G. H. Hamor, N. Farraj
Sep 1, 1965
Citations
0
Influential Citations
10
Citations
Quality indicators
Journal
Journal of pharmaceutical sciences
Abstract
The application of the Rule of Six for the estimation of steric effects to a series of alkyl esters of 4-amino-2-sulfamoylbenzoic acid possessing pronounced anticonvulsant activity shows the highly hindered isopropyl and sec -butyl esters to be much more potent than the less hindered methyl, ethyl, and n -propyl compounds. In order to provide further information concerning steric factors and anticonvulsant properties, four alkyl 6-chloro-2-sulfamoylbenzoates, which contain the chlorine atom in the shielding position adjacent to the alkoxycarbonyl group, were synthesized: the methyl, ethyl, n -propyl, and isopropyl esters. Preliminary pharmacological results indicate that the isopropyl 6-chloro-2-sulfamoylbenzoate produces strong antielectroshock effects in mice which are quite specific, with no other CNS activity except at high doses in the gross observations.