caa a22 4500 465812287 CHVBK 20180323112120.0 cr unu---uuuuu 170327e19900701xx s 000 0 eng 10.1007/BF03190203 doi (NATIONALLICENCE)springer-10.1007/BF03190203 Metabolism of difebarbamate in man [Elektronische Daten] [J. Vachta, K. Valter, B. Siegfried] Summary: The metabolism of 1,3-bis(3-butoxy-2-carbamoyloxypropyl)-5-ethyl-5-phenyl-(1H,3H,5H)-pyrimidine-2,4,6-trione (difebarbamate) in man was studied. Human volunteers received a single oral dose of 25 mg/kg difebarbamate. Urine was extracted with Amberlite XAD-2 resin and the extracts were separated by preparative HPLC after enzymatic hydrolysis. Four major metabolites were isolated and their structures were determined using NMR and mass spectrometry. The oxygen dealkylation led to the formation of two metabolites: 1-(3-butoxy-2-carbamoyloxypropyl)-3(2-carbamoyloxy-3-hydroxypropyl)-5-ethyl-5-phenyl(1H, 3H, 5H)-pyrimidine-2,4,6,-trione and 1,3-bis(2-carbamoyloxy-3-hydroxypropyl)-5-ethyl-5-phenyl-(1H,3H,5H)-pyrimidine-2,4,6--trione. The hydrolysis of the carbamoyloxy group with the oxygen dealkylation led to the formation of 1 1-(2-carbamoyloxy-3-hydroxypropyl)-3(2,3-dihydroxypropyl)-5-ethyl-5-phenyl-(1H,3H,5H)-pyrimidine-2,4,6-tione, whereas the 4-hydroxylation of the benzene ring together with the oxygen dealkylation led to the formation of 1,3-bis(2-carbamoyloxy-3-hydroxypropyl)-5-ethyl-5-(4-hydroxyphenyl)-(1H,3H 5H)-pyrimidine-2,4,6-trione. No traces of the parent drug were found. Springer-Verlag, 1990 Difebarbamate nationallicence man nationallicence metabolism nationallicence structure nationallicence determination nationallicence alcoholism nationallicence Vachta J. Sapos S.A., Geneva, Switzerland aut Valter K. Sapos S.A., Geneva, Switzerland aut Siegfried B. Sapos S.A., Geneva, Switzerland aut European Journal of Drug Metabolism and Pharmacokinetics Springer-Verlag 15/3(1990-07-01), 191-198 0378-7966 15:3<191 1990 15 13318 https://doi.org/10.1007/BF03190203 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF03190203 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Vachta J. Sapos S.A., Geneva, Switzerland aut NATIONALLICENCE 700 1- Valter K. Sapos S.A., Geneva, Switzerland aut NATIONALLICENCE 700 1- Siegfried B. Sapos S.A., Geneva, Switzerland aut NATIONALLICENCE 773 0- European Journal of Drug Metabolism and Pharmacokinetics Springer-Verlag 15/3(1990-07-01), 191-198 0378-7966 15:3<191 1990 15 13318 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer