Identification

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Name
Amoxicillin
Accession Number
DB01060  (APRD00248)
Type
Small Molecule
Groups
Approved, Vet approved
Description

A broad-spectrum semisynthetic antibiotic similar to ampicillin except that its resistance to gastric acid permits higher serum levels with oral administration. Amoxicillin is commonly prescribed with clauvanic acid (a beta lactamase inhibitor) as it is susceptible to beta-lacatamase degradation.

Structure
Thumb
Synonyms
  • (2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 6-(p-hydroxy-α-aminophenylacetamido)penicillanic acid
  • Amox
  • Amoxicilina
  • Amoxicillin
  • Amoxicillin (anhydrous)
  • Amoxicillin anhydrous
  • Amoxicilline
  • Amoxicillinum
  • Amoxycillin
  • AX
  • p-Hydroxyampicillin
  • α-amino-p-hydroxybenzylpenicillin
External IDs
NSC-277174
Product Ingredients
IngredientUNIICASInChI Key
Amoxicillin sodium544Y3D6MYH34642-77-8BYHDFCISJXIVBV-YWUHCJSESA-M
Amoxycillin trihydrate804826J2HU61336-70-7MQXQVCLAUDMCEF-CWLIKTDRSA-N
Product Images
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Amox 250 Cap 250mgCapsuleOralJaapharm Canada Inc.1991-12-312002-04-02Canada
Amox 500 Cap 500mgCapsuleOralJaapharm Canada Inc.1991-12-312002-04-02Canada
Amox S 125 Sus 125mg/5mlSuspensionOralJaapharm Canada Inc.1991-12-312002-04-02Canada
Amox S 250 Sus 250mg/5mlSuspensionOralJaapharm Canada Inc.1991-12-312002-04-02Canada
AmoxicillinTablet, film coated875 mg/1OralDirectrx2014-01-01Not applicableUs
AmoxicillinGranule, for suspension250 mgOralSivem Pharmaceuticals Ulc2013-02-14Not applicableCanada
AmoxicillinTablet, film coated875 mg/1OralClinical Solutions Wholsesale1978-07-10Not applicableUs58118 003920180907 15195 1h15s56
AmoxicillinTablet, film coated875 mg/1OralProficient Rx LP1978-07-10Not applicableUs
AmoxicillinTablet, chewable250 mgOralSanis Health Inc2010-07-282012-08-03Canada
AmoxicillinTablet, chewable400 mg/1OralRanbaxy Pharmaceutical Inc.2008-05-19Not applicableUs
Additional Data Available
  • Application Number
    Application Number

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

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  • Product Code
    Product Code

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Ag-amoxicillinCapsuleOralAngita Pharma Inc.2018-09-06Not applicableCanada
Ag-amoxicillinCapsuleOralAngita Pharma Inc.2018-09-06Not applicableCanada
AmoxicillanTablet500 mg/1OralNorthwind Pharmaceuticals2014-07-18Not applicableUs
AmoxicillanCapsule500 mg/1OralNorthwind Pharmaceuticals2014-06-01Not applicableUs67253 0141 50 nlmimage10 e215711b
AmoxicillinCapsule500 mg/1OralA-S Medication Solutions2007-03-01Not applicableUs
AmoxicillinCapsule500 mg/1OralA-S Medication Solutions2005-11-092017-07-31Us
AmoxicillinCapsule500 mg/1OralA-S Medication Solutions2014-08-01Not applicableUs
AmoxicillinCapsule500 mg/1Oralbryant ranch prepack1994-09-30Not applicableUs
AmoxicillinPowder, for suspension125 mg/5mLOralDAVA Pharmaceuticals Inc2014-08-012020-02-29Us
AmoxicillinCapsule500 mg/1OralAmerican Antibiotics,Inc2011-07-01Not applicableUs
Additional Data Available
  • Application Number
    Application Number

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

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  • Product Code
    Product Code

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

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Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
Amoxi-clavAmoxicillin (500 mg) + Clavulanate potassium (125 mg)TabletOralPro Doc Limitee2009-10-082018-01-23Canada
Amoxi-clavAmoxicillin (875 mg) + Clavulanate potassium (125 mg)TabletOralPro Doc Limitee2009-10-082018-04-26Canada
Amoxicillan and clavulanate potassiumAmoxycillin trihydrate (500 mg/1) + Clavulanate potassium (125 mg/1)Tablet, film coatedOralNorthwind Pharmaceuticals2014-07-18Not applicableUs
Amoxicillin and Calvulanate PotassiumAmoxycillin trihydrate (875 mg/1) + Clavulanate potassium (125 mg/1)TabletOralAmerincan Health Packaging2009-12-112010-03-31Us
Amoxicillin and Calvulanate PotassiumAmoxycillin trihydrate (500 mg/1) + Clavulanate potassium (125 mg/1)TabletOralAmerincan Health Packaging2009-12-112010-05-31Us
Amoxicillin and Clavulanate PotassiumAmoxycillin trihydrate (400 mg/5mL) + Clavulanate potassium (57 mg/5mL)Powder, for suspensionOralA-S Medication Solutions2005-01-13Not applicableUs
Amoxicillin and Clavulanate PotassiumAmoxycillin trihydrate (200 mg/5mL) + Clavulanate potassium (28.5 mg/5mL)Powder, for suspensionOralPreferred Pharmaceuticals Inc.2016-02-11Not applicableUs
Amoxicillin and Clavulanate PotassiumAmoxycillin trihydrate (200 mg/5mL) + Clavulanate potassium (28.5 mg/5mL)Powder, for suspensionOralHikma Pharmaceutical2005-01-25Not applicableUs
Amoxicillin and Clavulanate PotassiumAmoxycillin trihydrate (875 mg/1) + Clavulanate potassium (125 mg/1)Tablet, film coatedOralNorthStar Rx LLC2012-01-20Not applicableUs16714 0297 02 nlmimage10 6f44b7a5
Amoxicillin and Clavulanate PotassiumAmoxycillin trihydrate (250 mg/5mL) + Clavulanate potassium (62.5 mg/5mL)Powder, for suspensionOralAurobindo Pharma Limited2019-04-19Not applicableUs
International/Other Brands
Actimoxi / Amoclen / Amolin / Amopen / Amopenixin / Amoxibiotic / AMPC / Apo-Amoxi / Clamoxyl / Efpenix / Flemoxin / Hiconcil / Ibiamox / Imacillin / Larotid (Roche) / Moxacin / Moxal / Ospamox / Pamoxicillin / Polymox / Trimox / Wymox
Categories
UNII
9EM05410Q9
CAS number
26787-78-0
Weight
Average: 365.404
Monoisotopic: 365.104541423
Chemical Formula
C16H19N3O5S
InChI Key
LSQZJLSUYDQPKJ-NJBDSQKTSA-N
InChI
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
IUPAC Name
(2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O

Pharmacology

Indication

For the treatment of infections of the ear, nose, and throat, the genitourinary tract, the skin and skin structure, and the lower respiratory tract due to susceptible (only b-lactamase-negative) strains of Streptococcus spp. (a- and b-hemolytic strains only), S. pneumoniae, Staphylococcus spp., H. influenzae, E. coli, P. mirabilis, or E. faecalis. Also for the treatment of acute, uncomplicated gonorrhea (ano-genital and urethral infections) due to N. gonorrhoeae (males and females).

