Synonym
Cirazoline free base; Cirazolina; Cirazolinum;
IUPAC/Chemical Name
1H-Imidazole, 2-((2-cyclopropylphenoxy)methyl)-4,5-dihydro-
InChi Key
YAORIDZYZDUZCM-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
C1(COC2=CC=CC=C2C3CC3)=NCCN1
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
>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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
216.28
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.
| 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: 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.
3: 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.
4: 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.
5: Wellman PJ, Davies BT. Reversal of cirazoline- and phenylpropanolamine- induced anorexia by the alpha 1-receptor antagonist prazosin. Pharmacol Biochem Behav. 1992 May;42(1):97-100. doi: 10.1016/0091-3057(92)90452-l. PMID: 1356275.
6: 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.
7: 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.
8: Smith EF 3rd, Slivjak MJ, Gagnon R. Single and repeated doses of the vasodilator/beta-adrenergic antagonist, carvedilol, block cirazoline- and isoproterenol-mediated hemodynamic responses in the conscious rat. Cardiovasc Drugs Ther. 1992 Oct;6(5):499-504. doi: 10.1007/BF00055608. PMID: 1360255.
9: Le Rouzic M, Angel I, Schoemaker H, Allen J, Arbilla S, Langer SZ. Binding of [3H]cirazoline to an imidazoline site in rat brain and kidney membranes. Eur J Pharmacol. 1995 May 24;278(3):261-4. doi: 10.1016/0014-2999(95)00177-m. PMID: 7589165.
10: 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.
