etravirine
Trade name: intelence
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
Earliest trial started Jun 1, 2002 (NCT00412646)
Timeline
2000s
2020s
- Jun 14, 2021
Amneal Pharmaceuticals — Marketing Organization
- Apr 13, 2022
CARNEGIE — Marketing Organization
- Oct 2, 2025
Bionpharma Inc — Marketing Organization
Indications
Approved for
Studied for
- Acquired Immunodeficiency Syndrome · Phase 2
- Anti-Retroviral Agents · Phase 2
- Carcinoma, Hepatocellular · Phase 4
- Endothelium · Phase 1
- Friedreich Ataxia · Phase 2
- Healthy Volunteers · Phase 1
- Hepatitis B · Phase 4
- Hepatitis B, Chronic · Phase 4
- Hepatitis C · Phase 1
- Hepatitis C, Chronic · Phase 4
- HIV · Phase 4
- HIV-1 · Phase 3
- Inflammation · Phase 1
- Insulin Resistance · Phase 1
- Lipids · Phase 1
- Mycoses · Phase 1
- Pharmacokinetics · Phase 1
- Pregnancy · Phase 3
Mechanism of action
Q72547 inhibitor
Approval history
- approvedPriority reviewAcceleratedJan 18, 2008
Chemistry & pharmacology
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
- WikipediaEtravirine ↗
- NCATS0C50HW4FO1 ↗
- ChEMBLCHEMBL308954 ↗
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 ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT04630002 | Phase 1 | Oct 28, 2020 | ViiV Healthcare |
| NCT04273165 | Phase 2 | Mar 20, 2020 | IRCCS Eugenio Medea, University of Rome Tor Vergata |
| NCT04189276 | Phase 2 | Dec 31, 2019 | Tasly Pharmaceuticals, Inc. |
| NCT04208373 | Phase 1 | Dec 24, 2019 | Janssen Pharmaceutica NV |
| NCT03780543 | Phase 2 | Dec 20, 2018 | Assembly Biosciences |
| NCT03576066 | Phase 2 | Jun 11, 2018 | Assembly Biosciences |
| NCT03361956 | Phase 2 | Feb 13, 2018 | Janssen Pharmaceutica NV |
| NCT03253250 | Phase 4 | Sep 1, 2017 | Fudan University |
| NCT02818348 | Phase 1 | Jun 1, 2016 | Fundacio Lluita Contra la SIDA |
| NCT02605954 | Phase 3 | Nov 18, 2015 | Gilead Sciences |
| NCT02469246 | Phase 3 | Jun 29, 2015 | Gilead Sciences |
| NCT02212379 | Phase 2 | Jan 1, 2015 | French National Agency for Research on AIDS and Viral Hepatitis, Johnson and Johnson, Merck |
| NCT02157311 | Phase 3 | Jul 1, 2014 | French National Agency for Research on AIDS and Viral Hepatitis, Hôpital Raymond Poincaré |
| NCT02063360 | Phase 1 | Feb 1, 2014 | GlaxoSmithKline, ViiV Healthcare |
| NCT01641367 | Phase 4 | Oct 1, 2012 | AIDS Clinical Trials Group, Joint Clinical Research Centre, Kampala, Uganda, National Institute of Allergy and Infectious Diseases (NIAID), Oswaldo Cruz Foundation |
| NCT01504841 | Phase 1/Phase 2 (Phase 2) | Mar 1, 2012 | National Institute of Allergy and Infectious Diseases (NIAID), University of Pennsylvania |
| NCT01422330 | Phase 4 | Sep 1, 2011 | Janssen Pharmaceutica NV, Johnson and Johnson |
| NCT01427504 | N/A | Aug 1, 2011 | University of Colorado, Denver |
| NCT01336829 | Phase 1 | Mar 1, 2011 | Tibotec |
| NCT01876966 | Phase 1 | Mar 1, 2011 | Johnson and Johnson |
Organizations
Research & Development (40)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Tibotec | For profit | 22 | 18 | 5 | 2002 |
| Janssen Pharmaceutica NV | For profit | 8 | 2 | 4 | 2009 |
| Johnson and Johnson | For profit | 8 | 6 | 4 | 2007 |
| ViiV Healthcare | For profit | 6 | 5 | 3 | 2009 |
| National Institute of Allergy and Infectious Diseases (NIAID) | Government | 4 | 3 | 3 | 2003 |
| French National Agency for Research on AIDS and Viral Hepatitis | Government | 3 | 3 | 2 | 2007 |
| GlaxoSmithKline | For profit | 3 | 0 | 2 | 2009 |
| Pfizer | For profit | 3 | 2 | 2 | 2009 |
| University of North Carolina at Chapel Hill | Academic/Hospital | 3 | 3 | 3 | 2009 |
| AIDS Clinical Trials Group | Academic/Hospital | 2 | 1 | 2 | 2008 |
| Assembly Biosciences | For profit | 2 | 2 | 1 | 2018 |
| Fundacio Lluita Contra la SIDA | Academic/Hospital | 2 | 1 | 2 | 2009 |
| Gilead Sciences | For profit | 2 | 2 | 1 | 2015 |
| Merck | For profit | 2 | 0 | 1 | 2007 |
| St Stephens Aids Trust | Academic/Hospital | 2 | 2 | 2 | 2007 |
| University of London | Academic/Hospital | 2 | 1 | 2 | 2007 |
| Abbott | For profit | 1 | 0 | 1 | 2010 |
| Badalona Hospital Germans Trias i Pujol | Academic/Hospital | 1 | 1 | 1 | 2009 |
| Boston University | Academic/Hospital | 1 | 0 | 1 | 2003 |
| Brown University | Academic/Hospital | 1 | 0 | 1 | 2008 |
Marketing (5)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Amneal Pharmaceuticals | For profit | MKTG | Jun 14, 2021 |
| Bionpharma Inc | For profit | MKTG | Oct 2, 2025 |
| CARNEGIE | For profit | MKTG | Apr 13, 2022 |
| Johnson and Johnson | For profit | NDA2 | Jan 18, 2008 |
| Tibotec | For profit | NDA | Jan 18, 2008 |