symp gelcap0.23USD capsule
Tylenol allergy m-s caplet0.22USD caplet
Tylenol cold multi-symptom caplet0.22USD caplet
Tylenol cold head cong caplet0.21USD caplet
Tylenol cold multi-symp caplet0.21USD caplet
Tylenol cold severe congestion0.21USD each
Tylenol sinus caplet0.21USD caplet
Excedrin quicktabs0.2USD tablet
Tylenol allergy m-s night caplet0.2USD caplet
Tylenol chest congestion caplet0.2USD caplet
Tylenol cold head congest caplet0.2USD caplet
Tylenol sinus congestion&pain0.2USD each
Excedrin menstrual cmplt gelcap0.19USD capsule
Jr. tylenol 160 mg meltaways0.19USD each
Tylenol allergy complete caplet0.19USD caplet
Tylenol allergy complete gelcap0.19USD capsule
Tylenol allergy sinus gelcap0.19USD capsule
Tylenol allergy sinus geltab0.19USD tablet
Tylenol flu nighttime gelcap0.19USD capsule
Tylenol sinus congest-pain caplet0.19USD caplet
Tylenol sinus gelcap0.19USD capsule
Tylenol sinus geltab0.19USD tablet
Tylenol sinus nighttime caplet0.19USD caplet
Tylenol arthritis geltab0.18USD tablet
Child tylenol cold/cough tablet0.17USD tablet
Childrens apap 80 mg tablet chew0.17USD tablet
Tavist max-str sinus caplet0.17USD caplet
Tylenol allergy sinus caplet0.17USD caplet
Tylenol cold caplet0.17USD caplet
Tylenol severe allergy caplet0.17USD caplet
Tylenol allergy multi-symptom0.16USD each
Tylenol cold relief nightime0.16USD each
Tylenol pm ex-strength gelcap0.16USD capsule
Women's tylenol 500-25 capsule0.16USD capsule
Excedrin migraine geltabs0.15USD tablet
Tylenol cold relief caplet0.15USD caplet
Excedrin extra strength caplet0.14USD caplet
Excedrin migraine caplet0.14USD caplet
Excedrin sinus headache tablet0.14USD tablet
Excedrin tension headache tablet0.14USD tablet
Hydrocodone-apap 7.5-750 tablet0.13USD tablet
Tylenol arthritis caplet sa0.13USD caplet
Tylenol ex-str 500 mg tablet0.13USD tablet
Acetaminophen 650 mg caplet0.12USD caplet
Apap jr str 160 mg tablet chew0.12USD tablet
Hydrocodone-apap 7.5-500 tablet0.12USD tablet
Tylenol day & night value pack0.12USD each
Acetaminophen 500 mg geltab0.11USD tablet
Acetaminophen 500 mg tablet0.11USD tablet
Child's tylenol 80 mg meltaway0.11USD each
Eql pain relief 500 mg caplet0.1USD caplet
Eql pain relief 500 mg geltab0.1USD tablet
Excedrin back & body caplet0.1USD caplet
Excedrin sinus headache caplet0.1USD caplet
Excedrin tension headache caplet0.1USD caplet
Soba pain rel 500 mg gelcap0.1USD capsule
Tylenol 8 hour 650 mg caplet0.1USD caplet
Tylenol p.m. ex-str geltab0.1USD tablet
Tylenol pm ex-strength caplet0.1USD caplet
Acetaminophen 160 mg tablet chw0.09USD tablet
Pain reliever 500 mg caplet0.09USD caplet
Tylenol ex-str 500 mg geltab0.09USD tablet
Acetaminophen pm caplet0.08USD caplet
Excedrin pm 500-38 mg tablet0.08USD tablet
Pain reliever 160 mg tablet0.08USD tablet
Tylenol es for arthritis pain0.08USD each
Tylenol ex-str 500 mg caplet0.08USD caplet
Tylenol pm ex-strength geltab0.08USD tablet
Acetaminophen 80 mg tablet chew0.07USD tablet
Acetaminophen powder dense0.07USD g
Apap 325 mg tablet0.07USD tablet
Apap child's 80 mg tablet chew0.07USD tablet
Soba pain rel xs 500 mg tablet0.07USD tablet
Tylenol 325 mg tablet0.07USD tablet
Acetaminophen 500 mg gelcap0.06USD tablet
CVS Pharmacy non-aspirin 500 mg caplet0.06USD caplet
CVS Pharmacy non-aspirin 500 mg tablet0.06USD tablet
CVS Pharmacy pain relief 500 mg gelcap0.06USD capsule
CVS Pharmacy pain rlf cool ice caplet0.06USD caplet
Eql pain relief 325 mg tablet0.06USD tablet
Pain relief 500 mg caplet0.06USD caplet
Pain reliever 325 mg tablet0.06USD tablet
Soba pain reliever 500 mg tablet0.06USD tablet
Child tylenol cough-runny nose0.05USD ml
Child tylenol cough-sore thrt0.05USD ml
