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A9611

Sigma-Aldrich

Atipamezole

≥98% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C14H16N2
Numéro CAS:
104054-27-5
Poids moléculaire :
212.29
Numéro MDL:
MFCD00864502
Code UNSPSC :
12352200
ID de substance PubChem :
329771055
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to brown

Solubilité

DMSO: ≥30 mg/mL

Température de stockage

room temp

Chaîne SMILES 

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)

Clé InChI

HSWPZIDYAHLZDD-UHFFFAOYSA-N

Description générale

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.

Actions biochimiques/physiologiques

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 α1 sites, but not selelctive for α2 subtypes.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Tuomas O Lilius et al.
Anesthesia and analgesia, 114(6), 1353-1358 (2012-05-05)
Opioid analgesics are effective in the treatment of chronic pain, but they have serious adverse effects such as development of tolerance and dependence. Adrenergic α(2) agonists and μ-opioid receptor agonists show synergistic potentiation and cross-tolerance in spinal analgesia, whereas α(2)-adrenergic
D Van Vynckt et al.
The Journal of small animal practice, 52(12), 638-644 (2011-10-25)
To assess the influence of two sedation protocols on the degree of lameness in dogs. Fifty lame dogs were allocated to one of two sedation protocols. Group ACPM (acepromazine + methadone; n=25) was sedated with acepromazine and methadone. Group MED
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)
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
Antti Pertovaara et al.
CNS drug reviews, 11(3), 273-288 (2006-01-04)
Atipamezole is an alpha2-adrenoceptor antagonist with an imidazole structure. Receptor binding studies indicate that its affinity for alpha2-adrenoceptors and its alpha2/alpha1 selectivity ratio are considerably higher than those of yohimbine, the prototype alpha2-adrenoceptor antagonist. Atipamezole is not selective for subtypes
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