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Merck
CN

E3263

Efaroxan hydrochloride

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C13H16N2O · HCl
CAS Number:
89197-00-2
Molecular Weight:
252.74
NACRES:
NA.77
PubChem Substance ID:
24278415
UNSPSC Code:
12352200
MDL number:
MFCD00069270

Key Documents

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Product Name

Efaroxan hydrochloride, ≥98% (HPLC)

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

SMILES string

Cl.CCC1(Cc2ccccc2O1)C3=NCCN3

InChI key

DWOIUCRHVWIHAH-UHFFFAOYSA-N

assay

≥98% (HPLC)

solubility

H2O: >20 mg/mL

Quality Level

100

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152)

Biochem/physiol Actions

(+)-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.
(+)-Isomer is a selective α-adrenoceptor antagonist; (−)-isomer is an imidazoline ligand; I1 imidazoline binding site antagonist.

Features and Benefits

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000052319
0000030356
0000029546
075M4726V
065M4726V

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Masoomeh Sabetkasaie et al.
European journal of pain (London, England), 11(5), 535-541 (2006-08-29)
The aim of the study was to investigate the possible role of MK-801, an NMDA antagonist, in analgesia induced by rilmenidine, an imidazoline (I(1)) agonist, in mice in the formalin test. 25 microl of formalin 2.5% was injected into the
Francesco Gentili et al.
European journal of pharmacology, 553(1-3), 73-81 (2006-11-04)
Some studies, suggesting the involvement of I(2)-imidazoline binding sites (I(2)-IBS) in morphine analgesia modulation, prompted us to examine on mice antinociceptive assays the effect produced by 1 (phenyzoline), that in view of its high I(2)-IBS affinity and high I(2)-IBS selectivity
V Fagerholm et al.
British journal of pharmacology, 154(6), 1287-1296 (2008-05-22)
The imidazoline-type alpha2-adrenoceptor antagonists (+/-)-efaroxan and phentolamine increase insulin secretion and reduce blood glucose levels. It is not known whether they act by antagonizing pancreatic beta-cell alpha2-adrenoceptors or by alpha2-adrenoceptor-independent mechanisms. Many imidazolines inhibit the pancreatic beta-cell KATP channel, which
T L Berridge et al.
European journal of pharmacology, 213(2), 205-212 (1992-03-24)
The effects of efaroxan (RX 821037A; 2-[2-(2-ethyl-2,3-dihydrobenzofuranyl)]-2-imidazoline HCl) at alpha 1- and alpha 2-adrenoceptors were investigated in isolated tissues, pithed rats and conscious rats. In isolated tissues, efaroxan competitively antagonised the inhibitory effects of p-aminoclonidine in the electrically stimulated (0.1
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.)
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Product Information Sheet - E3263

Product Information Sheet

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