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The piperazine N-alkylcarboxylic acids of 2-chlorodibenz[b,f][1,4] oxazepine (3a), 2-chlorodibenzo[b,f] [1,4] thiazepine (3b), and dipenz[b,e] azepine (3c) from the corresponding piperazines (1a-c, R1 = H) were synthesized via the piperazine N-alkylcarboxylates (2a-c). The pharmacological activities of the piperazine N-alkylcarboxylic acids (3a-c) were evaluated. Compared with the parent compounds (1a-c), 3a-c (n = 1-5) showed weak inhibitory activities on the uptake of noradrenaline and 5-hydroxytryptamine (5-HT) into hypothalamus vesicles and moderate antagonistic actions to 5-HT2 and H1 in several tissues.

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Studies on Zwitter-ionization of Drugs. I. Synthesis and Pharmacological Activities of N-Alkylcarboxylic Acid Derivatives of 4-(2-Chlorodibenz-[b, f][1, 4]oxazepin-11-yl)piperazine, 4-(2-Chlorodibenzo[b, f]-[1, 4]thiazepin-11-yl)pipertzine, and 4-(11H-Dibenz-[b, e]azepin-6-yl)piperazine