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Merck
CN

C223

Cirazoline hydrochloride

solid

Synonym(s):

2-[(2-Cyclopropylphenoxy)methyl]-4,5-dihydro-1H-imidazole hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C13H16N2O · HCl
CAS Number:
40600-13-3
Molecular Weight:
252.74
NACRES:
NA.77
PubChem Substance ID:
24277770
UNSPSC Code:
12352200
EC Number:
254-995-3
MDL number:
MFCD00274034

Key Documents

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Product Name

Cirazoline hydrochloride, solid

InChI key

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

SMILES string

Cl[H].C1CN=C(COc2ccccc2C3CC3)N1

form

solid

color

white

solubility

H2O: >35 mg/mL

Quality Level

100

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146)

Application

Cirazoline hydrochloride has been used to activate the α1-noradrenergic receptors and to study the inhibitory effect of neurokinin1 (NK1) antagonists on respiratory activity using the brainstem transverse slice.

Biochem/physiol Actions

Cirazoline is a selective α1-adrenoceptor agonist and also a non-selective ligand for the imidazoline binding site. Cirazoline dereases spatial working memory performance in aged monkeys.

Features and Benefits

This compound is featured on the α1-Adrenoceptors and Imidazoline Binding Sites pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
107H4629V

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Bronwyn A Evans et al.
Molecular pharmacology, 79(2), 298-307 (2010-10-28)
Although G protein-coupled receptors are often categorized in terms of their primary coupling to a given type of Gα protein subunit, it is now well established that many show promiscuous coupling and activate multiple signaling pathways. Furthermore, some agonists selectively
Aarthi Kamath et al.
The international journal of neuropsychopharmacology, 11(8), 1085-1096 (2008-05-08)
Neonatal ventral hippocampus (nVH) lesion in rats is a widely used animal model of schizophrenia due to the predominantly post-pubertal emergence of many schizophrenia-like behaviours. Our previous studies have shown increased ligand binding of alpha1 adrenergic receptors (AR) in the
Alasdair M Barr et al.
Neuropharmacology, 51(3), 457-465 (2006-06-10)
Iloperidone is a novel atypical antipsychotic which acts as a broad spectrum dopamine/serotonin/norepinephrine receptor antagonist. To compare iloperidone behaviorally to other known antipsychotics, we evaluated the drug in three pharmacological models and one developmental model of disrupted prepulse inhibition (PPI)
J Pineda et al.
Naunyn-Schmiedeberg's archives of pharmacology, 348(2), 134-140 (1993-08-01)
Clonidine and related drugs not only interact with alpha 2-adrenoceptors but also recognise non-adrenoceptor sites in the brain. The involvement of these imidazoline-preferring receptors in the regulation of the activity of locus coeruleus noradrenergic neurones (NA-LC) was investigated after inactivation
Cirazoline
reference module in biomedical sciences (2016)
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Articles

α1-Adrenoceptor Characteristics and Modulators

Review alpha 1 adrenoceptors as well as their agonists, antagonists, and tissue expression patterns. We suggest several modulators and alternatives for working with a-1 adrenoreceptors.

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