{2-hydroxy-3-[2-(prop-2-en-1-yl)phenoxy]propyl}(propan-2-yl)amine

• ChemBase编号: 744
• 分子式: C15H23NO2
• 平均质量: 249.34862
• 单一同位素质量: 249.17287898
• SMILES: O(CC(O)CNC(C)C)c1c(CC=C)cccc1
• Canonical SMILES: C=CCc1ccccc1OCC(CNC(C)C)O
• InChI: InChI=1S/C15H23NO2/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3
• InChIKey: PAZJSJFMUHDSTF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: {2-hydroxy-3-[2-(prop-2-en-1-yl)phenoxy]propyl}(propan-2-yl)amine
• IUPAC传统名: alprenolol
• 商标名: Apllobal; Aptine; Aptol Duriles; Gubernal; Regletin; Yobir
• 别名: Alprenololum [INN-Latin]; Alfeprol [Russian]; Alpheprol; Alprenolol

登记号

• CAS号: 13655-52-2
• PubChem SID: 46506033; 160964207
• PubChem CID: 2119
• CHEBI ID: 51211
• ATC码: C07AA01
• CHEMBL: 266195
• Chemspider ID: 2035
• DrugBank ID: DB00866
• IUPHAR配体索引: 563
• KEGG ID: D07156
• 美国药典/FDA物质标识码: 877K5MQ27W
• 维基百科标题: Alprenolol

理论计算性质

JChem

• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -0.50044185
• LogD (pH = 7.4): 0.4675513
• Log P: 2.6927898
• 摩尔折射率: 74.6628 cm^3
• 极化性: 29.495447 Å^3
• 极化表面积: 41.49 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true
• Acid pKa: 14.087952

ALOGPS 2.1

• Log P: 2.59
• LOG S: -3.12
• 溶解度: 1.88e-01 g/l

分子性质

理化性质

• 溶解度: 547 mg/L
• 疏水性(logP): 2.8

药理学性质

• 给药途径: Oral
• 半衰期: 2-3 hours → 4-OH-alprenolol
• 蛋白结合率: 80% - 90%

详细说明

DrugBank - DB00866

• Drug Groups: approved
• Description: One of the adrenergic beta-antagonists used as an antihypertensive, anti-anginal, and anti-arrhythmic agent. [PubChem]
• Indication: For the treatment of hypertension, angina, and arrhythmia
• Pharmacology: Alprenolol is a non-selective beta-blocker used in the treatment of hypertension, edema, ventricular tachycardias, and atrial fibrillation. Alprenolol impairs AV node conduction and decreases sinus rate and may also increase plasma triglycerides and decrease HDL-cholesterol levels. Alprenolol is nonpolar and hydrophobic, with low to moderate lipid solubility. Alprenolol has little to no intrinsic sympathomimetic activity and, unlike some other beta-adrenergic blocking agents, alprenolol has little direct myocardial depressant activity and does not have an anesthetic-like membrane-stabilizing action.
• Toxicity: LD₅₀=597.0 mg/kg (Orally in rats)
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic. One of the active metabolites, 4-OH-alprenolol, is an active beta-blocker.
• Half Life: 2-3 hours
• Protein Binding: 80-90%