Flunarizine

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Flunarizine
Flunarizine.png
Systematic (IUPAC) name
1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Legal status
?
Identifiers
CAS number 52468-60-7 YesY
ATC code N07CA03
PubChem CID 941361
DrugBank DB04841
ChemSpider 819216 YesY
UNII R7PLA2DM0J YesY
KEGG D07971 YesY
ChEMBL CHEMBL30008 YesY
Synonyms 1-[bis(4-fluorophenyl)methyl]-4-cinnamyl-piperazine
Chemical data
Formula C26H26F2N2 
Mol. mass 404.495
 YesY (what is this?)  (verify)

Flunarizine is a drug classified as a calcium channel blocker.[1] Flunarizine is a non-selective calcium entry blocker with other actions including histamine H1 receptor blocking activity. It is effective in the prophylaxis of migraine,[2] occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy. It may help to reduce the severity and duration of attacks of paralysis associated with the more serious form of alternating hemiplegia, as well as being effective in rapid onset dystonia-parkinsonism (RDP). Both these conditions share a mutation in the ATP13A gene; flunarizine is not available by prescription in the U.S. or Japan.[3] Flunarizine has been shown to significantly reduce headache frequency and severity in both adults and children. Flunarizine was discovered at Janssen Pharmaceutica in 1968.

Side effects and contraindications[edit]

Flunarizine has some side effects including weight gain, extrapyramidal effects, drowsiness and depression, it is contraindicated in hypotension, heart failure and arrhythmia. Flunarizine use is avoided in patients with depression, severe constipation or those with extrapyramidal disorders.

Brand Name[edit]

  • Sibelium 5 mg by Janssen Pharmaceutica. Rizelium 5 mg and 10 mg Capsule by UniMed & UniHealth Mfg. Ltd (Bangladesh)

Synthesis[edit]

Condensation of piperazine with 4,4'-difluorobenzhydryl chloride gives the monoalkylation product. Further reaction of with cinnamyl bromide affords flunarizine.[4]

Medibazine[edit]

Medibazine synthesis: BE 616371 

References[edit]

External References[edit]