Flunarizine dihydrochloride

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
Flunarizine dihydrochloride Structure
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 neat
color White to Off-White
Merck 13,4170
BRN 4284243
CAS DataBase Reference30484-77-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
RTECS TK9187000
MSDS Information
ProviderLanguage
SigmaAldrich English
Flunarizine dihydrochloride Usage And Synthesis
Chemical PropertiesWhite Solid
OriginatorSibelium,Janssen,W. Germany,1977
UsesFlunarizine 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.
Usesantipsychotic, H1 antihistamine
UsesCalcium channel blocker; fluorinated derivative of Cinnarizine. Vasodilator (cerebral and peripheral). This is the labeled analog.
DefinitionChEBI: Flunarizine hydrochloride is a diarylmethane.
Manufacturing ProcessA 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 FunctionVasodilator
General DescriptionFlunarizine 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 ActivityDual Na + /Ca 2+ channel blocker; a cerebral and peripheral vasodilator. Neuroprotective.
Biochem/physiol ActionsBlocks T-type Ca2+/Na+ channels; inhibits K+-induced catecholamine release from chromaffin cells
Flunarizine dihydrochloride Preparation Products And Raw materials
Raw materialsPiperazine-->Fluoroboric acid-->Fluorobenzene-->Cinnamyl alcohol-->4,4'-Methylenedianiline-->Sodium carbonate-->TRANS-1-CINNAMYLPIPERAZINE
Methylparaben Methacryloyl chloride Methyl DIPHENYLCYCLOPROPENONE Flunarizine Parathion-methyl Sibutramine hydrochloride Tramadol hydrochloride 1-Methylpiperazine Piperazine Methacrolein PHENYL VALERATE Dihydrochloride Thiophanate-methyl N,N'-Methylenebisacrylamide Methyl acrylate 2-METHYL-2-PROPENE-1-SULFONIC ACID SODIUM SALT Methyl bromide

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