anipamil

anipamil Basic information
Product Name:anipamil
Synonyms:anipamil;2-Dodecyl-5-[3-methoxyphenethyl(methyl)amino]-2-(3-methoxyphenyl)pentanenitrile;2-(3-methoxyphenyl)-2-[3-[2-(3-methoxyphenyl)ethyl-methylamino]propyl]tetradecanenitrile;Benzeneacetonitrile, α-dodecyl-3-methoxy-α-[3-[[2-(3-methoxyphenyl)ethyl]methylamino]propyl]-;anipamil USP/EP/BP;Anipamilum [Latin]
CAS:83200-10-6
MF:C34H52N2O2
MW:520.79
EINECS:2802135
Product Categories:
Mol File:83200-10-6.mol
anipamil Structure
anipamil Chemical Properties
storage temp. Store at -20°C
solubility Acetone (Slightly), Methanol (Slightly)
form Thick Oil to Gel
color Pale Yellow
Safety Information
MSDS Information
anipamil Usage And Synthesis
OriginatorAnipamil,Onbio Inc.
UsesA long-acting analog of Verapamil (V125000) with antiarrhythmic and antihypertensive activity.
Manufacturing Process1,7-Bis-(3-ethoxyphenyl)-3-methylaza-7-cyano-nonadecane:
0.06 mole of 1-cyano-1-(3-methoxyphenyl)tridecane (prepared by phase transfer-catalyzed alkylation of 3-methoxyphenylacetonitrile with 1- bromododecane) and 0.06 mole of 1-chloro-4-methylaza-6-(3- methoxyphenyl)hexane [prepared from N-methyl-β-(3- methoxyphenyl)ethylamine and 1-bromo-3-chloropropane by a method similar to that described in Arzneim.-Forsch. 28 (II) (1978), 2048] were dissolved in 100 ml of dry toluene in a three-necked flask provided with a stirrer, dropping funnel, reflux condenser and thermometer. 9.3 g (0.07 mole) of a 30% strength suspension of sodium amide in toluene were then added dropwise at from 100° to 110°C, with stirring, and stirring was continued under reflux for a further 90 minutes.
The resulting reaction solution was poured into 200 ml of ice water, and the toluene phase was separated off and washed twice with water. The required amount of hydrochloric acid was added to the toluene solution, the toluene was distilled off under reduced pressure and the residue, which remained was recrystallized from acetone to give 1,7-bis-(2-methoxyphenyl)-3-methylaza-7- cyanononadecane hydrochloride or α-dodecyl-3-methoxy-α-[3-[[2-(3- methoxyphenyl)ethyl]methylamino]propyl]benzene-acetonitrile (anipamil); MP: 60°-69.5°C.

Therapeutic FunctionCoronary vasodilator, Antihypertensive
anipamil Preparation Products And Raw materials
Raw materials1-Bromododecane-->(3-Methoxyphenyl)acetonitrile
Dodecanenitrile UNDECANENITRILE Dagapamil 2-(3-METHOXYPHENYL)-2-METHYLPROPANENITRILE 2-METHYLDECANONITRILE anipamil Ronipamil N-DODECYL CYANIDE ORANILE

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