title: In vivo metabolism of 2,5-dimethoxy-4-propylthiophenethylamine in rat.
abstract: 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.
authors.affiliation: National Research Institute of Police Science, Kashiwa, Chiba, Japan. kanamori@nrips.go.jp
authors.forename: T
authors.initials: T
authors.lastname: Kanamori
authors.forename: K
authors.initials: K
authors.lastname: Kuwayama
authors.forename: K
authors.initials: K
authors.lastname: Tsujikawa
authors.forename: H
authors.initials: H
authors.lastname: Miyaguchi
authors.forename: Y T
authors.initials: YT
authors.lastname: Iwata
authors.forename: H
authors.initials: H
authors.lastname: Inoue
authors.forename: T
authors.initials: T
authors.lastname: Kishi
mesh_terms: 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
chemical_list: C487778:2,5-dimethoxy-4-n-propylthiophenethylamine; D010627:Phenethylamines; D011619:Psychotropic Drugs