33237-74-0

Basic information

• Product Name: APRINDINE HCL
• Synonyms: 3-propanediamine,n-(2,3-dihydro-1h-inden-2-yl)-n’,n’-diethyl-n-phenyl-mo;3-propanediamine,n,n-diethyl-n’-2-indanyl-n’-phenyl-monohydrochloride;aspenon;fiboran;ms-5075;n-(3-(diethylamino)propyl)-n-phenyl-2-indanaminhydrochloride;n,n-diethyl-n’-2-indanyl-n’-phenyl-1,3-propanediaminehydrochloride;APRINDINE HCL
• CAS NO: 33237-74-0
• Molecular Formula: C22H31ClN2
• Molecular Weight: 358.95
• EINECS: 251-418-7
• Product Categories: pharmacetical
• Mol File: 33237-74-0.mol
• Article Data: 0

Chemical Properties

• Melting Point: 120-121°
• Boiling Point: 450.9°Cat760mmHg
• Flash Point: 202°C
• Appearance: /
• Density: 1.046g/cm³
• Vapor Pressure: 2.53E-08mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: H2O: >10mg/mL
• CAS DataBase Reference: APRINDINE HCL(CAS DataBase Reference)
• NIST Chemistry Reference: APRINDINE HCL(33237-74-0)
• EPA Substance Registry System: APRINDINE HCL(33237-74-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• RTECS: TX7386000
• Hazardous Substances Data: 33237-74-0(Hazardous Substances Data)

Usage

Description

Aprindine HCL, also known as 1-(2,6-Dimethoxyphenoxy)-2-(2-phenylethyl)propan-2-ol hydrochloride, is a synthetic compound with antiarrhythmic properties. It is a long-acting agent that can be administered orally or intravenously, making it a versatile choice for managing various types of ventricular arrhythmias.

Uses

Used in Cardiology:
Aprindine HCL is used as an antiarrhythmic agent for the treatment of ventricular arrhythmias of varying etiologies. It helps in stabilizing the heart rhythm and preventing life-threatening complications associated with these conditions.

Originator

Amidonal,Madaus,W. Germany,1976

Manufacturing Process

104.6 g (0.5 mol) N-phenyl-2-aminoindane and 2.5 liters benzene are introduced into a reaction vessel of 5 liters, under an atmosphere of nitrogen. 37 g (0.95 mol) sodium amide are added and the mixture is stirred during 3 hours at room temperature. 119.7 g (0.8 mol) of γ-chloropropyl diethylamine are then quickly added. After agitation during 1 hour at room temperature, the reaction mixture is refluxed and stirred under nitrogen during 21 hours. The mixture is then allowed to cool and poured onto ice. The obtained aqueous phase is extracted by means of 500 cm3 of benzene. The benzene extract is washed two times with 200 cm3 of water and the benzene is then evaporated. The residue is treated with 500 cm3 of hydrochloric acid (2 N). The obtained solution is evaporated to dryness and the oily residue is recrystallized from ethanol. 176.9 g (yield 89.4%) of dihydrochloride of N-phenyl-Ndiethylaminopropyl- 2-aminoindane are obtained, MP 208° to 210°C. The dihydrochloride is converted into monohydrochloride by dissolving 26.36 g (0.066 mol) of dihydrochloride into 158 cm3 of water, adding drop by drop a suitable amount (0.066 mol) of caustic soda (1 N), evaporating the aqueous solution to dryness, drying by means of benzene, filtering the formed sodium chloride (3.8 g) and crystallizing the cooled obtained benzene solution. 22.6 g (95%) of monohydrochloride are obtained, MP 120° to 121°C.

Therapeutic Function

Antiarrhythmic

InChI:InChI=1/C22H30N2.ClH/c1-3-23(4-2)15-10-16-24(21-13-6-5-7-14-21)22-17-19-11-8-9-12-20(19)18-22;/h5-9,11-14,22H,3-4,10,15-18H2,1-2H3;1H