(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide
![(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide Structure](CAS/20180601/GIF/1164471-33-3.gif)
- CAS No.
- 1164471-33-3
- Chemical Name:
- (E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide
- Synonyms
- TT-012;TT-012, MITF dimer disruptor;(2E,2'E)-N,N'-(Pyridine-2,6-diyl)bis(3-(furan-2-yl)acrylamide);(2E,2'E)-N,N'-(Pyridine-2,6-diyl)bis(3-(furan-2-yl)acrylamide);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
- CBNumber:
- CB83926499
- Molecular Formula:
- C19H15N3O4
- Molecular Weight:
- 349.3401
- MDL Number:
- MFCD00622207
- MOL File:
- 1164471-33-3.mol
- MSDS File:
- SDS
(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide 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 |
| UNSPSC Code | 12352200 |
| NACRES | NA.21 |
(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML4049 | TT-012, MITF dimer disruptor ≥98% (HPLC) | 1164471-33-3 | 5 mg | $117 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML4049 | TT-012, MITF dimer disruptor ≥98% (HPLC) | 1164471-33-3 | 25 mg | $470 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML4049 | TT-012, MITF dimer disruptor ≥98% (HPLC) | 1164471-33-3 | 1 unit | $103.55 | 2025-07-31 | Buy |
| ChemScene | CS-0903631 | TT-012 99.76% | 1164471-33-3 | 5mg | $119 | 2026-06-04 | Buy |
| ChemScene | CS-0903631 | TT-012 99.76% | 1164471-33-3 | 10mg | $195 | 2026-06-04 | Buy |
(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide Chemical Properties, Uses, Production
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
Raw materials
Preparation Products
(E)-3-(furan-2-yl)-N-[6-[[(E)-3-(furan-2-yl)prop-2-enoyl]amino]pyridin-2-yl]prop-2-enamide Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Alinda Chemical Ltd. | +7 (495) 672-17-08 | sale@alinda.ru | Russia | 68136 | 55 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Tianjin Kailiqi Biotechnology Co., Ltd. | 15076683720 | klq@cw-bio.com | China | 9777 | 55 |
| Shanghai Chaolan Chemical Technology Center | QQ：65489617 13301690235 | Sales@ATKchemical.com | China | 9729 | 58 |
| Shanghai SuperLan Chemcial Technique Centre | 0-2022843681 15618226720 | chaolaichem@foxmail.com | China | 9996 | 58 |
| Henan Alfachem Co.,Ltd. | 0371-55051623 18137891487 | 3983243027@qq.com | China | 9973 | 58 |
| Changzhou Chenhong Biotechnology Co., Ltd. | +86-0519-85788828 +86-13775037613 | sales@chemrenpharm.com | China | 4083 | 58 |
| Guangzhou Younan Technology Co., Ltd | 020-82000279 18988941452 | YN_research@163.com | China | 2984 | 58 |
| Suzhou youruike Chemical Pharmaceutical Technology Co., Ltd | 15317229551 | 15151849396@163.com | China | 975 | 58 |
| Jinan Jiuli Biotechnology Co. , Ltd. | 15865264761 | 486064515@qq.com | China | 5000 | 58 |
