title: Pyridazines 82. Synthesis of pyridazino [3,4-b][1,5]benzodiazepin-5-ones and their biological evaluation as non-nucleoside HIV reverse transcriptase inhibitors.
abstract: 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.
authors.affiliation: Institute of Pharmaceutical Chemistry, University of Innsbruck, Austria.
authors.forename: G
authors.initials: G
authors.lastname: Heinisch
authors.forename: E
authors.initials: E
authors.lastname: Huber
authors.forename: B
authors.initials: B
authors.lastname: Matuszczak
authors.forename: A
authors.initials: A
authors.lastname: Maurer
authors.forename: U
authors.initials: U
authors.lastname: Prillinger
mesh_terms: 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*
chemical_list: D019380:Anti-HIV Agents; D001570:Benzodiazepinones; D018894:Reverse Transcriptase Inhibitors; D054303:HIV Reverse Transcriptase