sodium (3S,5R,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate

• ChemBase编号: 179715
• 分子式: C24H25FNNaO4
• 平均质量: 433.4477732
• 单一同位素质量: 433.16653079
• SMILES: c1(n(c2c(c1c1ccc(cc1)F)cccc2)C(C)C)/C=C/[C@@H](C[C@@H](CC(=O)[O-])O)O.[Na+]
• Canonical SMILES: [O-]C(=O)C[C@H](C[C@H](/C=C/c1c(c2ccc(cc2)F)c2c(n1C(C)C)cccc2)O)O.[Na+]
• InChI: InChI=1S/C24H26FNO4.Na/c1-15(2)26-21-6-4-3-5-20(21)24(16-7-9-17(25)10-8-16)22(26)12-11-18(27)13-19(28)14-23(29)30;/h3-12,15,18-19,27-28H,13-14H2,1-2H3,(H,29,30);/q;+1/p-1/b12-11+;/t18-,19-;/m0./s1
• InChIKey: ZGGHKIMDNBDHJB-RPQBTBOMSA-M

名称和登记号

名称

• IUPAC标准名: sodium (3S,5R,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate
• IUPAC传统名: sodium (3S,5R,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoate
• 别名: Canef; Cranoc; Fluindostatin; Fractal; Lescol; Lipaxan; Locol; Lymetel; Primesin; Vastin; Fluvastatin Sodium

登记号

• CAS号: 93957-55-2
• PubChem SID: 164235625
• PubChem CID: 23679527

理论计算性质

• Acid pKa: 4.55701
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.837187
• LogD (pH = 7.4): 1.0636245
• Log P: 3.8259492
• 摩尔折射率: 125.6924 cm^3
• 极化性: 45.93319 Å^3
• 极化表面积: 85.52 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

分子性质

药理学性质

• 生物活性机理: Potent HMG-CoA reductase inhibitor

产品相关信息

• 成盐信息: Na+
• 应用领域: Used as an antihyperlipidaemic agent to treat hypercholesterolemia and to prevent cardiovascular disease

参考文献

• Eur. Pat., 1987, Sandoz, 244 364; CA, 108, 131038q, (synth, pharmacol)
• Tse, F.L.S. et al., Biopharm. Drug Dispos., 1990, 11, 519, (metab)
• Kathawala, F.G., Med. Res. Rev., 1991, 11, 121, (rev)
• Tse, F.L.S. et al., J. Clin. Pharmacol., 1992, 32, 630, (pharmacokinet, human)
• Dain, J.G. et al., Drug Metab. Dispos., 1993, 21, 567, (metab, human)
• Kalafsky, G. et al., J. Chromatogr., 1993, 614, 307, (hplc)
• Brown, W.V., Am. J. Cardiol., 1994, 73, 1D; 12D; 18D, (rev)
• Shiomi, M. et al., Arzneim.-Forsch., 1994, 44, 1154, (pharmacol)
• Robison, R.L. et al., Fundam. Appl. Toxicol., 1994, 23, 9, (tox)
• Plosker, G.L. et al., Drugs, 1996, 51, 433, (rev)
• Drugs of Today (Barcelona), Suppl. A, (Fluvastatin), 1996, 32, (rev, pharmacol, pharmacokinet)
• Langtry, H.D. et al., Drugs, 1999, 57, 583-606, (rev)
• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 1273