Childs tylenol cold-cough susp0.05USD ml
Mapap 325 mg tablet0.05USD tablet
Non-aspirin 500 mg geltab0.05USD tablet
Pain relief without asa tablet0.05USD tablet
Tylenol ex-str 500 mg gelcap0.05USD capsule
Childs tylenol cold-aller susp0.04USD ml
Childs tylenol plus cold susp0.04USD ml
Childs tylenol plus flu susp0.04USD ml
CVS Pharmacy acetaminophen 325 mg tablet0.04USD tablet
Non-aspirin 500 mg tablet0.04USD tablet
Pain reliever 500 mg geltab0.04USD tablet
Q-pap ex-str 500 mg tablet0.04USD tablet
Ra acetaminophen pm caplet0.04USD caplet
Acetaminophen 325 mg tablet0.03USD tablet
Acetaminophen 500 mg caplet0.03USD caplet
Genapap 325 mg tablet0.03USD tablet
Genapap 500 mg tablet0.03USD tablet
Pain relief 500 mg tablet0.03USD each
Pain reliever 500 mg gelcap0.03USD capsule
Pain reliever 500 mg tablet0.03USD tablet
Pain relief 325 mg tablet0.02USD tablet
Pain reliever w-o asa 325 mg0.02USD each
Tylenol cold & flu severe liq0.02USD ml
Tylenol cold m-s severe day liquid0.02USD ml
Tylenol cough & sore throat lq0.02USD ml
Tylenol nighttime liquid0.02USD ml
Tylenol pm liquid0.02USD ml
Tylenol sore throat liquid0.02USD ml
Maxapap 325 mg tablet0.01USD tablet
Maxapap 500 mg caplet0.01USD each
Maxapap 500 mg tablet0.01USD tablet
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
USRE39221No1994-08-092011-08-09Us
US5972916No1997-07-142017-07-14Us
US6488962No2000-06-202020-06-20Us
US6028222Yes1998-02-052018-02-05Us
US6992218Yes2001-12-062021-12-06Us
US8372432No2009-03-112029-03-11Us
US8668929No2009-03-112029-03-11Us
US8377453No2009-11-192029-11-19Us
US7976870No2007-06-012027-06-01Us
US8741885No2012-05-162032-05-16Us
US8992975No2012-05-162032-05-16Us
US8597681No2010-12-212030-12-21Us
US8980319No2010-12-212030-12-21Us
US8394408No2009-03-112029-03-11Us
US9050335No2012-05-162032-05-16Us
US8658631No2012-05-162032-05-16Us
US9399012Yes2012-03-112032-03-11Us
US9610265No2008-11-132028-11-13Us
US9468636No2012-05-162032-05-16Us

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)169-171Merck Index 39
water solubility1.4E+004 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP0.46SANGSTER (1994)
logS-1.03ADME Research, USCD
pKa9.38DASTMALCHI,S ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility4.15 mg/mLALOGPS
logP0.51ALOGPS
logP0.91ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)9.46ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity42.9 m3·mol-1ChemAxon
Polarizability15.52 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9921
Blood Brain Barrier+0.9544
Caco-2 permeable+0.8285
P-glycoprotein substrateNon-substrate0.8202
P-glycoprotein inhibitor INon-inhibitor0.982
P-glycoprotein inhibitor IINon-inhibitor0.9781
Renal organic cation transporterNon-inhibitor0.9292
CYP450 2C9 substrateNon-substrate0.7259
CYP450 2D6 substrateSubstrate0.8918
CYP450 3A4 substrateNon-substrate0.5554
CYP450 1A2 substrateNon-inhibitor0.9045
CYP450 2C9 inhibitorNon-inhibitor0.907
CYP450 2D6 inhibitorNon-inhibitor0.9755
CYP450 2C19 inhibitorNon-inhibitor0.9161
CYP450 3A4 inhibitorNon-inhibitor0.8496
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8842
Ames testNon AMES toxic0.8767
CarcinogenicityNon-carcinogens0.7654
BiodegradationReady biodegradable0.6342
Rat acute toxicity1.8596 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9717
hERG inhibition (predictor II)Non-inhibitor0.9597
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Download (7.63 KB)
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MS (2 TMS)GC-MSsplash10-0a4i-4971200000-17e6e1373f10ba4ec138
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0a4i-1900000000-df97f74a81da3a46a697
