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About This Item
Empirical Formula (Hill Notation):
C26H28N2
CAS Number:
Molecular Weight:
368.51
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
206-064-8
MDL number:
Form:
powder
Quality level:
form
powder
Quality Level
color
white
originator
Johnson & Johnson
SMILES string
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+
InChI key
DERZBLKQOCDDDZ-JLHYYAGUSA-N
Gene Information
human ... CACNA1A(773), CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779), DRD2(1813), HRH1(3269)
General description
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)
Biochem/physiol Actions
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.
Ca2+ channel blocker; central and peripheral vasodilator.
Features and Benefits
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
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Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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)
Aggravation of Parkinson's disease by cinnarizine.
Masso JFM, et al.
Journal of Neurology, Neurosurgery, and Psychiatry, 50(6), 804-805 (1987)
Flunarizine-and cinnarizine-induced extrapyramidal reactions
Micheli F, et al.
Neurology, 37(5), 881-881 (1987)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C5270-10G | 04061832961484 |