5-[(4-Ethylphenyl)methylene]-2-thioxo-4-thiazolidinone

c-Myc is a proto-oncogene that plays an important role in cell proliferation, differentiation, and apoptosis. 5-[(4-Ethylphenyl)methylene]-2-thioxo-4-thiazolidinone [10058-F4] is a cell-permeable thiazolidinone compound that specifically inhibits the c-Myc-Max interaction/dimerization at 64 µM, preventing c-Myc-dependent gene expression and cell proliferation. 10058-F4 inhibits tumor cell growth and proliferation in a c-Myc-dependent manner both in vitro and in vivo. 10058-F4 induces cell-cycle arrest (G0/G1 phase) and apoptosis. 10058-F4 has been found to also upregulate cyclin-dependent kinase (CDK) inhibitors, p21 and p27. In addition to c-Myc, 10058-F4 inhibits the nuclear Myc protein, N-Myc, at 50 µM, inducing arrest, apoptosis, and differentiation in neuroblastoma cells overexpressing the gene for N-Myc. This compound can be used to delineate novel actions of Myc proteins, especially those related to lipid and glucose metabolism. 10058-F4 downregulates human telomerase reverse transcriptase and enhances chemosensitivity in several human cancer cell lines. Product References: (1) X. Yin, et al., Oncogene 22, 6151 (2003) , (2) M.J. Huang, et al., Exp. Hematol. 34, 1480 (2006) , (3) C.P. Lin, et al., Anticancer Drugs 18, 161 (2007) , (4) J. Guo, et al., Cancer Chemother. Pharmacol. 63, 615 (2009) , (5) P. Zhang, et al., Mol. Endocrinol. 24, 1274 (2010) , (6) H. Zirath, et al., PNAS 110, 10258 (2013) , (7) M. Zhang, et al., Biomed. Pharmacother. 73, 123 (2015) , (8) M. Lv, et al., Mol. Med. Rep. 18, 421 (2018) , (9) N. Sheikh-Zeineddini, et al., J. Cell Biochem. 120, 14004 (2019) , (10) N. Sheikh-Zeineddini, et al., Eur. J. Pharmacol. 870, 172821 (2020) Appearance: Yellow to dark yellow powder. Solubility: Soluble in DMSO (25mg/ml), ethanol (5mg/ml) or water (1mg/ml). Identity: Determined by 1H-NMR. InChi Key: SVXDHPADAXBMFB-JXMROGBWSA-N Smiles: O=C(NC(S/1)=S)C1=C/C2=CC=C(CC)C=C2