(5E)-2,2-dimethyl-7-[methyl(naphthalen-1-ylmethyl)amino]hept-5-en-3-yn-1-ol

• ChemBase编号: 171343
• 分子式: C21H25NO
• 平均质量: 307.4293
• 单一同位素质量: 307.19361443
• SMILES: c12c(cccc1CN(C/C=C/C#CC(CO)(C)C)C)cccc2
• Canonical SMILES: OCC(C#C/C=C/CN(Cc1cccc2c1cccc2)C)(C)C
• InChI: InChI=1S/C21H25NO/c1-21(2,17-23)14-7-4-8-15-22(3)16-19-12-9-11-18-10-5-6-13-20(18)19/h4-6,8-13,23H,15-17H2,1-3H3/b8-4+
• InChIKey: GPEJUKJZTGFNKY-XBXARRHUSA-N

名称和登记号

名称

• IUPAC标准名: (5E)-2,2-dimethyl-7-[methyl(naphthalen-1-ylmethyl)amino]hept-5-en-3-yn-1-ol
• IUPAC传统名: (5E)-2,2-dimethyl-7-[methyl(naphthalen-1-ylmethyl)amino]hept-5-en-3-yn-1-ol
• 别名: (5E)-2,2-Dimethyl-7-[methyl(1-naphthalenylmethyl)amino]-5-hepten-3-yn-1-ol; Hydroxy Terbinafine

登记号

• CAS号: 162227-13-6
• PubChem SID: 164227253
• PubChem CID: 21917706

理论计算性质

• Acid pKa: 17.145563
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 1.0772005
• LogD (pH = 7.4): 2.6976986
• Log P: 4.2467117
• 摩尔折射率: 99.8499 cm^3
• 极化性: 39.04012 Å^3
• 极化表面积: 23.47 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Methanol
• 外观: Pale Yellow Oil

详细说明

Toronto Research Chemicals - H956160

A metabolite of Terbinafine, an orally active, antimycotic allylamine related to naftifine. A specfic inhibitor of squalene epoxidase, a key enzyme in fungal ergosterol biosynthesis.

参考文献

• Gazinger, U., et al.: Proc. 13th Int. Congr. Chemother., 6, 116/52 (1983)
• Shadomy, S., et al.: Sabouraudia, 23, 125 (1983)
• Evans, E.G.V., et al.: Brit. Med. J., 318, 1031 (1999)