(1S,2R,7R,10S,11S,14S,15S)-2,15-dimethyl-N-[2-(2H3)methyl(2H6)propan-2-yl]-5-oxo-6-azatetracyclo[8.7.0.02,7.011,15]heptadec-3-ene-14-carboxamide

• ChemBase编号: 168921
• 分子式: C23H36N2O2
• 平均质量: 372.54414
• 单一同位素质量: 372.2776784
• SMILES: C1=CC(=O)N[C@H]2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)C(=O)NC(C)(C)C)C)C
• Canonical SMILES: O=C1C=C[C@]2([C@H](N1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2C(=O)NC(C)(C)C)C)C
• InChI: InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1
• InChIKey: DBEPLOCGEIEOCV-WSBQPABSSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,7R,10S,11S,14S,15S)-2,15-dimethyl-N-[2-(^2H₃)methyl(^2H₆)propan-2-yl]-5-oxo-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-14-carboxamide
• IUPAC传统名: (1S,2R,7R,10S,11S,14S,15S)-2,15-dimethyl-N-[2-(^2H₃)methyl(^2H₆)propan-2-yl]-5-oxo-6-azatetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-3-ene-14-carboxamide
• 别名: (5α,17β)-N-(1,1-Dimethylethyl-d9)-3-oxo-4-azaandrost-1-ene-17-carboxamide; MK-906-d9; Proscar-d9; Prostide-d9; Finastid-d9; Finasteride-d9

登记号

• PubChem SID: 162263053
• PubChem CID: 25224489

理论计算性质

• Acid pKa: 14.525358
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 3.0732863
• LogD (pH = 7.4): 3.0735092
• Log P: 3.073512
• 摩尔折射率: 108.196 cm^3
• 极化性: 42.34966 Å^3
• 极化表面积: 58.2 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO; Methanol; n-Propanol
• 外观: Off-White Solid
• 熔点: 252-254°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - F342002

The labelled version of Finasteride. An inhibitor of 5α-reductase, the enzyme which converts testosterone to the more potent androgen, 5α-dihydrotestosterone. Antialopecia agent.

参考文献

• Koronkowski, M.J., et al.: Pharmacotherapy, 13, 309 (1993)
• Tenover, J.L., et al.: Clin. Ther., 19, 243 (1993)
• McConnell, J.D., et al.: N. Engl. J. Med., 338, 557 (1993)