GC-MS Spectrum - EI-BGC-MSsplash10-0a4i-4900000000-ef277124e1b50b5f010e
GC-MS Spectrum - CI-BGC-MSsplash10-0udi-0900000000-7aa6a54b74b345d91e37
GC-MS Spectrum - GC-MSGC-MSsplash10-0a4i-4971200000-17e6e1373f10ba4ec138
Mass Spectrum (Electron Ionization)MSsplash10-0a4i-4900000000-ffdd0f8a1e6e450fc162
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-0w29-3900000000-97741eddc3be9c7eaea8
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-0ik9-1900000000-1ddd59340d1db920fa66
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-00kf-9000000000-148fa91ce08e13165712
MS/MS Spectrum - EI-B (HITACHI M-80) , PositiveLC-MS/MSsplash10-0a4i-1900000000-5997c3f6cdebc5326b65
MS/MS Spectrum - EI-B (Unknown) , PositiveLC-MS/MSsplash10-0a4i-4900000000-ef277124e1b50b5f010e
MS/MS Spectrum - CI-B (Unknown) , PositiveLC-MS/MSsplash10-0udi-0900000000-7aa6a54b74b345d91e37
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0zfr-0900000000-125e44ce332576a1e155
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0udi-0900000000-7e46df4b4b653c90c258
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0udi-0900000000-bb6e34d2d574a249d721
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0udi-0900000000-2f45dd7efce38361f806
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0pb9-0900000000-e48b48d64b6b985ab455
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0a4i-0900000000-b72b0e33fd35512fe6de
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0a4i-0900000000-97bcaa95f26159307d03
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0udi-0900000000-c50b4b79792e2c2e68f9
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0udi-0900000000-7e46df4b4b653c90c258
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0udi-0900000000-2b07cd2813d3f23e88f1
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0pb9-0900000000-5b92f09589afe838f23a
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0a4i-0900000000-f0ca5ff6526b9f005034
LC-MS/MS Spectrum - LC-ESI-ITFT , negativeLC-MS/MSsplash10-0udi-0900000000-7e45ef71674dcdde9068
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0w29-1900000000-38d21a339e82f461beac
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0udi-0900000000-d953f92b362e4b262210
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0udi-0900000000-3170dca3f927500ea230
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0udi-0900000000-f835e92fb0bae0c7b8bc
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0w29-0900000000-4e01c7ff07665fcdb218
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-0900000000-a3c279c288bb690496b3
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-2900000000-4435e0230105d5d28a94
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-6900000000-76671cc7ad1df1b5983d
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0udi-0900000000-9895c5f2b10912092523
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0udi-0900000000-d73797c93a4ef79ea79e
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0w29-0900000000-22d62a7732ed3d99e87d
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-0900000000-c652f4f179daa6465678
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-2900000000-0e7e745540d8ec7b99f4
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-6900000000-2a4263b38fa30bc64dd0
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-0w29-0900000000-cf0ac615ec636ce7a253
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-03di-0900000000-428d8023ee5761fed84c
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-0900000000-ed26fb95b6aea6986085
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-1900000000-5b942e17f1e66a3832b8
