Cirazoline

Cirazoline
	IUPAC name 2-[(2-cyclopropylphenoxy)methyl]-4,5-dihydro-1H-imidazole
Identifiers
CAS number	59939-16-1
PubChem	2765
ChemSpider	2663
MeSH	cirazoline
ChEMBL	CHEMBL13852
IUPHAR ligand	515
Jmol-3D images	Image 1
	SMILES O(c1c(cccc1)C2CC2)CC/3=N/CCN\3 ;
	InChI InChI=1S/C13H16N2O/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) ; Key: YAORIDZYZDUZCM-UHFFFAOYSA-N InChI=1/C13H16N2O/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); Key: YAORIDZYZDUZCM-UHFFFAOYAV ;
Properties
Molecular formula	C13H16N2O
Molar mass	216.279
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references

Cirazoline is a nonselective agonist of the alpha-1 adrenergic receptor (α1-AR), and an antagonist to the alpha-2 adrenergic receptor.¹ It is believed that this combination of properties could make cirazoline an effective vasoconstricting agent.¹

Cirazoline has also been shown to decrease food intake in rats, purportedly through activation of α₁-adrenoceptors in the paraventricular nucleus in the hypothalamus of the brain.²

References

^ ^a ^b Ruffolo, R. R. Jr.; Waddell, J. E. (1982). "Receptor interactions of imidazolines. IX. Cirazoline is an α₁ adrenergic agonist and an α₂ adrenergic antagonist". Journal of Pharmacology and Experimental Therapeutics 222 (1): 29–36. PMID 6123592.
^ Davies, B. T.; Wellman, P. J. (1992). "Effects on ingestive behavior in rats of the α₁-adrenoceptor agonist cirazoline". European Journal of Pharmacology 210 (1): 11–16. doi:10.1016/0014-2999(92)90645-K. PMID 1350985.

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[ruffolo-1] Ruffolo, R. R. Jr.; Waddell, J. E. (1982). "Receptor interactions of imidazolines. IX. Cirazoline is an α₁ adrenergic agonist and an α₂ adrenergic antagonist". Journal of Pharmacology and Experimental Therapeutics 222 (1): 29–36. PMID 6123592.

[davies-2] Davies, B. T.; Wellman, P. J. (1992). "Effects on ingestive behavior in rats of the α₁-adrenoceptor agonist cirazoline". European Journal of Pharmacology 210 (1): 11–16. doi:10.1016/0014-2999(92)90645-K. PMID 1350985.

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