(3R,4S)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-1-phenylazetidin-2-one

• ChemBase编号: 166272
• 分子式: C24H22FNO3
• 平均质量: 391.4347832
• 单一同位素质量: 391.15837179
• SMILES: [C@@H]1(C(=O)N([C@@H]1c1ccc(cc1)O)c1ccccc1)CC[C@@H](c1ccc(cc1)F)O
• Canonical SMILES: Oc1ccc(cc1)[C@@H]1[C@@H](CC[C@@H](c2ccc(cc2)F)O)C(=O)N1c1ccccc1
• InChI: InChI=1S/C24H22FNO3/c25-18-10-6-16(7-11-18)22(28)15-14-21-23(17-8-12-20(27)13-9-17)26(24(21)29)19-4-2-1-3-5-19/h1-13,21-23,27-28H,14-15H2/t21-,22+,23-/m1/s1
• InChIKey: YWZUFJFIXFJKBD-XPWALMASSA-N

名称和登记号

名称

• IUPAC标准名: (3R,4S)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-1-phenylazetidin-2-one
• IUPAC传统名: (3R,4S)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-1-phenylazetidin-2-one
• 别名: (3R,4S)-3-[(3S)-3-(4-Fluorophenyl)-3-hydroxypropyl]-4-(4-hydroxyphenyl)-1-phenyl-2-azetidinone; Desfluoro Ezetimibe

登记号

• CAS号: 302781-98-2
• PubChem SID: 162260405
• PubChem CID: 58827445

理论计算性质

• Acid pKa: 9.484299
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 4.4163814
• LogD (pH = 7.4): 4.4128847
• Log P: 4.416426
• 摩尔折射率: 108.6453 cm^3
• 极化性: 41.898754 Å^3
• 极化表面积: 60.77 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D289945

An impurity of the cholesterol absorption inhibitor Ezetimibe (E975000).

参考文献

• Anon.: IP.com J., 7, 4 (2007)