Associated Conditions
Pharmacodynamics

Amoxicillin is a moderate-spectrum antibiotic active against a wide range of Gram-positive, and a limited range of Gram-negative organisms. Compared to its peers within the class of beta-lactam antibiotics, amoxicillin is often selected for use because it tends to demonstrate better absorption after oral administration. Amoxicillin is susceptible to degradation by β-lactamase-producing bacteria, and so may be given with clavulanic acid to increase its susceptability. The incidence of β-lactamase-producing resistant organisms, including E. coli, appears to be increasing. Amoxicillin is sometimes combined with clavulanic acid, a β-lactamase inhibitor, to increase the spectrum of action against Gram-negative organisms, and to overcome bacterial antibiotic resistance mediated through β-lactamase production.

Mechanism of action

Amoxicillin binds to penicillin-binding protein 1A (PBP-1A) located inside the bacterial cell well. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that amoxicllin interferes with an autolysin inhibitor.

TargetActionsOrganism
APenicillin-binding protein 1A
inhibitor
Clostridium perfringens (strain 13 / Type A)
Additional Data Available
Adverse Effects

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Additional Data Available
Contraindications

Structured data covering drug contraindications. Each contraindication describes a scenario in which the drug is not to be used. Includes restrictions on co-administration, contraindicated populations, and more.

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Blackbox Warnings

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Absorption

Rapidly absorbed after oral administration.

Volume of distribution
Not Available
Protein binding

In blood serum, amoxicillin is approximately 20% protein-bound

Metabolism

Hepatic metabolism accounts for less than 30% of the biotransformation of most penicillins

Route of elimination

Most of the amoxicillin is excreted unchanged in the urine; its excretion can be delayed by concurrent administration of probenecid.

Half life

61.3 minutes

Clearance
Not Available
Toxicity

Serious toxicity is unlikely following large doses of amoxicillin. Acute ingestion of large doses of amoxicillin may cause nausea, vomiting, diarrhea and abdominal pain. Acute oliguric renal failure and hematuria may occur following large doses.

Affected organisms
  • Enteric bacteria and other eubacteria
  • Gram negative and gram positive bacteria
  • Streptococcus pyogenes
  • Streptococcus pneumoniae
  • Borrelia burgdorferi
  • Chlamydia pneumoniae
  • Salmonella typhi
  • Chlamydia psittaci
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
(R)-warfarinAmoxicillin may increase the anticoagulant activities of (R)-warfarin.
(S)-WarfarinAmoxicillin may increase the anticoagulant activities of (S)-Warfarin.
4-hydroxycoumarinAmoxicillin may increase the anticoagulant activities of 4-hydroxycoumarin.
AbacavirAbacavir may decrease the excretion rate of Amoxicillin which could result in a higher serum level.
AcarboseAcarbose may decrease the excretion rate of Amoxicillin which could result in a higher serum level.
AceclofenacAceclofenac may decrease the excretion rate of Amoxicillin which could result in a higher serum level.
AcemetacinAcemetacin may decrease the excretion rate of Amoxicillin which could result in a higher serum level.
AcenocoumarolAmoxicillin may increase the anticoagulant activities of Acenocoumarol.
AcetaminophenAcetaminophen may decrease the excretion rate of Amoxicillin which could result in a higher serum level.
AcetazolamideAcetazolamide may increase the excretion rate of Amoxicillin which could result in a lower serum level and potentially a reduction in efficacy.
Additional Data Available
  • Extended Description
    Extended Description

    Extended description of the mechanism of action and particular properties of each drug interaction.

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  • Severity
    Severity

    A severity rating for each drug interaction, from minor to major.

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  • Evidence Level
    Evidence Level

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  • Action
    Action

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Food Interactions
  • Take without regard to meals.

References

Synthesis Reference

Joan Cabre, Jose Diago, Asuncion Esteve, Johannes Ludescher, "Production of a crystalline salt of amoxicillin." U.S. Patent US6103897, issued April, 1971.

