Pyridazines 82. Synthesis of pyridazino [3,4-b][1,5]benzodiazepin-5-ones and their biological evaluation as non-nucleoside HIV reverse transcriptase inhibitors.
Starting from 3,6-dichloro-N-(2-chloro-5-nitrophenyl)-pyridazine-4-carboxamide (7) a series of 6,11-dialkylated pyridazino- [3,4-b][1,5]benzodiazepin-5-ones with a 3-chloro-8-nitro, 8-amino, 8-acetylamino, or 8-chloro substitution pattern was prepared via N-alkyl-3-alkylamino-6-chloro-N-(2-chloro-5-nitrophenyl) -pyridazine-4-carboxamides. The new compounds were screened as non-nucleoside reverse transcriptase inhibitors. The influence of the substitution pattern in compounds 10-13 on inhibitory potency is discussed.
Heinisch
G
G
Institute of Pharmaceutical Chemistry, University of Innsbruck, Austria.
Huber
E
E
Matuszczak
B
B
Maurer
A
A
Prillinger
U
U
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001570:Benzodiazepinones / Q000138:chemical synthesis* / Q000494:pharmacology*; D054303:HIV Reverse Transcriptase / Q000187:drug effects* / Q000378:metabolism; D018894:Reverse Transcriptase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*
D019380:Anti-HIV Agents; D001570:Benzodiazepinones; D018894:Reverse Transcriptase Inhibitors; D054303:HIV Reverse Transcriptase