5-[(4-{2-[(2H3)methyl(pyridin-2-yl)amino]ethoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione

• ChemBase编号: 177604
• 分子式: C18H19N3O3S
• 平均质量: 357.42676
• 单一同位素质量: 357.11471248
• SMILES: c1cccnc1N(CCOc1ccc(cc1)CC1C(=O)NC(=O)S1)C
• Canonical SMILES: O=C1NC(=O)C(S1)Cc1ccc(cc1)OCCN(c1ccccn1)C
• InChI: InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)
• InChIKey: YASAKCUCGLMORW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(4-{2-[(^2H₃)methyl(pyridin-2-yl)amino]ethoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione
• IUPAC传统名: 5-[(4-{2-[(^2H₃)methyl(pyridin-2-yl)amino]ethoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione
• 别名: 5-[[4-[2-((Methyl-d3)-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione; BRL-49653-d3; Rosiglitazone-d3

登记号

• PubChem SID: 164233514
• PubChem CID: 25225106

理论计算性质

• 里宾斯基五规则: true
• Acid pKa: 6.844312
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 2.151827
• LogD (pH = 7.4): 2.2077625
• Log P: 2.446348
• 摩尔折射率: 97.7899 cm^3
• 极化性: 37.404324 Å^3
• 极化表面积: 71.53 Å^2
• 可自由旋转的化学键: 7

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate; Methanol
• 外观: White Solid
• 熔点: 149-151°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - R693502

Labelled Rosiglitazone. Insulin sensitizer; binds to peroxisome proliferator activated receptor gamma (PPAR- γ).

参考文献

• Cantello, B.C.C., et al.: J. Med. Chem., 37, 3977 (1994)
• Oakes, N.D., et al.: Diabetes, 43, 1203 (1994)
• Balton, G.C., et al.: Xenobiotica, 26, 627 (1994)
• Barman, J.A., et al.: Drugs, 57, 921 (1994)