Identification

Name
Etravirine
Accession Number
DB06414  (DB07191)
Type
Small Molecule
Groups
Approved
Description

Etravirine is an antiretroviral agent more specifically classified as a Non-Nucleoside Reverse Transcriptase Inhibitor(NNRTI). Etraverine is used clinically for the treatment of human immunodeficiency virus type 1 (HIV-1) infection. On January 18, 2007, the FDA granted accelerated approved for the use of etravirine 100mg tablets in the treatment of adult HIV-1 infection documented to be resistant to therapy with other NNRTIs and antiretroviral agents. On March 26, 2012, approval was extended for use in treatment-experienced pediatric patients 6 to 18 years of age, weighing at least 16 kg. Etravarine must always be used in combination with other antiretroviral drugs.

Etravirine exerts its effects via direct inhibition of the reverse transcriptase enzyme of human immunodeficiency virus type 1 (HIV-1), and consequently blocks DNA-dependent and RNA-dependent polymerase activity. Etravirine does not inhibit human DNA polymerase alpha, beta or gamma.

Common side effects of use include mild to moderate rash within the first 6 weeks of therapy, nausea, diarrhea and peripheral neuropathy. Patients are advised to immediately contact their healthcare provider if a rash develops.

In 2009, postmarketing case reports of Stevens-Johnson Syndrome, toxic epidermal necrolysis, erythema multiforme, and other hypersensitivity reactions lead to a revision of etravirine's "Warnings and Precautions," as well as notification of health care providers.

In 2013, reports of Autoimmune disorders (such as Graves’ disease, polymyositis, and Guillain-Barré syndrome) in the setting of immune reconstitution, as well as more in depth information about the development of rashes in patients taking etravirine, lead to a modification of etravirine's monograph.

Structure
Thumb
Synonyms
Not Available
External IDs
R-165335 / R165335 / TMC 125 / TMC-125 / TMC125
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
IntelenceTablet100 mg/1OralRemedy Repack2013-03-182016-04-05Us
IntelenceTablet100 mg/1OralA S Medication Solutions2008-01-182017-06-20Us
IntelenceTablet200 mgOralJanssen Pharmaceuticals2011-12-12Not applicableCanada
IntelenceTablet25 mgOralJanssen Cilag International Nv2008-08-28Not applicableEu
IntelenceTablet200 mg/1OralPhysicians Total Care, Inc.2012-10-10Not applicableUs
IntelenceTablet25 mg/1OralJanssen, Lp2012-03-26Not applicableUs
IntelenceTablet100 mg/1OralState of Florida DOH Central Pharmacy2009-07-01Not applicableUs
IntelenceTablet200 mg/1OralA S Medication Solutions2010-12-222017-06-20Us
IntelenceTablet100 mgOralJanssen Cilag International Nv2008-08-28Not applicableEu
IntelenceTablet100 mg/1OralJanssen, Lp2008-01-18Not applicableUs
Categories
UNII
0C50HW4FO1
CAS number
269055-15-4
Weight
Average: 435.277
Monoisotopic: 434.049071779
Chemical Formula
C20H15BrN6O
InChI Key
PYGWGZALEOIKDF-UHFFFAOYSA-N
InChI
InChI=1S/C20H15BrN6O/c1-11-7-14(10-23)8-12(2)17(11)28-19-16(21)18(24)26-20(27-19)25-15-5-3-13(9-22)4-6-15/h3-8H,1-2H3,(H3,24,25,26,27)
IUPAC Name
4-({6-amino-5-bromo-2-[(4-cyanophenyl)amino]pyrimidin-4-yl}oxy)-3,5-dimethylbenzonitrile
SMILES
CC1=CC(=CC(C)=C1OC1=C(Br)C(N)=NC(NC2=CC=C(C=C2)C#N)=N1)C#N

Pharmacology

Indication

Indicated as an adjunct therapy in the treatment of adult HIV-1 infections resistant to therapy with other NNRTIs and antiretroviral agents.

Structured Indications
Pharmacodynamics

Clinical trials have shown no prolongation of QT intervals on electrocardiograms after 8 days of dosing.

Mechanism of action

Etravirine exerts its effects via direct inhibition of the reverse transcriptase enzyme of human immunodeficiency virus type 1 (HIV-1). It directly binds reverse transcriptase and consequently blocks DNA-dependent and RNA-dependent polymerase activity. Etravirine does not inhibit human DNA polymerase alpha, beta or gamma.

TargetActionsOrganism
UGag-Pol polyproteinNot AvailableHIV-1
UGag-Pol polyproteinNot AvailableHIV-1
Absorption

Maximum oral absorption is achieved in 2.5-4 hours.

Absorption is unaffected by the concomitant use of oral ranitidine or omeprazole, which decrease gastric acidity.

Administration under fasting conditions resulted in a near 50% decrease in systemic exposure (AUC) when compared to administration after a meal.

Volume of distribution

Distribution of etravirine into compartments other than plasma has not been evaluated in humans.

Protein binding

Plasma protein binding is about 99.9% in vitro. In vitro, 99.6% is bound to albumin, and 97.66% - 99.02% is bound to 1-alpha glycoprotein.

Metabolism

Metabolized (in vitro) by the liver CYP450 enzymes: CYP3A4, CYP2C9, CYP2C19. The major metabolites formed by a methyl hydroxylation of the dimethylbenzonitrile moiety retained less than 90% of etravirine's activity.

Route of elimination

After a 800mg dose of radio-labelled etraverine, 93.7% was found to undergo fecal elimination, with 81.2% - 86.4% eliminated unchanged. 1.2% of the dose was renally eliminated, changed.

Etravirine is dialyzable (hemodialysis).

Half life

Half life of 9.05-41 hours.

Clearance

Renal clearance of etravirine is negligible (<1.2%), thus no dose adjustments are required in patients with renal impairment.

Clearance is shown to be reduced in patients with Hepatitis B and/or co-infection, however, the safety profile of etravirine does not call for dosage adjustments.

Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
1,10-PhenanthrolineThe serum concentration of Etravirine can be decreased when it is combined with 1,10-Phenanthroline.Experimental
2-HYDROXY-1,4-NAPHTHOQUINONEThe serum concentration of Etravirine can be increased when it is combined with 2-HYDROXY-1,4-NAPHTHOQUINONE.Experimental
2-mercaptobenzothiazoleThe serum concentration of Etravirine can be increased when it is combined with 2-mercaptobenzothiazole.Vet Approved
3,4-DichloroisocoumarinThe serum concentration of Etravirine can be decreased when it is combined with 3,4-Dichloroisocoumarin.Experimental
4-(2-Aminoethyl)Benzenesulfonyl FluorideThe serum concentration of Etravirine can be decreased when it is combined with 4-(2-Aminoethyl)Benzenesulfonyl Fluoride.Experimental
AbirateroneThe metabolism of Etravirine can be decreased when combined with Abiraterone.Approved
AcebutololThe serum concentration of Acebutolol can be increased when it is combined with Etravirine.Approved
AceclofenacThe metabolism of Aceclofenac can be decreased when combined with Etravirine.Approved, Investigational
AcenocoumarolThe metabolism of Acenocoumarol can be decreased when combined with Etravirine.Approved
AcetaminophenThe serum concentration of Acetaminophen can be increased when it is combined with Etravirine.Approved
Acetylsalicylic acidThe serum concentration of Acetylsalicylic acid can be increased when it is combined with Etravirine.Approved, Vet Approved
AdinazolamThe metabolism of Adinazolam can be decreased when combined with Etravirine.Approved
AfatinibThe serum concentration of Afatinib can be increased when it is combined with Etravirine.Approved
AldosteroneThe serum concentration of Aldosterone can be increased when it is combined with Etravirine.Experimental, Investigational
AlitretinoinThe serum concentration of Alitretinoin can be increased when it is combined with Etravirine.Approved, Investigational
AlmotriptanThe metabolism of Almotriptan can be decreased when combined with Etravirine.Approved, Investigational
AlogliptinThe serum concentration of Etravirine can be decreased when it is combined with Alogliptin.Approved
AlosetronThe metabolism of Alosetron can be decreased when combined with Etravirine.Approved, Withdrawn
Alpha-1-proteinase inhibitorThe serum concentration of Etravirine can be decreased when it is combined with Alpha-1-proteinase inhibitor.Approved
AlprazolamThe metabolism of Alprazolam can be decreased when combined with Etravirine.Approved, Illicit, Investigational
AmbrisentanThe serum concentration of Ambrisentan can be increased when it is combined with Etravirine.Approved, Investigational
AminophenazoneThe metabolism of Aminophenazone can be decreased when combined with Etravirine.Approved, Withdrawn
AmiodaroneThe serum concentration of Amiodarone can be decreased when it is combined with Etravirine.Approved, Investigational
AmitriptylineThe serum concentration of Amitriptyline can be increased when it is combined with Etravirine.Approved
AmorolfineThe serum concentration of Etravirine can be increased when it is combined with Amorolfine.Approved, Investigational
AmoxicillinThe metabolism of Amoxicillin can be decreased when combined with Etravirine.Approved, Vet Approved
Amphotericin BThe serum concentration of Etravirine can be increased when it is combined with Amphotericin B.Approved, Investigational
AmprenavirThe serum concentration of Etravirine can be decreased when it is combined with Amprenavir.Approved
AnidulafunginThe serum concentration of Etravirine can be increased when it is combined with Anidulafungin.Approved, Investigational
AntipyrineThe metabolism of Antipyrine can be decreased when combined with Etravirine.Approved
Antithrombin III humanThe serum concentration of Etravirine can be decreased when it is combined with Antithrombin III human.Approved
ApixabanThe serum concentration of Etravirine can be decreased when it is combined with Apixaban.Approved
AprepitantThe serum concentration of Etravirine can be increased when it is combined with Aprepitant.Approved, Investigational
AprotininThe serum concentration of Etravirine can be decreased when it is combined with Aprotinin.Approved, Withdrawn
Arachidonic AcidThe metabolism of Arachidonic Acid can be decreased when combined with Etravirine.Experimental
ArformoterolThe metabolism of Arformoterol can be decreased when combined with Etravirine.Approved, Investigational
ArgatrobanThe serum concentration of Etravirine can be decreased when it is combined with Argatroban.Approved, Investigational
AripiprazoleThe serum concentration of Aripiprazole can be decreased when it is combined with Etravirine.Approved, Investigational
ArmodafinilThe metabolism of Etravirine can be decreased when combined with Armodafinil.Approved, Investigational
Arsenic trioxideThe serum concentration of Arsenic trioxide can be increased when it is combined with Etravirine.Approved, Investigational
ArtemetherThe serum concentration of the active metabolites of Artemether can be reduced when Artemether is used in combination with Etravirine resulting in a loss in efficacy.Approved
AsunaprevirThe serum concentration of Etravirine can be decreased when it is combined with Asunaprevir.Approved, Investigational
AtazanavirThe serum concentration of Etravirine can be increased when it is combined with Atazanavir.Approved, Investigational
AtenololThe serum concentration of Atenolol can be increased when it is combined with Etravirine.Approved
AtomoxetineThe metabolism of Etravirine can be decreased when combined with Atomoxetine.Approved
AtorvastatinThe serum concentration of Atorvastatin can be decreased when it is combined with Etravirine.Approved
AxitinibThe serum concentration of Axitinib can be increased when it is combined with Etravirine.Approved, Investigational
AzelastineThe metabolism of Azelastine can be decreased when combined with Etravirine.Approved
Bafilomycin A1The serum concentration of Etravirine can be increased when it is combined with Bafilomycin A1.Experimental
BatimastatThe serum concentration of Etravirine can be decreased when it is combined with Batimastat.Experimental
BelinostatThe serum concentration of Belinostat can be increased when it is combined with Etravirine.Approved, Investigational
BenazeprilThe serum concentration of Etravirine can be decreased when it is combined with Benazepril.Approved, Investigational
BenzamidineThe serum concentration of Etravirine can be decreased when it is combined with Benzamidine.Experimental
BenzatropineThe metabolism of Benzatropine can be decreased when combined with Etravirine.Approved
Benzoic AcidThe serum concentration of Etravirine can be increased when it is combined with Benzoic Acid.Approved
BepridilThe serum concentration of Bepridil can be decreased when it is combined with Etravirine.Approved, Withdrawn
BetamethasoneThe serum concentration of Betamethasone can be increased when it is combined with Etravirine.Approved, Vet Approved
BexaroteneThe metabolism of Bexarotene can be decreased when combined with Etravirine.Approved, Investigational
BifonazoleThe serum concentration of Etravirine can be increased when it is combined with Bifonazole.Approved, Investigational
BivalirudinThe serum concentration of Etravirine can be decreased when it is combined with Bivalirudin.Approved, Investigational
BoceprevirThe serum concentration of Etravirine can be decreased when it is combined with Boceprevir.Approved, Withdrawn
BortezomibThe metabolism of Etravirine can be decreased when combined with Bortezomib.Approved, Investigational
BosentanThe serum concentration of Bosentan can be increased when it is combined with Etravirine.Approved, Investigational
BosutinibThe serum concentration of Bosutinib can be increased when it is combined with Etravirine.Approved
Brefeldin AThe serum concentration of Etravirine can be increased when it is combined with 1,6,7,8,9,11A,12,13,14,14A-DECAHYDRO-1,13-DIHYDROXY-6-METHYL-4H-CYCLOPENT[F]OXACYCLOTRIDECIN-4-ONE.Experimental
Brentuximab vedotinThe serum concentration of Brentuximab vedotin can be increased when it is combined with Etravirine.Approved
BrivaracetamThe metabolism of Brivaracetam can be decreased when combined with Etravirine.Approved, Investigational
BromazepamThe metabolism of Bromazepam can be decreased when combined with Etravirine.Approved, Illicit
BromocriptineThe serum concentration of Bromocriptine can be increased when it is combined with Etravirine.Approved, Investigational
BrompheniramineThe metabolism of Brompheniramine can be decreased when combined with Etravirine.Approved
BupivacaineThe metabolism of Bupivacaine can be decreased when combined with Etravirine.Approved, Investigational
BuprenorphineThe serum concentration of Buprenorphine can be decreased when it is combined with Etravirine.Approved, Illicit, Investigational, Vet Approved
BupropionThe metabolism of Bupropion can be decreased when combined with Etravirine.Approved
ButenafineThe serum concentration of Etravirine can be increased when it is combined with Butenafine.Approved
ButoconazoleThe serum concentration of Etravirine can be increased when it is combined with Butoconazole.Approved
CabazitaxelThe serum concentration of Cabazitaxel can be increased when it is combined with Etravirine.Approved
CabozantinibThe metabolism of Cabozantinib can be decreased when combined with Etravirine.Approved
CaffeineThe serum concentration of Caffeine can be increased when it is combined with Etravirine.Approved
CamostatThe serum concentration of Etravirine can be decreased when it is combined with Camostat.Experimental
CamptothecinThe serum concentration of Camptothecin can be increased when it is combined with Etravirine.Experimental
CanagliflozinThe serum concentration of Canagliflozin can be increased when it is combined with Etravirine.Approved
Candesartan cilexetilThe metabolism of Candesartan can be decreased when combined with Etravirine.Approved
CandicidinThe serum concentration of Etravirine can be increased when it is combined with Candicidin.Withdrawn
CandoxatrilThe serum concentration of Etravirine can be decreased when it is combined with Candoxatril.Experimental
CandoxatrilatThe serum concentration of Etravirine can be decreased when it is combined with Candoxatrilat.Experimental
CapecitabineThe metabolism of Etravirine can be decreased when combined with Capecitabine.Approved, Investigational
Capric acidThe serum concentration of Etravirine can be increased when it is combined with Capric acid.Experimental
CaptoprilThe serum concentration of Etravirine can be decreased when it is combined with Captopril.Approved
CarbamazepineThe serum concentration of Etravirine can be decreased when it is combined with Carbamazepine.Approved, Investigational
CarbinoxamineThe metabolism of Carbinoxamine can be decreased when combined with Etravirine.Approved
CarfilzomibThe serum concentration of Carfilzomib can be increased when it is combined with Etravirine.Approved
CarisoprodolThe metabolism of Carisoprodol can be decreased when combined with Etravirine.Approved
CarvedilolThe serum concentration of Carvedilol can be increased when it is combined with Etravirine.Approved, Investigational
CaspofunginThe serum concentration of Etravirine can be increased when it is combined with Caspofungin.Approved
CelecoxibThe metabolism of Celecoxib can be decreased when combined with Etravirine.Approved, Investigational
CeritinibThe serum concentration of Etravirine can be increased when it is combined with Ceritinib.Approved
CerivastatinThe serum concentration of Cerivastatin can be decreased when it is combined with Etravirine.Withdrawn
CeruleninThe serum concentration of Etravirine can be increased when it is combined with Cerulenin.Approved
ChloramphenicolThe metabolism of Etravirine can be decreased when combined with Chloramphenicol.Approved, Vet Approved
ChloroxineThe serum concentration of Etravirine can be increased when it is combined with Chloroxine.Approved
ChlorpromazineThe serum concentration of Chlorpromazine can be increased when it is combined with Etravirine.Approved, Vet Approved
ChlorpropamideThe metabolism of Chlorpropamide can be decreased when combined with Etravirine.Approved
