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Tetracyclic benzodiazepines. 4. Synthesis of the novel benzo[ c ]pyrrolo[1,2,3‐ ef ][1,5]benzodiazepine ring system, and derivatives with potential antipsychotic activity
Author(s) -
Glamkowski Edward J.,
Chiang Yulin
Publication year - 1987
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570240620
Subject(s) - chemistry , benzamide , benzodiazepine , benzoic acid , stereochemistry , ring (chemistry) , antipsychotic , titanium tetrachloride , medicinal chemistry , organic chemistry , receptor , titanium , biochemistry , schizophrenia (object oriented programming) , computer science , programming language
The synthesis of the novel benzo[ c ]pyrrolo[1,2,3‐ ef ][1,5]benzodiazepine ring system is described. This was achieved by cyclization of an appropriately substituted (7‐aminoindolin‐1‐yl)benzamide or benzoic acid. The resulting tetracyclic lactams were reacted with N ‐methylpiperazine in the presence of titanium tetrachloride to provide derivatives which were tested for potential antipsychotic activity.