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A9611

Atipamezole

Name: Atipamezole
Brand: SIGMA

≥98% (HPLC), α2-adrenoceptor antagonist, powder

Synonym(s):

4-(2-Ethyl-2,3-dihydro-1H-inden-2-yl)-1H-Imidazole, Antisedan, MPV 1248

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₆N₂

CAS Number:

104054-27-5

Molecular Weight:

212.29

UNSPSC Code:

12352200

PubChem Substance ID:

329771055

NACRES:

NA.77

MDL number:

MFCD00864502

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

Atipamezole, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

color

white to brown

solubility

DMSO: ≥30 mg/mL

storage temp.

room temp

SMILES string

CCC1(Cc2ccccc2C1)c3c[nH]cn3

InChI

1S/C14H16N2/c1-2-14(13-9-15-10-16-13)7-11-5-3-4-6-12(11)8-14/h3-6,9-10H,2,7-8H2,1H3,(H,15,16)

InChI key

HSWPZIDYAHLZDD-UHFFFAOYSA-N

Description

General description

Atipamezole has an imidazole structure and gets localized in the central nervous system on administration.

Application

Atipamezole has been used as a α2-adrenoceptor antagonist in mesencephalic trigeminal nucleus (MTN) neurons, CD4+ T-lymphocyte and human embryonic kidney (HEK293) membrane preparation.

Biochem/physiol Actions

Atipamezole elicits affinity towards adrenoreceptor subtypes namely α2A, α2B and α2C. High levels of atipamezole impairs cognitive functions. It also reverses the adrenoreceptor agonist functionalities. Atipamezole shows no affinity towards muscarinic and dopamine or neurotransmitter receptors. Atipamezole when used along with morphine elicits antinociceptive effects.

Atipamezole is a selective α₂ adrenergic blocker. Atipamezole is more potent than yohimbine; it is very selective for α₂ adrenergic vs α₁sites, but not selelctive for α₂ subtypes.

Atipamezole is a selective α₂ adrenergic blocker; neutral antagonist

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the α2-Adrenoceptors page 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

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Certificates of Analysis (COA)

Lot/Batch Number

0000522314

0000378041

0000493193

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Articles

α2-Adrenoceptors

Learn about alpha-2 adrenoceptor and its subtypes, mediated responses, and applications of agonists. Included is a list of available products and a comparison table.

DISCOVER Bioactive Small Molecules for Neuroscience