1-{2-[2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one

• ChemBase编号: 1053
• 分子式: C21H27NO3
• 平均质量: 341.44398
• 单一同位素质量: 341.19909373
• SMILES: O(CC(O)CNCCC)c1c(C(=O)CCc2ccccc2)cccc1
• Canonical SMILES: CCCNCC(COc1ccccc1C(=O)CCc1ccccc1)O
• InChI: InChI=1S/C21H27NO3/c1-2-14-22-15-18(23)16-25-21-11-7-6-10-19(21)20(24)13-12-17-8-4-3-5-9-17/h3-11,18,22-23H,2,12-16H2,1H3
• InChIKey: JWHAUXFOSRPERK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-{2-[2-hydroxy-3-(propylamino)propoxy]phenyl}-3-phenylpropan-1-one
• IUPAC传统名: propafenone
• 商标名: Rythmol; Rythmol SR
• 别名: Propafenona [INN-Spanish]; Propafenone HCl; Propafenone hydrochloride; Propafenone-HCl; Propafenonum [INN-Latin]; Propafenone; 1-[2-(2-Hydroxy-3-[propylamino]-propoxy)phenyl]-3-phenyl-1-propanone; PROPAFENONE HYDROCHLORIDE; Rythmol SR; Rytmonorm; Propafenone (Rytmonorm)

登记号

• CAS号: 54063-53-5; 34183-22-7
• EC号: 258-955-6
• PubChem SID: 46504529; 160964516
• PubChem CID: 4932

理论计算性质

JChem

• Acid pKa: 14.085882
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.34713113
• LogD (pH = 7.4): 1.3413471
• Log P: 3.5367227
• 摩尔折射率: 100.2064 cm^3
• 极化性: 39.38228 Å^3
• 极化表面积: 58.56 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.1
• LOG S: -4.65
• 溶解度: 7.58e-03 g/l

分子性质

理化性质

• 溶解度: Slightly soluble
• 疏水性(logP): 3.2

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: UC2984700

药理学性质

• 作用靶点: Sodium Channel

产品相关信息

• 成盐信息: Free Base

详细说明

MP Biomedicals - 02156386

Hydrochloride

DrugBank - DB01182

• Drug Groups: approved
• Description: An antiarrhythmia agent that is particularly effective in ventricular arrhythmias. It also has weak beta-blocking activity. The drug is generally well tolerated. [PubChem]
• Indication: Used to prolong the time to recurrence of paroxysmal atrial fibrillation/flutter (PAF) associated with disabling symptoms in patients without structural heart disease. Also used for the treatment of life-threatening documented ventricular arrhythmias, such as sustained ventricular tachycardia.
• Pharmacology: Propafenone is a Class 1C antiarrhythmic drug with local anesthetic effects, and a direct stabilizing action on myocardial membranes. It is used in the treatment of atrial and ventricular arrhythmias. It works by slowing the influx of sodium ions into the cardiac muscle cells, causing a decrease in excitablity of the cells. Propafenone has local anesthetic activity approximately equal to procaine.
• Toxicity: Symptoms of propafenone overdose (usually most severe within the first 3 hours) may include convulsions (rarely), heartbeat irregularities, low blood pressure, and sleepiness.
• Affected Organisms: Humans and other mammals
• Biotransformation: Metabolized primarily in the liver where it is rapidly and extensively metabolized to two active metabolites, 5-hydroxypropafenone and N-depropylpropafenone. These metabolites have antiarrhythmic activity comparable to propafenone but are present in concentrations less than 25% of propafenone concentrations.
• Absorption: Nearly completely absorbed following oral administration (90%). Systemic bioavailability ranges from 5 to 50%, due to significant first-pass metabolism. This wide range in systemic bioavailability is related to two factors: presence of food (food increases bioavailability) and dosage (bioavailability is 3.4% for a 150-mg tablet compared to 10.6% for a 300-mg tablet).
• Half Life: 2-10 hours
• Protein Binding: 97%
• Elimination: Approximately 50% of propafenone metabolites are excreted in the urine following administration of immediate release tablets.
• Distribution: * 252 L
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com