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MedKoo Cat#: 317532 | Name: Cinnarizine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cinnarizine is a calcium channel protein inhibitor as well as an antihistamine channel blocker. The compound is a drug derivative of piperazine. Cinnarizine is used for the control of vomiting due to motion sickness. It acts by interfering with the signal transmission between vestibular apparatus of the inner ear and the vomiting centre of the hypothalamus.

Chemical Structure

Cinnarizine
Cinnarizine
CAS#298-57-7 (free base)

Theoretical Analysis

MedKoo Cat#: 317532

Name: Cinnarizine

CAS#: 298-57-7 (free base)

Chemical Formula: C26H28N2

Exact Mass: 368.2253

Molecular Weight: 368.51

Elemental Analysis: C, 84.74; H, 7.66; N, 7.60

Price and Availability

Size Price Availability Quantity
5g USD 400.00 2 Weeks
10g USD 600.00 2 Weeks
25g USD 900.00 2 Weeks
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Related CAS #
60763-49-7 (clofibrate) 298-57-7 (free base)
Synonym
Cinnarizine; Stugeron; Dimitronal; Stutgin; Dimitron; Folcodal; Dihydrochloride Cinnarizine; Dimitronal; Esteve Brand of Cinnarizine; Inkeysa Brand of Cinnarizine; Janssen Brand of Cinnarizine; Kendrick Brand of Cinnarizine;
IUPAC/Chemical Name
1-benzhydryl-4-[(E)-3-phenylprop-2-enyl]piperazine
InChi Key
DERZBLKQOCDDDZ-JLHYYAGUSA-N
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+
SMILES Code
C1CN(CCN1C/C=C/C2=CC=CC=C2)C(C3=CC=CC=C3)C4=CC=CC=C4
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 368.51 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Lamie NT, Monir HH. Simultaneous Determination of Cinnarizine and Dimenhydrinate in Binary Mixture Using Chromatographic Methods. J Chromatogr Sci. 2016 Jan;54(1):36-42. doi: 10.1093/chromsci/bmv103. Epub 2015 Sep 8. PubMed PMID: 26354946. 2: Scholtz AW, Ilgner J, Loader B, Pritschow BW, Weisshaar G. Cinnarizine and dimenhydrinate in the treatment of vertigo in medical practice. Wien Klin Wochenschr. 2015 Dec 11. [Epub ahead of print] PubMed PMID: 26659910. 3: Borukhova S, Noël T, Hessel V. Continuous-Flow Multistep Synthesis of Cinnarizine, Cyclizine, and a Buclizine Derivative from Bulk Alcohols. ChemSusChem. 2015 Dec 9. doi: 10.1002/cssc.201501367. [Epub ahead of print] PubMed PMID: 26663906. 4: Sassene PJ, Mosgaard MD, Löbmann K, Mu H, Larsen FH, Rades T, Müllertz A. Elucidating the Molecular Interactions Occurring during Drug Precipitation of Weak Bases from Lipid-Based Formulations: A Case Study with Cinnarizine and a Long Chain Self-Nanoemulsifying Drug Delivery System. Mol Pharm. 2015 Nov 2;12(11):4067-76. doi: 10.1021/acs.molpharmaceut.5b00498. Epub 2015 Sep 30. PubMed PMID: 26393273. 5: Lamie NT, Yehia AM. Development of normalized spectra manipulating spectrophotometric methods for simultaneous determination of Dimenhydrinate and Cinnarizine binary mixture. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Nov 5;150:142-50. doi: 10.1016/j.saa.2015.05.048. Epub 2015 May 27. PubMed PMID: 26037499. 6: Teggi R, Colombo B, Gatti O, Comi G, Bussi M. Fixed combination of cinnarizine and dimenhydrinate in the prophylactic therapy of vestibular migraine: an observational study. Neurol Sci. 2015 Oct;36(10):1869-73. doi: 10.1007/s10072-015-2270-6. Epub 2015 Jun 3. PubMed PMID: 26037548. 7: Abouelatta SM, Aboelwafa AA, Khalil RM, El-Gazayerly ON. Utilization of ionotropic gelation technique for bioavailability enhancement of cinnarizine: in-vitro optimization and in-vivo performance in human. Drug Deliv. 2015 Jul 14:1-11. [Epub ahead of print] PubMed PMID: 26165421. 