2-{6-chloro-5-[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine-1-carbonyl]-1-methyl-1H-indol-3-yl}-N,N-dimethyl-2-oxoacetamide

• ChemBase编号: 177983
• 分子式: C27H30ClFN4O3
• 平均质量: 513.0035032
• 单一同位素质量: 512.19904674
• SMILES: c1(ccc(cc1)CN1C[C@H](N(C[C@@H]1C)C(=O)c1c(cc2c(c1)c(cn2C)C(=O)C(=O)N(C)C)Cl)C)F
• Canonical SMILES: Fc1ccc(cc1)CN1C[C@@H](C)N(C[C@@H]1C)C(=O)c1cc2c(cn(c2cc1Cl)C)C(=O)C(=O)N(C)C
• InChI: InChI=1S/C27H30ClFN4O3/c1-16-13-33(17(2)12-32(16)14-18-6-8-19(29)9-7-18)26(35)21-10-20-22(25(34)27(36)30(3)4)15-31(5)24(20)11-23(21)28/h6-11,15-17H,12-14H2,1-5H3/t16-,17+/m0/s1
• InChIKey: ZMELOYOKMZBMRB-DLBZAZTESA-N

名称和登记号

名称

• IUPAC标准名: 2-{6-chloro-5-[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazine-1-carbonyl]-1-methyl-1H-indol-3-yl}-N,N-dimethyl-2-oxoacetamide
• IUPAC传统名: talmapimod
• 别名: 6-Chloro-5-[[(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethyl-1-piperazinyl]carbonyl]-N,N,1-trimethyl-α-oxo-1H-indole-3-acetamide; SCIO 469; Scios 469; Talmapimod

登记号

• CAS号: 309913-83-5
• PubChem SID: 164233893
• PubChem CID: 9871074

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 3.3196385
• LogD (pH = 7.4): 3.887601
• Log P: 3.9028168
• 摩尔折射率: 139.2478 cm^3
• 极化性: 53.59113 Å^3
• 极化表面积: 65.86 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - T005550

Talmapimod is a p38 mitogen-activated protein (MAP) kinase inhibitor. Talmapimod reduced human myeloma cell growth in vivo both at early and advanced phases of the disease in mouse xenograft models. Talmapimod that blocks tumor necrosis factor-α, interleu

参考文献

• Medicherla, S. et al.: Antincancer Res., 28, 3827 (2008)
• Genovese, M.S. et al.: J. Rheumatol., 38, 846 (2008)
• Medicherla, S. et al.: J. Inflam. Res., 3, 9 (2008)