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Source of the carboxamide nitrogen atom in 2‐carboxamido‐5‐isopropoxycarbonylaminobenzimidazole, a metabolite of cambendazole
Author(s) -
Vandenheuvel W. J. A.,
Carlin J. R.,
Ellsworth R. L.,
Wolf F. J.,
Walker R. W.
Publication year - 1974
Publication title -
biomedical mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0306-042X
DOI - 10.1002/bms.1200010308
Subject(s) - metabolite , chemistry , chromatography , carboxamide , mass spectrometry , nitrogen atom , isotope , urine , derivative (finance) , thiazole , nitrogen , gas chromatography , stereochemistry , biochemistry , organic chemistry , physics , quantum mechanics , financial economics , economics , group (periodic table)
Combined gas chromatography‐mass spectrometry and isotope labeling techniques have been employed to demonstrate that the carboxamide nitrogen atom in 2‐carboxamido‐5‐isopropoxycarbonylaminobenzimidazole, a metabolite of 2‐thiazolyl‐5‐isopropoxycarbonylaminobenzimidazole (cambendazole), is derived wholly from the parent drug. [ 15 N] Thiazole‐labeled cambendazole was administered to a rat and the metabolite isolated from urine. Trideutero‐2‐carboxamido‐5‐isopropoxycarbonylaminobenzimidazole was employed as a carrier to isolate the metabolite in sufficient purity for isotope ratio measurements using multiple ion detection. The metabolite was converted to its tetramethyl derivative by on‐column reaction with trimethylanilium hydroxide to permit satisfactory gas chromatography.