omega-Dialkylaminoalkyl esters of N-phenyl aminethiocarboximidic acids with local anesthetic and other activities.

A series of ω-dialkylaminoalkyl esters of N-phenylaminethiocarboximidic acids was prepd. by reaction of N-phenyl-1-pyrrolidine, 1-piperidine, 4-morpholine, 1,2,3,4-tetrahydro-1-quinoline, 1,2,3,4-tetrahydro-2-isoquinoline, 10-phenothiazine, N-phenyl-2-pyridylamine and N-benzyl-2-pyridylamine carbothioamides (prepd. in situ from the appropriate secondary amine and Ph isothiocyanate) with a no. of ω-chloroalkyldialkylamines in anhyd. DMF or THf soln. in the presence of sodium hydride. Good yields of the above esters were obtained provided that sodium hydride was added initially or after the formation of 3,3-disubstituted 1 phenylthiourea, according to the nature of the secondary amine. Some esters showed local anesthetic activity in mice comparable with that of lidocaine, as well as moderate hypoglycemic, antiarrhythmic, analgesic, antiacetylcholine, H1-antithistamine and platelet antiaggregating activities.