2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide

• ChemBase编号: 94067
• 分子式: C11H11F3N2O4
• 平均质量: 292.2112496
• 单一同位素质量: 292.0670915
• SMILES: N(c1cc(c(cc1)[N+](=O)[O-])C(F)(F)F)C(=O)C(C)(C)O
• Canonical SMILES: O=C(C(O)(C)C)Nc1ccc(c(c1)C(F)(F)F)[N+](=O)[O-]
• InChI: InChI=1S/C11H11F3N2O4/c1-10(2,18)9(17)15-6-3-4-8(16(19)20)7(5-6)11(12,13)14/h3-5,18H,1-2H3,(H,15,17)
• InChIKey: YPQLFJODEKMJEF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
• IUPAC传统名: 2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
• 别名: Hydroxyflutamide; 2-Hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide; 2-Hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-propanamide; 2-Hydroxyflutamide; Hydroxyniphtholide; Sch 16423; a,a,a-Trifluoro-2-methyl-4′-nitro-m-lactotoluidide; Hydroxyflutamide; 2-Hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide; α,α,α-Trifluoro-2-methyl-4'-nitro-m-lactotoluidide; Hydroxy Flutamide

登记号

• CAS号: 52806-53-8
• MDL号: MFCD00563126
• PubChem SID: 162080722
• PubChem CID: 91649

理论计算性质

• Acid pKa: 12.042255
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.2130709
• LogD (pH = 7.4): 2.2130616
• Log P: 2.2130709
• 摩尔折射率: 65.1288 cm^3
• 极化性: 22.863615 Å^3
• 极化表面积: 95.15 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO: >10 mg/mL; Ethyl Acetate; Methanol
• 外观: white to tan powder; Yellow Solid
• 熔点: 139-141°C

安全信息

• 保存条件: -20°C Freezer; desiccated
• 保存注意事项: Irritant
• RTECS编号: TX1466250
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36/37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C11H11F3N2O4

详细说明

Apollo Scientific Ltd - PC1193

Flutamide metabolite

Sigma Aldrich - H4166

Biochem/physiol Actions
Hydroxflutamide is an AR antagonist. Androgen receptors (ARs) are nuclear hormone receptors/transcription factors. Hydroxyflutamide is an androgen antagonist with publications going back to 1981. It is one of a few gold standard AR antagonists; activities of new antagonists are measured against hydroxyflutamide.

Toronto Research Chemicals - H942475

The active metabolite of the widely used non-steroidal antagonist Flutamide (F598850). Shown to be an antianhydrogen.

参考文献

• Katchen, B., et al.: J. Clin. Endocrinol. Metab., 41, 373 (1975)
• Fau, D., et al.: J. Pharmacol. Exp. Ther., 269, 954 (1975)
• Anzenbacher, P., et al.: Drug Metab. Dispos., 30, 100 (1975)
• Norlin, M., et al.: J. Lipid Res., 43, 721 (1975)