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用于临床的5-甲氧基-N,N-二甲基色胺琥珀酸盐的合成与表征

Synthesis and Characterization of 5-MeO-DMT Succinate for Clinical Use.

作者信息

Sherwood Alexander M, Claveau Romain, Lancelotta Rafael, Kaylo Kristi W, Lenoch Kelsey

机构信息

Usona Institute, 2800 Woods Hollow Road, Madison, Wisconsin 53711, United States.

Almac Sciences, 20 Seagoe Industrial Estate, Craigavon BT63 5QD, United Kingdom.

出版信息

ACS Omega. 2020 Dec 2;5(49):32067-32075. doi: 10.1021/acsomega.0c05099. eCollection 2020 Dec 15.

DOI:10.1021/acsomega.0c05099
PMID:33344861
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7745443/
Abstract

To support clinical use, a multigram-scale process has been developed to provide 5-MeO-DMT, a psychedelic natural product found in the parotid gland secretions of the toad, . Several synthetic routes were initially explored, and the selected process featured an optimized Fischer indole reaction to 5-MeO-DMT freebase in high-yield, from which the 1:1 succinate salt was produced to provide 136 g of crystalline active pharmaceutical ingredient (API) with 99.86% peak area by high-performance liquid chromatography (HPLC) and a net yield of 49%. The report provides in-process monitoring, validated analytical methods, impurity formation and removal, and solid-state characterization of the API essential for subsequent clinical development.

摘要

为支持临床应用，已开发出一种多克规模的工艺来制备5-甲氧基-N,N-二甲基色胺（5-MeO-DMT），这是一种存在于蟾蜍腮腺分泌物中的致幻天然产物。最初探索了几种合成路线，所选工艺的特点是对5-甲氧基-N,N-二甲基色胺游离碱进行优化的费歇尔吲哚反应，产率高，由此制备出1:1的琥珀酸盐，以提供136克结晶活性药物成分（API），通过高效液相色谱（HPLC）测定其峰面积为99.86%，净产率为49%。该报告提供了过程监测、经过验证的分析方法、杂质形成与去除以及API的固态表征，这些对于后续临床开发至关重要。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b72/7745443/58f583a9dd4c/ao0c05099_0009.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b72/7745443/58f583a9dd4c/ao0c05099_0009.jpg

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