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盐酸曲马多的手性转换,一种潜在的致幻药物——过去与未来

Chiral Switches of Tramadol Hydrochloride, a Potential Psychedelic Drug-Past and Future.

作者信息

Agranat Israel, D'Acquarica Ilaria

机构信息

Organic Chemistry, Institute of Chemistry, The Hebrew University of Jerusalem, Edmond J. Safra Campus, Jerusalem 9190401, Israel.

Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza Università di Roma, Rome 00185, Italy.

出版信息

ACS Med Chem Lett. 2024 Aug 7;15(9):1409-1416. doi: 10.1021/acsmedchemlett.4c00322. eCollection 2024 Sep 12.

Abstract

The chiral opioid analgesic tramadol was patented (1962) as a - and -racemates mixture. A first chiral switch led to the (±)--(1,2) racemate, patented and approved as Tramal (1980), preferred over the (+)--(1,2)-enantiomer. Consecutive chiral switches of (±)--tramadol to (+)--(1,2)-tramadol/salts were patented. This Viewpoint calls for developing (+)--(1,2)-tramadol medicines and recognizing tramadol medicines as potential psychedelics to overcome the spreading tramadol crisis.

摘要

手性阿片类镇痛药曲马多在1962年获得专利,是一种左旋和右旋对映体的混合物。首次手性转换产生了(±)-(1,2)-对映体混合物,获得专利并被批准为曲马朵(1980年),比(+)-(1,2)-对映体更受青睐。(±)-曲马多连续手性转换为(+)-(1,2)-曲马多/盐类也获得了专利。本文观点呼吁开发(+)-(1,2)-曲马多药物,并将曲马多药物视为潜在的致幻剂,以克服日益蔓延的曲马多危机。

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