CholecalciferolThe metabolism of Etravirine can be decreased when combined with Cholecalciferol.Approved, Nutraceutical
CholesterolThe serum concentration of Etravirine can be decreased when it is combined with Cholesterol.Experimental, Investigational
ChymostatinThe serum concentration of Etravirine can be decreased when it is combined with Chymostatin.Experimental
CiclopiroxThe serum concentration of Etravirine can be increased when it is combined with Ciclopirox.Approved, Investigational
CilastatinThe serum concentration of Etravirine can be decreased when it is combined with Cilastatin.Approved
CilazaprilThe serum concentration of Etravirine can be decreased when it is combined with Cilazapril.Approved
CilostazolThe serum concentration of Cilostazol can be increased when it is combined with Etravirine.Approved
CimetidineThe serum concentration of Cimetidine can be increased when it is combined with Etravirine.Approved
CinnarizineThe metabolism of Cinnarizine can be decreased when combined with Etravirine.Approved, Investigational
CiprofloxacinThe serum concentration of Ciprofloxacin can be increased when it is combined with Etravirine.Approved, Investigational
CisaprideThe metabolism of Cisapride can be decreased when combined with Etravirine.Approved, Investigational, Withdrawn
CisplatinThe serum concentration of Cisplatin can be increased when it is combined with Etravirine.Approved
CitalopramThe serum concentration of Citalopram can be increased when it is combined with Etravirine.Approved
ClarithromycinThe serum concentration of Clarithromycin can be increased when it is combined with Etravirine.Approved
ClemastineThe metabolism of Etravirine can be decreased when combined with Clemastine.Approved
ClobazamThe serum concentration of Clobazam can be increased when it is combined with Etravirine.Approved, Illicit
clomethiazoleThe metabolism of clomethiazole can be decreased when combined with Etravirine.Investigational
ClomifeneThe serum concentration of Clomifene can be increased when it is combined with Etravirine.Approved, Investigational
ClomipramineThe metabolism of Clomipramine can be decreased when combined with Etravirine.Approved, Vet Approved
ClonidineThe serum concentration of Clonidine can be increased when it is combined with Etravirine.Approved
ClopidogrelThe serum concentration of the active metabolites of Clopidogrel can be reduced when Clopidogrel is used in combination with Etravirine resulting in a loss in efficacy.Approved, Nutraceutical
ClotiazepamThe metabolism of Clotiazepam can be decreased when combined with Etravirine.Approved, Illicit
ClotrimazoleThe serum concentration of Etravirine can be increased when it is combined with Clotrimazole.Approved, Vet Approved
ClozapineThe serum concentration of Clozapine can be increased when it is combined with Etravirine.Approved
CobicistatThe metabolism of Etravirine can be decreased when combined with Cobicistat.Approved
CobimetinibThe serum concentration of Cobimetinib can be increased when it is combined with Etravirine.Approved
ColchicineThe serum concentration of Colchicine can be increased when it is combined with Etravirine.Approved
ConivaptanThe serum concentration of Etravirine 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 Etravirine.Approved
CopanlisibThe serum concentration of Copanlisib can be increased when it is combined with Etravirine.Approved
CordycepinThe serum concentration of Etravirine can be increased when it is combined with Cordycepin.Investigational
CrisaboroleThe metabolism of Etravirine can be decreased when combined with Crisaborole.Approved
CrizotinibThe metabolism of Etravirine can be decreased when combined with Crizotinib.Approved
CyclophosphamideThe metabolism of Cyclophosphamide can be decreased when combined with Etravirine.Approved, Investigational
CyclosporineThe serum concentration of Etravirine can be increased when it is combined with Cyclosporine.Approved, Investigational, Vet Approved
Dabigatran etexilateThe serum concentration of the active metabolites of Dabigatran etexilate can be increased when Dabigatran etexilate is used in combination with Etravirine.Approved
DabrafenibThe serum concentration of Etravirine can be decreased when it is combined with Dabrafenib.Approved
DactinomycinThe serum concentration of Dactinomycin can be increased when it is combined with Etravirine.Approved
DapagliflozinThe serum concentration of Dapagliflozin can be increased when it is combined with Etravirine.Approved
DapsoneThe metabolism of Dapsone can be decreased when combined with Etravirine.Approved, Investigational
DarexabanThe serum concentration of Etravirine can be decreased when it is combined with Darexaban.Investigational
DarunavirThe serum concentration of Etravirine can be decreased when it is combined with Darunavir.Approved
DasatinibThe serum concentration of Etravirine can be increased when it is combined with Dasatinib.Approved, Investigational
DaunorubicinThe serum concentration of Daunorubicin can be increased when it is combined with Etravirine.Approved
DebrisoquinThe serum concentration of Debrisoquin can be increased when it is combined with Etravirine.Approved, Investigational
DeferasiroxThe serum concentration of Etravirine can be decreased when it is combined with Deferasirox.Approved, Investigational
DelanzomibThe serum concentration of Etravirine can be decreased when it is combined with Delanzomib.Investigational
DelaprilThe serum concentration of Etravirine can be decreased when it is combined with Delapril.Experimental
DelavirdineThe serum concentration of Etravirine can be decreased when it is combined with Delavirdine.Approved
DesipramineThe metabolism of Desipramine can be decreased when combined with Etravirine.Approved
DexamethasoneThe serum concentration of Dexamethasone can be increased when it is combined with Etravirine.Approved, Investigational, Vet Approved
DexlansoprazoleThe metabolism of Dexlansoprazole can be decreased when combined with Etravirine.Approved
DextromethorphanThe metabolism of Dextromethorphan can be decreased when combined with Etravirine.Approved
DiazepamThe serum concentration of Diazepam can be decreased when it is combined with Etravirine.Approved, Illicit, Vet Approved
DichloropheneThe serum concentration of Etravirine can be increased when it is combined with Dichlorophene.Vet Approved
DiclofenacThe metabolism of Diclofenac can be decreased when combined with Etravirine.Approved, Vet Approved
DicoumarolThe metabolism of Dicoumarol can be decreased when combined with Etravirine.Approved
DiethylstilbestrolThe serum concentration of Diethylstilbestrol can be increased when it is combined with Etravirine.Approved, Investigational
DigitoxinThe serum concentration of Digitoxin can be increased when it is combined with Etravirine.Approved, Investigational
DigoxinThe serum concentration of Digoxin can be increased when it is combined with Etravirine.Approved
DihydroergotamineThe metabolism of Etravirine can be decreased when combined with Dihydroergotamine.Approved
DihydrotestosteroneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Etravirine.Illicit
DiltiazemThe metabolism of Etravirine can be decreased when combined with Diltiazem.Approved
DiphenhydramineThe metabolism of Diphenhydramine can be decreased when combined with Etravirine.Approved
DipyridamoleThe serum concentration of Dipyridamole can be increased when it is combined with Etravirine.Approved
DisopyramideThe serum concentration of Disopyramide can be decreased when it is combined with Etravirine.Approved
DocetaxelThe serum concentration of Docetaxel can be increased when it is combined with Etravirine.Approved, Investigational
DoconexentThe metabolism of Doconexent can be decreased when combined with Etravirine.Approved, Investigational
DolasetronThe metabolism of Dolasetron can be decreased when combined with Etravirine.Approved
DolutegravirThe serum concentration of Dolutegravir can be decreased when it is combined with Etravirine.Approved
DomperidoneThe serum concentration of Domperidone can be increased when it is combined with Etravirine.Approved, Investigational, Vet Approved
DonepezilThe metabolism of Donepezil can be decreased when combined with Etravirine.Approved
DopamineThe metabolism of Dopamine can be decreased when combined with Etravirine.Approved
DorzolamideThe metabolism of Dorzolamide can be decreased when combined with Etravirine.Approved
DosulepinThe metabolism of Etravirine can be decreased when combined with Dosulepin.Approved
DoxazosinThe metabolism of Doxazosin can be decreased when combined with Etravirine.Approved
DoxepinThe metabolism of Doxepin can be decreased when combined with Etravirine.Approved
DoxorubicinThe serum concentration of Doxorubicin can be increased when it is combined with Etravirine.Approved, Investigational
DoxycyclineThe metabolism of Etravirine can be decreased when combined with Doxycycline.Approved, Investigational, Vet Approved
DronabinolThe serum concentration of Dronabinol can be increased when it is combined with Etravirine.Approved, Illicit
DronedaroneThe metabolism of Etravirine can be decreased when combined with Dronedarone.Approved
EcabetThe serum concentration of Etravirine can be decreased when it is combined with Ecabet.Approved, Investigational
EconazoleThe serum concentration of Etravirine can be increased when it is combined with Econazole.Approved
EdoxabanThe serum concentration of Edoxaban can be increased when it is combined with Etravirine.Approved
EfavirenzThe serum concentration of Efavirenz can be increased when it is combined with Etravirine.Approved, Investigational
EfinaconazoleThe serum concentration of Etravirine can be increased when it is combined with Efinaconazole.Approved
ElafinThe serum concentration of Etravirine can be decreased when it is combined with Elafin.Investigational
ElbasvirThe serum concentration of Elbasvir can be increased when it is combined with Etravirine.Approved
EletriptanThe serum concentration of Eletriptan can be increased when it is combined with Etravirine.Approved, Investigational
EnalaprilThe serum concentration of Etravirine can be decreased when it is combined with Enalapril.Approved, Vet Approved
EnalaprilatThe serum concentration of Etravirine can be decreased when it is combined with Enalaprilat.Approved
EnalkirenThe serum concentration of Etravirine can be decreased when it is combined with Enalkiren.Experimental
EnasidenibThe serum concentration of Enasidenib can be increased when it is combined with Etravirine.Approved
EnfuvirtideThe metabolism of Enfuvirtide can be decreased when combined with Etravirine.Approved, Investigational
EnzalutamideThe serum concentration of Etravirine can be decreased when it is combined with Enzalutamide.Approved
Epigallocatechin GallateThe serum concentration of Etravirine can be decreased when it is combined with Epigallocatechin Gallate.Investigational
EpinastineThe serum concentration of Epinastine can be increased when it is combined with Etravirine.Approved, Investigational
EpoprostenolThe metabolism of Epoprostenol can be decreased when combined with Etravirine.Approved
ErlotinibThe serum concentration of Erlotinib can be increased when it is combined with Etravirine.Approved, Investigational
ErythromycinThe metabolism of Etravirine can be decreased when combined with Erythromycin.Approved, Vet Approved
EscitalopramThe metabolism of Escitalopram can be decreased when combined with Etravirine.Approved, Investigational
Eslicarbazepine acetateThe metabolism of Etravirine can be decreased when combined with Eslicarbazepine acetate.Approved
EsomeprazoleThe metabolism of Etravirine can be decreased when combined with Esomeprazole.Approved, Investigational
EstradiolThe serum concentration of Estradiol can be increased when it is combined with Etravirine.Approved, Investigational, Vet Approved
EstriolThe serum concentration of Estriol can be increased when it is combined with Etravirine.Approved, Investigational, Vet Approved
EstroneThe serum concentration of Estrone can be increased when it is combined with Etravirine.Approved