US6103897
General References
  1. Drawz SM, Bonomo RA: Three decades of beta-lactamase inhibitors. Clin Microbiol Rev. 2010 Jan;23(1):160-201. doi: 10.1128/CMR.00037-09. [PubMed:20065329]
  2. FDA Approved Drugs: Talicia® delayed-release oral capsules [Link]
External Links
Human Metabolome Database
HMDB0015193
KEGG Drug
D07452
KEGG Compound
C06827
PubChem Compound
33613
PubChem Substance
46507578
ChemSpider
31006
BindingDB
50350464
ChEBI
2676
ChEMBL
CHEMBL1082
Therapeutic Targets Database
DAP000443
PharmGKB
PA448406
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Amoxicillin
ATC Codes
A02BD04 — Pantoprazole, amoxicillin and clarithromycinJ01CR50 — Combinations of penicillinsA02BD11 — Pantoprazole, amoxicillin, clarithromycin and metronidazoleA02BD07 — Lansoprazole, amoxicillin and clarithromycinA02BD10 — Lansoprazole, amoxicillin and levofloxacinA02BD03 — Lansoprazole, amoxicillin and metronidazoleA02BD05 — Omeprazole, amoxicillin and clarithromycinA02BD01 — Omeprazole, amoxicillin and metronidazoleA02BD06 — Esomeprazole, amoxicillin and clarithromycinJ01CA04 — Amoxicillin
AHFS Codes
  • 08:12.16.08 — Aminopenicillins
FDA label
Download (49.6 KB)
MSDS
Download (38.1 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
0CompletedTreatmentImpacted Third Molar Tooth1
0RecruitingOtherAntibiotic-Associated Diarrhea1
0RecruitingPreventionInflammation at Mini-screw Insertion Site / Mobility, Mini-screw1
0RecruitingTreatmentOsteomyelitis1
1CompletedNot AvailableHealthy Volunteers4
1CompletedBasic ScienceDrug Drug Interaction (DDI) / Pharmacodynamics / Pharmacokinetics1
1CompletedBasic ScienceHealthy Volunteers1
1CompletedBasic ScienceObesity, Morbid1
1CompletedBasic ScienceUpper gastrointestinal motility disorders1
1CompletedDiagnosticHealthy Volunteers1
1CompletedOtherBacterial Infections1
1CompletedOtherBioequivalence1
1CompletedOtherBioequivalence / Healthy Adults1
1CompletedOtherRespiratory Tract Infections (RTI)1
1CompletedSupportive CareHealthy Volunteers1
1CompletedTreatmentAcute Bacterial Sinusitis (ABS) / Respiratory Tract Infections (RTI)1
1CompletedTreatmentAnaplastic Astrocytoma (AA) / Astrocytic Tumors / Glioblastoma Multiforme (GBM) / Neoplasms, Brain1
1CompletedTreatmentDental Implants1
1CompletedTreatmentDrug Interaction Potentiation1
1CompletedTreatmentHealthy Volunteers3
1CompletedTreatmentHelicobacter Pylori1
1CompletedTreatmentStreptococcal Sore Throat1
1CompletedTreatmentTuberculosis Infection1
1RecruitingOtherPhysiological Response to Antibiotics1
1, 2CompletedPreventionMolar, Third / Postoperative Complications1
1, 2CompletedTreatmentBMI >30 kg/m21
1, 2CompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)1
1, 2CompletedTreatmentCentral Serous Chorioretinopathy (CSC)1
1, 2CompletedTreatmentOral Helicobacter Pylori1
1, 2CompletedTreatmentPeriodontitis, Aggressive1
1, 2CompletedTreatmentPneumonia2
1, 2Not Yet RecruitingTreatmentRole of Antibiotic After Tonsillectomy / Tonsillectomy1
2Active Not RecruitingTreatmentBacteremia / Periodontitis, Chronic1
2CompletedPreventionBacteremia1
2CompletedPreventionDry socket syndrome1
2CompletedTreatmentAcute Rhinosinusitis1
2CompletedTreatmentAsthma1
2CompletedTreatmentChlamydia Trachomatis Infection in Pregnancy1
2CompletedTreatmentDyspepsia / Gram-Negative Bacterial Infections / Helicobacter Infections1
2CompletedTreatmentFatty Liver / Insulin Resistance / Liver Dysfunction1
2CompletedTreatmentFunctional Dyspepsia1
2CompletedTreatmentMalignant Lymphomas2
2CompletedTreatmentPeriodontal Diseases / Periodontitis1
2CompletedTreatmentPneumonia, Bacterial1
2CompletedTreatmentPulmonary Tuberculosis (TB)1
2CompletedTreatmentVaginitis gardnerella1
2Not Yet RecruitingTreatmentAcid Dyspepsia / Gastritis1
2Not Yet RecruitingTreatmentPulmonary Tuberculosis (TB) / Tuberculosis Infection1
2Not Yet RecruitingTreatmentUlcerative Colitis1
2RecruitingTreatmentAcute Otitis Media1
2RecruitingTreatmentAppendiceal Neoplasms / Pseudomyxoma Peritonei1
2RecruitingTreatmentCommunity Acquired Pneumonia (CAP)1
2RecruitingTreatmentDentoalveolar Abscess1
2RecruitingTreatmentGastric Diffuse Large B-cell Lymphoma1
2RecruitingTreatmentPulmonary Tuberculosis (TB)1
2TerminatedTreatmentAcute Otitis Media1
2WithdrawnTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)1
2, 3CompletedPreventionBiting / Infection / Wound site1
2, 3CompletedTreatmentAggressive Periodontitis, Generalized1
2, 3CompletedTreatmentCommunity Acquired Pneumonia (CAP) / Infection1
2, 3CompletedTreatmentHelicobacter Pylori [H. Pylori] as the Cause of Diseases1
2, 3CompletedTreatmentMastitis1
2, 3CompletedTreatmentPeriodontitis, Aggressive1
2, 3Not Yet RecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Gastritis1
2, 3Not Yet RecruitingTreatmentSymptomatic Periapical Periodontitis1
2, 3RecruitingTreatmentCommunity Acquired Pneumonia (CAP)1
2, 3RecruitingTreatmentDental Pulp Diseases / Dental Pulp Necrosis / Nerve Root Pain Nec1
2, 3TerminatedTreatmentCommunity-Acquired Bacterial Pneumonia (CABP)1
2, 3Unknown StatusTreatmentDuodenal Ulcer / Gastric Ulcer / Gastritis / Helicobacter Infections1
2, 3Unknown StatusTreatmentHead and Neck Carcinoma1
3Active Not RecruitingPreventionBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Early Gastric Cancer / Endoscopic Resection1
3Active Not RecruitingTreatmentAlcoholic Hepatitis (AH) / Severe alcoholic liver disease1
3Active Not RecruitingTreatmentAntibiotic Resistant Infection / Complicated skin infection bacterial / Complicated Urinary Tract Infection / Urinary Tract Infection1
3CompletedDiagnosticHistory of IgE Dependent Reaction to a Penicillin Product1
3CompletedOtherAcute Otitis Media1
3CompletedPreventionAppendicitis Acute / Perforated Gastroduodenal Ulcer / Small intestinal obstruction1
3CompletedPreventionHealthy Volunteers1
3CompletedPreventionPrecancerous Gastric Lesions1
3CompletedTreatmentAbscesses / Diabetic Foot / Ulcers / Wound Infections1
