5H-2,3-BENZODIAZEPINE DERIVATIVES AND A PROCESS FOR THE PREPARATION THEREOF

摘要

New 5H-2,3-benzodiazepine derivatives of the general formula (I), (I) wherein R stands for hydrogen atom, a C1-5 alkyl, dialkylaminoalkyl, amino, alkylamino or dialkylamino group, or aryl, phenyl C1-3 alkyl or styryl group having optionally 1 to 3 halogen, hydroxy, acyloxy, methyl, trifluoromethyl, nitro, amino, methylenedioxy, C1-4 alkoxy and/or aralkoxy substituent(s), or a heterocyclic group containing 1 or 2 nitrogen, oxygen and/or sulfur atom(s), R1 stands for hydrogen atom or a C1-4 alkyl, hydroxymethyl, formyl, carboxy, carbalkoxy, aryl or heterocyclic group, R2 stands for hydrogen atom or a C1-4 alkyl, dialkylaminoalkyl, alkylamino, dialkylamino or aryl group, and R3 and R4 each represent hydrogen atom, halogen atom, or a nitro, amino, hydroxy, acyloxy, C1-3 alkyl, C1-5 alkoxy, dialkylaminoalkoxy or aralkoxy group, or R3 and R4 may form together a methylenedioxy group or a carbonic acid residue, with the proviso that if R represents 3,4-dimethoxyphenyl group, R1 is methyl group and R2 is ethyl group, R3 and R4 may not stand for methoxy group, and pharmaceutically acceptable acid addition salts thereof 27231-62 are prepared by reacting the appropriate 1,5-diketone compounds, 2-benzopyrilium salts, 6H-2-benzopyran-6-one derivatives or isochromene compounds with hydrazine, hydrazine hydrate or a hydrazine C1-3 carboxylate. The new compounds according to the invention possess significant central nervous activities.