EszopicloneThe metabolism of Eszopiclone can be decreased when combined with Etravirine.Approved
Ethinyl EstradiolThe serum concentration of Ethinyl Estradiol can be increased when it is combined with Etravirine.Approved
EtizolamThe metabolism of Etizolam can be decreased when combined with Etravirine.Approved
EtodolacThe metabolism of Etodolac can be decreased when combined with Etravirine.Approved, Investigational, Vet Approved
EtoposideThe serum concentration of Etoposide can be increased when it is combined with Etravirine.Approved
EtoricoxibThe metabolism of Etoricoxib can be decreased when combined with Etravirine.Approved, Investigational
EverolimusThe serum concentration of Everolimus can be increased when it is combined with Etravirine.Approved
EzetimibeThe serum concentration of Ezetimibe can be increased when it is combined with Etravirine.Approved
FaldaprevirThe serum concentration of Etravirine can be decreased when it is combined with Faldaprevir.Investigational
FamotidineThe metabolism of Famotidine can be decreased when combined with Etravirine.Approved
FenticonazoleThe serum concentration of Etravirine can be increased when it is combined with Fenticonazole.Experimental
FesoterodineThe serum concentration of Fesoterodine can be increased when it is combined with Etravirine.Approved
FexofenadineThe serum concentration of Fexofenadine can be increased when it is combined with Etravirine.Approved
FidaxomicinThe serum concentration of Fidaxomicin can be increased when it is combined with Etravirine.Approved
FlecainideThe serum concentration of Flecainide can be decreased when it is combined with Etravirine.Approved, Withdrawn
FloxuridineThe metabolism of Etravirine can be decreased when combined with Floxuridine.Approved
FluconazoleThe serum concentration of Etravirine can be increased when it is combined with Fluconazole.Approved
FlucytosineThe serum concentration of Etravirine can be increased when it is combined with Flucytosine.Approved
FlunarizineThe metabolism of Flunarizine can be decreased when combined with Etravirine.Approved
FlunitrazepamThe metabolism of Flunitrazepam can be decreased when combined with Etravirine.Approved, Illicit
FluorouracilThe metabolism of Etravirine can be decreased when combined with Fluorouracil.Approved
FluoxetineThe metabolism of Etravirine can be decreased when combined with Fluoxetine.Approved, Vet Approved
FlurbiprofenThe metabolism of Flurbiprofen can be decreased when combined with Etravirine.Approved, Investigational
FlutamideThe metabolism of Flutamide can be decreased when combined with Etravirine.Approved
Fluticasone furoateThe serum concentration of Fluticasone furoate can be increased when it is combined with Etravirine.Approved
FlutrimazoleThe serum concentration of Etravirine can be increased when it is combined with Flutrimazole.Experimental
FluvastatinThe serum concentration of Fluvastatin can be decreased when it is combined with Etravirine.Approved
FluvoxamineThe metabolism of Etravirine can be decreased when combined with Fluvoxamine.Approved, Investigational
FormoterolThe metabolism of Formoterol can be decreased when combined with Etravirine.Approved, Investigational
FosamprenavirThe serum concentration of the active metabolites of Fosamprenavir can be increased when Fosamprenavir is used in combination with Etravirine.Approved
FosaprepitantThe serum concentration of Etravirine can be increased when it is combined with Fosaprepitant.Approved
FosinoprilThe serum concentration of Etravirine can be decreased when it is combined with Fosinopril.Approved
FosphenytoinThe serum concentration of Etravirine can be decreased when it is combined with Fosphenytoin.Approved
Fusidic AcidThe serum concentration of Etravirine can be increased when it is combined with Fusidic Acid.Approved
GabexateThe serum concentration of Etravirine can be decreased when it is combined with Gabexate.Investigational
GavestinelThe metabolism of Gavestinel can be decreased when combined with Etravirine.Investigational
GefitinibThe serum concentration of Gefitinib can be increased when it is combined with Etravirine.Approved, Investigational
GeldanamycinThe serum concentration of Etravirine can be decreased when it is combined with Geldanamycin.Experimental, Investigational
GemcitabineThe serum concentration of Gemcitabine can be increased when it is combined with Etravirine.Approved
GemfibrozilThe metabolism of Etravirine can be decreased when combined with Gemfibrozil.Approved
GlecaprevirThe serum concentration of Glecaprevir can be increased when it is combined with Etravirine.Approved
GliclazideThe metabolism of Gliclazide can be decreased when combined with Etravirine.Approved
GlimepirideThe metabolism of Glimepiride can be decreased when combined with Etravirine.Approved
GlipizideThe metabolism of Glipizide can be decreased when combined with Etravirine.Approved
GlucosamineThe metabolism of Glucosamine can be decreased when combined with Etravirine.Approved
GlyburideThe metabolism of Glyburide can be decreased when combined with Etravirine.Approved
GlyphosateThe serum concentration of Etravirine can be increased when it is combined with Glyphosate.Experimental
GM6001The serum concentration of Etravirine can be decreased when it is combined with GM6001.Experimental
GrazoprevirThe serum concentration of Grazoprevir can be increased when it is combined with Etravirine.Approved
GrepafloxacinThe serum concentration of Grepafloxacin can be increased when it is combined with Etravirine.Investigational, Withdrawn
GriseofulvinThe serum concentration of Etravirine can be increased when it is combined with Griseofulvin.Approved, Vet Approved
GuanfacineThe metabolism of Guanfacine can be decreased when combined with Etravirine.Approved, Investigational
HachimycinThe serum concentration of Etravirine can be increased when it is combined with Hachimycin.Experimental
HaloperidolThe serum concentration of Haloperidol can be increased when it is combined with Etravirine.Approved
HaloproginThe serum concentration of Etravirine can be increased when it is combined with Haloprogin.Approved, Withdrawn
HalothaneThe metabolism of Halothane can be decreased when combined with Etravirine.Approved, Vet Approved
HexetidineThe serum concentration of Etravirine can be increased when it is combined with Hexetidine.Approved, Investigational
HexobarbitalThe metabolism of Hexobarbital can be decreased when combined with Etravirine.Approved
HistamineThe metabolism of Histamine can be decreased when combined with Etravirine.Approved, Investigational
HydrocortisoneThe serum concentration of Hydrocortisone can be increased when it is combined with Etravirine.Approved, Vet Approved
HydromorphoneThe metabolism of Hydromorphone can be decreased when combined with Etravirine.Approved, Illicit
IbuprofenThe serum concentration of Ibuprofen can be increased when it is combined with Etravirine.Approved
IdarubicinThe metabolism of Idarubicin can be decreased when combined with Etravirine.Approved
IdelalisibThe serum concentration of Etravirine can be increased when it is combined with Idelalisib.Approved
IdraparinuxThe serum concentration of Etravirine can be decreased when it is combined with Idraparinux.Investigational
ImatinibThe metabolism of Etravirine can be decreased when combined with Imatinib.Approved
ImidaprilThe serum concentration of Etravirine can be decreased when it is combined with Imidapril.Investigational
ImipramineThe serum concentration of Imipramine can be increased when it is combined with Etravirine.Approved
IndacaterolThe serum concentration of Indacaterol can be increased when it is combined with Etravirine.Approved
IndinavirThe serum concentration of Etravirine can be decreased when it is combined with Indinavir.Approved
indisulamThe metabolism of indisulam can be decreased when combined with Etravirine.Investigational
IndomethacinThe serum concentration of Indomethacin can be increased when it is combined with Etravirine.Approved, Investigational
Inotuzumab ozogamicinThe serum concentration of Inotuzumab ozogamicin can be increased when it is combined with Etravirine.Approved
IrbesartanThe metabolism of Etravirine can be decreased when combined with Irbesartan.Approved, Investigational
IrinotecanThe serum concentration of Irinotecan can be increased when it is combined with Etravirine.Approved, Investigational
IsavuconazoniumThe metabolism of Etravirine can be decreased when combined with Isavuconazonium.Approved, Investigational
IsoconazoleThe serum concentration of Etravirine can be increased when it is combined with Isoconazole.Approved
IsoflurophateThe serum concentration of Etravirine can be decreased when it is combined with Isoflurophate.Approved, Investigational, Withdrawn
IsoniazidThe metabolism of Etravirine can be decreased when combined with Isoniazid.Approved
IsradipineThe metabolism of Etravirine can be decreased when combined with Isradipine.Approved
ItraconazoleThe serum concentration of Etravirine can be increased when it is combined with Itraconazole.Approved, Investigational
IvacaftorThe serum concentration of Etravirine can be increased when it is combined with Ivacaftor.Approved
IvermectinThe serum concentration of Ivermectin can be increased when it is combined with Etravirine.Approved, Vet Approved
IxazomibThe serum concentration of Etravirine can be decreased when it is combined with Ixazomib.Approved
KetamineThe metabolism of Ketamine can be decreased when combined with Etravirine.Approved, Vet Approved
KetazolamThe serum concentration of Ketazolam can be increased when it is combined with Etravirine.Approved
KetobemidoneThe metabolism of Ketobemidone can be decreased when combined with Etravirine.Approved, Investigational
KetoconazoleThe serum concentration of Etravirine can be increased when it is combined with Ketoconazole.Approved, Investigational
KetoprofenThe metabolism of Ketoprofen can be decreased when combined with Etravirine.Approved, Vet Approved
LamivudineThe serum concentration of Lamivudine can be increased when it is combined with Etravirine.Approved, Investigational
LamotrigineThe serum concentration of Lamotrigine can be increased when it is combined with Etravirine.Approved, Investigational
LansoprazoleThe serum concentration of Lansoprazole can be increased when it is combined with Etravirine.Approved, Investigational
LapatinibThe metabolism of Lapatinib can be decreased when combined with Etravirine.Approved, Investigational
LedipasvirThe serum concentration of Ledipasvir can be increased when it is combined with Etravirine.Approved
LeflunomideThe metabolism of Leflunomide can be decreased when combined with Etravirine.Approved, Investigational
LenalidomideThe serum concentration of Lenalidomide can be increased when it is combined with Etravirine.Approved
LenvatinibThe serum concentration of Lenvatinib can be increased when it is combined with Etravirine.Approved
LepirudinThe serum concentration of Etravirine can be decreased when it is combined with Lepirudin.Approved
LesinuradThe metabolism of Lesinurad can be decreased when combined with Etravirine.Approved
LetaxabanThe serum concentration of Etravirine can be decreased when it is combined with Letaxaban.Investigational
LevetiracetamThe serum concentration of Levetiracetam can be increased when it is combined with Etravirine.Approved, Investigational
LevofloxacinThe serum concentration of Levofloxacin can be increased when it is combined with Etravirine.Approved, Investigational
LevomilnacipranThe serum concentration of Levomilnacipran can be increased when it is combined with Etravirine.Approved
LicofeloneThe metabolism of Licofelone can be decreased when combined with Etravirine.Investigational
LidocaineThe serum concentration of Lidocaine can be decreased when it is combined with Etravirine.Approved, Vet Approved
LinagliptinThe serum concentration of Etravirine can be decreased when it is combined with Linagliptin.Approved
LisinoprilThe serum concentration of Etravirine can be decreased when it is combined with Lisinopril.Approved, Investigational
LobeglitazoneThe metabolism of Etravirine can be decreased when combined with Lobeglitazone.Approved, Investigational
