| Identification | Back Directory | [Name]
(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide | [CAS]
1164471-33-3 | [Synonyms]
TT-012
2-Propenamide, N,N'-2,6-pyridinediylbis[3-(2-furanyl)-, (2E,2'E)-
(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide | [Molecular Formula]
C19H15N3O4 | [MDL Number]
MFCD00622207 | [MOL File]
1164471-33-3.mol | [Molecular Weight]
349.34 |
| Chemical Properties | Back Directory | [Boiling point ]
654.9±55.0 °C(Predicted) | [density ]
1.385±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: 2mg/mL, clear | [form ]
Solid | [pka]
10.90±0.70(Predicted) | [color ]
Light yellow to brown | [InChI]
1S/C19H15N3O4/c23-18(10-8-14-4-2-12-25-14)21-16-6-1-7-17(20-16)22-19(24)11-9-15-5-3-13-26-15/h1-13H,(H2,20,21,22,23,24)/b10-8+,11-9+ | [InChIKey]
YUFJMFXVUUMVCA-GFULKKFKSA-N | [SMILES]
O=C(NC1=CC=CC(NC(/C=C/C2=CC=CO2)=O)=N1)/C=C/C3=CC=CO3 |
| Hazard Information | Back Directory | [Uses]
TT-012 specifically binds to dynamic MITF and destroys the latter's dimer formation and DNA-binding ability. TT-012 inhibits the transcriptional activity of MITF in B16F10 melanoma cells. TT-012 inhibits the growth of high-MITF melanoma cells, and inhibits the tumor growth and metastasis with tolerable toxicity to liver and immune cells in animal models[1]. | [Biological Activity]
Potent and selective MITF dimerization disruptor with significant efficacy against melanoma both in vitro and in vivo.
TT-012 is a highly effective microphthalmia-associated transcription factor (MITF) dimerization inhibitor (Kd = 15.5 nM for the bHLH-LZ domain) th at specifically targets melanoma by disrupting MITFμs DNA-binding activity. TT012 exhibits notable potency in inhibiting MITF dimer formation (IC50 = 13.1 nM) and reducing the growth of B16F10 melanoma cells (IC50 = 499 nM)while also lowering mRNA levels of MITF target genes in these cells (IC50 < 3.12 μM). TT 012 is particularly effective against melanoma cells with elevated MITF expression and markedly diminishes tumor growth and pulmonary metastasis in miceachieving reductions of 79.7% and 93.9% at dosages of 2 mg/kg and 5 mg/kg respectivelycompared to controls. | [References]
[1] Liu Z, et al. A unique hyperdynamic dimer interface permits small molecule perturbation of the melanoma oncoprotein MITF for melanoma therapy. Cell Res. 2023 Jan;33(1):55-70. DOI:10.1038/s41422-022-00744-5 |
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Henan Alfachem Co.,Ltd.
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0371-55051623 18137891487 |
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www.chemicalbook.com/supplier/14555231/ |
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Merck KGaA
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21-20338288 |
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www.sigmaaldrich.cn |
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