Urinary metabolite profile of tiaramide in man and in some animal species.
1. The metabolism of tiaramide, 4-[(5-chloro-2-oxo-3(2H)-benzothiazolyl)acetyl]-1-piperazineethanol, was studied in healthy male volunteers and experimental animals. 2. Tiaramide was extensively metabolized in human with only 1.5% excreted unchanged. 3. Urinary metabolites were identified by FD, CI and EI mass spectral comparison with authentic standards. The major urinary metabolites in human were 4-[(5-chloro-2-oxo-3(2H)-benzothiazolyl)acetyl]-1-piperazineacetic acid (TRAA), 4-[(5-chloro-2-oxo-3(2H)-benzothiazolyl)acetyl]-1-piperazineacetic acid 1-oxide (TRAO) and the O-glucuronide of tiaramide. 4. TRAO, a new metabolite identified in human urine, was also present in mouse, rat, guinea-pig and monkey, but in smaller amounts than for human. 5. Sex differences in the excretion of sulphate of tiaramide were noted only in the rat.
D000328:Adult; D000818:Animals; D052160:Benzothiazoles; D001711:Biotransformation; D004285:Dogs; D005260:Female; D006168:Guinea Pigs; D006801:Humans; D008252:Macaca fascicularis; D008253:Macaca mulatta; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D010879:Piperazines / Q000652:urine*; D051381:Rats; D011919:Rats, Inbred Strains; D012737:Sex Factors; D013045:Species Specificity
D052160:Benzothiazoles; D010879:Piperazines; C003468:tiaramide