SML1151

Thiophene-4

≥98% (HPLC)

• Sinônimo(s): 5-(Aminocarbonyl)-4-methyl-2-[(pentafluorobenzoyl)amino]-3-thiophenecarboxylic acid ethyl ester, TP4
• Fórmula empírica (Notação de Hill): C₁₆H₁₁F₅N₂O₄S
• Número CAS: 551907-64-3
• Peso molecular: 422.33
• Número MDL: MFCD01353700
• Código UNSPSC: 12352200
• ID de substância PubChem: 329825684
• NACRES: NA.77

Propriedades

• Ensaio: ≥98% (HPLC)
• forma: powder
• cor: white to beige
• solubilidade: DMSO: 20 mg/mL, clear
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: NC(C1=C(C)C(C(OCC)=O)=C(NC(C2=C(F)C(F)=C(F)C(F)=C2F)=O)S1)=O
• InChI: 1S/C16H11F5N2O4S/c1-3-27-16(26)5-4(2)12(13(22)24)28-15(5)23-14(25)6-7(17)9(19)11(21)10(20)8(6)18/h3H2,1-2H3,(H2,22,24)(H,23,25)
• chave InChI: ANCBHJKEYPZCTE-UHFFFAOYSA-N

Descrição

Ações bioquímicas/fisiológicas

Thiophene-4 (TP4) is an inhibitor of polyketide synthase 13 (Pks13), which plays a critical role in the biosynthesis of mycolic acid, an essential component of the cell wall in M. tuberculosis, and is a potential new target for tuberculosis treatment. TP4 inhibits FadD32-dependent loading of the mycolic acid precursor meromycoloyl chain onto acyl carrier protein (ACP) domains located at the N terminus of Pks13, preventing synthesis of mycolic acid and resulting in mycobacterial cell death. TP4 bacteriosidal activity is equivalent to treatment with the first-line drug isoniazid, and enhances its activity, but is less likely to cause resistance. The minimal inhibitory concentration (MIC) values of TP4 against drug-susceptible multidrug-resistant M. tuberculosis strains is approximately 500 nM.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable