Bp. Boyode et al., SYNTHESIS AND ANTIVIRAL EVALUATION OF FLUORINATED DIPYRIDODIAZEPINONES AND DIPYRIDODIAZEPINES (NEVIRAPINE DERIVATIVES), Antiviral chemistry & chemotherapy, 6(3), 1995, pp. 162-168
The synthesis of trifluoromethyldipyridodiazepinones, which are analog
ues of nevirapine, one of the nonnucleoside inhibitors of the HIV-1 RT
enzyme, is described. The condensation of 3-amino-2-chloro-4-trifluor
omethyl pyridine with 2-chloronicotinoyl chIoride followed by a cycliz
ation with cyclopropyramine provided the corresponding trifluoromethyl
ated dipyridodiazepinone. Similarly, the dipyridodiazepine analogues w
ere synthesized by condensation of 3-amino-2-chloro-4-trifluoromethylp
yridine with the O-mesyl derivative of 2-chloro-3-pyridincarbinol foll
owed by reaction with cyclopropylamine, The inhibitory effect of these
compounds on the HIV-1-induced cytopathic effect in MT4 cells has bee
n evaluated.