SML4049

TT-012, MITF dimer disruptor

≥98% (HPLC)

• Synonym(e): (2E,2′E)-N,N′-(Pyridine-2,6-diyl)bis(3-(furan-2-yl)acrylamide), (2E,2′E)-N,N′-2,6-Pyridinediylbis[3-(2-furanyl)-2-propenamide], TT 012, TT012
• Empirische Formel (Hill-System): C₁₉H₁₅N₃O₄
• CAS-Nummer: 1164471-33-3
• Molekulargewicht: 349.34
• MDL number: MFCD00622207
• NACRES: NA.21
• UNSPSC Code: 12352200
• Assay: ≥98% (HPLC)
• Form: powder

Eigenschaften

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: O=C(NC1=CC=CC(NC(/C=C/C2=CC=CO2)=O)=N1)/C=C/C3=CC=CO3
• 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+
• InChI key: YUFJMFXVUUMVCA-GFULKKFKSA-N

Beschreibung

Biochem/physiol Actions

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) that specifically targets melanoma by disrupting MITF′s 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.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable