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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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Jinhwan Kim et al.
Molecules (Basel, Switzerland), 24(4) (2019-02-24)
Although melanin production is a key self-defense mechanism against ultraviolet radiation (UVR)-induced skin damage, uneven or excessive deposition of melanin causes hyperpigmentary disorders. Currently available whitening agents are unsatisfactory because of issues with efficacy and safety. To develop more effective
Karen M Alsene et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 31(10), 2150-2161 (2006-01-13)
Prepulse inhibition (PPI) refers to the attenuation of startle when a weak prestimulus precedes the startling stimulus. PPI is deficient in several psychiatric illnesses involving poor sensorimotor gating. Previous studies indicate that alpha1 adrenergic receptors regulate PPI, yet the extent
A F Arnsten et al.
Pharmacology, biochemistry, and behavior, 58(1), 55-59 (1997-09-01)
The alpha-1 adrenergic agonist, cirazoline, was examined for effects on spatial working memory performance in aged rhesus monkeys. Cirazoline has additional high affinity for imidazoline receptors and has good brain penetrance when administered systemically. Spatial working memory was assessed using
Vito Bellantuono et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 148(2), 160-164 (2008-06-12)
Frog skin transports ions and water under hormonal control. In spite of the fundamental role played by adrenergic stimulation in maintaining the water balance of the organism, the receptor subtype(s) present in the skin have not been identified yet. We
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
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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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