A calcium channel inhibitor and histamine H4 receptor antagonist
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Labeled Version(s)
33977Cinnarizine-d8
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Cinnarizine

Item No. 21001

Technical Information
Formal Name
1-(diphenylmethyl)-4-(3-phenyl-2-propen-1-yl)-piperazine
CAS Number
298-57-7
Molecular Formula
C26H28N2
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 14 mg/mlDMF:PBS(pH7.2) (1:2): 0.3 mg/mlDMSO: 2 mg/mlEthanol: 3 mg/ml
λmax
227, 251 nm
SMILES
C1(C(C2=CC=CC=C2)N3CCN(C/C=C/C4=CC=CC=C4)CC3)=CC=CC=C1
InChi Code
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
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cinnarizine is a calcium channel inhibitor and histamine H4 receptor antagonist (Ki = 142 nM).1,2,3 It inhibits L- and T-type calcium channels in isolated guinea pig atrial cells in a voltage-dependent manner.1 Cinnarizine inhibits L-type calcium currents in isolated guinea pig type II vestibular hair cells (IC50 = 1.5 µM). In vivo, cinnarizine (10 mg/kg) inhibits ethanol-induced gastric ulcer formation in rats.4 Formulations containing cinnarizine have been used in the treatment of nausea and vomiting due to vertigo, Meniere's disease, or chemotherapy.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cohen, C.J., Spires, S., and Van Skiver, D. Block of T-type Ca channels in guinea pig atrial cells by antiarrhythmic agents and Ca channel antagonists. J. Gen. Physiol. 100(4), 703-728 (1992).

    2. Arab, S.F., Düwel, P., Jüngling, E., et alInhibition of voltage-gated calcium currents in type II vestibular hair cells by cinnarizine. Naunyn Schmiedebergs Arch. Pharmacol. 369(6), 570-575 (2004).

    3. Nguyen, T., Shapiro, D.A., George, S.R., et alDiscovery of a novel member of the histamine receptor family. Mol. Pharmacol. 59(3), 427-433 (2001).

    4. Lozeva, V., Marazova, K., and Belcheva, A. Gastric histamine content and ulcer formation in rats with ethanol-induced injury. Effects of cinnarizine and flunarizine. Agents Actions 41 Spec No, C91-C92 (1994).