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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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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

form

solid

Quality Level

100

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)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kieran Rea et al.
Neuropharmacology, 58(7), 962-971 (2010-01-02)
Previous studies suggest that noradrenaline may regulate serotonergic (5-HT) neurotransmission at the serotonin cell body and noradrenaline nerve terminal. Using microdialysis coupled to HPLC, we investigated the effects of alpha1-adrenoceptor manipulation on extracellular serotonin levels - in the ventral hippocampus
J E Wikberg et al.
Journal of neurochemistry, 55(1), 192-203 (1990-07-01)
We have demonstrated previously that [3H]idazoxan, besides being able to bind to alpha 2-adrenergic receptors, may also bind to a nonadrenergic idazoxan-receptor site with high affinity. The idazoxan receptor is tightly bound to cellular membranes, and we have now developed
Miloslav Kolaj et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 292(5), R1907-R1915 (2007-01-16)
The median preoptic nucleus (MnPO) in the lamina terminalis receives a prominent catecholaminergic innervation from the dorsomedial and ventrolateral medulla. The present investigation used whole cell patch-clamp recordings in rat brain slice preparations to evaluate the hypothesis that presynaptic adrenoceptors
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
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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