3CompletedTreatmentAcute Bacterial Sinusitis (ABS)1
3CompletedTreatmentAcute Lithiasic Cholecystitis Grade I or II / Preoperative Amoxicillin Clavulanic Acid for at Most 5 Days / Required Cholecystectomy / Symptoms Lasting for Less Than 5 Days1
3CompletedTreatmentAcute Otitis Media1
3CompletedTreatmentAcute Rhinosinusitis1
3CompletedTreatmentBack Pain Lower Back / Modic Changes Type I or II Seen on MRI1
3CompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)5
3CompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Dyspepsia1
3CompletedTreatmentBronchitis / Chronic Bronchitis1
3CompletedTreatmentCardiac Arrests With Shockable Rhythm / Mild Therapeutic Hypothermia / Preventive Antibiotics / Ventilator-Associated Pneumonia (VAP)1
3CompletedTreatmentChildhood Pneumonia1
3CompletedTreatmentChildren / Non-Severe Pneumonia / Under-Fives1
3CompletedTreatmentChronic Bronchitis1
3CompletedTreatmentDiabetes Mellitus (DM) / Periodontal Pocket / Periodontitis1
3CompletedTreatmentDrug Resistant Malaria Due to Plasmodium Falciparum1
3CompletedTreatmentFunctional Dyspepsia1
3CompletedTreatmentGastritis Associated With Helicobacter Pylori1
3CompletedTreatmentHelicobacter Infections1
3CompletedTreatmentInfection During Hemodialysis1
3CompletedTreatmentInfection; Diabetic Foot1
3CompletedTreatmentInfection / Neonatal Sepsis / Sepsis1
3CompletedTreatmentInfectious Diseases1
3CompletedTreatmentIntraabdominal Infections1
3CompletedTreatmentNon-Severe Pneumonia With Wheeze1
3CompletedTreatmentOptimization of Second Line Treatment Protocol for H Pylori Eradication1
3CompletedTreatmentOtitis Media (OM)1
3CompletedTreatmentOtitis Media, Suppurative1
3CompletedTreatmentPeptic ulcer haemorrhage1
3CompletedTreatmentPeriodontitis1
3CompletedTreatmentPharyngitis1
3CompletedTreatmentPharyngitis / Tonsillitis1
3CompletedTreatmentPneumonia2
3CompletedTreatmentSinusitis1
3CompletedTreatmentSinusitis, Acute1
3CompletedTreatmentTonsillitis2
3Not Yet RecruitingPreventionMaxillofacial Surgery1
3Not Yet RecruitingTreatmentAntibiotic Resistant Infection / Antibiotic Resistant Strain / Bacterial Infection Due to Helicobacter Pylori (H. Pylori)1
3Not Yet RecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)1
3Not Yet RecruitingTreatmentPneumonia1
3RecruitingDiagnosticPneumonia / Respiratory Tract Infections (RTI) / Tuberculosis Infection1
3RecruitingPreventionChronic Kidney Disease (CKD) / Renal Hypodysplasia, Nonsyndromic, 1 / Vesicoureteral Reflux1
3RecruitingTreatmentAntibiotic Resistant Infection / Complicated skin infection bacterial / Intra Abdominal Infections1
3RecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)3
3RecruitingTreatmentEnterobacteriaceae Infections1
3RecruitingTreatmentInfective Endocarditis1
3RecruitingTreatmentPeriodontitis1
3RecruitingTreatmentPreterm Premature Rupture of Membranes (PPROM)1
3RecruitingTreatmentRespiratory Tract Infections (RTI) / Sinusitis1
3TerminatedTreatmentAbdominal Abscess / Abdominal Pain / Abscess, Intra-Abdominal / Acute Abdomen / Appendicitis / Ileus / Infection / Intestinal Perforations / Peritonitis / Rupture1
3TerminatedTreatmentCommunity-Acquired Infections / Hospital Acquired Infections / Pneumonia, Bacterial / Ventilator-Associated Pneumonia (VAP)1
3TerminatedTreatmentComplicated Urinary Tract Infections or Pyelonephritis1
3TerminatedTreatmentDiverticular Sigmoïditis1
3TerminatedTreatmentFevers / Malignancies / Neutropenia1
3TerminatedTreatmentHelicobacter Infections / Motor Fluctuations / Parkinson's Disease (PD)1
3TerminatedTreatmentUrinary Tract Infection1
3Unknown StatusSupportive CareBrain and Central Nervous System Tumors / Malignant Lymphomas / Neutropenia / Psychosocial Effects of Cancer and Its Treatment / Small Intestine Cancer / Unspecified Adult Solid Tumor, Protocol Specific1
3Unknown StatusTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Gastritis Chronic1
3Unknown StatusTreatmentDuodenal Ulcer / Gastric Ulcer / Gastritis / Helicobacter Infections1
3Unknown StatusTreatmentMalignant Lymphomas / Non-Hodgkin's Lymphoma (NHL)1
4Active Not RecruitingPreventionAntibiotic Prophylaxis / Infection Control1
4Active Not RecruitingPreventionBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Obesity, Morbid1
4Active Not RecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)2
4Active Not RecruitingTreatmentExacerbation of Ulcerative Colitis / Granulomatous Colitis / Ulcerative Colitis, Active Severe1
4Active Not RecruitingTreatmentHelicobacter Pylori Gastrointestinal Tract Infection1
4Active Not RecruitingTreatmentPeri-Implantitis / Periodontal Diseases1
4Active Not RecruitingTreatmentPeriodontitis, Chronic1
4Active Not RecruitingTreatmentPneumonia3
4CompletedNot AvailableHealthy Volunteers2
4CompletedNot AvailableHelicobacter Infections1
4CompletedBasic ScienceBioequivalence of Amoxicillin1
4CompletedHealth Services ResearchAntibiotic Resistant Bacteria1
4CompletedPreventionFevers / Pneumonia1
4CompletedPreventionOtitis Media (OM)1
4CompletedSupportive CareGeneralized Aggressive Periodontitis / Periodontitis, Aggressive1
4CompletedTreatmentAcute Bacterial Sinusitis (ABS)1
4CompletedTreatmentAcute Calculous Cholecystitis1
4CompletedTreatmentAcute Otitis Media2
4CompletedTreatmentAcute Rhinosinusitis / Respiratory Infections, Acute1
4CompletedTreatmentAmoxicillin / Post-Op Complication / Tooth Extractions1
4CompletedTreatmentAmputation Wound / Wound Infections1
4CompletedTreatmentAppendicitis Acute / Lower Abdominal Pain / Right Iliac Fossa Pain1
4CompletedTreatmentAutoimmune Diseases / Obsessive Compulsive Disorder (OCD) / Psychiatric Disorder NOS / Streptococcal Infections / Tic Disorders1
4CompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)15
4CompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Chronic Idiopathic Thrombocytopenic Purpura1
4CompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Duodenal Ulcer1
4CompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Gastric Ulcer / Gastritis / Gastritis Chronic / Malignant Neoplasm of Stomach1
4CompletedTreatmentBorreliosis / Early Lyme Disease / Erythema Chronicum Migrans / Lyme Disease1
4CompletedTreatmentCYP2C19 polymorphism / H.Pylori Infection / Therapies1
4CompletedTreatmentChild's Development1
4CompletedTreatmentChildren / Chronic Rhinosinusitis1
4CompletedTreatmentChronic Bronchitis1
4CompletedTreatmentChronic Obstructive Pulmonary Disease (COPD)2
4CompletedTreatmentChronic Periodontitis, Generalized1
4CompletedTreatmentClinical and Microbiological Effects / Periodontitis, Chronic1
4CompletedTreatmentCommunity Acquired Pneumonia (CAP)3
4CompletedTreatmentCure Rate of Helicobacter Pylori Infection1
4CompletedTreatmentDental Implants / Tooth Socket1
4CompletedTreatmentDiverticulitis1
4CompletedTreatmentDyspepsia / Gastritis / Peptic Ulcer2
4CompletedTreatmentDyspepsia / Peptic Ulcer1
4CompletedTreatmentEradication Therapy of Helicobacter Pylori1
4CompletedTreatmentFevers1
4CompletedTreatmentFocal Infection, Dental1
4CompletedTreatmentFunctional Dyspepsia / Helicobacter Pylori / Peptic Ulcer1
4CompletedTreatmentFunctional Dyspepsia / Peptic Ulcer1
4CompletedTreatmentFunctional Dyspepsia / Scarred Peptic Ulcer1
4CompletedTreatmentGeneralized Aggressive Periodontitis1
4CompletedTreatmentHelicobacter Infection1
4CompletedTreatmentHelicobacter Infections4
4CompletedTreatmentHelicobacter Pylori Treatment Failure1
4CompletedTreatmentInfection2
4CompletedTreatmentOut-Of-Hospital Cardiac Arrest1
4CompletedTreatmentPeptic Ulcer1
4CompletedTreatmentPeri-Implantitis1
4CompletedTreatmentPeriodontitis1
4CompletedTreatmentPeriodontitis, Chronic1
4CompletedTreatmentPeriodontitis, Chronic / Smoking1
4CompletedTreatmentPneumonia2
4CompletedTreatmentPneumonia Ventilator Associated1
4CompletedTreatmentSinusitis4
4CompletedTreatmentSkin Diseases, Infectious / Soft Tissues Infections1
4CompletedTreatmentTonsillitis1
4Not Yet RecruitingBasic ScienceMicrobial Colonization1
4Not Yet RecruitingTreatmentAcute Tonsillitis1
4Not Yet RecruitingTreatmentAntimicrobial Susceptibility Testing / Bacterial Infection Due to Helicobacter Pylori (H. Pylori)1
4Not Yet RecruitingTreatmentAntimicrobial Susceptibility Testing / Triple Therapy1
4Not Yet RecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)6
4Not Yet RecruitingTreatmentBacterial Infections1
4Not Yet RecruitingTreatmentComplicated Appendicitis / Perforated Appendicitis1
4Not Yet RecruitingTreatmentFocal Infection, Dental1
4Not Yet RecruitingTreatmentGastro-esophageal Reflux Disease (GERD)1
4Not Yet RecruitingTreatmentHelicobacter Pylori1
4Not Yet RecruitingTreatmentImmune Thrombocytopenia1
4Not Yet RecruitingTreatmentUncomplicated Severe Acute Malnutrition1
4RecruitingBasic ScienceAntibiotic-Associated Diarrhea1
4RecruitingDiagnosticPediatric Emergency Medicine / Penicillin Allergy1
4RecruitingOtherAcute Otitis Media1
4RecruitingPreventionAntibiotic Associated Diarrhea1
4RecruitingPreventionBacteremia / Endocarditis1
4RecruitingPreventionChronic Sinus Infection1
4RecruitingPreventionComplications / Infection / Prostate Cancer1
4RecruitingPreventionInfectious Diseases1
4RecruitingPreventionPostoperative Wound Infection / Postoperative Wound Infection Superficial Incisional / Preventive Therapy1
4RecruitingPreventionPostpartum Endometritis / Postpartum Fever / Puerperal Sepsis1
4RecruitingSupportive CareCommunity Acquired Pneumonia (CAP)1
4RecruitingTreatmentAcute Diverticulitis1
4RecruitingTreatmentAntimicrobial Susceptibility Testing / Bacterial Infection Due to Helicobacter Pylori (H. Pylori)1
4RecruitingTreatmentAppendicitis1
4RecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)9
4RecruitingTreatmentCommunity Acquired Pneumonia (CAP)2
4RecruitingTreatmentDuodenal Ulcer Due to Helicobacter Pylori1
4RecruitingTreatmentH. Pylori Infection, Gastritis, Resistance and Treatment1
4RecruitingTreatmentLower Respiratory Tract Infection (LRTI) / Pneumonia Childhood1
4RecruitingTreatmentNeonatal Infections / Neonatal Sepsis1
4RecruitingTreatmentPeriimplantitis / Periodontal Diseases1
4RecruitingTreatmentPneumonia3
4RecruitingTreatmentPremature Births / Premature Labour / Preterm PROM (Pregnancy) / Rupture of Membranes; Delayed Delivery (Following Spontaneous Rupture) / Rupture of Membranes; Premature / Rupture of Membranes; Premature, Affecting Fetus1
4RecruitingTreatmentSalivary Duct1
4RecruitingTreatmentSinusitis, Acute1
4RecruitingTreatmentSnake Bites1
4RecruitingTreatmentUlcerative Colitis1
4TerminatedPreventionPerineal Wound Infection1
4TerminatedPreventionPostoperative Wound Infection1
4TerminatedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)1
4TerminatedTreatmentBacterial Infections / Sinusitis1
4TerminatedTreatmentCommunity Acquired Pneumonia (CAP)1
4TerminatedTreatmentErysipelas1
4TerminatedTreatmentFast Breathing in Young Infants1
4TerminatedTreatmentOSAS (Obstructive Sleep Apneas Syndrome)1
4TerminatedTreatmentOdontogenic Infection1
4TerminatedTreatmentPharyngotonsillitis1
4Unknown StatusTreatmentAcute Otitis Media1
4Unknown StatusTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)4
4Unknown StatusTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Functional Dyspepsia1
4Unknown StatusTreatmentDiverticulitis1
4Unknown StatusTreatmentEradication Rate for Helicobacter1
4Unknown StatusTreatmentEradication Rates of the Two Regimens1
4Unknown StatusTreatmentGastritis, Gastric Ulcer, and Duodenal Ulcer1
4Unknown StatusTreatmentHelicobacter Pylori1
4Unknown StatusTreatmentLiver Cirrhosis1
4Unknown StatusTreatmentRespiratory Infections, Acute / Sinusitis1
4Unknown StatusTreatmentUlcers1
4WithdrawnTreatmentCoronary artery thrombosis / Positive Helicobacter Pylori Serology / Supra-aortic Artery Thrombosis1
4WithdrawnTreatmentHelicobacter Pylori Gastrointestinal Tract Infection1
