An α1-adrenergic receptor agonist
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Cirazoline (hydrochloride)

Item No. 21791

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(2-cyclopropylphenoxy)methyl]-4,5-dihydro-1H-imidazole, monohydrochloride
CAS Number
40600-13-3
Molecular Formula
C13H16N2O • HCl
Formula Weight
252.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 33 mg/mlEthanol: 3 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
[H]N1CCN=C1COC2=CC=CC=C2C3CC3.Cl
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
InChi Key
XFRXWLWUUDJHPB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    5 mg

    $94

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    10 mg

    $141

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    25 mg

    $326

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    Product Description

    Cirazoline is an α1-adrenergic receptor (α1-AR) agonist (Kis = 120, 960, and 660 nM for recombinant α1A-, α1B-, and α1D-ARs, respectively, in CHO cell membranes).1 It acts as a full agonist at α1A- and a partial agonist at α1B- and α1D-ARs in vitro (EC50s = 70.7, 79.4, and 239.8 nM, respectively). It also acts as an antagonist at α2-ARs with a pA2 value of 7.56 to inhibit the norepinephrine-induced twitch response in isolated pig ileum.2 Cirazoline (0.01-1 µg/kg) decreases blood pressure when administered via microinjection to the nucleus reticularis lateralis (NRL) of anesthetized normotensive cats.3 It enhances spatial memory and reduces depressive- and anxiety-like behavior in mice when administered at a concentration of 10 mg/L in drinking water for 2-9 months.4 It also enhances performance in the variable delayed response task in aged rhesus monkeys at high doses of 1-10 µg/kg but impairs performance at lower doses of 0.01-1 µg/kg.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Horie, K., Obika, K., Foglar, R., et al. Selectivity of the imidazoline α-adrenoceptor agonists (oxymetazoline and cirazoline) for human cloned α1-adrenoceptor subtypes. Br. J. Pharmacol. 116(1), 1611-1618 (1995).

    2. Ruffolo, R.R., Jr., and Waddell, J.E. Receptor interactions of imidazolines: α-Adrenoceptors of rat and rabbit aortae differentiated by relative potencies, affinities and efficacies of imidazoline agonists. Br. J. Pharmacol. 77(1), 169-176 (1982).

    3. Bousquet, P., Feldman, J., and Schwartz, J. Central cardiovascular effects of alpha adrenergic drugs: Differences between catecholamines and imidazolines. J. Pharmacol. Exp. Ther. 2301(1), 232-236 (1984).

    4. Doze, V.A., Papay, R.S., Goldenstein, B.L., et al. Long-term α1A-adrenergic receptor stimulation improves synaptic plasticity, cognitive function, mood, and longevity. Mol. Pharmacol. 80(4), 747-758 (2011).

    5. Arnsten, A.F.T., and Jentsch, J.D. The alpha-1 adrenergic agonist, cirazoline, impairs spatial working memory performance in aged monkeys. Pharmacol. Biochem. Behav. 58(1), 55-59 (1997).