Cyclic Metabolites of Etidocaine in Humans

D. J. Morgan Departments of Pharmacy and Organic Chemistry, University of Sydney, Sydney, NSW, 2006, Australia

M. P. Smyth Departments of Pharmacy and Organic Chemistry, University of Sydney, Sydney, NSW, 2006, Australia

J. Thomas Departments of Pharmacy and Organic Chemistry, University of Sydney, Sydney, NSW, 2006, Australia

J. Vine Departments of Pharmacy and Organic Chemistry, University of Sydney, Sydney, NSW, 2006, Australia

Abstract

1. Three cyclic metabolites of etidocaine excreted in urine of man have been investigated by g.I.c.-mass spectrometry.

2. These metabolites have been identified as 3-(2,6-dimethylphenyl)-5-ethyl-2,4-imidazolidinedione, 1-(2,6-dimethylphenyl)-2-methyl-4-ethyl-2-imidazolin-5-one and 1-(2,6-dimethylphenyl)-2,4-diethyl-2-imidazolin-5-one.

3. Formation in vivo of two of the metabolites is proposed to proceed via carbinolamine intermediates.

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