F. Gregan et P. Svec, SYNTHESIS AND LOCAL-ANESTHETIC ACTIVITY-LIPOPHILICITY RELATIONSHIPS FOR A HOMOLOGICAL SERIES OF PHENYLCARBAMIC ACID-ESTERS .2., Il Farmaco, 51(10), 1996, pp. 669-672
A homological series of new esters of 2-alkoxyphenylcarbamic acid and
one ester of 2,6-dimethylphenylcarbamic acid were synthesized and assa
yed for surface local anesthetic activity. All compounds were isolated
as hydrochlorides and their structure proved by IR and for one homolo
gue also by H-1 and C-13 NMR spectroscopy. A parabolic relationship wa
s found between log activity and molecular lipophilicity (as measured
by R(M)) and the number of carbons in the alkoxy group, thus confirmin
g the results obtained in previous works.