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-0900000000-d6a7498b8d87d4e00028
LC-MS/MS Spectrum - LC-ESI-ITFT , positiveLC-MS/MSsplash10-03di-0900000000-9ff40d4cd8c0f46836c2
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0w29-0900000000-fcf8e62537bd6db11b3a
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0w29-0900000000-c27e8f1522f41492aae3
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that a unsubstituted at the 2-position.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenols
Sub Class
1-hydroxy-2-unsubstituted benzenoids
Direct Parent
1-hydroxy-2-unsubstituted benzenoids
Alternative Parents
Benzene and substituted derivatives / Propargyl-type 1,3-dipolar organic compounds / Carboximidic acids / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds / Hydrocarbon derivatives
Substituents
1-hydroxy-2-unsubstituted benzenoid / Monocyclic benzene moiety / Organic 1,3-dipolar compound / Propargyl-type 1,3-dipolar organic compound / Carboximidic acid derivative / Carboximidic acid / Organic nitrogen compound / Organic oxygen compound / Organopnictogen compound / Hydrocarbon derivative
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
phenols, acetamides (CHEBI:46195) / a small molecule (CPD-7669)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Inhibitor
General Function
Prostaglandin-endoperoxide synthase activity
Specific Function
Converts arachidonate to prostaglandin H2 (PGH2), a committed step in prostanoid synthesis. Involved in the constitutive production of prostanoids in particular in the stomach and platelets. In gas...
Gene Name
PTGS1
Uniprot ID
P23219
Uniprot Name
Prostaglandin G/H synthase 1
Molecular Weight
68685.82 Da
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352]
Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Inhibitor
General Function
Prostaglandin-endoperoxide synthase activity
Specific Function
Converts arachidonate to prostaglandin H2 (PGH2), a committed step in prostanoid synthesis. Constitutively expressed in some tissues in physiological conditions, such as the endothelium, kidney and...
Gene Name
PTGS2
Uniprot ID
P35354
Uniprot Name
Prostaglandin G/H synthase 2
Molecular Weight
68995.625 Da
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352]
  2. Lee YS, Kim H, Brahim JS, Rowan J, Lee G, Dionne RA: Acetaminophen selectively suppresses peripheral prostaglandin E2 release and increases COX-2 gene expression in a clinical model of acute inflammation. Pain. 2007 Jun;129(3):279-86. Epub 2006 Dec 18. [PubMed:17175104]
  3. Hinz B, Cheremina O, Brune K: Acetaminophen (paracetamol) is a selective cyclooxygenase-2 inhibitor in man. FASEB J. 2008 Feb;22(2):383-90. Epub 2007 Sep 20. [PubMed:17884974]
  4. Weinheimer EM, Jemiolo B, Carroll CC, Harber MP, Haus JM, Burd NA, LeMoine JK, Trappe SW, Trappe TA: Resistance exercise and cyclooxygenase (COX) expression in human skeletal muscle: implications for COX-inhibiting drugs and protein synthesis. Am J Physiol Regul Integr Comp Physiol. 2007 Jun;292(6):R2241-8. Epub 2007 Feb 22. [PubMed:17322116]
3. Prostaglandin G/H synthase 3
Kind
Protein
Organism
Mouse
Pharmacological action
Unknown
Actions
Inhibitor
References
  1. Botting R, Ayoub SS: COX-3 and the mechanism of action of paracetamol/acetaminophen. Prostaglandins Leukot Essent Fatty Acids. 2005 Feb;72(2):85-7. [PubMed:15626590]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Fatty acid amide hydrolase activity
Specific Function
Degrades bioactive fatty acid amides like oleamide, the endogenous cannabinoid, anandamide and myristic amide to their corresponding acids, thereby serving to terminate the signaling functions of t...
