“Atropisomeric” Drugs: Basic Concept and Example of Application to Drug Development

• 作者: Joseph V. Pergolizzi Jr. Robert B. Raffa Robert Taylor Jr.
• 来源期刊: 药理与制药(英文)
• 学科: 化学
• 关键词: Atropisomer CHIRALITY PHARMACOTHERAPY DRUG Development NaV1.7 INHIBITOR
• 年，卷（期）: ylyzyyw_2020,（1）
• 页码范围: 1-8
• 页数: 8页
• 分类号: O62

摘要

Many therapeutic drugs are racemates;i.e. they are chiral molecules consisting of “left”- and “right-handed” enantiomers (stereoisomers that are mirror images of each other, and are non-superimposable). In some cases, both enantiomers of the drug contribute to some extent (or equally) to the therapeutic effect;in other cases they contribute not at all. The same is true for the adverse effects of racemate drugs: the adverse effects of a racemate drug can be greater-than, less-than, or equal to one or the other enantiomer. An unusual situation arises when a drug consists of “atropisomers”, stereoisomers arising because of hindered rotation about a single chemical bond. We summarize the concept of atropisomerism, and give examples.