[Research on agents with antineoplastic activity. LXIII. Anthramycin and analogous compounds. X. Synthesis of 11-phenyl-5H-pyrrolo[2,1-c] [1,4] benzodiazepine derivatives].
Reaction between arolychlorides and 1-(2-aminobenzyl)-2-cyanopyrrole afforded the corresponding aroylamides, which were transformed by intramolecular cyclization into 11-aryl-3-cyano-5H-pyrrolo[2,1-c] [1,4] benzodiazepines. Hydrolysis of cyanoderivatives furnished the corresponding amides or acids depending on the reaction conditions. Decarboxylation and reduction of some derivatives to afford 11-aryl-5H-pyrrolo[2,1-c] [1,4] benzodiazepines and 11-aryl-3-cyano-10,11-dihydro-5H-pyrrolo[2,1-c] [1,4] benzodiazepines are described.
D000876:Anthramycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D001569:Benzodiazepines / Q000138:chemical synthesis*; D001570:Benzodiazepinones / Q000031:analogs & derivatives*; D003500:Cyclization; D006868:Hydrolysis; D007202:Indicators and Reagents; D010084:Oxidation-Reduction; D011758:Pyrroles / Q000138:chemical synthesis
D000970:Antineoplastic Agents; D001570:Benzodiazepinones; D007202:Indicators and Reagents; D011758:Pyrroles; D000876:Anthramycin; D001569:Benzodiazepines
Ricerche su sostanze ad attività antiblastica. Nota LXIII - Antramicina e composti analoghi. Parte X: Sintesi di derivati della 11-fenil-5H-pirrolo[2,1-c] [1,4] benzodiazepina.