4WithdrawnTreatmentHelicobacter Pylori / Iron-Deficiency Anemias1
Not AvailableActive Not RecruitingNot AvailableImpacted Third Molar Tooth1
Not AvailableActive Not RecruitingTreatmentFunctional Gastrointestinal Disorders1
Not AvailableCompletedNot AvailableAcute maxillary sinusitis caused by M. catarrhalis1
Not AvailableCompletedNot AvailableAmoxicillin Crystalluria1
Not AvailableCompletedNot AvailableAntibiotic Resistant Strain / Bacterial Infection Due to Helicobacter Pylori (H. Pylori)1
Not AvailableCompletedNot AvailableDrug-Induced Liver Injury1
Not AvailableCompletedNot AvailableGastric/Duodenal Ulcer, Gastric MALT Lymphoma, Idiopathic Thrombocytopenic Purpura, or H. Pylori Gastritis, and Other1
Not AvailableCompletedNot AvailableHealthy Volunteers5
Not AvailableCompletedNot AvailableOtitis Maedia1
Not AvailableCompletedNot AvailablePeriodontitis, Chronic1
Not AvailableCompletedNot AvailablePneumonia1
Not AvailableCompletedBasic ScienceBariatric Surgery Candidate1
Not AvailableCompletedBasic ScienceHealthy Volunteers1
Not AvailableCompletedBasic ScienceHigh Cholesterol1
Not AvailableCompletedBasic ScienceHuman Gut Microbiota1
Not AvailableCompletedDiagnosticAllergies1
Not AvailableCompletedHealth Services ResearchPlasmodium Infections / Pneumonia1
Not AvailableCompletedPreventionAdenotonsillar Hypertrophy,Under 12 Years1
Not AvailableCompletedPreventionAnal Fistulas1
Not AvailableCompletedPreventionBacteremia1
Not AvailableCompletedPreventionEndometritis / Membranes; Retained / Postpartum Endometritis1
Not AvailableCompletedPreventionSurgical Site Infections1
Not AvailableCompletedSupportive CareGlomerulonephritis / Glomerulonephritis membranous / Nephrotic Syndrome1
Not AvailableCompletedTreatmentAppendicitis1
Not AvailableCompletedTreatmentAppendicitis Acute1
Not AvailableCompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)13
Not AvailableCompletedTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Functional Dyspepsia1
Not AvailableCompletedTreatmentComplications, Pregnancy1
Not AvailableCompletedTreatmentGastric MALT Lymphoma1
Not AvailableCompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections / Salmonella Infections1
Not AvailableCompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections / Sinusitis1
Not AvailableCompletedTreatmentKerosene Pneumonitis1
Not AvailableCompletedTreatmentKwashiorkor / Marasmus2
Not AvailableCompletedTreatmentPerforated Appendicitis1
Not AvailableCompletedTreatmentPeriodontitis, Chronic / Probiotics1
Not AvailableCompletedTreatmentPharyngitis / Streptococcal Infections1
Not AvailableCompletedTreatmentPlasmodium Infections / Pneumonia1
Not AvailableCompletedTreatmentPneumonia1
Not AvailableCompletedTreatmentPneumonia / Respiratory Infections, Acute1
Not AvailableCompletedTreatmentPneumonia / Tachypnoea1
Not AvailableCompletedTreatmentSepsis1
Not AvailableCompletedTreatmentSevere Acute Malnutrition1
Not AvailableCompletedTreatmentSevere Pneumonia1
Not AvailableCompletedTreatmentSinusitis4
Not AvailableCompletedTreatmentSnoring / Strep Throat1
Not AvailableCompletedTreatmentTonsillectomy1
Not AvailableCompletedTreatmentTreatment of Helicobacter Pylori1
Not AvailableCompletedTreatmentUrinary Tract Infection1
Not AvailableEnrolling by InvitationTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori) / Helicobacter Pylori Gastritis / Helicobacter-Associated Pyloric Ulcer1
Not AvailableEnrolling by InvitationTreatmentPartially Edentulous Jaw1
Not AvailableNot Yet RecruitingOtherPenicillin Allergy1
Not AvailableNot Yet RecruitingTreatmentAsymptomatic Diseases1
Not AvailableNot Yet RecruitingTreatmentInfection1
Not AvailableNot Yet RecruitingTreatmentSymptomatic Periapical Periodontitis1
Not AvailableRecruitingNot AvailableChildren; Infection / Newborn; Infection1
Not AvailableRecruitingNot AvailableGeneral Surgery1
Not AvailableRecruitingNot AvailableTuberculosis Infection1
Not AvailableRecruitingTreatmentAcute Upper Respiratory Tract Infections1
Not AvailableRecruitingTreatmentAltered Mental Status / Arterial hypoxia / Convulsion, Non-Epileptic / Fatigue / Feeding; Difficult, Newborn / Treatment Failure1
Not AvailableRecruitingTreatmentBacterial Infection Due to Helicobacter Pylori (H. Pylori)5
Not AvailableRecruitingTreatmentBronchiectasis1
Not AvailableRecruitingTreatmentChronic Periodontitis Complex1
Not AvailableRecruitingTreatmentErythema Chronicum Migrans1
Not AvailableRecruitingTreatmentHelicobacter Infection2
Not AvailableRecruitingTreatmentMalnutrition1
Not AvailableRecruitingTreatmentPeriodontitis, Chronic1
Not AvailableRecruitingTreatmentPostoperative Wound Infection / Thyroid Nodules1
Not AvailableRecruitingTreatmentSevere Acute Malnutrition1
Not AvailableRecruitingTreatmentTic Disorders1
Not AvailableTerminatedSupportive CareChronic Myeloproliferative Disorders / Fever, Sweats, and Hot Flashes / Infection / Leukemias / Malignant Lymphomas / Multiple Myeloma and Plasma Cell Neoplasm / Myelodysplastic Syndromes / Myelodysplastic/Myeloproliferative Neoplasms / Neutropenia / Precancerous Conditions / Unspecified Adult Solid Tumor, Protocol Specific1
Not AvailableTerminatedTreatmentAppendicitis1
Not AvailableTerminatedTreatmentUlcerative Colitis1
Not AvailableUnknown StatusBasic ScienceBMI >30 kg/m2 / Insulin Resistance1
Not AvailableUnknown StatusPreventionBisphosphonate-Associated Osteonecrosis of the Jaw1
Not AvailableUnknown StatusTreatmentDiabetic Foot / Diabetic Foot Ulcers (DFU) / Osteomyelitis1
Not AvailableUnknown StatusTreatmentHelicobacter Infection1
Not AvailableUnknown StatusTreatmentUrinary Tract Infections, Recurrent1
Not AvailableWithdrawnNot AvailableCleft Palates1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
  • Altura Pharmaceuticals Inc.
  • American Antibiotics LLC
  • Apotheca Inc.
  • A-S Medication Solutions LLC
  • Aurobindo Pharma Ltd.
