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MedKoo Cat#: 563428 | Name: Cirazoline HCl
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Description:

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

Cirazoline HCl is a selective alpha1-adrenoceptor agonist and a non-selective imidazoline binding site ligand.

Chemical Structure

Cirazoline HCl
Cirazoline HCl
CAS#40600-13-3 (HCl)

Theoretical Analysis

MedKoo Cat#: 563428

Name: Cirazoline HCl

CAS#: 40600-13-3 (HCl)

Chemical Formula: C13H17ClN2O

Exact Mass: 0.0000

Molecular Weight: 252.74

Elemental Analysis: C, 61.78; H, 6.78; Cl, 14.03; N, 11.08; O, 6.33

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 550.00 2 Weeks
25mg USD 950.00 2 Weeks
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Related CAS #
40600-13-3 (HCl) 59939-16-1 (free base)
Synonym
Cirazoline Hydrochloride; Cirazoline HCl;
IUPAC/Chemical Name
2-[(2-Cyclopropylphenoxy)methyl]-4,5-dihydro-1H-imidazole hydrochlorid
InChi Key
XFRXWLWUUDJHPB-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H16N2O.ClH/c1-2-4-12(11(3-1)10-5-6-10)16-9-13-14-7-8-15-13;/h1-4,10H,5-9H2,(H,14,15);1H
SMILES Code
[H]Cl.C1(COC2=CC=CC=C2C3CC3)=NCCN1
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
Shelf Life
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 252.74 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: Angel I, Le Rouzic M, Pimoule C, Graham D, Arbilla S. [3H]cirazoline as a tool for the characterization of imidazoline sites. Ann N Y Acad Sci. 1995 Jul 12;763:112-24. doi: 10.1111/j.1749-6632.1995.tb32396.x. PMID: 7677320. 2: Musgrave IF, Krautwurst D, Hescheler J, Schultz G. Clonidine and cirazoline inhibit activation of nicotinic channels in PC-12 cells. Ann N Y Acad Sci. 1995 Jul 12;763:272-82. doi: 10.1111/j.1749-6632.1995.tb32412.x. PMID: 7545885. 3: Ruffolo RR Jr, Waddell JE. Receptor interactions of imidazolines. IX. Cirazoline is an alpha-1 adrenergic agonist and an alpha-2 adrenergic antagonist. J Pharmacol Exp Ther. 1982 Jul;222(1):29-36. PMID: 6123592. 4: Cavero I, Lefèvre-Borg F, Roach AG, Gomeni R, Scatton B. Functional and biochemical evidence for the lack of cardiac presynaptic alpha-2 adrenoceptor stimulant properties of cirazoline (LD 3098), a potent alpha-1 adrenoceptor agonist in dogs and rats. J Pharmacol Exp Ther. 1982 Oct;223(1):241-50. PMID: 6126583. 5: Tabrizchi R, Triggle CR. Pressor responses to the alpha 1-adrenoceptor agonist cirazoline: effects of captopril, phenoxybenzamine and nifedipine. Eur J Pharmacol. 1994 Jan 4;251(1):15-20. doi: 10.1016/0014-2999(94)90437-5. PMID: 7907984. 6: Arnsten AF, Jentsch JD. The alpha-1 adrenergic agonist, cirazoline, impairs spatial working memory performance in aged monkeys. Pharmacol Biochem Behav. 1997 Sep;58(1):55-9. doi: 10.1016/s0091-3057(96)00477-7. PMID: 9264070. 7: Docherty JR, McGrath JC. The actions of cirazoline on the rat vas deferens. Br J Pharmacol. 1984 May;82(1):9-14. doi: 10.1111/j.1476-5381.1984.tb16436.x. PMID: 6145469; PMCID: PMC1987249. 8: Tabrizchi R, Lupichuk SM. The effects of losartan and captopril on vasopressor actions of cirazoline in the absence and presence of SZL-49 and nifedipine. J Cardiovasc Pharmacol. 1995 Jul;26(1):137-44. doi: 10.1097/00005344-199507000-00022. PMID: 7564355. 