24044-44-8

Basic information

• Product Name: 3-(4-HYDROXYPHENYL)-1,3-THIAZOLIDINE-2,4-DIONE
• Synonyms: 3-(4-HYDROXYPHENYL)-1,3-THIAZOLIDINE-2,4-DIONE;3-(4-hydroxyphenyl)thiazolidine-2,4-dione
• CAS NO: 24044-44-8
• Molecular Formula: C₉H₇NO₃S
• Molecular Weight: 209.22
• Mol File: 24044-44-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-HYDROXYPHENYL)-1,3-THIAZOLIDINE-2,4-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-HYDROXYPHENYL)-1,3-THIAZOLIDINE-2,4-DIONE(24044-44-8)
• EPA Substance Registry System: 3-(4-HYDROXYPHENYL)-1,3-THIAZOLIDINE-2,4-DIONE(24044-44-8)

Safety Data

• Hazardous Substances Data: 24044-44-8(Hazardous Substances Data)

Upstream product

• 21346-21-4 3-(4-hydroxyphenyl)-2-thioxothiazolidin-4-one 
• 2153-11-9 4-chloroacetamidophenol 
• 57628-39-4 3-(4-hydroxy-phenyl)-2-(4-iodo-phenylimino)-thiazolidin-4-one 

Relevant articles and documents

Thiazolidine-2,4-dione-based irreversible allosteric IKK-β kinase inhibitors: Optimization into in vivo active anti-inflammatory agents

Selective kinase inhibitors development is a cumbersome task because of ATP binding sites similarities across kinases. On contrast, irreversible allosteric covalent inhibition offers opportunity to develop novel selective kinase inhibitors. Previously, we

Optimization study towards more potent thiazolidine-2,4-dione IKK-β modulator: Synthesis, biological evaluation and in silico docking simulation

Inhibition of IKK-β (inhibitor of nuclear factor kappa-B kinase subunit beta) has been broadly documented as a promising approach for treatment of acute and chronic inflammatory diseases, cancer, and autoimmune diseases. Recently, we have identified a novel class of thiazolidine-2,4-diones as structurally novel modulators for IKK-β. Herein, we report a hit optimization study via analog synthesis strategy aiming to acquire more potent derivative(s), probe the structure activity relationship (SAR), and get reasonable explanations for the elicited IKK-β inhibitory activities though an in silico docking simulation study. Accordingly, a new series of eighteen thiazolidine-2,4-dione derivatives was rationally designed, synthesized, identified with different spectroscopic techniques and biologically evaluated as noteworthy IKK-β potential modulators. Successfully, new IKK-β potent modulators were obtained, including the most potent analog up-to-date 7m with IC50 value of 260 nM. A detailed structure activity relationship (SAR) was discussed and a mechanistic study for 7m was carried out indicating its irreversible inhibition mode with IKK-β (Kinact value = 0.01 (min?1). Furthermore, the conducted in silico simulation study provided new insights for the binding modes of this novel class of modulators with IKK-β.

4 Thiazolidinones

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