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HomeProduct name listAPRINDINE HCL

APRINDINE HCL

Synonym(s):N-(2,3-Dihydro-1H-inden-2-yl)-N′,N′-diethyl-N-phenyl-1,3-propanediamine hydrochloride;Amidonal

  • CAS NO.:33237-74-0
  • Empirical Formula: C22H31ClN2
  • Molecular Weight: 358.95
  • MDL number: MFCD01698392
  • EINECS: 251-418-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-28 23:16:16
APRINDINE HCL Structural

What is APRINDINE HCL?

Originator

Amidonal,Madaus,W. Germany,1976

The Uses of APRINDINE HCL

Aprindine is a long-acting antiarrhythmic agent, effective when administered orally or intravenously in the treatment of ventricular arrhythmias of varying etiologies.

What are the applications of Application

Aprindine hydrochloride is an hERG channel blocker

Definition

ChEBI: Aprindine hydrochloride is a member of indanes.

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.

brand name

Fibocil (Lilly).

Therapeutic Function

Antiarrhythmic

Properties of APRINDINE HCL

Melting point: 120-121°
storage temp.  2-8°C
solubility  H2O: >10mg/mL
form  solid
color  Light Brown to Brown
Stability: Hygroscopic

Safety information for APRINDINE HCL

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for APRINDINE HCL

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