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Key Documents

E3263

Sigma-Aldrich

Efaroxan hydrochloride

≥98% (HPLC)

Synonyme(s) :

2-Ethyl-2-(imidazolin-2-yl)-2,3-dihydrobenzofuran hydrochloride, RX 821037A

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About This Item

Formule empirique (notation de Hill):
C13H16N2O · HCl
Numéro CAS:
Poids moléculaire :
252.74
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Solubilité

H2O: >20 mg/mL

Chaîne SMILES 

Cl.CCC1(Cc2ccccc2O1)C3=NCCN3

InChI

1S/C13H16N2O.ClH/c1-2-13(12-14-7-8-15-12)9-10-5-3-4-6-11(10)16-13;/h3-6H,2,7-9H2,1H3,(H,14,15);1H

Clé InChI

DWOIUCRHVWIHAH-UHFFFAOYSA-N

Actions biochimiques/physiologiques

(+)-Isomer is a selective α-adrenoceptor antagonist; (−)-isomer is an imidazoline ligand that induces insulin secretion, mediated by the blockade of ATP-sensitive potassium channels in pancreatic β cells; I1 imidazoline binding site antagonist.

Caractéristiques et avantages

This compound is featured on the Imidazoline Binding Sites and Potassium Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Skull and crossbones

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

M A Carlisle et al.
The Journal of pharmacology and experimental therapeutics, 274(2), 598-601 (1995-08-01)
I1-imidazoline receptor activation by moxonidine has potent antigastric secretory and gastroprotective effects in rats. We therefore tested whether an imidazoline receptor antagonist, efaroxan, would influence gastric secretion and block the antisecretory and antiulcer effects of moxonidine. When given intracerebroventricularly (i.c.v.)
J C Chapman et al.
Diabetes, 48(12), 2349-2357 (1999-12-02)
The properties of ATP-sensitive K+ (K(ATP)) channels were explored in the electrofusion-derived, glucose-responsive, insulin-secreting cell line BRIN-BD11 using patch-clamp techniques. In intact cells, K(ATP) channels were inhibited by glucose, the sulfonylurea tolbutamide, and the imidazoline compounds efaroxan and phentolamine. Each
I I Zaitseva et al.
Cellular and molecular life sciences : CMLS, 65(7-8), 1248-1255 (2008-02-19)
An insufficient number of insulin-producing beta-cells is a major cause of defective control of blood glucose in both type 1 and type 2 diabetes. The aim of this study was to clarify whether the insulinotropic imidazolines can affect the survival
Shaifali Bhalla et al.
Pharmacology, biochemistry, and behavior, 103(3), 550-560 (2012-10-30)
The potentiation of oxycodone antinociception by BMS182874 (endothelin-A (ET(A)) receptor antagonist) and agmatine (imidazoline receptor/α(2)-adrenoceptor agonist) is well-documented. It is also known that imidazoline receptors but not α(2)-adrenoceptors are involved in potentiation of oxycodone antinociception by agmatine and BMS182874 in
Fei Li et al.
Addiction biology, 17(2), 392-408 (2011-10-05)
Agmatine, an endogenous ligand for imidazoline receptor, has been shown to prevent opioid dependence, but not much is known about the mechanisms of the effect of agmatine. In the present study, we investigated the function of I1 imidazoline receptor and

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