2-{4-[(2R)-2-hydroxy-3-[(propan-2-yl)amino]propoxy]phenyl}acetamide

• ChemBase编号: 4640
• 分子式: C14H22N2O3
• 平均质量: 266.33608
• 单一同位素质量: 266.16304257
• SMILES: O=C(N)Cc1ccc(cc1)OC[C@H](O)CNC(C)C
• Canonical SMILES: O[C@@H](COc1ccc(cc1)CC(=O)N)CNC(C)C
• InChI: InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)/t12-/m1/s1
• InChIKey: METKIMKYRPQLGS-GFCCVEGCSA-N

名称和登记号

名称

• IUPAC标准名: 2-{4-[(2R)-2-hydroxy-3-[(propan-2-yl)amino]propoxy]phenyl}acetamide
• IUPAC传统名: (+)-atenolol
• 别名: (+)-4-[2-羟基-3-[(1-甲基乙基)氨基]丙氧基]苯乙酰胺; (R)-(+)-阿替洛尔; 2-(4-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)PHENYL)ETHANAMIDE; (+)-4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneacetamide; (R)-(+)-Atenolol; 4-[(2R)-2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzeneacetamide; (+)-(R)-Atenolol; (+)-Atenolol; (R)-(+)-Atenolol; (R)-Atenolol

登记号

• CAS号: 56715-13-0
• MDL号: MFCD00074917
• PubChem SID: 24859921; 160968072; 99443458
• PubChem CID: 180559

理论计算性质

JChem

• Acid pKa: 14.078504
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -2.7682068
• LogD (pH = 7.4): -1.8002133
• Log P: 0.42502484
• 摩尔折射率: 73.5053 cm^3
• 极化性: 29.0903 Å^3
• 极化表面积: 84.58 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.57
• LOG S: -2.79
• 溶解度: 4.29e-01 g/l

分子性质

理化性质

• 溶解度: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: >6.0 mg/mL; ethanol or 0.1 N HCl: soluble; H2O: insoluble
• 外观: pale yellow solid
• 熔点: 148-152 °C(lit.)
• 比旋光度: [α]25/D +16°, c = 1 in 1 M HCl

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 99%
• 线性分子式: (CH3)2CHNHCH2CH(OH)CH2OC6H4CH2CONH2

详细说明

DrugBank - DB06987

Drug information: experimental

Sigma Aldrich - A142

Biochem/physiol Actions
Less active enantiomer

Sigma Aldrich - 330884

包装
100, 500 mg in glass bottle

Toronto Research Chemicals - A790080

Cardioselective β-adrenergic blocker. Antihypertensive, antianginal, antiarrhythmic (class II).

参考文献

• Caplar, V., et al.: Anal. Profiles Drug Subs., 13, 1 (1984)