  • Blenheim Pharmacal
  • Bristol-Myers Squibb Co.
  • Bryant Ranch Prepack
  • C.O. Truxton Inc.
  • Cardinal Health
  • Carlisle Laboratories Inc.
  • Casa De Amigos Pharmacy
  • Clonmel Healthcare Ltd.
  • Comprehensive Consultant Services Inc.
  • Darby Dental Supply Co. Inc.
  • DAVA Pharmaceuticals
  • Dept Health Central Pharmacy
  • Direct Dispensing Inc.
  • Dispensing Solutions
  • Diversified Healthcare Services Inc.
  • DNA Pharmaceuticals
  • E.R. Squibb and Sons LLC
  • GlaxoSmithKline Inc.
  • Golden State Medical Supply Inc.
  • Greenstone LLC
  • H.J. Harkins Co. Inc.
  • Hikma Pharmaceuticals
  • Innoviant Pharmacy Inc.
  • International Ethical Labs Inc.
  • Keltman Pharmaceuticals Inc.
  • Laboratorios Atral Sarl
  • Lake Erie Medical and Surgical Supply
  • Liberty Pharmaceuticals
  • Major Pharmaceuticals
  • Medpharm Inc.
  • Medvantx Inc.
  • Middlebrook Pharmaceuticals
  • Mississippi State Dept Health
  • Murfreesboro Pharmaceutical Nursing Supply
  • Novopharm Ltd.
  • Nucare Pharmaceuticals Inc.
  • Okasa Pvt Ltd.
  • Palmetto Pharmaceuticals Inc.
  • Par Pharmaceuticals
  • Patient First Corp.
  • PCA LLC
  • PD-Rx Pharmaceuticals Inc.
  • Pharmedix
  • Physicians Total Care Inc.
  • Poli Industria Chimica SPA
  • Preferred Pharmaceuticals Inc.
  • Prepackage Specialists
  • Prepak Systems Inc.
  • Prescription Dispensing Service Inc.
  • Putney Inc.
  • Qualitest
  • Ranbaxy Laboratories
  • Rebel Distributors Corp.
  • Redpharm Drug
  • Reid Provident Laboratories Inc.
  • Sandhills Packaging Inc.
  • Sandoz
  • Signal Health Ltd.
  • Southwood Pharmaceuticals
  • St Mary's Medical Park Pharmacy
  • Stat Rx Usa
  • Stat Scripts LLC
  • Talbert Medical Management Corp.
  • Teva Pharmaceutical Industries Ltd.
  • Tya Pharmaceuticals
  • UDL Laboratories
  • Veratex Corp.
  • West-Ward Pharmaceuticals
Dosage forms
FormRouteStrength
TabletOral500 mg/1
CapsuleOral250 mg/1
CapsuleOral250 mg
CapsuleOral500 mg
CapsuleOral500 mg/1
For suspensionOral125 mg/5mL
For suspensionOral25 mg/1mL
For suspensionOral50 mg/1mL
Granule, for suspensionOral125 mg
Granule, for suspensionOral250 mg
Powder, for suspensionOral125 mg/5mL
Powder, for suspensionOral200 mg/5mL
Powder, for suspensionOral250 mg/5mL
Powder, for suspensionOral400 mg/5mL
Powder, for suspensionOral600 mg/5mL
SuspensionOral200 mg/5mL
SuspensionOral400 mg/5mL
TabletOral250 mg/1
TabletOral875 mg/1
Tablet, chewableOral125 mg/1
Tablet, chewableOral200 mg/1
Tablet, chewableOral250 mg/1
Tablet, chewableOral250 mg
Tablet, chewableOral400 mg/1
Tablet, coatedOral875 mg/1
Tablet, film coatedOral500 mg/1
Tablet, film coatedOral875 mg/1
Tablet, for suspensionOral200 mg/1
Tablet, for suspensionOral400 mg/1
Powder, for suspensionOral
SuspensionOral
Tablet, chewableOral
Tablet, film coatedOral
Tablet, multilayer, extended releaseOral
Powder, for suspensionOral
TabletOral
Powder, for suspensionOral50 mg/1mL
TabletOral
Powder, for solutionOral
Tablet, film coated, extended releaseOral
Tablet, solubleOral200 mg/1
Tablet, solubleOral400 mg/1
Tablet, solubleOral600 mg/1
Capsule; capsule, delayed release; kit; tabletOral
Tablet, extended releaseOral775 mg/1
Tablet, film coated, extended releaseOral775 mg/1
CapsuleOral
Granule, for suspensionOral
Tablet, chewableOral
SuspensionOral
Powder, for solutionOral
KitOral
Prices
Unit descriptionCostUnit
Amoxil 400 mg/5ml Suspension 100ml Bottle19.99USD bottle
Amoxil 400 mg/5ml Suspension 75ml Bottle17.99USD bottle
Amoxicillin 400 mg/5ml Suspension 100ml Bottle16.99USD bottle
Amoxil 400 mg/5ml Suspension 50ml Bottle15.99USD bottle
Amoxicillin 250 mg/5ml Suspension 150ml Bottle14.0USD bottle
Amoxil 50 mg/ml Suspension 30ml Bottle13.99USD bottle
Amoxil 250 mg/5ml Suspension 100ml Bottle12.99USD bottle
Amoxil 250 mg/5ml Suspension 150ml Bottle12.99USD bottle
Amoxil 200 mg/5ml Suspension 100ml Bottle11.99USD bottle
Trimox 125 mg/5ml Suspension 100ml Bottle11.99USD bottle
Trimox 125 mg/5ml Suspension 150ml Bottle11.99USD bottle
Trimox 250 mg/5ml Suspension 80ml Bottle11.99USD bottle
Amoxil 875 mg tablet1.13USD tablet
Amoxil 400 mg Chew Tabs1.05USD tab
Amoxicillin 875 mg tablet0.89USD tablet
Amoxil 500 mg tablet0.77USD tablet
Novamoxin 250 mg Chewable Tablet0.64USD tablet
Amoxicillin 125 mg Chew Tabs0.57USD tab
Amoxil 500 mg capsule0.53USD capsule
Amoxicillin 500 mg tablet0.5USD tablet
Amoxicillin 250 mg Chew Tabs0.47USD tab
Amoxicillin 500 mg capsule0.47USD capsule
Novamoxin 125 mg Chewable Tablet0.44USD tablet
Apo-Amoxi 500 mg Capsule0.36USD capsule
Mylan-Amoxillin 500 mg Capsule0.36USD capsule
Novamoxin 500 mg Capsule0.36USD capsule
Nu-Amoxi 500 mg Capsule0.36USD capsule
Pms-Amoxicillin 500 mg Capsule0.36USD capsule
Amoxicillin 250 mg capsule0.25USD capsule
Apo-Amoxi 250 mg Capsule0.18USD capsule
Mylan-Amoxillin 250 mg Capsule0.18USD capsule
Novamoxin 250 mg Capsule0.18USD capsule
Nu-Amoxi 250 mg Capsule0.18USD capsule
Pms-Amoxicillin 250 mg Capsule0.18USD capsule
Apo-Amoxi 50 mg/ml Suspension0.06USD ml
Novamoxin 50 mg/ml Suspension0.06USD ml
Novamoxin Sugar-Reduced 50 mg/ml Suspension0.06USD ml
Nu-Amoxi 50 mg/ml Suspension0.06USD ml
Pms-Amoxicillin 50 mg/ml Suspension0.06USD ml
Apo-Amoxi 25 mg/ml Suspension0.04USD ml
Novamoxin 25 mg/ml Suspension0.04USD ml
Novamoxin Sugar-Reduced 25 mg/ml Suspension0.04USD ml
Nu-Amoxi 25 mg/ml Suspension0.04USD ml
Pms-Amoxicillin 25 mg/ml Suspension0.04USD ml
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
US6544555No2003-04-082020-10-13Us
US6669948No2003-12-302020-10-13Us
US6723341No2004-04-202020-10-13Us
US8299052No2012-10-302027-05-07Us
US8778924No2014-07-152026-12-08Us
US8357394No2013-01-222026-12-08Us
US6878386No2005-04-122020-04-04Us
US7217430No2007-05-152020-04-04Us
US7250176No2007-07-312020-04-04Us
US6783773No2004-08-312020-04-04Us
US6746692No2004-06-082020-04-04Us
Additional Data Available
  • Filed On
    Filed On

