Synthesis and local anesthetic activity--lipophilicity relationships for a homological series of phenylcarbamic acid esters. Note II.
A homological series of new esters of 2-alkoxyphenylcarbamic acid and one ester of 2,6-dimethylphenylcarbamic acid were synthesized and assayed for surface local anesthetic activity. All compounds were isolated as hydrochlorides and their structure proved by IR and for one homologue also by 1H and 13C NMR spectroscopy. A parabolic relationship was found between log activity and molecular lipophilicity (as measured by RM) and the number of carbons in the alkoxy group, thus confirming the results obtained in previous works.
Gregán
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F
Faculty of Pharmacy, Comenius University, Bratislava, Slovakia.
Svec
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P
Kettmann
V
V
Sivý
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J
D000779:Anesthetics, Local / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D002219:Carbamates / Q000737:chemistry / Q000494:pharmacology*; D004952:Esters / Q000737:chemistry / Q000494:pharmacology*; D051379:Mice; D015394:Molecular Structure
D000779:Anesthetics, Local; D002219:Carbamates; D004952:Esters; C059692:phenylcarbamic acid