Fosdevirine Explained
| Iupac Name: | 5-Chloro-3-3-[(''E'')-2-cyanoethenyl]-5-methylphenyl-methoxyphosphoryl]-1H-indole-2-carboxamide |
| Width: | 180 |
| Cas Number: | 1018450-26-4 |
| Atc Prefix: | None |
| Pubchem: | 44232529 |
| Chemspiderid: | 28529638 |
| Unii: | Z4I0C281BJ |
| Kegg: | D09906 |
| Chembl: | 2104968 |
| Synonyms: | GSK2248761; GSK2248761A; IDX-12899; IDX-899 |
| C: | 20 |
| H: | 17 |
| Cl: | 1 |
| N: | 3 |
| O: | 3 |
| P: | 1 |
| Smiles: | CC1=CC(=CC(=C1)/C=C/C#N)[P@](=O)(C2=C(NC3=C2C=C(C=C3)Cl)C(=O)N)OC |
| Stdinchi: | 1S/C20H17ClN3O3P/c1-12-8-13(4-3-7-22)10-15(9-12)28(26,27-2)19-16-11-14(21)5-6-17(16)24-18(19)20(23)25/h3-6,8-11,24H,1-2H3,(H2,23,25)/b4-3+/t28-/m1/s1 |
| Stdinchikey: | CGBYTKOSZYQOPV-ASSBYYIWSA-N |
Fosdevirine is an experimental antiviral agent of the non-nucleoside reverse transcriptase inhibitor class that was studied for potential use in the treatment of HIV-AIDS.[1] [2]
It was discovered by Idenix Pharmaceuticals and was being developed by GlaxoSmithKline and ViiV Healthcare, but it has now been discontinued[3] [4] due to unexpected side effects.[5]
Notes and References
- Dousson C, Alexandre FR, Amador A, Bonaric S, Bot S, Caillet C, Convard T, da Costa D, Lioure MP, Roland A, Rosinovsky E, Maldonado S, Parsy C, Trochet C, Storer R, Stewart A, Wang J, Mayes BA, Musiu C, Poddesu B, Vargiu L, Liuzzi M, Moussa A, Jakubik J, Hubbard L, Seifer M, Standring D . 6 . Discovery of the Aryl-phospho-indole IDX899, a Highly Potent Anti-HIV Non-nucleoside Reverse Transcriptase Inhibitor . Journal of Medicinal Chemistry . 59 . 5 . 1891–8 . March 2016 . 26804933 . 10.1021/acs.jmedchem.5b01430 .
- Web site: Fosdevirine . AIDSinfo . U.S. National Library of Medicine, U.S. Department of Health and Human Services . 2018-08-14 . 2019-08-11 . https://web.archive.org/web/20190811180837/https://aidsinfo.nih.gov/drugs/552/fosdevirine/0/professional . dead .
- Web site: Fosdevirine . Adis Insight . Springer Nature Switzerland AG . Highest Development Phases: Discontinued, HIV-1 infections.
- Web site: Fosdevirine . MedKoo Biosciences . GSK2248761 is no longer in clinical development..
- Margolis DA, Eron JJ, DeJesus E, White S, Wannamaker P, Stancil B, Johnson M . Unexpected finding of delayed-onset seizures in HIV-positive, treatment-experienced subjects in the Phase IIb evaluation of fosdevirine (GSK2248761) . Antiviral Therapy . 19 . 1 . 69–78 . 2013 . 24158593 . 10.3851/IMP2689 . 6147197 . free .
