2-{4-[({2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)sulfanyl]-2-methylphenoxy}acetic acid

• ChemBase编号: 154379
• 分子式: C21H17F4NO3S2
• 平均质量: 471.4881928
• 单一同位素质量: 471.05859829
• SMILES: Cc1cc(ccc1OCC(=O)O)SCc1c(nc(s1)c1ccc(c(c1)F)C(F)(F)F)C
• Canonical SMILES: OC(=O)COc1ccc(cc1C)SCc1sc(nc1C)c1ccc(c(c1)F)C(F)(F)F
• InChI: InChI=1S/C21H17F4NO3S2/c1-11-7-14(4-6-17(11)29-9-19(27)28)30-10-18-12(2)26-20(31-18)13-3-5-15(16(22)8-13)21(23,24)25/h3-8H,9-10H2,1-2H3,(H,27,28)
• InChIKey: HWVNEWGKWRGSRK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-{4-[({2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)sulfanyl]-2-methylphenoxy}acetic acid
• IUPAC传统名: 4-[({2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl}methyl)sulfanyl]-2-methylphenoxyacetic acid
• 别名: 4-[2-(3-Fluoro-4-trifluoromethyl-phenyl)-4-methyl-thiazol-5-ylmethylsulfanyl]- 2-methyl-phenoxy}-acetic acid; GW0742; GW0742; 4-[[[2-[3-Fluoro-4-(trifluoromethyl)phenyl]-4-methyl-5-thiazolyl]methyl]thio]-2-methylphenoxy] Acetic Acid

登记号

• CAS号: 317318-84-6
• MDL号: MFCD07369423
• PubChem SID: 162248518; 24895123
• PubChem CID: 9934458

理论计算性质

• Acid pKa: 3.500832
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 4.0128303
• LogD (pH = 7.4): 2.642582
• Log P: 5.8470445
• 摩尔折射率: 122.0974 cm^3
• 极化性: 42.117542 Å^3
• 极化表面积: 59.42 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Dichloromethane; DMSO: >5 mg/mL; Ether; Ethyl Acetate; H2O: insoluble; Methanol
• 外观: Light Yellow Solid; white solid
• 熔点: 130-132°C; 134.5-135.5 °C

安全信息

• 保存条件: -20°C Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

药理学性质

• 作用靶点: PPAR
• 相关基因信息: human ... PPARA(5465), PPARD(5467), PPARG(5468)

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C21H17F4NO3S2

详细说明

Sigma Aldrich - G3295

Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline
Biochem/physiol Actions
GW0742 is a highly selective PPARδ agonist. EC50 = 1 nM vs 1 and 2 mM for PPARα and PPARγ, respectively.

Toronto Research Chemicals - G930000

A small molecule agonist of the human Peroxisome Proliferator-Activated Recept δ (PPAR δ). It shows an EC50 of 1.1 nM against PPAR δ with 100-fold selectivity over the other human subtypes.

参考文献

• Sznaidman, M.L., et al.: Bioorganic and Medicinal Chemistry Letters, 13, 1517 (2003)