Flunarizine

Flunarizine
Clinical data
Trade names	Sibelium, others
Other names	1-[bis(4-fluorophenyl)methyl]-4-cinnamyl-piperazine
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy; category	C;
Routes of; administration	By mouth
ATC code	N07CA03 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Protein binding	>99%
Metabolism	Mainly CYP2D6
Metabolites	≥15
Elimination half-life	5–15 hrs (single dose); 18–19 days (multiple doses)
Excretion	Feces, <1% urine
Identifiers
	IUPAC name 1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine;
CAS Number	52468-60-7 ;
PubChem CID	941361;
DrugBank	DB04841 ;
ChemSpider	819216 ;
UNII	R7PLA2DM0J;
KEGG	D07971 ;
ChEMBL	ChEMBL30008 ;
CompTox Dashboard (EPA)	DTXSID6045616 ;
ECHA InfoCard	100.052.652
Chemical and physical data
Formula	C26H26F2N2
Molar mass	404.505 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	251.5 °C (484.7 °F) (dihydrochloride)
	SMILES Fc1ccc(cc1)C(c2ccc(F)cc2)N3CCN(CC3)C\C=C\c4ccccc4;
	InChI InChI=1S/C26H26F2N2/c27-24-12-8-22(9-13-24)26(23-10-14-25(28)15-11-23)30-19-17-29(18-20-30)16-4-7-21-5-2-1-3-6-21/h1-15,26H,16-20H2/b7-4+ ; Key:SMANXXCATUTDDT-QPJJXVBHSA-N ;
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Flunarizine, sold under the brand name Sibelium among others, is a drug classified as a calcium antagonist which is used for various indications.^[1] It is not available by prescription in the United States or Japan. The drug was discovered at Janssen Pharmaceutica (R14950) in 1968.

^ Fagbemi O, Kane KA, McDonald FM, Parratt JR, Rothaul AL (September 1984). "The effects of verapamil, prenylamine, flunarizine and cinnarizine on coronary artery occlusion-induced arrhythmias in anaesthetized rats". British Journal of Pharmacology. 83 (1): 299–304. doi:10.1111/j.1476-5381.1984.tb10146.x. PMC 1987188. PMID 6487894.

[1] Fagbemi O, Kane KA, McDonald FM, Parratt JR, Rothaul AL (September 1984). "The effects of verapamil, prenylamine, flunarizine and cinnarizine on coronary artery occlusion-induced arrhythmias in anaesthetized rats". British Journal of Pharmacology. 83 (1): 299–304. doi:10.1111/j.1476-5381.1984.tb10146.x. PMC 1987188. PMID 6487894.

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