Put a ring on it: application of small aliphatic rings in medicinal chemistry

2021/01/01 by Matthias R. Bauer, Paolo Di Fruscia, Simon C. C. Lucas +4 · 2 citations
Chemistry · #Click Chemistry and Applications #Cyclopropane Reaction Mechanisms #Synthesis and Catalytic Reactions

paper · doi:10.1039/d0md00370k

openalex publication_date 2021/01/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/31

Abstract

Aliphatic three- and four-membered rings including cyclopropanes, cyclobutanes, oxetanes, azetidines and bicyclo[1.1.1]pentanes have been increasingly exploited in medicinal chemistry for their beneficial physicochemical properties and applications as functional group bioisosteres. This review provides a historical perspective and comparative up to date overview of commonly applied small rings, exemplifying key principles with recent literature examples. In addition to describing the merits and advantages of each ring system, potential hazards and liabilities are also illustrated and explained, including any significant chemical or metabolic stability and toxicity risks.

Citations

• Metabolic, idiosyncratic toxicity of drugs: overview of the hepatic toxicity induced by the anxiolytic, panadiplon

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