Ideal Bioisostere for para-Substituted Benzene

The phenyl ring is a basic structural element in chemistry. Here, we have designed, synthesized, and validated its new saturated bioisostere with improved physicochemical properties – 2-oxabicyclo[2.2.2]octane. The design of the structure was based on the analysis of the advantages and disadvantages of the previously used bioisosteres: bicyclo[1.1.1]pentane, bicyclo[2.2.2]octane, and cubane. 2‑Oxabicyclo[2.2.2]octane core was incorporated into the structure of drug Imatinib instead of the phenyl ring and led to improvement of physicochemical properties. Our chemists have synthesized a sizable collection of 2-oxabicyclo[2.2.2]octanes available exclusively from Enamine. Try our 2-oxabicyclo[2.2.2]octanes in your research!

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2-oxabicyclo[2.2.2]octanes from stock on 5-100 gram scale.


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