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Flunarizine dihydrochloride

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Flunarizine dihydrochloride Basic information

Product Name:
Flunarizine dihydrochloride
Synonyms:
  • Flugeral
  • Flunarl
  • Fluxarten
  • Gradient
  • Issium
  • Flunarizine dihydrochloride,1-[Bis(4-fluorophenyl)methyl]-4-(3-phenyl-2-propenyl)piperazine dihydrochloride
  • Flunarizine-d8 dihydrochloride
  • 1-[Bis(4-fluorophenyl)Methyl]-4-[(2E)-3-phenyl-2-propen-1-yl]piperazine Hydrochloride
CAS:
30484-77-6
MF:
C26H28Cl2F2N2
MW:
477.42
EINECS:
250-216-6
Product Categories:
  • API
  • PROLIXIN
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Active Pharmaceutical Ingredients
  • Sodium channel
Mol File:
30484-77-6.mol
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Flunarizine dihydrochloride Chemical Properties

Melting point:
188-190?C
storage temp. 
2-8°C
solubility 
chloroform/methanol (9:1): 50 mg/mL, clear, colorless
form 
Solid
color 
White to Off-White
Merck 
13,4170
BRN 
4284243
CAS DataBase Reference
30484-77-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
RTECS 
TK9187000

MSDS

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Flunarizine dihydrochloride Usage And Synthesis

Chemical Properties

White Solid

Originator

Sibelium,Janssen,W. Germany,1977

Uses

antipsychotic, H1 antihistamine

Uses

Flunarizine dihydrochloride has been used to study the effect of flunarizine on epileptiform activity. It is also used to study its effect on high-potassium induced increase of intracellular free calcium.

Uses

Calcium channel blocker; fluorinated derivative of Cinnarizine. Vasodilator (cerebral and peripheral). This is the labeled analog.

Definition

ChEBI: Flunarizine hydrochloride is a diarylmethane.

Manufacturing Process

A mixture of 14.3 parts of di-(p-fluorophenyl)-chloromethane, 10.1 parts of 1- cinnamylpiperazine, 12.7 parts of sodium carbonate, a few crystals of potassium iodide in 200 parts of 4-methyl-2-pentanone is stirred and refluxed for 21 hours. The reaction mixture is cooled and 50 parts of water are added. The organic layer is separated, dried, filtered and evaporated.
The oily residue is dissolved in 480 parts of anhydrous diisopropyl ether. This solution is boiled with activated charcoal, filtered and to the clear filtrate is added an excess of 2-propanol, previously saturated with gaseous hydrogen chloride. The precipitated salt is filtered off and recrystallized from a mixture of 2-propanol and ethanol, yielding 1-cinnamyl-4-(di-p-fluorobenzhydryl) piperazine dihydrochloride, MP 251.5°C.

Therapeutic Function

Vasodilator

General Description

Flunarizine has antihistamine, anticonvulsant and vestibular depressive properties. It protects endothelial cells from calcium overload-induced damage. Flunarizine is used to treat epilepsy, migraine prophylaxis, cerebral blood flow disturbances, peripheral vascular disease and vertigo.

Biological Activity

Dual Na + /Ca 2+ channel blocker; a cerebral and peripheral vasodilator. Neuroprotective.

Biochem/physiol Actions

Blocks T-type Ca2+/Na+ channels; inhibits K+-induced catecholamine release from chromaffin cells

Flunarizine dihydrochloride Preparation Products And Raw materials

Raw materials

Flunarizine dihydrochlorideSupplier

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