LoperamideThe serum concentration of Loperamide can be increased when it is combined with Etravirine.Approved
LopinavirThe serum concentration of Etravirine can be decreased when it is combined with Lopinavir.Approved
LoratadineThe metabolism of Loratadine can be decreased when combined with Etravirine.Approved
LorcaserinThe metabolism of Lorcaserin can be decreased when combined with Etravirine.Approved
LornoxicamThe metabolism of Lornoxicam can be decreased when combined with Etravirine.Approved, Investigational
LosartanThe serum concentration of Losartan can be increased when it is combined with Etravirine.Approved
LovastatinThe serum concentration of Lovastatin can be decreased when it is combined with Etravirine.Approved, Investigational
LuliconazoleThe serum concentration of Etravirine can be increased when it is combined with Luliconazole.Approved
LumacaftorThe serum concentration of Etravirine can be decreased when it is combined with Lumacaftor.Approved
LumiracoxibThe metabolism of Lumiracoxib can be decreased when combined with Etravirine.Approved, Investigational
MacitentanThe metabolism of Macitentan can be decreased when combined with Etravirine.Approved
ManidipineThe metabolism of Etravirine can be decreased when combined with Manidipine.Approved, Investigational
MannitolThe serum concentration of Mannitol can be increased when it is combined with Etravirine.Approved, Investigational
MaravirocThe serum concentration of Maraviroc can be decreased when it is combined with Etravirine.Approved, Investigational
Mefenamic acidThe metabolism of Mefenamic acid can be decreased when combined with Etravirine.Approved
MelagatranThe serum concentration of Etravirine can be decreased when it is combined with Melagatran.Experimental
MelatoninThe metabolism of Melatonin can be decreased when combined with Etravirine.Approved, Nutraceutical, Vet Approved
MeloxicamThe metabolism of Meloxicam can be decreased when combined with Etravirine.Approved, Vet Approved
MepartricinThe serum concentration of Etravirine can be increased when it is combined with Mepartricin.Experimental
MephenytoinThe metabolism of Mephenytoin can be decreased when combined with Etravirine.Investigational, Withdrawn
MeprobamateThe metabolism of Meprobamate can be decreased when combined with Etravirine.Approved, Illicit
MestranolThe metabolism of Mestranol can be decreased when combined with Etravirine.Approved
MethadoneThe serum concentration of Methadone can be decreased when it is combined with Etravirine.Approved
MethotrexateThe serum concentration of Methotrexate can be increased when it is combined with Etravirine.Approved
MethoxyfluraneThe metabolism of Methoxyflurane can be decreased when combined with Etravirine.Approved, Investigational, Vet Approved
MethsuximideThe metabolism of Methsuximide can be decreased when combined with Etravirine.Approved
MethylphenobarbitalThe metabolism of Methylphenobarbital can be decreased when combined with Etravirine.Approved
MethylprednisoloneThe serum concentration of Methylprednisolone can be increased when it is combined with Etravirine.Approved, Vet Approved
MetoprololThe serum concentration of Metoprolol can be increased when it is combined with Etravirine.Approved, Investigational
MetronidazoleThe metabolism of Metronidazole can be decreased when combined with Etravirine.Approved
MevastatinThe serum concentration of Etravirine can be increased when it is combined with Mevastatin.Experimental
MexiletineThe serum concentration of Mexiletine can be decreased when it is combined with Etravirine.Approved
MicafunginThe serum concentration of Etravirine can be increased when it is combined with Micafungin.Approved, Investigational
MiconazoleThe serum concentration of Etravirine can be increased when it is combined with Miconazole.Approved, Investigational, Vet Approved
MidazolamThe serum concentration of Midazolam can be increased when it is combined with Etravirine.Approved, Illicit
MidostaurinThe metabolism of Etravirine can be decreased when combined with Midostaurin.Approved
MifepristoneThe serum concentration of Etravirine can be increased when it is combined with Mifepristone.Approved, Investigational
MiltefosineThe serum concentration of Etravirine can be increased when it is combined with Miltefosine.Approved
MirabegronThe serum concentration of Mirabegron can be increased when it is combined with Etravirine.Approved
MirodenafilThe serum concentration of Mirodenafil can be decreased when it is combined with Etravirine.Investigational
MirtazapineThe metabolism of Mirtazapine can be decreased when combined with Etravirine.Approved
MitotaneThe serum concentration of Etravirine can be decreased when it is combined with Mitotane.Approved
MitoxantroneThe serum concentration of Mitoxantrone can be increased when it is combined with Etravirine.Approved, Investigational
MoclobemideThe metabolism of Etravirine can be decreased when combined with Moclobemide.Approved
ModafinilThe metabolism of Etravirine can be decreased when combined with Modafinil.Approved, Investigational
MoexiprilThe serum concentration of Etravirine can be decreased when it is combined with Moexipril.Approved
MonensinThe serum concentration of Etravirine can be increased when it is combined with Monensin.Vet Approved
MontelukastThe metabolism of Montelukast can be decreased when combined with Etravirine.Approved
MorphineThe serum concentration of Morphine can be increased when it is combined with Etravirine.Approved, Investigational
Mycophenolate mofetilThe serum concentration of Mycophenolate mofetil can be increased when it is combined with Etravirine.Approved, Investigational
MyxothiazolThe serum concentration of Etravirine can be increased when it is combined with Myxothiazol.Experimental
N-(3-Propylcarbamoyloxirane-2-Carbonyl)-Isoleucyl-ProlineThe serum concentration of Etravirine can be decreased when it is combined with N-(3-Propylcarbamoyloxirane-2-Carbonyl)-Isoleucyl-Proline.Experimental
NadololThe serum concentration of Nadolol can be increased when it is combined with Etravirine.Approved
NafamostatThe serum concentration of Etravirine can be decreased when it is combined with Nafamostat.Approved, Investigational
NaftifineThe serum concentration of Etravirine can be increased when it is combined with Naftifine.Approved
NaloxegolThe serum concentration of Naloxegol can be increased when it is combined with Etravirine.Approved
NaloxoneThe serum concentration of Naloxone can be increased when it is combined with Etravirine.Approved, Vet Approved
NaproxenThe metabolism of Naproxen can be decreased when combined with Etravirine.Approved, Vet Approved
NatamycinThe serum concentration of Etravirine can be increased when it is combined with Natamycin.Approved
NateglinideThe metabolism of Nateglinide can be decreased when combined with Etravirine.Approved, Investigational
NefazodoneThe metabolism of Etravirine can be decreased when combined with Nefazodone.Approved, Withdrawn
NelfinavirThe serum concentration of Etravirine can be decreased when it is combined with Nelfinavir.Approved
NetupitantThe serum concentration of Etravirine can be increased when it is combined with Netupitant.Approved
NevirapineThe metabolism of Etravirine can be increased when combined with Nevirapine.Approved
NicardipineThe metabolism of Etravirine can be decreased when combined with Nicardipine.Approved
NiclosamideThe metabolism of Niclosamide can be decreased when combined with Etravirine.Approved, Investigational, Vet Approved
NicotineThe metabolism of Nicotine can be decreased when combined with Etravirine.Approved
NifedipineThe serum concentration of Nifedipine can be increased when it is combined with Etravirine.Approved
NifuratelThe serum concentration of Etravirine can be increased when it is combined with Nifuratel.Experimental
Nikkomycin ZThe serum concentration of Etravirine can be increased when it is combined with Nikkomycin Z.Investigational
NilotinibThe metabolism of Etravirine can be decreased when combined with Nilotinib.Approved, Investigational
NilutamideThe metabolism of Nilutamide can be decreased when combined with Etravirine.Approved
NintedanibThe serum concentration of Nintedanib can be increased when it is combined with Etravirine.Approved
NitroaspirinThe serum concentration of Etravirine can be decreased when it is combined with Nitroaspirin.Investigational
NitroxolineThe serum concentration of Etravirine can be increased when it is combined with Nitroxoline.Approved
NizatidineThe serum concentration of Nizatidine can be increased when it is combined with Etravirine.Approved
NortriptylineThe metabolism of Nortriptyline can be decreased when combined with Etravirine.Approved
NystatinThe serum concentration of Etravirine can be increased when it is combined with Nystatin.Approved, Vet Approved
OdanacatibThe serum concentration of Odanacatib can be increased when it is combined with Etravirine.Investigational
OlanzapineThe serum concentration of Olanzapine can be increased when it is combined with Etravirine.Approved, Investigational
OlaparibThe metabolism of Etravirine can be decreased when combined with Olaparib.Approved
OlodaterolThe metabolism of Olodaterol can be decreased when combined with Etravirine.Approved
OmapatrilatThe serum concentration of Etravirine can be decreased when it is combined with Omapatrilat.Investigational
OmbitasvirThe serum concentration of Ombitasvir can be increased when it is combined with Etravirine.Approved
OmeprazoleThe metabolism of Etravirine can be decreased when combined with Omeprazole.Approved, Investigational, Vet Approved
OmoconazoleThe serum concentration of Etravirine can be increased when it is combined with Omoconazole.Experimental
OndansetronThe metabolism of Ondansetron can be decreased when combined with Etravirine.Approved
OsimertinibThe serum concentration of Etravirine can be increased when it is combined with Osimertinib.Approved
OspemifeneThe metabolism of Ospemifene can be decreased when combined with Etravirine.Approved
OtamixabanThe serum concentration of Etravirine can be decreased when it is combined with Otamixaban.Investigational
OxaprozinThe metabolism of Oxaprozin can be decreased when combined with Etravirine.Approved
OxiconazoleThe serum concentration of Etravirine can be increased when it is combined with Oxiconazole.Approved
PaclitaxelThe serum concentration of Paclitaxel can be increased when it is combined with Etravirine.Approved, Vet Approved
pafuramidineThe serum concentration of Etravirine can be increased when it is combined with pafuramidine.Investigational
PalbociclibThe serum concentration of Etravirine can be increased when it is combined with Palbociclib.Approved
PanobinostatThe serum concentration of Panobinostat can be increased when it is combined with Etravirine.Approved, Investigational
PantoprazoleThe metabolism of Etravirine can be decreased when combined with Pantoprazole.Approved
ParamethadioneThe metabolism of Paramethadione can be decreased when combined with Etravirine.Approved
ParecoxibThe metabolism of Parecoxib can be decreased when combined with Etravirine.Approved
PazopanibThe serum concentration of Pazopanib can be increased when it is combined with Etravirine.Approved
PentamidineThe serum concentration of Etravirine can be increased when it is combined with Pentamidine.Approved
PentobarbitalThe metabolism of Etravirine can be increased when combined with Pentobarbital.Approved, Vet Approved
PerindoprilThe serum concentration of Etravirine can be decreased when it is combined with Perindopril.Approved
PerphenazineThe metabolism of Perphenazine can be decreased when combined with Etravirine.Approved
PethidineThe metabolism of Pethidine can be decreased when combined with Etravirine.Approved
PhenacetinThe metabolism of Phenacetin can be decreased when combined with Etravirine.Withdrawn
PhenobarbitalThe serum concentration of Etravirine can be decreased when it is combined with Phenobarbital.Approved
PhenprocoumonThe metabolism of Phenprocoumon can be decreased when combined with Etravirine.Approved, Investigational
PhenylbutazoneThe metabolism of Phenylbutazone can be decreased when combined with Etravirine.Approved, Vet Approved