Gene Name
FAAH
Uniprot ID
O00519
Uniprot Name
Fatty-acid amide hydrolase 1
Molecular Weight
63065.28 Da
References
  1. Hogestatt ED, Jonsson BA, Ermund A, Andersson DA, Bjork H, Alexander JP, Cravatt BF, Basbaum AI, Zygmunt PM: Conversion of acetaminophen to the bioactive N-acylphenolamine AM404 via fatty acid amide hydrolase-dependent arachidonic acid conjugation in the nervous system. J Biol Chem. 2005 Sep 9;280(36):31405-12. Epub 2005 Jun 29. [PubMed:15987694]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Transmembrane signaling receptor activity
Specific Function
Ligand-activated non-selective calcium permeant cation channel involved in detection of noxious chemical and thermal stimuli. Seems to mediate proton influx and may be involved in intracellular aci...
Gene Name
TRPV1
Uniprot ID
Q8NER1
Uniprot Name
Transient receptor potential cation channel subfamily V member 1
Molecular Weight
94955.33 Da
References
  1. Hogestatt ED, Jonsson BA, Ermund A, Andersson DA, Bjork H, Alexander JP, Cravatt BF, Basbaum AI, Zygmunt PM: Conversion of acetaminophen to the bioactive N-acylphenolamine AM404 via fatty acid amide hydrolase-dependent arachidonic acid conjugation in the nervous system. J Biol Chem. 2005 Sep 9;280(36):31405-12. Epub 2005 Jun 29. [PubMed:15987694]
  2. Mallet C, Barriere DA, Ermund A, Jonsson BA, Eschalier A, Zygmunt PM, Hogestatt ED: TRPV1 in brain is involved in acetaminophen-induced antinociception. PLoS One. 2010 Sep 17;5(9). pii: e12748. doi: 10.1371/journal.pone.0012748. [PubMed:20862299]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
S-nitrosoglutathione binding
Specific Function
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Regulates negatively CDK5 activity via p25/p35 translocation to prevent neurodegeneration.
Gene Name
GSTP1
Uniprot ID
P09211
Uniprot Name
Glutathione S-transferase P
Molecular Weight
23355.625 Da
References
  1. Boerma JS, Vermeulen NP, Commandeur JN: Application of CYP102A1M11H as a tool for the generation of protein adducts of reactive drug metabolites. Chem Res Toxicol. 2011 Aug 15;24(8):1263-74. doi: 10.1021/tx2001515. Epub 2011 Jun 16. [PubMed:21639118]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP1A2
Uniprot ID
P05177
Uniprot Name
Cytochrome P450 1A2
Molecular Weight
58293.76 Da
References
  1. Raucy JL, Lasker JM, Lieber CS, Black M: Acetaminophen activation by human liver cytochromes P450IIE1 and P450IA2. Arch Biochem Biophys. 1989 Jun;271(2):270-83. [PubMed:2729995]
  2. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic ...
Gene Name
CYP2E1
Uniprot ID
P05181
Uniprot Name
Cytochrome P450 2E1
Molecular Weight
56848.42 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]
  2. Dong H, Haining RL, Thummel KE, Rettie AE, Nelson SD: Involvement of human cytochrome P450 2D6 in the bioactivation of acetaminophen. Drug Metab Dispos. 2000 Dec;28(12):1397-400. [PubMed:11095574]
  3. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic...
Gene Name
CYP2D6
Uniprot ID
P10635
Uniprot Name
Cytochrome P450 2D6
Molecular Weight
55768.94 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]
  2. Dong H, Haining RL, Thummel KE, Rettie AE, Nelson SD: Involvement of human cytochrome P450 2D6 in the bioactivation of acetaminophen. Drug Metab Dispos. 2000 Dec;28(12):1397-400. [PubMed:11095574]
Details
4. Cytochrome P450 1A1
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Vitamin d 24-hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP1A1
Uniprot ID
P04798
Uniprot Name
Cytochrome P450 1A1
Molecular Weight
58164.815 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Const...
