Preparation of some 10-[3-(dimethylamino)propyl]-10H-pyrazino[2,3-b][1,4]benzothiazines as potential neuroleptics

Autor:	J. A. Totaro, Walfred S. Saari, Emlen L. Cresson, George G. Yarbrough, Michael Williams, James P. Springer, Yung C. Lee, David W. Cochran
Rok vydání:	1983
Předmět:	Chemistry Carbon-13 NMR Alkylation In vivo tests Medicinal chemistry Apomorphine Behavioral test In vivo Drug Discovery Prazosin medicine Molecular Medicine Chlorpromazine medicine.drug
Zdroj:	Journal of Medicinal Chemistry. 26:564-569
ISSN:	1520-4804 0022-2623
DOI:	10.1021/jm00358a020
Popis:	Chloro- and methyl-substituted 10H-pyrazino[2,3-b][1,4]benzothiazines were prepared and their structures determined by 13C NMR and X-ray crystallographic analysis. Alkylation afforded the 10-[3-(dimethylamino)-1-propyl] derivatives, which were compared to chlorpromazine in receptor-binding assays, in vivo behavioral tests, and electrochemical oxidation studies. In this series, the 2-chloro compound, 4c, proved to be the most effective derivative in displacing [3H]siperone, [3H]apomorphine, and [3H]prazosin radioligands from binding sites, being approximately as potent as chlorpromazine in this respect. However, none of the 10H-pyrazino[2,3-b][1,4]benzothiazines of this study were as active as chlorpromazine in in vivo tests predictive of neuroleptic activity.
Databáze:	OpenAIRE
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