2-{4-[6-({5-[(2-chloro-6-methylphenyl)carbamoyl]-1,3-thiazol-2-yl}amino)-2-methylpyrimidin-4-yl]piperazin-1-yl}acetic acid

• ChemBase编号: 165418
• 分子式: C22H24ClN7O3S
• 平均质量: 501.98906
• 单一同位素质量: 501.13498634
• SMILES: c1ccc(c(c1C)NC(=O)c1cnc(s1)Nc1cc(nc(n1)C)N1CCN(CC1)CC(=O)O)Cl
• Canonical SMILES: OC(=O)CN1CCN(CC1)c1cc(nc(n1)C)Nc1ncc(s1)C(=O)Nc1c(C)cccc1Cl
• InChI: InChI=1S/C22H24ClN7O3S/c1-13-4-3-5-15(23)20(13)28-21(33)16-11-24-22(34-16)27-17-10-18(26-14(2)25-17)30-8-6-29(7-9-30)12-19(31)32/h3-5,10-11H,6-9,12H2,1-2H3,(H,28,33)(H,31,32)(H,24,25,26,27)
• InChIKey: VMCDXJFWSYUNPO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-{4-[6-({5-[(2-chloro-6-methylphenyl)carbamoyl]-1,3-thiazol-2-yl}amino)-2-methylpyrimidin-4-yl]piperazin-1-yl}acetic acid
• IUPAC传统名: {4-[6-({5-[(2-chloro-6-methylphenyl)carbamoyl]-1,3-thiazol-2-yl}amino)-2-methylpyrimidin-4-yl]piperazin-1-yl}acetic acid
• 别名: 4-[6-[[5-[[(2-Chloro-6-methylphenyl)amino]carbonyl]-2-thiazolyl]amino]-2-methyl-4-pyrimidinyl]-1-piperazineacetic Acid; Dasatinib Carboxylic Acid

登记号

• CAS号: 910297-53-9
• PubChem SID: 162259551
• PubChem CID: 11854012

理论计算性质

• Acid pKa: 0.60649836
• 质子受体: 9
• 质子供体: 3
• LogD (pH = 5.5): 0.5778125
• LogD (pH = 7.4): 1.2046918
• Log P: 1.2232172
• 摩尔折射率: 132.8685 cm^3
• 极化性: 48.709538 Å^3
• 极化表面积: 123.58 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO
• 外观: Pale Yellow Solid
• 熔点: 196-198°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - D193605

An oxidative metabolite of Dasatinib (M6 metabolite); used in the treatment of cancers and immune diseases.

参考文献

• Jaworski, T., et al.: Xenobiotica, 21, 1451 (1991)
• Shah, N., et al.: Science, 305, 399 (1991)
• O'Hare, T., et al.: Cancer Res., 65, 4500 (1991)
• Das, J., et al.: J. Med. Chem., 49, 6819 (1991)
• Christopher, L., et al.: Drug Metab. Dispos., 36, 1341 (2008