8: Lyon RF, Rush SC, Roland JT Jr, Jethanamest D, Schwan CP, Kharon CU. Cinnarizine for Sea Sickness During a Remote Pacific Ocean Rescue Mission. J Spec Oper Med. 2015 Summer;15(2):1-6. PubMed PMID: 26125158. 9: Salama AH, Aburahma MH. Ufasomes nano-vesicles-based lyophilized platforms for intranasal delivery of cinnarizine: preparation, optimization, ex-vivo histopathological safety assessment and mucosal confocal imaging. Pharm Dev Technol. 2015 May 21:1-10. [Epub ahead of print] PubMed PMID: 25996631. 10: Lamie NT. Comparative study of spectrophotometric methods manipulating ratio spectra: an application on pharmaceutical binary mixture of cinnarizine and dimenhydrinate. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Apr 15;141:193-201. doi: 10.1016/j.saa.2015.01.033. Epub 2015 Jan 28. PubMed PMID: 25677532. 11: Schmeel LC, Schmeel FC, Kim Y, Blaum-Feder S, Endo T, Schmidt-Wolf IG. In vitro efficacy of cinnarizine against lymphoma and multiple myeloma. Anticancer Res. 2015 Feb;35(2):835-41. PubMed PMID: 25667464. 12: Abdel-Fattah MM, Messiha BA, Salama AA. Assessment of the Mechanistic Role of Cinnarizine in Modulating Experimentally-Induced Bronchial Asthma in Rats. Pharmacology. 2015;96(3-4):167-74. doi: 10.1159/000438705. Epub 2015 Aug 12. PubMed PMID: 26304475. 13: Haress NG. Cinnarizine: Comprehensive Profile. Profiles Drug Subst Excip Relat Methodol. 2015;40:1-41. doi: 10.1016/bs.podrm.2015.01.001. Epub 2015 Apr 1. Review. PubMed PMID: 26051684. 14: Berlin M, Przyklenk KH, Richtberg A, Baumann W, Dressman JB. Prediction of oral absorption of cinnarizine--a highly supersaturating poorly soluble weak base with borderline permeability. Eur J Pharm Biopharm. 2014 Nov;88(3):795-806. doi: 10.1016/j.ejpb.2014.08.011. Epub 2014 Sep 6. PubMed PMID: 25195981. 15: Teggi R, Gatti O, Sykopetrites V, Quaglieri S, Benazzo M, Bussi M. Association of cinnarizine and betahistine in prophylactic therapy for Ménière's disease with and without migraine. Acta Otorhinolaryngol Ital. 2014 Oct;34(5):349-53. Review. PubMed PMID: 25709150; PubMed Central PMCID: PMC4299158. 16: Ashrafi MR, Najafi Z, Shafiei M, Heidari K, Togha M. Cinnarizine versus Topiramate in Prophylaxis of Migraines among Children and Adolescents: A Randomized, Double-Blind Clinical Trial. Iran J Child Neurol. 2014 Fall;8(4):18-27. PubMed PMID: 25657766; PubMed Central PMCID: PMC4307364. 17: DiSabella MT. Cinnarizine: a promising agent for migraine prevention you may never get the chance to use. Pediatr Neurol. 2014 Oct;51(4):475. doi: 10.1016/j.pediatrneurol.2014.07.002. Epub 2014 Jul 11. PubMed PMID: 25266610. 18: Ashrafi MR, Salehi S, Malamiri RA, Heidari M, Hosseini SA, Samiei M, Tavasoli AR, Togha M. Efficacy and safety of cinnarizine in the prophylaxis of migraine in children: a double-blind placebo-controlled randomized trial. Pediatr Neurol. 2014 Oct;51(4):503-8. doi: 10.1016/j.pediatrneurol.2014.05.031. Epub 2014 Jun 6. PubMed PMID: 25023977. 19: Disabella MT. DUPLICATE: Cinnarizine: A Promising Agent for Migraine Prevention You May Never Get the Chance to Use. Pediatr Neurol. 2014 Aug 7. pii: S0887-8994(14)00464-0. doi: 10.1016/j.pediatrneurol.2014.08.001. [Epub ahead of print] PubMed PMID: 25920550. 20: Christiansen ML, Holm R, Kristensen J, Kreilgaard M, Jacobsen J, Abrahamsson B, Müllertz A. Cinnarizine food-effects in beagle dogs can be avoided by administration in a Self Nano Emulsifying Drug Delivery System (SNEDDS). Eur J Pharm Sci. 2014 Jun 16;57:164-72. doi: 10.1016/j.ejps.2013.11.003. Epub 2013 Nov 15. PubMed PMID: 24239996.