4-[(3aR,7aS)-octahydro-1H-isoindol-2-yl]-4-oxo-2-[(2H5)phenyl(2H2)methyl](2-2H)butanoic acid hydrate

• ChemBase编号: 172033
• 分子式: C19H27NO4
• 平均质量: 333.42198
• 单一同位素质量: 333.19400835
• SMILES: C1CCC[C@@H]2[C@H]1CN(C2)C(=O)CC(Cc1ccccc1)C(=O)O.O
• Canonical SMILES: O=C(N1C[C@@H]2[C@H](C1)CCCC2)CC(C(=O)O)Cc1ccccc1.O
• InChI: InChI=1S/C19H25NO3.H2O/c21-18(20-12-15-8-4-5-9-16(15)13-20)11-17(19(22)23)10-14-6-2-1-3-7-14;/h1-3,6-7,15-17H,4-5,8-13H2,(H,22,23);1H2/t15-,16+,17?
• InChIKey: YBMPTCIINXDDNF-NDRUTXPUSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(3aR,7aS)-octahydro-1H-isoindol-2-yl]-4-oxo-2-[(^2H₅)phenyl(^2H₂)methyl](2-^2H)butanoic acid hydrate
• IUPAC传统名: 4-[(3aR,7aS)-octahydroisoindol-2-yl]-4-oxo-2-[(^2H₅)phenyl(^2H₂)methyl](2-^2H)butanoic acid hydrate
• 别名: (S)-2-Benzyl-4-oxo-4-(cis-perhydroisoindol-2-yl)butyric Acid-d8 Calcium Salt Hydrate; Mitiglinide-d8 Calcium Hydrate; KAD-1229-d8 Calcium Hydrate

登记号

• PubChem SID: 164227943
• PubChem CID: 71749662

理论计算性质

• Acid pKa: 4.6218934
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.9932944
• LogD (pH = 7.4): 0.21648112
• Log P: 2.92444
• 摩尔折射率: 88.3071 cm^3
• 极化性: 34.553547 Å^3
• 极化表面积: 57.61 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol
• 外观: White Solid
• 熔点: 198-200°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - K090002

KAD-1229 binds to sulfonylurea receptors and inhibits the activity of ATP-sensitive K+ channel in MIN 6 cells. Antidiabetic.

参考文献

• Jackson, J., et al.: Drugs, 22, 211 (1981)
• Mogami, H., et al.: Eur. J. Pharmacol., 15, 269, (1981)
• Malaisse, W., et al.: Pharmacol. Res. 32, 111 (1981)
• Ulusoy, S., et al.: Diabetes Res., 31, 27 (1981)
• Louchami, K., et al.: Pharmacol. Res., 40, 297 (19