Structural Formula Vector Image
Title: Nevirapine
CAS Registry Number: 129618-40-2
CAS Name: 11-Cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b:2¢,3¢-e][1,4]diazepin-6-one
Manufacturers' Codes: BI-RG-587
Trademarks: Viramune (Roxane)
Molecular Formula: C15H14N4O
Molecular Weight: 266.30
Percent Composition: C 67.65%, H 5.30%, N 21.04%, O 6.01%
Literature References: Non-nucleoside reverse transcriptase inhibitor (NNRTI) of the dipyridodiazepinone class. Prepn: K. D. Hargrave et al., EP 429987 (1991 to Boehringer, Ing; Thomae); eidem, US 5366972 (1994 to Boehringer, Ing.); eidem, J. Med. Chem. 34, 2231 (1991). Inhibition of HIV-1 reverse transcriptase: V. J. Merluzzi et al., Science 250, 1411 (1990). Studies of structure-activity and binding site: P. M. Grob et al., AIDS Res. Hum. Retroviruses 8, 145 (1992). HPLC determn in serum: R. M. Lopez et al., J. Chromatogr. B 751, 371 (2001). Clinical pharmacokinetics: S. H. Cheeseman et al., Antimicrob. Agents Chemother. 37, 178 (1993). Review of clinical experience: A. Carr, D. A. Cooper, Adv. Exp. Med. Biol. 394, 299-304 (1996); of safety profile: R. B. Pollard et al., Clin. Ther. 20, 1071-1092 (1998). Clinical trial in prevention of perinatal HIV-1 transmission: L. A. Guay et al., Lancet 354, 795 (1999).
Properties: Crystals from pyridine + water, mp 247-249°. pKa 2.8. Lipophilic. Soly in water ~0.1 mg/ml at neutral pH; highly sol at pH<3.
Melting point: mp 247-249°
pKa: pKa 2.8
Therap-Cat: Antiviral.
Keywords: Antiviral; Reverse Transcriptase Inhibitor.

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