    The date on which a patent was filed with the relevant government.

    Learn more

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)194 °CNot Available
water solubility3430 mg/LNot Available
logP0.87SANGSTER (1994)
Caco2 permeability-6.1ADME Research, USCD
Predicted Properties
PropertyValueSource
Water Solubility0.958 mg/mLALOGPS
logP0.75ALOGPS
logP-2.3ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.23ChemAxon
pKa (Strongest Basic)7.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.96 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity89.5 m3·mol-1ChemAxon
Polarizability35.53 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.9008
Blood Brain Barrier-0.9967
Caco-2 permeable-0.8722
P-glycoprotein substrateSubstrate0.5741
P-glycoprotein inhibitor INon-inhibitor0.9665
P-glycoprotein inhibitor IINon-inhibitor0.9968
Renal organic cation transporterNon-inhibitor0.9636
CYP450 2C9 substrateNon-substrate0.843
CYP450 2D6 substrateNon-substrate0.8446
CYP450 3A4 substrateNon-substrate0.5478
CYP450 1A2 substrateNon-inhibitor0.9045
CYP450 2C9 inhibitorNon-inhibitor0.907
CYP450 2D6 inhibitorNon-inhibitor0.9231
CYP450 2C19 inhibitorNon-inhibitor0.915
CYP450 3A4 inhibitorNon-inhibitor0.8309
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9767
Ames testNon AMES toxic0.9099
CarcinogenicityNon-carcinogens0.5439
BiodegradationNot ready biodegradable0.9606
Rat acute toxicity1.7036 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9996
hERG inhibition (predictor II)Non-inhibitor0.8761
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
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-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00di-0190000000-febb22de5b7f210e4a46
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-056u-4960000000-f3c347843d63d99418c5
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0036-8900000000-eca01f197da058161684
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-007o-9800000000-cec182c5a522a2979385
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00ec-9700000000-dc767a962e9f2608b083
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00dl-9600000000-b831842a45369bb2b48c
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-06r2-0589000000-9c90c12d4fbef3a04a14
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03di-0910000000-e26fa392674b2a230233
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03di-1900000000-9e60140bfff56767dbec
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03di-1900000000-f3065ce1009dda06cf72
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03e9-2900000000-5516c0723837b4149a68
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-06s9-5900000000-cd377b53cefaa4b23c6f
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03xs-0859000000-8225987d1a20c14acc00

Taxonomy

Description
This compound belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Lactams
Sub Class
Beta lactams
Direct Parent
Penicillins
Alternative Parents
N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Phenylacetamides / 1-hydroxy-2-unsubstituted benzenoids / Aralkylamines / Thiazolidines / Tertiary carboxylic acid amides / Secondary carboxylic acid amides / Amino acids / Azetidines
show 10 more
Substituents
Penicillin / N-acyl-alpha amino acid or derivatives / Alpha-amino acid amide / Alpha-amino acid or derivatives / Phenylacetamide / Phenol / 1-hydroxy-2-unsubstituted benzenoid / Aralkylamine / Benzenoid / Monocyclic benzene moiety
show 26 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
penicillin (CHEBI:2676)

Targets

Kind
Protein
Organism
Clostridium perfringens (strain 13 / Type A)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Transferase activity, transferring glycosyl groups
Specific Function
Cell wall formation. Synthesis of cross-linked peptidoglycan from the lipid intermediates. The enzyme has a penicillin-insensitive transglycosylase N-terminal domain (formation of linear glycan str...
Gene Name
pbpA
Uniprot ID
Q8XJ01
Uniprot Name
Penicillin-binding protein 1A
Molecular Weight
75176.35 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
  3. Okamoto T, Yoshiyama H, Nakazawa T, Park ID, Chang MW, Yanai H, Okita K, Shirai M: A change in PBP1 is involved in amoxicillin resistance of clinical isolates of Helicobacter pylori. J Antimicrob Chemother. 2002 Dec;50(6):849-56. [PubMed:12461003]

Transporters

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Proton-dependent oligopeptide secondary active transmembrane transporter activity
Specific Function
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products.
Gene Name
SLC15A1
Uniprot ID
P46059
Uniprot Name
Solute carrier family 15 member 1
Molecular Weight
78805.265 Da
References
  1. Wenzel U, Gebert I, Weintraut H, Weber WM, Clauss W, Daniel H: Transport characteristics of differently charged cephalosporin antibiotics in oocytes expressing the cloned intestinal peptide transporter PepT1 and in human intestinal Caco-2 cells. J Pharmacol Exp Ther. 1996 May;277(2):831-9. [PubMed:8627565]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297]
  3. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833]
  4. Sala-Rabanal M, Loo DD, Hirayama BA, Turk E, Wright EM: Molecular interactions between dipeptides, drugs and the human intestinal H+ -oligopeptide cotransporter hPEPT1. J Physiol. 2006 Jul 1;574(Pt 1):149-66. Epub 2006 Apr 20. [PubMed:16627568]
  5. Li M, Anderson GD, Phillips BR, Kong W, Shen DD, Wang J: Interactions of amoxicillin and cefaclor with human renal organic anion and peptide transporters. Drug Metab Dispos. 2006 Apr;34(4):547-55. Epub 2006 Jan 24. [PubMed:16434549]
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Peptide:proton symporter activity
Specific Function
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides.
Gene Name
SLC15A2
Uniprot ID
Q16348
Uniprot Name
Solute carrier family 15 member 2
Molecular Weight
81782.77 Da
References
  1. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297]
  3. Li M, Anderson GD, Phillips BR, Kong W, Shen DD, Wang J: Interactions of amoxicillin and cefaclor with human renal organic anion and peptide transporters. Drug Metab Dispos. 2006 Apr;34(4):547-55. Epub 2006 Jan 24. [PubMed:16434549]
Kind
Protein
Organism
Humans
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. Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [PubMed:10411577]

Drug created on June 13, 2005 07:24 / Updated on December 12, 2019 07:27