PhenytoinThe serum concentration of Etravirine can be decreased when it is combined with Phenytoin.Approved, Vet Approved
PhosphoramidonThe serum concentration of Etravirine can be decreased when it is combined with Phosphoramidon.Experimental
PibrentasvirThe serum concentration of Pibrentasvir can be increased when it is combined with Etravirine.Approved
PioglitazoneThe metabolism of Pioglitazone can be decreased when combined with Etravirine.Approved, Investigational
PipotiazineThe metabolism of Pipotiazine can be decreased when combined with Etravirine.Approved, Investigational
PiroxicamThe metabolism of Piroxicam can be decreased when combined with Etravirine.Approved, Investigational
PitavastatinThe serum concentration of Pitavastatin can be decreased when it is combined with Etravirine.Approved
PodofiloxThe metabolism of Podofilox can be decreased when combined with Etravirine.Approved
PomalidomideThe serum concentration of Pomalidomide can be increased when it is combined with Etravirine.Approved
PonatinibThe serum concentration of Ponatinib can be increased when it is combined with Etravirine.Approved
PosaconazoleThe serum concentration of Etravirine can be increased when it is combined with Posaconazole.Approved, Investigational, Vet Approved
PrasugrelThe metabolism of Prasugrel can be decreased when combined with Etravirine.Approved
PravastatinThe serum concentration of Pravastatin can be decreased when it is combined with Etravirine.Approved
PraziquantelThe metabolism of Praziquantel can be decreased when combined with Etravirine.Approved, Vet Approved
PrazosinThe serum concentration of Prazosin can be increased when it is combined with Etravirine.Approved
PrednisoloneThe serum concentration of Prednisolone can be increased when it is combined with Etravirine.Approved, Vet Approved
PrednisoneThe serum concentration of Prednisone can be increased when it is combined with Etravirine.Approved, Vet Approved
PrimidoneThe serum concentration of Etravirine can be decreased when it is combined with Primidone.Approved, Vet Approved
PrinomastatThe serum concentration of Etravirine can be decreased when it is combined with Prinomastat.Investigational
ProgesteroneThe serum concentration of Progesterone can be increased when it is combined with Etravirine.Approved, Vet Approved
ProguanilThe metabolism of Proguanil can be decreased when combined with Etravirine.Approved
PromazineThe metabolism of Promazine can be decreased when combined with Etravirine.Approved, Vet Approved
PropafenoneThe serum concentration of Propafenone can be decreased when it is combined with Etravirine.Approved
PropofolThe metabolism of Propofol can be decreased when combined with Etravirine.Approved, Investigational, Vet Approved
PropranololThe serum concentration of Propranolol can be increased when it is combined with Etravirine.Approved, Investigational
PrucaloprideThe serum concentration of Prucalopride can be increased when it is combined with Etravirine.Approved
PyrimethamineThe metabolism of Etravirine can be decreased when combined with Pyrimethamine.Approved, Vet Approved
PyrrolnitrinThe serum concentration of Etravirine can be increased when it is combined with Pyrrolnitrin.Experimental
QuazepamThe metabolism of Quazepam can be decreased when combined with Etravirine.Approved, Illicit
QuetiapineThe serum concentration of Quetiapine can be increased when it is combined with Etravirine.Approved
QuinaprilThe serum concentration of Etravirine can be decreased when it is combined with Quinapril.Approved, Investigational
QuinidineThe serum concentration of Quinidine can be decreased when it is combined with Etravirine.Approved
QuinineThe serum concentration of Quinine can be increased when it is combined with Etravirine.Approved
RabeprazoleThe metabolism of Rabeprazole can be decreased when combined with Etravirine.Approved, Investigational
RacecadotrilThe serum concentration of Etravirine can be decreased when it is combined with Racecadotril.Investigational
RadicicolThe serum concentration of Etravirine can be increased when it is combined with Radicicol.Experimental
RamelteonThe metabolism of Ramelteon can be decreased when combined with Etravirine.Approved, Investigational
RamiprilThe serum concentration of Etravirine can be decreased when it is combined with Ramipril.Approved
RanitidineThe serum concentration of Ranitidine can be increased when it is combined with Etravirine.Approved
RanolazineThe serum concentration of Ranolazine can be increased when it is combined with Etravirine.Approved, Investigational
RemikirenThe serum concentration of Etravirine can be decreased when it is combined with Remikiren.Approved
ReserpineThe serum concentration of Reserpine can be increased when it is combined with Etravirine.Approved, Investigational
RifabutinThe serum concentration of Etravirine can be decreased when it is combined with Rifabutin.Approved
RifampicinThe serum concentration of Etravirine can be decreased when it is combined with Rifampicin.Approved
RifapentineThe serum concentration of Etravirine can be decreased when it is combined with Rifapentine.Approved
RifaximinThe serum concentration of Rifaximin can be increased when it is combined with Etravirine.Approved, Investigational
RilpivirineThe serum concentration of Rilpivirine can be increased when it is combined with Etravirine.Approved
RisperidoneThe serum concentration of Risperidone can be increased when it is combined with Etravirine.Approved, Investigational
RitonavirThe serum concentration of Etravirine can be decreased when it is combined with Ritonavir.Approved, Investigational
RivaroxabanThe serum concentration of Etravirine can be decreased when it is combined with Rivaroxaban.Approved
RofecoxibThe metabolism of Rofecoxib can be decreased when combined with Etravirine.Investigational, Withdrawn
RomidepsinThe serum concentration of Romidepsin can be increased when it is combined with Etravirine.Approved, Investigational
RosiglitazoneThe metabolism of Rosiglitazone can be decreased when combined with Etravirine.Approved, Investigational
RosuvastatinThe serum concentration of Rosuvastatin can be decreased when it is combined with Etravirine.Approved
RupatadineThe metabolism of Rupatadine can be decreased when combined with Etravirine.Approved
S-3304The serum concentration of Etravirine can be decreased when it is combined with S-3304.Investigational
Salicylhydroxamic AcidThe serum concentration of Etravirine can be increased when it is combined with Salicylhydroxamic Acid.Experimental
Salicylic acidThe serum concentration of Etravirine can be increased when it is combined with Salicylic acid.Approved, Vet Approved
SaquinavirThe serum concentration of Etravirine can be decreased when it is combined with Saquinavir.Approved, Investigational
SaxagliptinThe serum concentration of Saxagliptin can be decreased when it is combined with Etravirine.Approved
SecobarbitalThe metabolism of Etravirine can be increased when combined with Secobarbital.Approved, Vet Approved
SelegilineThe metabolism of Selegiline can be decreased when combined with Etravirine.Approved, Investigational, Vet Approved
SelexipagThe serum concentration of Selexipag can be increased when it is combined with Etravirine.Approved
SeratrodastThe metabolism of Seratrodast can be decreased when combined with Etravirine.Approved
SertaconazoleThe serum concentration of Etravirine can be increased when it is combined with Sertaconazole.Approved
SertralineThe metabolism of Etravirine can be decreased when combined with Sertraline.Approved
SildenafilThe serum concentration of Sildenafil can be decreased when it is combined with Etravirine.Approved, Investigational
SilodosinThe serum concentration of Silodosin can be increased when it is combined with Etravirine.Approved
SiltuximabThe serum concentration of Etravirine can be decreased when it is combined with Siltuximab.Approved
SimeprevirThe serum concentration of Etravirine can be increased when it is combined with Simeprevir.Approved
SimvastatinThe serum concentration of Simvastatin can be decreased when it is combined with Etravirine.Approved
SinefunginThe serum concentration of Etravirine can be increased when it is combined with Sinefungin.Experimental
SirolimusThe serum concentration of Etravirine can be increased when it is combined with Sirolimus.Approved, Investigational
SitagliptinThe serum concentration of Etravirine can be decreased when it is combined with Sitagliptin.Approved, Investigational
SitaxentanThe metabolism of Sitaxentan can be decreased when combined with Etravirine.Approved, Investigational, Withdrawn
SivelestatThe serum concentration of Etravirine can be decreased when it is combined with Sivelestat.Investigational
SofosbuvirThe serum concentration of Sofosbuvir can be increased when it is combined with Etravirine.Approved
SorafenibThe serum concentration of Sorafenib can be increased when it is combined with Etravirine.Approved, Investigational
SparfloxacinThe serum concentration of Sparfloxacin can be increased when it is combined with Etravirine.Approved, Investigational
SphingosineThe serum concentration of Sphingosine can be increased when it is combined with Etravirine.Experimental
SpiraprilThe serum concentration of Etravirine can be decreased when it is combined with Spirapril.Approved
StiripentolThe serum concentration of Etravirine can be increased when it is combined with Stiripentol.Approved
SulconazoleThe serum concentration of Etravirine can be increased when it is combined with Sulconazole.Approved
SulfadiazineThe metabolism of Etravirine can be decreased when combined with Sulfadiazine.Approved, Vet Approved
SulfamethoxazoleThe metabolism of Etravirine can be decreased when combined with Sulfamethoxazole.Approved
SulfamoxoleThe metabolism of Sulfamoxole can be decreased when combined with Etravirine.Approved
SulfinpyrazoneThe metabolism of Sulfinpyrazone can be decreased when combined with Etravirine.Approved
SulfisoxazoleThe metabolism of Etravirine can be decreased when combined with Sulfisoxazole.Approved, Vet Approved
SuprofenThe metabolism of Suprofen can be decreased when combined with Etravirine.Approved, Withdrawn
TacrolimusThe serum concentration of Tacrolimus can be increased when it is combined with Etravirine.Approved, Investigational
TadalafilThe serum concentration of Tadalafil can be decreased when it is combined with Etravirine.Approved, Investigational
TamoxifenThe serum concentration of Tamoxifen can be increased when it is combined with Etravirine.Approved
TapentadolThe metabolism of Tapentadol can be decreased when combined with Etravirine.Approved
Taurocholic AcidThe serum concentration of Taurocholic Acid can be increased when it is combined with Etravirine.Experimental
TavaboroleThe serum concentration of Etravirine can be increased when it is combined with Tavaborole.Approved
Technetium Tc-99m sestamibiThe serum concentration of Technetium Tc-99m sestamibi can be increased when it is combined with Etravirine.Approved
TelaprevirThe serum concentration of Telaprevir can be decreased when it is combined with Etravirine.Approved, Withdrawn
TelithromycinThe metabolism of Etravirine can be decreased when combined with Telithromycin.Approved
TemazepamThe metabolism of Temazepam can be decreased when combined with Etravirine.Approved
TemocaprilThe serum concentration of Etravirine can be decreased when it is combined with Temocapril.Experimental, Investigational
TemsirolimusThe serum concentration of Temsirolimus can be increased when it is combined with Etravirine.Approved
TeniposideThe metabolism of Teniposide can be decreased when combined with Etravirine.Approved
TenoxicamThe metabolism of Tenoxicam can be decreased when combined with Etravirine.Approved
TerbinafineThe serum concentration of Etravirine can be increased when it is combined with Terbinafine.Approved, Investigational, Vet Approved
TerconazoleThe serum concentration of Etravirine can be increased when it is combined with Terconazole.Approved
TerfenadineThe metabolism of Terfenadine can be decreased when combined with Etravirine.Withdrawn
