PHOSPHORUS ANALOGS OF NITROGENOUS DRUGS .2. 10H-DIBENZO(1,4)THIAPHOSPHORINS AS CENTRAL NERVOUS SYSTEM DEPRESSANTS

In an effort to delineate the electronic properties of the tricyclic nucleus which are important to chlorpromazinetype biological activity, 10-(3-dimethylaminopropvl)-10H-dibenzo[1,4]thiaphosphorin, its oxide, and three analogous oxides, substituted at the 2 position with Cl, SMe, and OMe groups, respectively, have been synthesized. Ultraviolet spectral data are presented to show that extensive delocalization of the 3p electrons on the phosphorus atom in the phosphine would be expected. The compounds are shown to depress spontaneous activity in mice in the 30-50-mg/kg dosage range, and a possible correlation between biological activity and electronic properties of the nucleus, as revealed by uv spectral data, are discussed. © 1969, American Chemical Society. All rights reserved.