Cinnarizine
Cinnarizine
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Cinnarizine

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Catalog Number PR298577
CAS 298-57-7
Description Cinnarizine is a N-alkylpiperazine, a diarylmethane and an olefinic compound. It has a role as an antiemetic, a histamine antagonist, a calcium channel blocker, a muscarinic antagonist, an anti-allergic agent, a H1-receptor antagonist and a geroprotector.
Synonyms Stugeron; Stutgeron; Dimitron; Folcodal; Labyrin; Midronal
IUPAC Name 1-benzhydryl-4-[(E)-3-phenylprop-2-enyl]piperazine
Molecular Weight 368.5
Molecular Formula C26H28N2
InChI DERZBLKQOCDDDZ-JLHYYAGUSA-N
InChI Key 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+
Documentation/Certification CEP
Drug Categories Agents causing hyperkalemia; Antiarrhythmic agents; Antivertigo Preparations; Bradycardia-Causing Agents; Calcium Channel Blockers; Calcium-Regulating Hormones and Agents; Cardiovascular Agents; Cytochrome P-450 CYP1A2 Substrates; Cytochrome P-450 CYP2A6 Substrates; Cytochrome P-450 CYP2B6 Substrates; Cytochrome P-450 CYP2C9 Substrates; Cytochrome P-450 CYP2D6 Substrates; Cytochrome P-450 CYP3A Substrates; Cytochrome P-450 CYP3A4 Substrates; Cytochrome P-450 Substrates; Histamine Agents; Histamine Antagonists; Histamine H1 Antagonists; Membrane Transport Modulators; Moderate Risk QTc-Prolonging Agents; Nervous System; Neurotransmitter Agents; Piperazines; QTc Prolonging Agents; Vasodilating Agents
Drug Interactions Abametapir-The serum concentration of Cinnarizine can be increased when it is combined with Abametapir.
Abatacept-The metabolism of Cinnarizine can be increased when combined with Abatacept.
Abiraterone-The serum concentration of Cinnarizine can be increased when it is combined with Abiraterone.
Abrocitinib-The metabolism of Abrocitinib can be decreased when combined with Cinnarizine.
Acarbose-The risk or severity of hypoglycemia can be increased when Cinnarizine is combined with Acarbose.
Isomeric SMILES C1CN(CCN1C/C=C/C2=CC=CC=C2)C(C3=CC=CC=C3)C4=CC=CC=C4
Type Small Molecule
Therapeutic Category Antiemetics
Pharmacology

Indications

Cinnarizine is utilized in the medical management of several conditions related to vestibular disturbances. It is primarily indicated for the treatment of vertigo and Meniere's disease. Additionally, it is effective in addressing nausea and vomiting associated with motion sickness and is beneficial for alleviating vestibular symptoms of other origins.

Pharmacodynamics

As an antihistamine and calcium channel blocker, Cinnarizine exhibits a dual mechanism of action. It acts as a competitive antagonist at histamine H1 receptors, which are involved in various physiological processes, such as the contraction of smooth muscles in the airways and gastrointestinal tract, vasodilation, cardiac stimulation, the secretion of gastric acid, interleukin release, and chemotaxis of eosinophils and mast cells. Cinnarizine belongs to the sedating category of H1 receptor antagonists and also blocks muscarinic acetylcholine receptors, contributing to its effectiveness as an anti-emetic agent. Furthermore, by inhibiting calcium channels, Cinnarizine reduces the stimulation of the vestibular system, thereby mitigating symptoms of dizziness and balance disorders.

Mechanism of Action

Cinnarizine functions by inhibiting the contractions of vascular smooth muscle cells through the blockade of L-type and T-type voltage-gated calcium channels. Additionally, it exhibits binding affinity to dopamine D2 receptors, histamine H1 receptors, and muscarinic acetylcholine receptors. This multifaceted interaction underpins its therapeutic effects.

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