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A9611

Sigma-Aldrich

Atipamezole

≥98% (HPLC)

Synonym(s):

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

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€110.00
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€430.00

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Estimated to ship on16 April 2025

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5 MG
€110.00
25 MG
€430.00

About This Item

Empirical Formula (Hill Notation):
C14H16N2
CAS Number:
104054-27-5
Molecular Weight:
212.29
MDL number:
MFCD00864502
UNSPSC Code:
12352200
PubChem Substance ID:
329771055
NACRES:
NA.77

€110.00

Estimated to ship on16 April 2025

Request a Bulk Order

Quality Level

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

General description

Atipamezole has an imidazole structure and gets localized in the central nervous system on administration.[1]

Application

Atipamezole has been used as a α2-adrenoceptor antagonist in mesencephalic trigeminal nucleus (MTN) neurons,[2] CD4+ T-lymphocyte[3] and human embryonic kidney (HEK293) membrane preparation.[4]

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.[1] Atipamezole shows no affinity towards muscarinic[1] and dopamine or neurotransmitter receptors.[5] Atipamezole when used along with morphine elicits antinociceptive effects.[6]
Atipamezole is a selective α2 adrenergic blocker. Atipamezole is more potent than yohimbine; it is very selective for α2 adrenergic vs α1 sites, 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 Code

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
0000213795
0000064006
0000141686
0000141687
0000139669

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Annabelle Olsson et al.
Veterinary anaesthesia and analgesia, 39(4), 345-356 (2012-05-31)
To establish a safe, reliable and reversible immobilization protocol for captive juvenile crocodiles. Prospective, randomized, clinical study. Thirty male estuarine crocodiles (body mass 1-12.1 kg) and 10 male Australian freshwater crocodiles (body mass 4.1-12.8 kg). An optimized dose of medetomidine
Brian Milne et al.
Anesthesia and analgesia, 112(6), 1500-1503 (2011-05-06)
Ultralow-dose opioid antagonists prolong opioid antinociception and block tolerance. In this study we determined whether low doses of the α-2 adrenergic receptor (A2-R) antagonist, atipamezole, similarly influenced A2-R-induced antinociception and tolerance. In rats, intrathecal norepinephrine (NE) or clonidine in combination
Han She et al.
Frontiers in cell and developmental biology, 9, 636327-636327 (2021-03-30)
The damage of vascular endothelial barrier function induced by sepsis is critical in causing multiple organ dysfunctions. Previous studies showed that dexmedetomidine (Dex) played a vital role in protecting organ functions. However, whether Dex participates in protecting vascular leakage of
Naomi J Baker et al.
Journal of the American Association for Laboratory Animal Science : JAALAS, 50(6), 916-920 (2012-02-15)
Rodents are often anesthetized by using ketamine and medetomidine, with reversal by atipamezole. Methods vary for times of administration of the atipamezole, and literature is lacking regarding appropriate reversal time. We investigated the recovery of mice reversed with atipamezole 10
The C-terminal half of the alpha 2C-adrenoceptor determines the receptor's membrane expression level and drug selectivity
Jahnsen JA and Uhlen S
Naunyn-Schmiedeberg'S Archives of Pharmacology, 386(12), 1031-1040 (2013)
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