synthesis of dialkylaminoaklyl esters of pyridine-carboxylic acids

[CONTRIBUTION FROM

RESEARCH LABORATORIES, SCHOOL OF UNIVERSITYOF MARYLAND]

TEE

PHARMACY,

SYNTHESIS OF DIALKYLAMINOAKLYL ESTERS OF PYRTDINECARBOXYLIC ACIDS MING-CHIEN CHIANG'

AND

WALTER H. HARTUNG

Receizvd August 29, 19@

Einhorn's generalization (1) that esters of aromatic acids are capable of producing local anesthesia has stimulated investigation also of the analogous esters of heterocyclic carboxylic acids. Thus the analogs of procaine, p NR2CsI~*COOCI-IzCI12S(C2Hs)2, in which the benzene nucleus is replaced by furane, pyrrole (2), thiophene (2, 3), pyrane (4), and quinoline ( 5 , 6) are reported to possess local anesthetic properties. The corresponding esters of nicotinic and yuinolinic acids, however, show little or no anesthetic activity (7,s). In order to determine whether the esters of a- and y-pyridinecarbosylic acids, isomeric with nicotinic esters, possess any procaine-like activity, dialkylaminoalkyl esters of the three isomeric acids have been prepared and tested for possible local anesthetic activity. Dr. K. I