Gene Name
CYP2A6
Uniprot ID
P11509
Uniprot Name
Cytochrome P450 2A6
Molecular Weight
56501.005 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP2C8
Uniprot ID
P10632
Uniprot Name
Cytochrome P450 2C8
Molecular Weight
55824.275 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
Gene Name
CYP2C9
Uniprot ID
P11712
Uniprot Name
Cytochrome P450 2C9
Molecular Weight
55627.365 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
Inhibitor
Inducer
General Function
Vitamin d3 25-hydroxylase activity
Specific Function
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
Gene Name
CYP3A4
Uniprot ID
P08684
Uniprot Name
Cytochrome P450 3A4
Molecular Weight
57342.67 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid binding
Specific Function
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the...
Gene Name
UGT1A1
Uniprot ID
P22309
Uniprot Name
UDP-glucuronosyltransferase 1-1
Molecular Weight
59590.91 Da
References
  1. Bock KW, Forster A, Gschaidmeier H, Bruck M, Munzel P, Schareck W, Fournel-Gigleux S, Burchell B: Paracetamol glucuronidation by recombinant rat and human phenol UDP-glucuronosyltransferases. Biochem Pharmacol. 1993 May 5;45(9):1809-14. [PubMed:8494539]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Protein homodimerization activity
Specific Function
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols. Isoform 3 lacks trans...
Gene Name
UGT1A6
Uniprot ID
P19224
Uniprot Name
UDP-glucuronosyltransferase 1-6
Molecular Weight
60750.215 Da
References
  1. Court MH, Duan SX, von Moltke LL, Greenblatt DJ, Patten CJ, Miners JO, Mackenzie PI: Interindividual variability in acetaminophen glucuronidation by human liver microsomes: identification of relevant acetaminophen UDP-glucuronosyltransferase isoforms. J Pharmacol Exp Ther. 2001 Dec;299(3):998-1006. [PubMed:11714888]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Retinoic acid binding
Specific Function
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols. Isoform 2 lacks trans...
Gene Name
UGT1A9
Uniprot ID
O60656
Uniprot Name
UDP-glucuronosyltransferase 1-9
Molecular Weight
59940.495 Da
References
  1. Court MH, Duan SX, von Moltke LL, Greenblatt DJ, Patten CJ, Miners JO, Mackenzie PI: Interindividual variability in acetaminophen glucuronidation by human liver microsomes: identification of relevant acetaminophen UDP-glucuronosyltransferase isoforms. J Pharmacol Exp Ther. 2001 Dec;299(3):998-1006. [PubMed:11714888]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Glucuronosyltransferase activity
Specific Function
UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme displays activity toward several classes of xeno...
Gene Name
UGT2B15
Uniprot ID
P54855
Uniprot Name
UDP-glucuronosyltransferase 2B15
Molecular Weight
61035.815 Da
References
  1. Navarro SL, Chen Y, Li L, Li SS, Chang JL, Schwarz Y, King IB, Potter JD, Bigler J, Lampe JW: UGT1A6 and UGT2B15 polymorphisms and acetaminophen conjugation in response to a randomized, controlled diet of select fruits and vegetables. Drug Metab Dispos. 2011 Sep;39(9):1650-7. doi: 10.1124/dmd.111.039149. Epub 2011 Jun 10. [PubMed:21666065]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Protein kinase c binding
Specific Function
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Isoform 2 lacks transferase activity but acts as a negative reg...
Gene Name
UGT1A10
Uniprot ID
Q9HAW8
Uniprot Name
UDP-glucuronosyltransferase 1-10
Molecular Weight
59809.075 Da
References
  1. Kiang TK, Ensom MH, Chang TK: UDP-glucuronosyltransferases and clinical drug-drug interactions. Pharmacol Ther. 2005 Apr;106(1):97-132. Epub 2005 Jan 12. [PubMed:15781124]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Sulfotransferase activity
Specific Function
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of catecholamines, phenolic drugs and neurotransmitters. Has also estroge...
