Terminal N-sulphoconjugation of an alicyclic amine (piperazine), identified as a new metabolite of tiaramide in mouse and rat.
A new metabolite of tiaramide, 4-[(5-chloro-2-oxo-3(2H)-benzothiazolyl)acetyl]-1-piperazineethanol, found in mouse urine was identified as potassium 4-[(5-chloro-2-oxo-3(2H)-benzothiazolyl)acetyl]-1-piperazinesulphonate (M-I). Sex differences in the excretion of M-I were noted in the mouse following oral administration of tiaramide and female mice excreted about 4.6-fold more M-I in urine than males. M-I could not be detected in the urine of male or female rats treated orally with tiaramide. After oral dosing with 1-[(5-chloro-2-oxo-3(2H)-benzothiazolyl)acetyl]-piperazine (DETR), M-I was detected in the urine, and the urinary excretion by male and female rats was similar to that in mice.
D000700:Analgesics / Q000652:urine*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000652:urine*; D052160:Benzothiazoles; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D005260:Female; D008297:Male; D013058:Mass Spectrometry; D051379:Mice; D008813:Mice, Inbred ICR; D010879:Piperazines / Q000652:urine*; D051381:Rats; D011919:Rats, Inbred Strains
D000700:Analgesics; D000893:Anti-Inflammatory Agents; D052160:Benzothiazoles; D010879:Piperazines; C039394:4-(5-chloro-2-oxo-3(2H)-benzothiazolyl)acetyl-1-piperazinesulfonic acid; C003468:tiaramide