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• W2611416370 abstract "Saccharin is a well-known scaffold in drug discovery. Herein, we report the synthesis and preclinical property comparisons of three bioisosteres of saccharin: aza-pseudosaccharins (cluster B), and two new types of aza-saccharins (clusters C and D). We demonstrate a convenient protocol to selectively synthesize products in cluster C or D when primary amines are used. Preclinical characterization of selected matched-pair products is reported. Through comparison of two diastereomers, we highlight how stereochemistry affects the preclinical properties. Given that saccharin-based derivatives are widely used in many chemistry fields, we foresee that structures exemplified by clusters C and D offer new opportunities for novel drug design, creating a chiral center on the sulfur atom and the option of substitution at two different nitrogens." @default.
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• W2611416370 date "2017-05-08" @default.
• W2611416370 modified "2023-10-18" @default.
• W2611416370 title "Saccharin Aza Bioisosteres—Synthesis and Preclinical Property Comparisons" @default.
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• W2611416370 doi "https://doi.org/10.1021/acsmedchemlett.7b00137" @default.
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