Gene Name
SULT1A1
Uniprot ID
P50225
Uniprot Name
Sulfotransferase 1A1
Molecular Weight
34165.13 Da
References
  1. Adjei AA, Gaedigk A, Simon SD, Weinshilboum RM, Leeder JS: Interindividual variability in acetaminophen sulfation by human fetal liver: implications for pharmacogenetic investigations of drug-induced birth defects. Birth Defects Res A Clin Mol Teratol. 2008 Mar;82(3):155-65. doi: 10.1002/bdra.20535. [PubMed:18232020]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Specific Function
Amine sulfotransferase activity
Gene Name
SULT1A3
Uniprot ID
P0DMM9
Uniprot Name
Sulfotransferase 1A3
Molecular Weight
34195.96 Da
References
  1. Adjei AA, Gaedigk A, Simon SD, Weinshilboum RM, Leeder JS: Interindividual variability in acetaminophen sulfation by human fetal liver: implications for pharmacogenetic investigations of drug-induced birth defects. Birth Defects Res A Clin Mol Teratol. 2008 Mar;82(3):155-65. doi: 10.1002/bdra.20535. [PubMed:18232020]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Sulfotransferase activity
Specific Function
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of estradiol and estrone. May play a role in the regulation of estrogen r...
Gene Name
SULT1E1
Uniprot ID
P49888
Uniprot Name
Estrogen sulfotransferase
Molecular Weight
35126.185 Da
References
  1. Adjei AA, Gaedigk A, Simon SD, Weinshilboum RM, Leeder JS: Interindividual variability in acetaminophen sulfation by human fetal liver: implications for pharmacogenetic investigations of drug-induced birth defects. Birth Defects Res A Clin Mol Teratol. 2008 Mar;82(3):155-65. doi: 10.1002/bdra.20535. [PubMed:18232020]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Sulfotransferase activity
Specific Function
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfonation of steroids and bile acids in the liver and adrenal glands.
Gene Name
SULT2A1
Uniprot ID
Q06520
Uniprot Name
Bile salt sulfotransferase
Molecular Weight
33779.57 Da
References
  1. Adjei AA, Gaedigk A, Simon SD, Weinshilboum RM, Leeder JS: Interindividual variability in acetaminophen sulfation by human fetal liver: implications for pharmacogenetic investigations of drug-induced birth defects. Birth Defects Res A Clin Mol Teratol. 2008 Mar;82(3):155-65. doi: 10.1002/bdra.20535. [PubMed:18232020]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Arylamine n-acetyltransferase activity
Specific Function
Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivat...
Gene Name
NAT2
Uniprot ID
P11245
Uniprot Name
Arylamine N-acetyltransferase 2
Molecular Weight
33542.235 Da
References
  1. Rothen JP, Haefeli WE, Meyer UA, Todesco L, Wenk M: Acetaminophen is an inhibitor of hepatic N-acetyltransferase 2 in vitro and in vivo. Pharmacogenetics. 1998 Dec;8(6):553-9. [PubMed:9918139]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
Inhibitor
General Function
Xenobiotic-transporting atpase activity
Specific Function
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name
ABCB1
Uniprot ID
P08183
Uniprot Name
Multidrug resistance protein 1
Molecular Weight
141477.255 Da
References
  1. Wang E, Lew K, Barecki M, Casciano CN, Clement RP, Johnson WW: Quantitative distinctions of active site molecular recognition by P-glycoprotein and cytochrome P450 3A4. Chem Res Toxicol. 2001 Dec;14(12):1596-603. [PubMed:11743742]
  2. Faassen F, Vogel G, Spanings H, Vromans H: Caco-2 permeability, P-glycoprotein transport ratios and brain penetration of heterocyclic drugs. Int J Pharm. 2003 Sep 16;263(1-2):113-22. [PubMed:12954186]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Sodium-independent organic anion transmembrane transporter activity
Specific Function
Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one ...
Gene Name
SLC22A6
Uniprot ID
Q4U2R8
Uniprot Name
Solute carrier family 22 member 6
Molecular Weight
61815.78 Da
References
  1. Apiwattanakul N, Sekine T, Chairoungdua A, Kanai Y, Nakajima N, Sophasan S, Endou H: Transport properties of nonsteroidal anti-inflammatory drugs by organic anion transporter 1 expressed in Xenopus laevis oocytes. Mol Pharmacol. 1999 May;55(5):847-54. [PubMed:10220563]

Drug created on June 13, 2005 07:24 / Updated on October 23, 2017 14:13