TestosteroneThe metabolism of Testosterone can be decreased when combined with Etravirine.Approved, Investigational
ThalidomideThe metabolism of Thalidomide can be decreased when combined with Etravirine.Approved, Investigational, Withdrawn
TheophyllineThe metabolism of Theophylline can be decreased when combined with Etravirine.Approved
ThiamylalThe metabolism of Thiamylal can be decreased when combined with Etravirine.Approved, Vet Approved
ThioridazineThe metabolism of Thioridazine can be decreased when combined with Etravirine.Approved, Withdrawn
ThiorphanThe serum concentration of Etravirine can be decreased when it is combined with Thiorphan.Experimental
ThymolThe serum concentration of Etravirine can be increased when it is combined with Thymol.Approved
TicagrelorThe serum concentration of Ticagrelor can be increased when it is combined with Etravirine.Approved
TiclopidineThe metabolism of Etravirine can be decreased when combined with Ticlopidine.Approved
TimololThe serum concentration of Timolol can be increased when it is combined with Etravirine.Approved
TioconazoleThe serum concentration of Etravirine can be increased when it is combined with Tioconazole.Approved
TipranavirThe serum concentration of Etravirine can be decreased when it is combined with Tipranavir.Approved, Investigational
TocilizumabThe serum concentration of Etravirine can be decreased when it is combined with Tocilizumab.Approved
TofacitinibThe metabolism of Tofacitinib can be decreased when combined with Etravirine.Approved, Investigational
TolbutamideThe metabolism of Etravirine can be decreased when combined with Tolbutamide.Approved
TolciclateThe serum concentration of Etravirine can be increased when it is combined with Tolciclate.Experimental
TolnaftateThe serum concentration of Etravirine can be increased when it is combined with Tolnaftate.Approved, Vet Approved
TolterodineThe metabolism of Tolterodine can be decreased when combined with Etravirine.Approved, Investigational
TolvaptanThe serum concentration of Tolvaptan can be increased when it is combined with Etravirine.Approved
TopiramateThe metabolism of Etravirine can be decreased when combined with Topiramate.Approved
TopiroxostatThe metabolism of Etravirine can be decreased when combined with Topiroxostat.Approved, Investigational
TopotecanThe serum concentration of Topotecan can be increased when it is combined with Etravirine.Approved, Investigational
TorasemideThe metabolism of Torasemide can be decreased when combined with Etravirine.Approved
ToremifeneThe serum concentration of Toremifene can be increased when it is combined with Etravirine.Approved, Investigational
TrabectedinThe metabolism of Trabectedin can be decreased when combined with Etravirine.Approved, Investigational
TrandolaprilThe serum concentration of Etravirine can be decreased when it is combined with Trandolapril.Approved
TranylcypromineThe metabolism of Etravirine can be decreased when combined with Tranylcypromine.Approved
Trastuzumab emtansineThe serum concentration of Trastuzumab emtansine can be increased when it is combined with Etravirine.Approved
TreprostinilThe metabolism of Treprostinil can be decreased when combined with Etravirine.Approved, Investigational
TretinoinThe metabolism of Tretinoin can be decreased when combined with Etravirine.Approved, Investigational, Nutraceutical
TrimethadioneThe metabolism of Trimethadione can be decreased when combined with Etravirine.Approved
TrimethoprimThe metabolism of Trimethoprim can be decreased when combined with Etravirine.Approved, Vet Approved
TrimetrexateThe serum concentration of Etravirine can be increased when it is combined with Trimetrexate.Approved, Investigational
TrimipramineThe metabolism of Trimipramine can be decreased when combined with Etravirine.Approved
TroglitazoneThe metabolism of Troglitazone can be decreased when combined with Etravirine.Investigational, Withdrawn
UbenimexThe serum concentration of Etravirine can be decreased when it is combined with Ubenimex.Experimental, Investigational
UbidecarenoneThe serum concentration of Ubidecarenone can be decreased when it is combined with Etravirine.Approved, Experimental
UdenafilThe serum concentration of Udenafil can be decreased when it is combined with Etravirine.Approved, Investigational
UlinastatinThe serum concentration of Etravirine can be decreased when it is combined with Ulinastatin.Investigational
UlipristalThe serum concentration of Ulipristal can be increased when it is combined with Etravirine.Approved
UmeclidiniumThe serum concentration of Umeclidinium can be increased when it is combined with Etravirine.Approved
ValdecoxibThe metabolism of Valdecoxib can be decreased when combined with Etravirine.Investigational, Withdrawn
Valproic AcidThe metabolism of Valproic Acid can be decreased when combined with Etravirine.Approved, Investigational
ValsartanThe metabolism of Etravirine can be decreased when combined with Valsartan.Approved, Investigational
VardenafilThe serum concentration of Vardenafil can be decreased when it is combined with Etravirine.Approved
VecuroniumThe serum concentration of Vecuronium can be increased when it is combined with Etravirine.Approved
VelpatasvirThe serum concentration of Velpatasvir can be increased when it is combined with Etravirine.Approved
VenetoclaxThe serum concentration of Venetoclax can be increased when it is combined with Etravirine.Approved
VenlafaxineThe metabolism of Etravirine can be decreased when combined with Venlafaxine.Approved
VerapamilThe metabolism of Etravirine can be decreased when combined with Verapamil.Approved
VicrivirocThe metabolism of Vicriviroc can be decreased when combined with Etravirine.Investigational
VildagliptinThe serum concentration of Etravirine can be decreased when it is combined with Vildagliptin.Approved, Investigational
VinblastineThe serum concentration of Vinblastine can be increased when it is combined with Etravirine.Approved
VincristineThe serum concentration of Vincristine can be increased when it is combined with Etravirine.Approved, Investigational
VismodegibThe serum concentration of Vismodegib can be increased when it is combined with Etravirine.Approved
VoriconazoleThe serum concentration of Voriconazole can be decreased when it is combined with Etravirine.Approved, Investigational
VortioxetineThe metabolism of Vortioxetine can be decreased when combined with Etravirine.Approved
VoxilaprevirThe serum concentration of Voxilaprevir can be increased when it is combined with Etravirine.Approved
WarfarinThe metabolism of Warfarin can be decreased when combined with Etravirine.Approved
XimelagatranThe serum concentration of Etravirine can be decreased when it is combined with Ximelagatran.Approved, Investigational, Withdrawn
Z-Val-Ala-Asp fluoromethyl ketoneThe serum concentration of Etravirine can be decreased when it is combined with Z-Val-Ala-Asp fluoromethyl ketone.Experimental
ZafirlukastThe metabolism of Etravirine can be decreased when combined with Zafirlukast.Approved, Investigational
ZalcitabineThe metabolism of Zalcitabine can be decreased when combined with Etravirine.Approved, Investigational
ZaltoprofenThe metabolism of Zaltoprofen can be decreased when combined with Etravirine.Approved, Investigational
ZidovudineThe serum concentration of Zidovudine can be increased when it is combined with Etravirine.Approved
ZileutonThe metabolism of Zileuton can be decreased when combined with Etravirine.Approved, Investigational, Withdrawn
ZiprasidoneThe metabolism of Etravirine can be decreased when combined with Ziprasidone.Approved
ZofenoprilThe serum concentration of Etravirine can be decreased when it is combined with Zofenopril.Experimental
ZolpidemThe metabolism of Zolpidem can be decreased when combined with Etravirine.Approved
ZopicloneThe metabolism of Zopiclone can be decreased when combined with Etravirine.Approved
ZucapsaicinThe metabolism of Etravirine can be decreased when combined with Zucapsaicin.Approved
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Drug
D04112
PubChem Compound
193962
PubChem Substance
175427070
ChemSpider
168313
BindingDB
50103642
ChEBI
63589
ChEMBL
CHEMBL308954
PharmGKB
PA166014703
HET
65B
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Etravirine
ATC Codes
J05AG04 — Etravirine
AHFS Codes
  • 08:18.08.16 — Nonnucleoside Reverse Transcriptase Inhibitors
PDB Entries
1sv5 / 3m8p / 3mec / 3med
FDA label
Download (642 KB)
MSDS
Download (122 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedNot AvailableEndothelial Function / Human Immunodeficiency Virus (HIV) Infections / Inflammatory Reaction / Insulin Resistance / Lipids1
1CompletedNot AvailableHuman Immunodeficiency Virus (HIV) Infections1
1CompletedBasic ScienceHIV / AIDS / Human Immunodeficiency Virus (HIV) Infections1
1CompletedBasic ScienceHealthy Volunteers1
1CompletedBasic ScienceHealthy Volunteers / Human Immunodeficiency Virus (HIV) Infections1
1CompletedBasic ScienceInfection, Human Immunodeficiency Virus I1
1CompletedHealth Services ResearchHuman Immunodeficiency Virus (HIV)1
1CompletedOtherHIV / AIDS / Human Immunodeficiency Virus (HIV) Infections1
1CompletedTreatmentAcquired Immune Deficiency Syndrome (AIDS) / Human Immunodeficiency Virus (HIV) / Infections, Fungal1
1CompletedTreatmentHuman Immunodeficiency Virus (HIV)1
1CompletedTreatmentHuman Immunodeficiency Virus (HIV) / Pharmacokinetics1
1, 2Active Not RecruitingTreatmentHuman Immunodeficiency Virus (HIV) Infections1
2Active Not RecruitingTreatmentInfection, Human Immunodeficiency Virus I1
2CompletedTreatmentAcquired Immune Deficiency Syndrome (AIDS) / Human Immunodeficiency Virus (HIV) Infections1
2CompletedTreatmentAcquired Immune Deficiency Syndrome (AIDS) / Human Immunodeficiency Virus (HIV) / Human Immunodeficiency Virus (HIV) Infections1
2CompletedTreatmentAnti-Retroviral Agents / Human Immunodeficiency Virus Type 1 (HIV-1)1
2CompletedTreatmentHuman Immunodeficiency Virus (HIV)1
2CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections5
2CompletedTreatmentHuman Immunodeficiency Virus Type 1 (HIV-1)2
2CompletedTreatmentInfection, Human Immunodeficiency Virus I1
2TerminatedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
2TerminatedTreatmentHuman Immunodeficiency Virus Type 1 (HIV-1)2
2, 3CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
3Active Not RecruitingTreatmentHuman Immunodeficiency Virus (HIV) Infections / Human Immunodeficiency Virus Type 1 (HIV-1)1
3CompletedTreatmentHuman Immunodeficiency Virus (HIV)3
3CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
3CompletedTreatmentHuman Immunodeficiency Virus (HIV) / Human Immunodeficiency Virus (HIV) Infections / Pregnancy1
3CompletedTreatmentHuman Immunodeficiency Virus Type 1 (HIV-1)2
3CompletedTreatmentInfection, Human Immunodeficiency Virus I1
4Active Not RecruitingTreatmentInfection, Human Immunodeficiency Virus I1
4CompletedNot AvailableAcquired Immune Deficiency Syndrome (AIDS)1
4CompletedNot AvailableHuman Immunodeficiency Virus (HIV)1
4CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections1
4CompletedTreatmentHuman Immunodeficiency Virus (HIV) Infections / Infection, Human Immunodeficiency Virus I1
4RecruitingTreatmentHuman Immunodeficiency Virus (HIV) Infections1
4TerminatedTreatmentAcute HIV Infection / Human Immunodeficiency Virus (HIV) Infections1
4TerminatedTreatmentHuman Immunodeficiency Virus (HIV) / Human Immunodeficiency Virus (HIV) Infections1
4WithdrawnTreatmentHepatitis C, Chronic / Human Immunodeficiency Virus (HIV) / Viral Hepatitis B1
Not AvailableCompletedNot AvailableChronic Hepatitis C Infection / Human Immunodeficiency Virus (HIV)1
Not AvailableCompletedNot AvailableHuman Immunodeficiency Virus (HIV) Infections1
Not AvailableCompletedTreatmentSleep disorders and disturbances1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
TabletOral100 mg/1
TabletOral100 mg
TabletOral200 mg/1
TabletOral200 mg
TabletOral25 mg
TabletOral25 mg/1
Prices
Not Available
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
CA2651665No2010-04-272027-06-06Canada
CA2350801No2008-05-202019-09-24Canada
US6878717No1999-11-052019-11-05Us
US7037917No2000-12-132020-12-13Us
US8003789No1999-11-012019-11-01Us
US7887845No1999-03-252019-03-25Us

