(5E)-5-(4-Hydroxybenzylidene)-1,3-thiazolidine-2,4-dione

CAS: 103788-60-9

Ref. TR-H829675

Product Information

• Name: (5E)-5-(4-Hydroxybenzylidene)-1,3-thiazolidine-2,4-dione
• Synonyms: 5-[(4-Hydroxyphenyl)methylene]-2,4-thiazolidinedione

Description

Applications 5-[(4-Hydroxyphenyl)methylene]-2,4-thiazolidinedione is a 5-Benzylidene-2,4-thiazolidenedione derivative designed as inhibitors of angiogenesis targeting VEGFR-2. Also, it is an intermediate used in the synthesis of MSDC 0602 (M755420), which is an analogue of thiazolidinediones, exhibits low affinity for binding and activation of peroxisome proliferator-activated receptor γ (PPARγ). Thiazolidinediones are effective insulin-sensitizing drugs for treating various metabolic and inflammatory diseases.
References Bhanushali, U., et al.: Bioorg. Chem., 67, 139-147 (2016); Chen, Z., et al.: J. Biol. Chem. 287, 23537 (2012); Fukunaga, T., et al.: J. Bone Miner. Res., 30, 508 (2015)

• Brand: TRC

Chemical properties

• Molecular weight: 221.23
• Formula: C₁₀H₇NO₃S
• Color/Form: Neat
• InChI: InChI=1S/C10H7NO3S/c12-7-3-1-6(2-4-7)5-8-9(13)11-10(14)15-8/h1-5,12H,(H,11,13,14)/b8-5-
• InChI key: InChIKey=ARHIHDVVUHVQCP-YVMONPNESA-N
• SMILES: O=C1NC(=O)/C(=C/c2ccc(O)cc2)S1