Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C13H16N2O.ClH |
| Molecular Weight | 252.74 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.C(OC1=C(C=CC=C1)C2CC2)C3=NCCN3
InChI
InChIKey=XFRXWLWUUDJHPB-UHFFFAOYSA-N
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
Cirazoline is an agonist of alpha1A adrenergic receptor, a partial agonist of alpha1B and alpha1D receptors, and an antagonist of alpha2 adrenergic receptors. Cirazoline was used to study the biologic function of adrenergic receptors. Injection of cirazoline into to the paravenricular hypothalamic nucleus of rats suppressed food and water intake. Cirazoline caused a large renal vasopressor response in rats. Systemic administration of cirazoline impaired spatial working memory in monkeys.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Receptor interactions of imidazolines. IX. Cirazoline is an alpha-1 adrenergic agonist and an alpha-2 adrenergic antagonist. | 1982 Jul |
|
| Effects of staurosporine on the pressor responses to alpha-adrenoceptor agonists in pithed rats: a comparison with nifedipine. | 1991 |
|
| Orthostatic hypotension occurs following alpha 2-adrenoceptor blockade in chronic prazosin-pretreated conscious spontaneously hypertensive rats. | 1992 Aug |
|
| Effects on ingestive behavior in rats of the alpha 1-adrenoceptor agonist cirazoline. | 1992 Jan 7 |
|
| Selectivity of the imidazoline alpha-adrenoceptor agonists (oxymetazoline and cirazoline) for human cloned alpha 1-adrenoceptor subtypes. | 1995 Sep |
|
| Adrenergic stimulation of lipoprotein lipase gene expression in rat brown adipocytes differentiated in culture: mediation via beta3- and alpha1-adrenergic receptors. | 1997 Feb 1 |
|
| Use of trifluoroperazine isolates a [(3)H]Ifenprodil binding site in rat brain membranes with the pharmacology of the voltage-independent ifenprodil site on N-methyl-D-aspartate receptors containing NR2B subunits. | 2001 Jan |
|
| Agmatine and putrescine uptake in the human glioma cell line SK-MG-1. | 2001 Jun |
|
| Cholesterol depletion disrupts caveolae and differentially impairs agonist-induced arterial contraction. | 2002 Aug 1 |
|
| Alpha 1-adrenoceptor-activated cation currents in neurones acutely isolated from rat cardiac parasympathetic ganglia. | 2003 Apr 1 |
|
| Identification and pharmacological characterization of a specific agmatine transport system in human tumor cell lines. | 2003 Dec |
|
| Opposite effects of alpha 1- and beta-adrenoceptor stimulation on both glutamate- and gamma-aminobutyric acid-mediated spontaneous transmission in cultured rat hippocampal neurons. | 2003 Feb 15 |
|
| A photosensitive vascular smooth muscle store of nitric oxide in mouse aorta: no dependence on expression of endothelial nitric oxide synthase. | 2003 Mar |
|
| Regulation of the release of serotonin in the dorsal raphe nucleus by alpha1 and alpha2 adrenoceptors. | 2003 Oct |
|
| Effects of chloride substitution on electromechanical responses in the pulmonary artery of Dahl normotensive and hypertensive rats. | 2004 Mar |
|
| Neurotensin agonists block the prepulse inhibition deficits produced by a 5-HT2A and an alpha1 agonist. | 2004 Sep |
|
| alpha1A-adrenoceptors activate glucose uptake in L6 muscle cells through a phospholipase C-, phosphatidylinositol-3 kinase-, and atypical protein kinase C-dependent pathway. | 2005 Feb |
|
| Effects of chloride substitution in isolated mesenteric blood vessels from Dahl normotensive and hypertensive rats. | 2005 Jul |
|
| Yohimbine disrupts prepulse inhibition in rats via action at 5-HT1A receptors, not alpha2-adrenoceptors. | 2005 Jul |
|
| Presynaptic alpha1 adrenergic receptors differentially regulate synaptic glutamate and GABA release to hypothalamic presympathetic neurons. | 2006 Feb |
|
| Imidazoline receptors in relaxation of acetylcholine-constricted isolated rat jejunum. | 2006 Sep-Oct |
|
| Medial prefrontal cortical alpha1 adrenoreceptor modulation of the nucleus accumbens dopamine response to stress in Long-Evans rats. | 2007 Apr |
|
| Mechanisms of modafinil: A review of current research. | 2007 Jun |
|
| Effects of a Western diet versus high glucose on endothelium-dependent relaxation in murine micro- and macro-vasculature. | 2008 Dec 28 |
|
| Evidence that some imidazoline derivatives inhibit peripherally the vasopressor sympathetic outflow in pithed rats. | 2008 Dec 5 |
|
| Signal transduction and gene expression in cultured accessory olfactory bulb neurons. | 2008 Nov 19 |
|
| alpha1-Adrenergic receptors regulate neurogenesis and gliogenesis. | 2009 Aug |
|
| alpha(1A)- and alpha(1B)-adrenergic receptors differentially modulate antidepressant-like behavior in the mouse. | 2009 Aug 18 |
|
| Catecholaminergic automatic activity in the rat pulmonary vein: electrophysiological differences between cardiac muscle in the left atrium and pulmonary vein. | 2009 Jul |
|
| Dual regulation of heat-activated K+ channel in rat DRG neurons via alpha(1) and beta adrenergic receptors. | 2009 Jul 17 |
|
| Acute dilation to alpha(2)-adrenoceptor antagonists uncovers dual constriction and dilation mediated by arterial alpha(2)-adrenoceptors. | 2009 Nov |
|
| Might adrenergic alpha2C-agonists/alpha2A-antagonists become novel therapeutic tools for pain treatment with morphine? | 2009 Nov 26 |
|
| The selective alpha1 adrenoceptor antagonist HEAT reduces L-DOPA-induced dyskinesia in a rat model of Parkinson's disease. | 2010 Feb |
|
| Attenuation of store-operated Ca2+ entry and enhanced expression of TRPC channels in caudal artery smooth muscle from Type 2 diabetic Goto-Kakizaki rats. | 2010 Jul |
|
| Alpha1-adrenoceptors modulate citalopram-induced serotonin release. | 2010 Jun |
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DTXSID70193610
Created by
admin on Sat Dec 16 12:22:17 GMT 2023 , Edited by admin on Sat Dec 16 12:22:17 GMT 2023
|
PRIMARY | |||
|
40600-13-3
Created by
admin on Sat Dec 16 12:22:17 GMT 2023 , Edited by admin on Sat Dec 16 12:22:17 GMT 2023
|
PRIMARY | |||
|
11957512
Created by
admin on Sat Dec 16 12:22:17 GMT 2023 , Edited by admin on Sat Dec 16 12:22:17 GMT 2023
|
PRIMARY | |||
|
ZW7L9T3TSD
Created by
admin on Sat Dec 16 12:22:17 GMT 2023 , Edited by admin on Sat Dec 16 12:22:17 GMT 2023
|
PRIMARY | |||
|
254-995-3
Created by
admin on Sat Dec 16 12:22:17 GMT 2023 , Edited by admin on Sat Dec 16 12:22:17 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
SUBSTANCE RECORD
