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I6138

Sigma-Aldrich

Idazoxan hydrochloride

Synonym(s):

(±)-2-[1,4-Benzodioxan-2-yl]-2-imidazoline hydrochloride, RX 781094

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O2 · HCl
CAS Number:
79944-56-2
Molecular Weight:
240.69
MDL number:
MFCD00069293
UNSPSC Code:
12352200
PubChem Substance ID:
24278493
NACRES:
NA.77

Quality Level

100

solubility

H2O: 50 mg/mL

SMILES string

Cl.C1CN=C(N1)C2COc3ccccc3O2

InChI

1S/C11H12N2O2.ClH/c1-2-4-9-8(3-1)14-7-10(15-9)11-12-5-6-13-11;/h1-4,10H,5-7H2,(H,12,13);1H

InChI key

MYUBYOVCLMEAOH-UHFFFAOYSA-N

Gene Information

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

Application

Idazoxan hydrochloride has been used to study the efficacy of antidepressant treatments that interact with multiple neurotransmitter systems.

Biochem/physiol Actions

α2-adrenoceptor antagonist; I2 imidazoline receptor agonist; I1 imidazoline receptor antagonist. Idazoxan can antagonize various behaviors generated by ethanol in a preclinical setting. It possesses neuroprotective activity against spinal cord injury, resulted due to experimental autoimmune encephalomyelitis (EAE) in mouse, an animal modal of multiple sclerosis (MS).

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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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Valerio Mammoli et al.
Bioorganic & medicinal chemistry, 20(7), 2259-2265 (2012-03-01)
Aim of the present study was to obtain novel α(2)-adrenoreceptor (α(2)-AR) antagonists, possibly endowed with subtype-selectivity. Therefore, inspired by the non subtype-selective α(2)-AR antagonist idazoxan, we designed 1,4-dioxane derivatives bearing an aromatic area in position 5 or 6 and the
Kunie Nakajima et al.
Pain, 153(5), 990-997 (2012-03-20)
Antidepressants are often used for the treatment of neuropathic pain. Clinical studies suggest that the efficacy of serotonin (5-HT) and noradrenaline (NA) reuptake inhibitors (SNRIs) for neuropathic pain is greater than that of selective 5-HT reuptake inhibitors (SSRIs). In the
Sidney P Kuo et al.
Neuron, 71(2), 306-318 (2011-07-28)
Inhibitory interneurons across diverse brain regions commonly exhibit spontaneous spiking activity, even in the absence of external stimuli. It is not well understood how stimulus-evoked inhibition can be distinguished from background inhibition arising from spontaneous firing. We found that noradrenaline
Effects of idazoxan on alcohol pharmacokinetics and intoxication: a preliminary human laboratory study
Haass-Koffler C L, et al.
Alcohol, 39(4), 594-602 (2015)
Christopher J Barnum et al.
Pharmacology, biochemistry, and behavior, 100(3), 607-615 (2011-10-08)
While L-3,4-dihydroxyphenylalanine (L-DOPA) remains the standard treatment for Parkinson's disease (PD), long-term efficacy is often compromised by L-DOPA-induced dyskinesia (LID). Recent research suggests that targeting the noradrenergic (NE) system may provide relief from both PD and LID, however, most PD
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