etravirine

Trade name: intelence

Small moleculeapproved

Approved

Jan 18, 2008

Etravirine (formerly known as TMC125) is an antiretroviral agent more specifically classified as a Non-Nucleoside Reverse Transcriptase Inhibitor. 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. In combination with other antiretroviral agents, it is indicated for the treatment of human immunodeficiency virus type 1 (HIV-1) infection in antiretroviral treatment-experienced adult patients, who have evidence of viral replication and HIV-1 strains resistant to a non-nucleoside reverse transcriptase inhibitor (NNRTI) and other antiretroviral agents. The most common adverse events (incidence > 10%) of any intensity that occurred at a higher rate than placebo are rash and nausea. Etravirine should not be co-administered with the following antiretrovirals: Tipranavir/ritonavir, fosamprenavir/ritonavir, atazanavir/ritonavir; Protease inhibitors administered without ritonavir; NNRTIs. — NCATS

Clinical trial activity

61 trials · 40 clinical orgs · 5 marketing orgs

Phase 1
15
Phase 2
35
Phase 3
13
Phase 4
9

Earliest trial started Jun 1, 2002 (NCT00412646)

Timeline

2000s

  1. Jan 1, 2002

    Tibotec — Earliest Phase 2 Sponsor(trial)

  2. Jan 1, 2005

    Tibotec — Earliest Phase 3 Sponsor(trial)

  3. Jan 1, 2007

    Earliest Phase 1 Sponsor(trial)

  4. Jan 18, 2008

    Tibotec — Earliest FDA Approval

  5. Jan 18, 2008

    Johnson and Johnson — NDA Secondary Org

  6. Jan 18, 2008

    Tibotec — NDA Organization

2020s

  1. Jun 14, 2021

    Amneal Pharmaceuticals — Marketing Organization

  2. Apr 13, 2022

    CARNEGIE — Marketing Organization

  3. Oct 2, 2025

    Bionpharma Inc — Marketing Organization

Indications

Approved for

Mechanism of action

Approval history

  • approvedPriority reviewAcceleratedJan 18, 2008

Chemistry & pharmacology

Loading structure…

SMILES

CC1=CC(=CC(C)=C1OC2=C(Br)C(N)=NC(NC3=CC=C(C=C3)C#N)=N2)C#N
Mol. weight
435.277 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Achiral Molecule
Inorganic
No
Polymer
No
Delivery
Oral
Availability
Prescription Only

Oral

Yes

Parenteral

No

Topical

No

Sources

Also known as

  • 4-((6-amino-5-bromo-2-((4-cyanophenyl)amino)-4-pyrimidinyl)oxy)-3,5-dimethyl-benzonitrile
  • benzonitrile, 4-((6-amino-5-bromo-2-((4-cyanophenyl)amino)-4-pyrimidinyl)oxy)-3,5-dimethyl-
  • etravirin
  • etravirine
  • etravirine
  • etravirine
  • etravirine
  • etravirine
  • etravirine
  • etravirine
  • etravirine
  • etravirine
  • etravirine
  • etravirine
  • etravirine
  • intelence
  • intelence
  • intelence
  • intelence
  • intelence
  • r165335
  • r-165335
  • tmc125
  • tmc125
  • tmc 125
  • tmc-125
  • tmc-125
  • tmc-125
  • tmc-125
  • tmc125 cpd

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT04630002Phase 1Oct 28, 2020ViiV Healthcare
NCT04273165Phase 2Mar 20, 2020IRCCS Eugenio Medea, University of Rome Tor Vergata
NCT04189276Phase 2Dec 31, 2019Tasly Pharmaceuticals, Inc.
NCT04208373Phase 1Dec 24, 2019Janssen Pharmaceutica NV
NCT03780543Phase 2Dec 20, 2018Assembly Biosciences
NCT03576066Phase 2Jun 11, 2018Assembly Biosciences
NCT03361956Phase 2Feb 13, 2018Janssen Pharmaceutica NV
NCT03253250Phase 4Sep 1, 2017Fudan University
NCT02818348Phase 1Jun 1, 2016Fundacio Lluita Contra la SIDA
NCT02605954Phase 3Nov 18, 2015Gilead Sciences
NCT02469246Phase 3Jun 29, 2015Gilead Sciences
NCT02212379Phase 2Jan 1, 2015French National Agency for Research on AIDS and Viral Hepatitis, Johnson and Johnson, Merck
NCT02157311Phase 3Jul 1, 2014French National Agency for Research on AIDS and Viral Hepatitis, Hôpital Raymond Poincaré
NCT02063360Phase 1Feb 1, 2014GlaxoSmithKline, ViiV Healthcare
NCT01641367Phase 4Oct 1, 2012AIDS Clinical Trials Group, Joint Clinical Research Centre, Kampala, Uganda, National Institute of Allergy and Infectious Diseases (NIAID), Oswaldo Cruz Foundation
NCT01504841Phase 1/Phase 2 (Phase 2)Mar 1, 2012National Institute of Allergy and Infectious Diseases (NIAID), University of Pennsylvania
NCT01422330Phase 4Sep 1, 2011Janssen Pharmaceutica NV, Johnson and Johnson
NCT01427504N/AAug 1, 2011University of Colorado, Denver
NCT01336829Phase 1Mar 1, 2011Tibotec
NCT01876966Phase 1Mar 1, 2011Johnson and Johnson
Showing 20 of 61 trials
Page 1 / 4

Organizations

Research & Development (40)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
TibotecFor profit221852002
Janssen Pharmaceutica NVFor profit8242009
Johnson and JohnsonFor profit8642007
ViiV HealthcareFor profit6532009
National Institute of Allergy and Infectious Diseases (NIAID)Government4332003
French National Agency for Research on AIDS and Viral HepatitisGovernment3322007
GlaxoSmithKlineFor profit3022009
PfizerFor profit3222009
University of North Carolina at Chapel HillAcademic/Hospital3332009
AIDS Clinical Trials GroupAcademic/Hospital2122008
Assembly BiosciencesFor profit2212018
Fundacio Lluita Contra la SIDAAcademic/Hospital2122009
Gilead SciencesFor profit2212015
MerckFor profit2012007
St Stephens Aids TrustAcademic/Hospital2222007
University of LondonAcademic/Hospital2122007
AbbottFor profit1012010
Badalona Hospital Germans Trias i PujolAcademic/Hospital1112009
Boston UniversityAcademic/Hospital1012003
Brown UniversityAcademic/Hospital1012008
40 organizations
Page 1 / 2

Marketing (5)

OrganizationOrg typeRelationshipDate
Amneal PharmaceuticalsFor profitMKTGJun 14, 2021
Bionpharma IncFor profitMKTGOct 2, 2025
CARNEGIEFor profitMKTGApr 13, 2022
Johnson and JohnsonFor profitNDA2Jan 18, 2008
TibotecFor profitNDAJan 18, 2008