In vivo metabolism of 2,5-dimethoxy-4-propylthiophenethylamine in rat.
The in vivo metabolism of 2,5-dimethoxy-4-propylthiophenethylamine (2C-T-7), a ring-substituted psychoactive phenethylamine, was studied in rat. Male Wistar rats were administered 10 mg/kg 2C-T-7 hydrochloride orally, and 24-h urine fractions were collected. After enzymatic hydrolysis of the urine sample, the metabolites were extracted by liquid-liquid extraction and analyzed by liquid chromatography/mass spectrometry. 2C-T-7-sulfoxide, N-acetyl-2C-T-7-sulfoxide, N-acetyl-2,5-dimethoxy-4-methylthiophenethylamine-sulfoxide, N-acetyl-2,5-dimethoxy-4-(2-hydroxypropylthio)phenethylamine-sulfoxide, and N-acetyl-2,5-dimethoxy-4-(2-hydroxypropylthio)phenethylamine-sulfone were detected as the primary metabolites of 2C-T-7. These findings suggest that sulfoxidation, sulfone formation, hydroxylation of the propyl side chain at the beta-position, and S-depropylation followed by methylation of thiol were the major metabolic pathways of 2C-T-7 in rat.
Kanamori
T
T
National Research Institute of Police Science, Kashiwa, Chiba, Japan. kanamori@nrips.go.jp
Kuwayama
K
K
Tsujikawa
K
K
Miyaguchi
H
H
Iwata
Y T
YT
Inoue
H
H
Kishi
T
T
D000818:Animals; D002853:Chromatography, Liquid; D008297:Male; D013058:Mass Spectrometry; D010627:Phenethylamines / Q000737:chemistry / Q000493:pharmacokinetics* / Q000652:urine; D011619:Psychotropic Drugs / Q000737:chemistry / Q000493:pharmacokinetics* / Q000652:urine; D051381:Rats; D017208:Rats, Wistar
C487778:2,5-dimethoxy-4-n-propylthiophenethylamine; D010627:Phenethylamines; D011619:Psychotropic Drugs