| Identification | Back Directory | [Name]
(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE | [CAS]
403811-55-2 | [Synonyms]
CS-1512
10058-F4
Albb-009118
ZINC01085340
c-Myc Inhibitor
5-(4-Ethylbenzylidene)rhodanine
c-Myc Inhibitor - CAS 403811-55-2 - Calbiochem
5-(4-Ethylbenzylidene)-2-thioxothiazolidin-4-one
(5E)-5-(4-ethylbenzylidene)-2-thioxo-thiazolidin-4-one
(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE
5-[(4-Ethylphenyl)methylene]-2-thioxo-4-thiazolidinone
4-Thiazolidinone, 5-[(4-ethylphenyl)methylene]-2-thioxo
(5E)-5-[(4-ethylphenyl)methylene]-2-thioxo-4-thiazolidinone
(5E)-5-[(4-ethylphenyl)methylene]-2-thioxo-thiazolidin-4-one
(5E)-5-(4-ethylbenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one
(Z,E)-5-(4-ETHYLBENZYLIDINE)-2-THIOXOTHIAZOLIDIN-4-ONE USP/EP/BP
5-(4-Ethylbenzylidene)rhodanine(ThisproductisunavailableintheU.S.)>
5-(4-Ethylbenzylidene)rhodanine (This product is unavailable in the U.S.)
(5E)-5-[(4-ethylphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
(5E)-5-(4-ethylbenzylidene)-2-mercapto-1,3-thiazol-4(5H)-one(SALTDATA: FREE) | [Molecular Formula]
C12H11NOS2 | [MDL Number]
MFCD09037546 | [MOL File]
403811-55-2.mol | [Molecular Weight]
249.36 |
| Chemical Properties | Back Directory | [density ]
1.33±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: >10mg/mL | [form ]
Yellow solid | [pka]
7.72±0.30(Predicted) | [color ]
yellow | [Water Solubility ]
Soluble in DMSO. Soluble in water at concentrations less than 2mg/ml | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. |
| Hazard Information | Back Directory | [Description]
10058-F4 (403811-55-2) effectively disables c-Myc by inhibiting the c-Myc-Max association and function.It prevents the growth of fibroblasts in a c-Myc-dependent manner. Downregulates human telomerase reverse transcriptase and enhances chemosensitivity in human hepatocellular carcinoma cells.10058-F4 induces cell cycle arrest, apoptosis and myeloid differentiation in human acute myeloid leukemia.Inhibits the MYCN/Max interaction leading to cell cycle arrest, apoptosis and neuronal differentiation in MYCN-amplified neuroblastoma cells. | [Uses]
A c-Myc inhibitor that induces apoptosis | [Definition]
ChEBI: 10058-F4 is a member of the class of thiazolidinones that is 2-sulfanylidene-1,3-thiazolidin-4-one which is substituted at position 5 by a (4-ethylphenyl)methylidene group. It is a cell permeable inhibitor of c-Myc-Max dimerization and exhibits antitumour effects in vivo. It downregulates c-Myc expression and upregulates CDK inhibitors, p21 and p27 resulting in the inhibition of proliferation, induction of apoptosis and cell cycle arrest in G0/G1 phase. It has a role as an apoptosis inducer and an antineoplastic agent. It is a thiazolidinone and an olefinic compound. | [Biochem/physiol Actions]
10058-F4 is a c-Myc inhibitor that induces cell-cycle arrest and apoptosis. 10058-F4 is a cell-permeable thiazolidinone that specificallly inhibits the c-Myc-Max interaction and prevents transactivation of c-Myc target gene expression. 10058-F4 inhibits tumor cell growth in a c-Myc-dependent manner both in vitro and in vivo (64 μM using c-Myc transfected Rat1a fibroblasts). | [storage]
Store at +4°C | [References]
1) Yin?et al. (2003),?Low molecular weight inhibitors of Myc-Max interaction and function; Oncogene,?22?6151
2) Lin?et al. (2007),?Small-molecule c-Myc inhibitor, 10058-F4, inhibits proliferation, downregulates human telomerase reverse transcriptase and enhances chemosensitivity in human hepatocellular carcinoma cells; Anti-Cancer Drugs,?18161
3) Huang?et al. (2006),?A small-molecule c-Myc inhibitor, 10058-F4, induces cell-cycle arrest, apoptosis, and myeloid differentiation of human acute myeloid leukemia; Exp. Hematol.,?34?1480
4) Zirath?et al. (2013),?MYC inhibition induces metabolic changes leading to accumulation of lipid droplets in tumor cells; Proc. Natl. Acad. Sci. USA,?110?10258 |
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