(4R)-6-chloro-4-[(E)-2-cyclopropylethenyl]-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one

• ChemBase编号: 167572
• 分子式: C14H11ClF3NO2
• 平均质量: 317.6908496
• 单一同位素质量: 317.04304094
• SMILES: c1cc(cc2c1NC(=O)O[C@@]2(/C=C/C1CC1)C(F)(F)F)Cl
• Canonical SMILES: FC([C@]1(/C=C/C2CC2)OC(=O)Nc2c1cc(Cl)cc2)(F)F
• InChI: InChI=1S/C14H11ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21-12(20)19-11)6-5-8-1-2-8/h3-8H,1-2H2,(H,19,20)/b6-5+/t13-/m1/s1
• InChIKey: TWWHVRKXRMMRPN-URWSZGRFSA-N

名称和登记号

名称

• IUPAC标准名: (4R)-6-chloro-4-[(E)-2-cyclopropylethenyl]-4-(trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazin-2-one
• IUPAC传统名: (4R)-6-chloro-4-[(E)-2-cyclopropylethenyl]-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
• 别名: (4S)-6-Chloro-4-[(1E)-2-cyclopropylethenyl]-1,4-dihydro-4-(trifluoromethyl)-2H-3,1-Benzoxazin-2-one; SR 695; (E)-Dihydro Efavirenz

登记号

• CAS号: 440124-96-9
• PubChem SID: 162261705
• PubChem CID: 71316155

理论计算性质

• Acid pKa: 12.592266
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 4.509898
• LogD (pH = 7.4): 4.5098953
• Log P: 4.509898
• 摩尔折射率: 73.0975 cm^3
• 极化性: 26.557102 Å^3
• 极化表面积: 38.33 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Ethyl Acetate; Methanol
• 外观: White Solid
• 熔点: 122-124°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - D448935

(E)-Dihydro Efavirenz is an impurity of the nonnucleoside HIV-1 reverse transcriptase inhibitor Efavirenz (E425000).

参考文献

• Weissburg, R.P. et al.: J. Pharmac. Biomed. Anal., 28, 45 (2002)
• Ribeiro, J.A.A. et al.: J. Pharmac. Biomed. Anal., 43, 298 (2002)