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C223

Sigma-Aldrich

Cirazoline hydrochloride

solid

Synonym(s):

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

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$126.35

About This Item

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

$126.35

List Price$133.00Save 5%

Available to ship onApril 03, 2025Details

Request a Bulk Order

form

solid

color

white

solubility

H2O: >35 mg/mL

SMILES string

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

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

Inchi Key

XFRXWLWUUDJHPB-UHFFFAOYSA-N

Gene Information

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

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Show Differences

1 of 4

This Item
T4264T6950SML1821
Cirazoline hydrochloride solid

C223

Cirazoline hydrochloride

Tetrahydrozoline hydrochloride ≥98% (HPLC)

T4264

Tetrahydrozoline hydrochloride

Tizanidine hydrochloride ≥98% (HPLC), powder

T6950

Tizanidine hydrochloride

Imidafenacin hydrochloride ≥95% (HPLC)

SML1821

Imidafenacin hydrochloride

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

solubility

H2O: >35 mg/mL

solubility

H2O: freely soluble, alcohol: freely soluble, chloroform: very slightly soluble, diethyl ether: insoluble

solubility

H2O: >20 mg/mL

solubility

H2O: 15 mg/mL, clear

color

white

color

-

color

white

color

white to beige

Gene Information

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

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152)

Gene Information

human ... ADRA2A(150), ADRA2B(151), ADRA2C(152)

Gene Information

-

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.[1]

Biochem/physiol Actions

Cirazoline is a selective α1-adrenoceptor agonist and also a non-selective ligand for the imidazoline binding site.[2] Cirazoline dereases spatial working memory performance in aged monkeys.[3]

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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    Lot/Batch Number
    107H4629V

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    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
    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
    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
    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
    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
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