(2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[4-fluoro(2H4)benzenesulfonyl]-2-hydroxy-2-methylpropanamide

• ChemBase编号: 162034
• 分子式: C18H14F4N2O4S
• 平均质量: 430.3733728
• 单一同位素质量: 430.06104082
• SMILES: c1c(c(ccc1NC(=O)[C@](CS(=O)(=O)c1ccc(cc1)F)(O)C)C#N)C(F)(F)F
• Canonical SMILES: N#Cc1ccc(cc1C(F)(F)F)NC(=O)[C@](CS(=O)(=O)c1ccc(cc1)F)(O)C
• InChI: InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)/t17-/m0/s1
• InChIKey: LKJPYSCBVHEWIU-KRWDZBQOSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[4-fluoro(^2H₄)benzenesulfonyl]-2-hydroxy-2-methylpropanamide
• IUPAC传统名: (2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[4-fluoro(^2H₄)benzenesulfonyl]-2-hydroxy-2-methylpropanamide
• 别名: (2R)-N-[4-Cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide; (R)-Casodex; (R)-Bicalutamide

登记号

• CAS号: 113299-40-4
• PubChem SID: 162256169
• PubChem CID: 46780799

理论计算性质

• Acid pKa: 11.947144
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 2.7092955
• LogD (pH = 7.4): 2.7092834
• Log P: 2.7092955
• 摩尔折射率: 96.5895 cm^3
• 极化性: 36.163795 Å^3
• 极化表面积: 107.26 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Acetone; Ethyl Acetate; Methanol
• 外观: White to Off-White Solid
• 熔点: 178-181°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - B382005

(R)-Enantiomer of Bicalutamide. Used as an antiandrogen, antineoplastic (hormonal).

参考文献

• Tucker, H., et al.: J. Med. Chem., 31, 954 (1988)
• Cockshott, I.D., et al.: Eur. Urol., 18, Suppl. 3, 10 (1988)
• Cockshott, I., et al.: Br. J. Clin. Pharm., 36, 339 (1988)
• McKillop, D., et al.: Xenobiotica, 25, 623 (1988)