Tuesday, February 17, 2015

Nevirapine

Common name: Nevirapine; NEV; NVP; Viramune
Trademarks:  Viramune
Molecular Formula: C15H14N4O
CAS Registry Number: 129618-40-2
CAS Name: 2-cyclopropyl-7-methyl-2,4,9,15-tetraazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one
Molecular Weight: 285.302
SMILES: CC1=C2NC(=O)C3=C(N=CC=C3)N(C3CC3)C2=NC=C1
InChI Key: NQDJXKOVJZTUJA-UHFFFAOYSA-N
InChI: InChI=1S/C15H14N4O/c1-9-6-8-17-14-12(9)18-15(20)11-3-2-7-16-13(11)19(14)10-4-5-10/h2-3,6-8,10H,4-5H2,1H3,(H,18,20)
Activity: Reverse Transcriptase Inhibitors; Anti-HIV Agents; Non-nucleoside Reverse Transcriptase Inhibitor; NNRTI
Status: Launched 1996
Originator: Boehringer Ingelheim

Nevirapine synthesis: US5366972A

References:
1. Hargrave, K. D.; et. al. 5,11-dihydro-6H-dipyrido(3,2-B:2',3'-E)(1,4)diazepines and their use in the prevention or treatment of HIV infection. US5366972A
2. Hargrave, K. D.; et. al. Novel non-nucleoside inhibitors of HIV-1 reverse transcriptase. 1. Tricyclic pyridobenzo- and dipyridodiazepinones. J Med Chem 1991, 34 (7), 2231–2241.
3. Schneider, H.; et. al. Reacting 2-chloro-n-/2-chloro-4-methyl-3-pyridyl/-3-pyridine carboxamide with cyclopropylamine in presence of oxide or hydroxide of group 2 element, cyclizing product. US5569760A