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Home News Nonclassical phenyl ring bioisosteres

28 January 2018

Nonclassical phenyl ring bioisosteres

Shape… What can one say about shape? Every little thing got it or at least looks like something else. Shape is extremely important as it influences the chemical properties. 1,3-substituted bicyclo[1.1.1]pentane and para-phenyl motifs result in the similar shape but bicyclo[1.1.1]pentane-containing compounds have lower toxicity and higher solubility compared with the phenyl derivatives. There are other nonclassical phenyl ring bioisosteres, i.e. cubane, bicyclo[2.2.2]octane.

This week, we will be showing you bicyclo[2.1.1]hexane and 2-oxabicyclo[2.1.1]hexane- containing building blocks that may give new ideas on how to optimize your molecules and inspire for new ideas!

Chemical structure of 4-{[(tert-butoxy)carbonyl]amino}bicyclo[2.1.1]hexane-1-carboxylic acid - CSSB00020621668

Chemical structure of {1-[(dimethylamino)methyl]-2-oxabicyclo[2.1.1]hexan-4-yl}methanol - CSMB00025794432

Chemical structure of {2-oxabicyclo[2.1.1]hexan-1-yl}methanesulfonyl chloride - CSSB00023754734

Chemical structure of 1-(iodomethyl)-2-oxabicyclo[2.1.1]hexane - CSSB00016154992

Chemical structure of 1-{2-oxabicyclo[2.1.1]hexan-1-yl}methanamine - CSSB00015983331

Nonclassical phenyl ring bioisosteres

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