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Updated: Sep 23, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
A trimethyl lock successfully stabilizes a nascent Michael acceptor for prodrug applications
Ekroop Kaur Cheema1, Steven E Rokita1
1Department of Chemistry, Johns Hopkins University, Baltimore, MD 21218, USA. rokita@jhu.edu.
Abstract:
5-Hydroxy-γ-pyrone-based Michael acceptors have repeatedly registered as hits in screens for inhibiting key therapeutic targets, but their aqueous instability has prevented further development. Here, we report a method to stabilize such an inhibitor of STAT3 with a trimethyl lock until reduction by hNQO1, an enzyme typically overexpressed in hypoxic tumors.
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