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0169 mg/mLALOGPS
logP3.67ALOGPS
logP5.54ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)12.49ChemAxon
pKa (Strongest Basic)4.13ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area120.64 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity111.87 m3·mol-1ChemAxon
Polarizability41.09 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

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-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-000i-0101900000-33e354fd9e3dbad9ddb6
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0a4r-0100900000-da01bbb7f5f5d708476e

Taxonomy

Description
This compound belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Ethers
Direct Parent
Diarylethers
Alternative Parents
Aniline and substituted anilines / Benzonitriles / Phenol ethers / Phenoxy compounds / m-Xylenes / Halopyrimidines / Aminopyrimidines and derivatives / Imidolactams / Aryl bromides / Heteroaromatic compounds
show 7 more
Substituents
Diaryl ether / Phenoxy compound / M-xylene / Xylene / Aniline or substituted anilines / Benzonitrile / Phenol ether / Aminopyrimidine / Halopyrimidine / Aryl bromide
show 20 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
organobromine compound, aromatic ether, aminopyrimidine, dinitrile (CHEBI:63589)

Targets

Kind
Protein
Organism
HIV-1
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Gag-Pol polyprotein: Mediates, with Gag polyrotein, the essential events in virion assembly, including binding the plasma membrane, making the protein-protein interactions necessary to create spher...
Gene Name
gag-pol
Uniprot ID
P03366
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
163287.51 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Kind
Protein
Organism
HIV-1
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Gag-Pol polyprotein: Mediates, with Gag polyrotein, the essential events in virion assembly, including binding the plasma membrane, making the protein-protein interactions necessary to create spher...
Gene Name
gag-pol
Uniprot ID
P04585
Uniprot Name
Gag-Pol polyprotein
Molecular Weight
162041.05 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
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. Perez VE, Sanchez-Parra C, Serrano Villar S: [Etravirine drug interactions]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:27-31. doi: 10.1016/S0213-005X(09)73216-1. [PubMed:20116625]
  2. Kakuda TN, Scholler-Gyure M, Hoetelmans RM: Pharmacokinetic interactions between etravirine and non-antiretroviral drugs. Clin Pharmacokinet. 2011 Jan;50(1):25-39. doi: 10.2165/11534740-000000000-00000. [PubMed:21142266]
  3. Scholler-Gyure M, Kakuda TN, Raoof A, De Smedt G, Hoetelmans RM: Clinical pharmacokinetics and pharmacodynamics of etravirine. Clin Pharmacokinet. 2009;48(9):561-74. doi: 10.2165/10895940-000000000-00000. [PubMed:19725591]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
Inhibitor
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. Perez VE, Sanchez-Parra C, Serrano Villar S: [Etravirine drug interactions]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:27-31. doi: 10.1016/S0213-005X(09)73216-1. [PubMed:20116625]
  2. Kakuda TN, Scholler-Gyure M, Hoetelmans RM: Pharmacokinetic interactions between etravirine and non-antiretroviral drugs. Clin Pharmacokinet. 2011 Jan;50(1):25-39. doi: 10.2165/11534740-000000000-00000. [PubMed:21142266]
  3. Scholler-Gyure M, Kakuda TN, Raoof A, De Smedt G, Hoetelmans RM: Clinical pharmacokinetics and pharmacodynamics of etravirine. Clin Pharmacokinet. 2009;48(9):561-74. doi: 10.2165/10895940-000000000-00000. [PubMed:19725591]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
Inhibitor
General Function
Steroid hydroxylase activity
Specific Function
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and im...
Gene Name
CYP2C19
Uniprot ID
P33261
Uniprot Name
Cytochrome P450 2C19
Molecular Weight
55930.545 Da
References
  1. Perez VE, Sanchez-Parra C, Serrano Villar S: [Etravirine drug interactions]. Enferm Infecc Microbiol Clin. 2009 Dec;27 Suppl 2:27-31. doi: 10.1016/S0213-005X(09)73216-1. [PubMed:20116625]
  2. Kakuda TN, Scholler-Gyure M, Hoetelmans RM: Pharmacokinetic interactions between etravirine and non-antiretroviral drugs. Clin Pharmacokinet. 2011 Jan;50(1):25-39. doi: 10.2165/11534740-000000000-00000. [PubMed:21142266]
  3. Scholler-Gyure M, Kakuda TN, Raoof A, De Smedt G, Hoetelmans RM: Clinical pharmacokinetics and pharmacodynamics of etravirine. Clin Pharmacokinet. 2009;48(9):561-74. doi: 10.2165/10895940-000000000-00000. [PubMed:19725591]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
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. Kakuda TN, Scholler-Gyure M, Hoetelmans RM: Pharmacokinetic interactions between etravirine and non-antiretroviral drugs. Clin Pharmacokinet. 2011 Jan;50(1):25-39. doi: 10.2165/11534740-000000000-00000. [PubMed:21142266]
  2. Scholler-Gyure M, Kakuda TN, Raoof A, De Smedt G, Hoetelmans RM: Clinical pharmacokinetics and pharmacodynamics of etravirine. Clin Pharmacokinet. 2009;48(9):561-74. doi: 10.2165/10895940-000000000-00000. [PubMed:19725591]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Inhibitor
General Function
Xenobiotic-transporting atpase activity
Specific Function
Energy-dependent phospholipid efflux translocator that acts as a positive regulator of biliary lipid secretion. Functions as a floppase that translocates specifically phosphatidylcholine (PC) from ...
Gene Name
ABCB4
Uniprot ID
P21439
Uniprot Name
Phosphatidylcholine translocator ABCB4
Molecular Weight
141521.845 Da
References
  1. Kakuda TN, Scholler-Gyure M, Hoetelmans RM: Pharmacokinetic interactions between etravirine and non-antiretroviral drugs. Clin Pharmacokinet. 2011 Jan;50(1):25-39. doi: 10.2165/11534740-000000000-00000. [PubMed:21142266]
  2. Scholler-Gyure M, Kakuda TN, Raoof A, De Smedt G, Hoetelmans RM: Clinical pharmacokinetics and pharmacodynamics of etravirine. Clin Pharmacokinet. 2009;48(9):561-74. doi: 10.2165/10895940-000000000-00000. [PubMed:19725591]

Drug created on March 19, 2008 10:32 / Updated on November 14, 2017 08:11