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E3263

Sigma-Aldrich

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
MDL number:
MFCD00069270
UNSPSC Code:
12352200
PubChem Substance ID:
24278415
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

solubility

H2O: >20 mg/mL

SMILES string

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

InChI key

DWOIUCRHVWIHAH-UHFFFAOYSA-N

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.

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

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.)
Takahiro Sugiura et al.
European journal of pharmacology, 603(1-3), 108-113 (2008-12-25)
The excitation of renal sympathetic nervous system plays an important role in the development of ischemic acute kidney injury in rats. Recently, we found that agmatine, an adrenaline alpha(2)/imidazoline I(1)-receptor agonist, has preventive effects on ischemic acute kidney injury by
Nicolas P Lapointe et al.
The Journal of pharmacology and experimental therapeutics, 325(3), 994-1006 (2008-03-28)
A partial recovery of locomotor functions has been shown in spinal cord-transected (Tx) cats after regular treadmill training and repeated administration of clonidine, an alpha(2)-adrenoreceptor agonist. However, clonidine has generally failed to show prolocomotor effects in other models (e.g., rat
Marie Lorin et al.
Journal of chromatography. A, 1141(2), 244-250 (2007-01-09)
The known HPLC method using an achiral C8 silica sorbent and a circular dichroism (CD) detector for the determination of efaroxan enantiomeric excess has been validated. After optimization of the mobile phase, the enantiomers were detected at 278 nm offering
Marie Lorin et al.
Analytica chimica acta, 592(2), 139-145 (2007-05-22)
A rapid method for the enantiomeric purity determination of efaroxan has been developed by capillary electrophoresis (CE) using a dual cyclodextrin (CD) system. The influence of the nature and the concentration of CDs on separation parameters has been studied. High
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