(1s,4s)-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexane-1-carboxylic acid

• ChemBase编号: 164759
• 分子式: C20H25NO4
• 平均质量: 343.4168
• 单一同位素质量: 343.17835829
• SMILES: c1(ccc(cc1OC1CCCC1)[C@]1(CC[C@@H](CC1)C(=O)O)C#N)OC
• Canonical SMILES: N#C[C@@]1(CC[C@@H](CC1)C(=O)O)c1ccc(c(c1)OC1CCCC1)OC
• InChI: InChI=1S/C20H25NO4/c1-24-17-7-6-15(12-18(17)25-16-4-2-3-5-16)20(13-21)10-8-14(9-11-20)19(22)23/h6-7,12,14,16H,2-5,8-11H2,1H3,(H,22,23)/t14-,20-
• InChIKey: CFBUZOUXXHZCFB-OYOVHJISSA-N

名称和登记号

名称

• IUPAC标准名: (1s,4s)-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexane-1-carboxylic acid
• IUPAC传统名: (1s,4s)-4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexane-1-carboxylic acid
• 别名: cis-4-Cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexanecarboxylic Acid; cis-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-4-cyanocyclohexane-1-carboxylic Acid; Ariflo; SB 207499; Cilomilast

登记号

• CAS号: 153259-65-5
• PubChem SID: 162258894
• PubChem CID: 151170

理论计算性质

• Acid pKa: 2.327759
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 0.8856495
• LogD (pH = 7.4): 0.3828267
• Log P: 3.9000275
• 摩尔折射率: 93.0007 cm^3
• 极化性: 36.370716 Å^3
• 极化表面积: 79.55 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

• 外观: White Solid
• 熔点: 157°C

详细说明

Toronto Research Chemicals - C441430

Selective phosphodiesterase 4 (PDE4) inhibitor. Antiasthmatic; used in treatment of chronic obstructive pulmonary disease.

参考文献

• Barnette, M.S., et al.: J. Pharmacol. Exp. Ther., 284, 420 (1998)
• Torphy, TJ., et al.: Pulm. Pharmacol. Ther., 12, 131 (1998)
• Zussman, B.D., et al.: Pharmacotherapy, 21, 653 (1998)
• Compton, C.H., et al.: Lancet, 358, 265 (1998)