The metabolism of α-14C-3,4-Dimethoxyphenethylamine (cas 120-20-7)

Add time:09/04/2019    Source:sciencedirect.com

α-14C-Dimethoxyphenethylamine hydrochloride was administered to rats, i.p., and the metabolites were isolated and identified from the 0–2.5 hr urine. The following compounds were positively identified (percentages of urinary 14C are given in parentheses): dimethoxyphenylacetic acid (77), unchanged amine (15.5), and N-acetyl-3-methoxytyramine glucuronide (6.0). Tentative identification was also made for N-acetyl-3-methoxytyramine (ca. 0.2) and for trace amounts of N-acetyldimethoxyphenethylamine, 3-methoxy-4-hydroxyphenethanol glucuronide, and dimethoxyphenethanol. Pretreatment of rats with aldehyde and amine oxidase inhibitors resulted in anticipated increases or decreases in the excretion of some of the metabolites.One of the metabolites, N-acetyldimethoxyphenethylamine, was found to be physiologically active, producing hypokinesis within 5 min. Administration of the 14C-labeled compound resulted m the excretion of N-acetyl-3-methoxytyramine glucuronide only. These results, in conjunction with the failure to detect homovanillic acid and methoxytyramine after administering 14C-dimethoxyphenethylamine, indicate that N-acetylation precedes O-demethylation.

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