title: Sulfur-containing derivatives of amphetamine: thioureas, methanesulfonamides, and trifluoromethanesulfonamides.
abstract: N-Methylthiourea, methanesulfonamide, and trifluoromethanesulfonamide derivatives of amphetamine, 4-nitroamphetamine, and 4-aminoamphetamine were synthesized. The N-methylthiourea derivative of amphetamine, as well as the triethylammonium salt of the dithiocarbamate, produced significant depressor effects in normotensive dogs. N,N'-Bis(methanesulfonyl)-1-methyl-2-(4-aminophenyl)ethylamine and N-trifluoromethanesulofonyl-1-methyl-2-phenylethylamine, but not N-methanesulfonyl-1-methyl-2-phenylethylamine and N-trifluoroacetyl-1-methyl-2-(4-trifluoromethanesulfonamido-phenyl))ethylamine, showed significant antiobesity effects in rats.
mesh_terms: D000662:Amphetamines / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D001067:Appetite Depressants; D001522:Behavior, Animal / Q000187:drug effects; D006439:Hemodynamics / Q000187:drug effects; D051381:Rats; D013449:Sulfonamides / Q000138:chemical synthesis / Q000494:pharmacology; D013890:Thiourea / Q000138:chemical synthesis / Q000494:pharmacology
chemical_list: D000662:Amphetamines; D001067:Appetite Depressants; D013449:Sulfonamides; D013890:Thiourea