9: Brasili L, Pigini M, Marucci G, Quaglia W, Malmusi L, Lanier SM, Lanier B. Separation of alpha-adrenergic and imidazoline/guanidinium receptive sites (IGRS) activity in a series of imidazoline analogues of cirazoline. Bioorg Med Chem. 1995 Nov;3(11):1503-9. doi: 10.1016/0968-0896(95)00132-z. PMID: 8634830. 10: Pigini M, Quaglia W, Gentili F, Marucci G, Cantalamessa F, Franchini S, Sorbi C, Brasili L. Structure-activity relationship at alpha-adrenergic receptors within a series of imidazoline analogues of cirazoline. Bioorg Med Chem. 2000 May;8(5):883-8. doi: 10.1016/s0968-0896(00)00030-4. PMID: 10882000. 11: Wikberg JE, Uhlén S. Further characterization of the guinea pig cerebral cortex idazoxan receptor: solubilization, distinction from the imidazole site, and demonstration of cirazoline as an idazoxan receptor-selective drug. J Neurochem. 1990 Jul;55(1):192-203. doi: 10.1111/j.1471-4159.1990.tb08838.x. PMID: 1972387. 12: Horie K, Obika K, Foglar R, Tsujimoto G. Selectivity of the imidazoline alpha-adrenoceptor agonists (oxymetazoline and cirazoline) for human cloned alpha 1-adrenoceptor subtypes. Br J Pharmacol. 1995 Sep;116(1):1611-8. doi: 10.1111/j.1476-5381.1995.tb16381.x. PMID: 8564227; PMCID: PMC1908909. 13: Adeagbo AS, Tabrizchi R, Triggle CR. The effects of perfusion rate and NG- nitro-L-arginine methyl ester on cirazoline- and KCl-induced responses in the perfused mesenteric arterial bed of rats. Br J Pharmacol. 1994 Jan;111(1):13-20. doi: 10.1111/j.1476-5381.1994.tb14017.x. PMID: 7912152; PMCID: PMC1910007. 14: Wellman PJ, Davies BT. Effects of the alpha 1-adrenergic agonist cirazoline on locomotion and brown adipose tissue thermogenesis in the rat. Life Sci. 1992;50(23):1745-53. doi: 10.1016/0024-3205(92)90057-v. PMID: 1350850. 15: Ruffolo RR Jr, Yaden EL. Existence of spare alpha 1-adrenoreceptors, but not alpha 2-adrenoreceptors, for respective vasopressor effects of cirazoline and B-HT 933 in the pithed rat. J Cardiovasc Pharmacol. 1984 Nov-Dec;6(6):1011-9. PMID: 6084756. 16: Tabrizchi R, Triggle CR. A comparison of the effects of acute versus chronic administration of phenoxybenzamine on pressor responses elicited by the selective alpha 1-adrenoceptor agonist cirazoline in the pithed rat preparation. Can J Physiol Pharmacol. 1992 Jun;70(6):916-21. doi: 10.1139/y92-123. PMID: 1358422. 17: McMahon LR, Morien A, Davies BT, Wellman PJ. Conditioned taste aversion in rats induced by the alpha 1-adrenoceptor agonist cirazoline. Pharmacol Biochem Behav. 1994 Jul;48(3):601-4. doi: 10.1016/0091-3057(94)90320-4. PMID: 7938112. 18: Mottram DR, Saggar P. Cirazoline, an alpha 2-adrenoceptor antagonist in guinea-pig ileum. Gen Pharmacol. 1985;16(4):367-70. doi: 10.1016/0306-3623(85)90197-1. PMID: 2995194. 19: Imbery TE, Irdmusa MS, Speidell AP, Streer MS, Griffin JD. The effects of Cirazoline, an alpha-1 adrenoreceptor agonist, on the firing rates of thermally classified anterior hypothalamic neurons in rat brain slices. Brain Res. 2008 Feb 8;1193:93-101. doi: 10.1016/j.brainres.2007.12.016. Epub 2007 Dec 15. PMID: 18184607; PMCID: PMC2268753. 20: Ruffolo RR Jr, Motley ED, Nichols AJ. The effect of pertussis toxin on alpha 1-adrenoceptor-mediated vasoconstriction by the full agonist, cirazoline, and the partial agonist, (-)-dobutamine, in pithed rats. Fundam Clin Pharmacol. 1991;5(1):11-23. doi: 10.1111/j.1472-8206.1991.tb00697.x. PMID: 1676694.