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Key Documents

C5270

Sigma-Aldrich

Cinnarizine

powder

Synonyme(s) :

1-trans-Cinnamyl-4-diphenylmethylpiperazine

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About This Item

Formule empirique (notation de Hill):
C26H28N2
Numéro CAS:
Poids moléculaire :
368.51
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Forme

powder

Couleur

white

Auteur

Johnson & Johnson

Chaîne SMILES 

C1CN(CCN1C\C=C\c2ccccc2)C(c3ccccc3)c4ccccc4

InChI

1S/C26H28N2/c1-4-11-23(12-5-1)13-10-18-27-19-21-28(22-20-27)26(24-14-6-2-7-15-24)25-16-8-3-9-17-25/h1-17,26H,18-22H2/b13-10+

Clé InChI

DERZBLKQOCDDDZ-JLHYYAGUSA-N

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Description générale

Cinnarizine is a piperazine derivative, which is extracted from wood reed roots. It exhibits antihistaminic and calcium antagonist property. Cinnarizine is used to treat vertigo, unsteadiness and cognitive disorders. Cinnarizine has anticholinergic, antiserotonergic and antidopaminergic effects. It enhances cerebral blood flow. Cinnarizine blocks the contraction of smooth muscles cells and also acts as a skin whitening agent.

Application

Cinnarizine has been used to block pressure-dependent changes in potassium currents in acutely isolated inner hair cells of the guinea-pig cochlea using whole-cell voltage-clamp techniques. It has also been used in the in vivo and in vitro studies, to analyze the impact of drug load and physical form of cinnarizine in self-nanoemulsifying drug delivery systems (SNEDDS) on absorption in rats.
Cinnarizine has been used:
  • to study its role in self-nano emulsifying drug delivery systems (SNEDDS)(8)(10)
  • to test Ca2+ signaling is pivotal for cancer-associated fibroblasts (CAFs) retraction(9)
  • as a model drug to develop a high-throughput in vitro intestinal lipolysis (HTP) model(11)

Actions biochimiques/physiologiques

Ca2+ channel blocker; central and peripheral vasodilator.
Cinnarizine is a piperazine and a specific anti-vertigo agent. It is used to treat and prevent vertigo and motion sickness. In addition, cinnarizine is also used as an anti-histamine agent. Chronic use of this drug leads to side effects such as extrapyramidal reactions (Parkinson, tremor and akathisia) and depression.

Caractéristiques et avantages

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Les clients ont également consulté

Influence of drug load and physical form of cinnarizine in new SNEDDS dosing regimens: in vivo and in vitro evaluations
Siqueira SDVS, et al.
The AAPS Journal, 19(2), 587-594 (2017)
Cinnarizine in the treatment of peripheral vascular disease: mechanisms related to its clinical action
Emanuel MB and Will JA
Proceedings of the Royal Society of Medicine, 70(8), 7-12 (1977)
The effect of pressure on potassium currents in the inner hair cells isolated from guinea-pig cochlea
Kimitsuki T
Acta Neurobiologiae Experimentalis, 73, 521-528 (2013)
Recent advances in delivery systems and therapeutics of cinnarizine: a poorly water soluble drug with absorption window in stomach
Raghuvanshi S and Pathak K
Journal of Drug Delivery, 201 (2014)
Anne T Larsen et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 48(1-2), 339-350 (2012-11-28)
The in vivo performance of self-nanoemulsifying drug delivery systems (SNEDDSs) with different in vitro physicochemical properties were determined with the purpose of elucidating the parameters determining the in vivo performance of SNEDDSs. The in vitro characterisation included the use of

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