3,3‐Difluorooxetane–A Versatile Functional Group for Bioisosteric Replacements in Drug Discovery
Year: 2024
Type: article
Abstract: Functional group (FG) is one of the cornerstone concepts in organic chemistry and related areas. The wide spread of bioisosterism ideas in medicinal chemistry and beyond caused a striking rise in demand for novel FGs with a defined impact on the developed compound properties. In this work, the evaluation of the 3,3‐difluorooxetane unit (3,3‐ di Fox) as a functional group for bioisosteric replacements is disclosed. A comprehensive experimental study (including multigram building block synthesis, quantification of steric and electronic properties, measurements of p K a , Log P , chemical stability, and biological evaluation of the 3,3‐ di Fox‐derived bioisostere of a drug candidate) revealed a prominent behavior of the 3,3‐ di Fox fragment as a versatile substituent for early drug discovery programs.
Source: Chemistry - A European Journal
Language: English
Subfield: Pharmaceutical Science
Domain: Life Sciences
Open Access status: green
Funder: Enamine
OpenAlex ID: W4402693072