1,2,3-TRIAZOLO[1,5-A][1,4]BENZODIAZEPINE AND 1,2,3-TRIAZOLO[1,5-A][1,5]BENZODIAZEPINE DERIVATIVES - SYNTHESIS AND BENZODIAZEPINE RECEPTOR-BINDING

This paper reports the synthesis of new 1,2,3-triazolo[1,4]benzodiazep ine and 1,2,3-triazolo[1,5]benzodiazepine derivatives and their evalua tion toward benzodiazepine receptors, Receptor affinity gradually and remarkably increases by moving the nitrogen atom of the central ring f rom position 3 through 4 to position 5, to give the most effective com pound 6a (K-i = 150 nM). N-methylation of the diazepine ring (7a) lowe rs receptorial binding. Introduction of a chlorine atom on the benzene ring doubles the K-i value (6b) which remains unaltered by the N-meth ylation (7b). (C) 1998 Elsevier Science S.A. All rights reserved.