(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide

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(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide Basic information

Product Name:	(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide
Synonyms:	(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide;TT-012;2-Propenamide, N,N'-2,6-pyridinediylbis[3-(2-furanyl)-, (2E,2'E)-;(2E,2'E)-N,N'-(Pyridine-2,6-diyl)bis(3-(furan-2-yl)acrylamide);TT-012, MITF dimer disruptor;(2E,2'E)-N,N'-(Pyridine-2,6-diyl)bis(3-(furan-2-yl)acrylamide)
CAS:	1164471-33-3
MF:	C19H15N3O4
MW:	349.3401
EINECS:
Product Categories:
Mol File:	1164471-33-3.mol

(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide Chemical Properties

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

Safety Information

WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

MSDS Information

(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide Usage And Synthesis

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 mice, achieving reductions of 79.7% and 93.9% at dosages of 2 mg/kg and 5 mg/kg, respectively, compared 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

(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide Preparation Products And Raw materials

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