R. I. Tarasova, O. V. Voskresenskaya, I. I. Semina
Jun 1, 2002
Citations
0
Influential Citations
2
Citations
Journal
Pharmaceutical Chemistry Journal
Abstract
Nitrogen-containing derivatives of phosphorylcarboxylic acids constitute a new class of compounds possessing high biological activity [1]. One active representative of this class – diphenylphosphorylacetic acid hydrazide (fosenazid, Ia) – was recommended for clinical testing as a tranquilizer and an antialcoholic agent [2]. Another compound, 2-chloroethoxy-p-N-dimethylaminophenyl phosphoryl acetohydrazide (CAPAH, Ib), was shown to have neuroprotector action with an antidepressant component and to improve memory function [3]. At present, CAPAH as a nootropic agent is in the final stage of preclinical testing. Besides the psychotropic action, fosenazid exhibited a significant antiarrhythmic effect comparable with that of dimephosphon and etmozin [4]. Since mechanisms of the pharmacological action of the aforementioned drugs Ia and Ib involve a considerable membranotropic component [5], it was of interest to seek new effective psychotropic and antiarrhythmic agents among their analogs and derivatives. For this purpose, we have synthesized and studied a series of phosphoryl acetohydrazones II and N-substituted phosphoryl acetohydrazines III based on compounds Ia and Ib. Hydrazones II were synthesized via interaction of unsubstituted hydrazides I with aldehydes or ketones [6, 7]: