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EFAROXAN HYDROCHLORIDE

Product Name
EFAROXAN HYDROCHLORIDE
CAS No.
89197-00-2
Chemical Name
EFAROXAN HYDROCHLORIDE
Synonyms
RX 821037A;EfaroxanHCl;Zinc00002748;PO20090827-Efaroxan;EFAROXAN HYDROCHLORIDE;(+/-)-efaroxan hydrochloride;Efaroxan hydrochloride >=98% (HPLC);2-ETHYL-2-(IMIDAZOLIN-2-YL)-2,3-DIHYDROBENZOFURAN HYDROCHLORIDE;2-(2-ETHYL-2,3-DIHYDROBENZOFURAN-2-YL)-4,5-DIHYDRO-1H-IMIDAZOLE HCL;2-(2-ETHYL-2,3-DIHYDRO-2-BENZOFURANYL)-4,5-DIHYDRO-1H-IMIDAZOLE HYDROCHLORIDE
CBNumber
CB9376896
Molecular Formula
C13H17ClN2O
Formula Weight
252.74
MOL File
89197-00-2.mol
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EFAROXAN HYDROCHLORIDE Property

storage temp. 
Store at RT
solubility 
H2O: 300 mg/mL
form 
solid
color 
White
Water Solubility 
Soluble to 100 mM in water
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 1 month.
InChI
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
InChIKey
DWOIUCRHVWIHAH-UHFFFAOYSA-N
SMILES
C(C1(C2NCCN=2)OC2C=CC=CC=2C1)C.Cl
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
7-35-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E3263
Product name
Efaroxan hydrochloride
Purity
≥98% (HPLC)
Packaging
10mg
Price
$77.7
Updated
2025/07/31
Sigma-Aldrich
Product number
E3263
Product name
Efaroxan hydrochloride
Purity
≥98% (HPLC)
Packaging
50mg
Price
$322
Updated
2025/07/31
Cayman Chemical
Product number
29008
Product name
Efaroxan (hydrochloride)
Packaging
25mg
Price
$72
Updated
2024/03/01
Cayman Chemical
Product number
29008
Product name
Efaroxan (hydrochloride)
Packaging
50mg
Price
$98
Updated
2024/03/01
Cayman Chemical
Product number
29008
Product name
Efaroxan (hydrochloride)
Packaging
10mg
Price
$37
Updated
2024/03/01
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EFAROXAN HYDROCHLORIDE Chemical Properties,Usage,Production

Description

Efaroxan HCl (89197-00-2) is a selective α2-adrenergic receptor antagonist1 (selectivity ratio of α2/α1 = 724)4 and imidazoline receptor antagonist2. Induces release of insulin in the rat insulinoma cell line RIN-5AH by interaction with ATP-sensitive potassium channels independently from imidazoline I1 or I2 receptors.3 Efaroxan HCl increases resting plasma insulin levels and markedly potentiates the rise in insulin levels produced by adrenaline in the rat.4

Uses

Efaroxan Hydrochloride is a potent α2-AR adrenoceptor antagonist.

Biological Activity

Potent, highly selective α 2 adrenoceptor antagonist and imidazoline I 1 receptor ligand (pK i values are 7.87, 7.42, 5.74, 7.28 and < 5 for α 2A , α 2B , α 2C , I 1 , and I 2 receptors respectively). Promotes insulin secretion, at a site distinct from I 1 or I 2 (the putative I 3 receptor) in vitro and in vivo .

in vivo

Efaroxan hydrochloride increases plasma insulin levels in both conscious fed and fasted rats without greatly affecting plasma glucoselevels[3].

Animal Model:Male Sprague-Dawley rats (weight range 250-300g)[3]
Dosage:1 mg/kg, 5 mg/kg
Administration:Oral administration
Result:Produced a significant increase in plasma insulin levels of starved rats 15 and 30 min after treatment.

IC 50

α adrenergic receptor

References

[1] CHRISTOPHER B. CHAPLEO. .alpha.-Adrenoceptor reagents. 2. Effects of modification of the 1,4-benzodioxan ring system on .alpha.-adrenoreceptor activity[J]. Journal of Medicinal Chemistry, 1984, 27 5: 570-576. DOI:10.1021/jm00371a003
[2] R M EGLEN. “Seeing through a glass darkly”: casting light on imidazoline “I” sites.[J]. Trends in pharmacological sciences, 1998, 19 9: 381-390. DOI:10.1016/s0165-6147(98)01244-9
[3] GABRIEL OLMOS . Imidazolines stimulate release of insulin from RIN-5AH cells independently from imidazoline I1 and I2 receptors[J]. European journal of pharmacology, 1994, 262 1: Pages 41-48. DOI:10.1016/0014-2999(94)90026-4
[4] TIMOTHY L. BERRIDGE  Alan G R  John C Doxey. Comparison of the effects of efaroxan and glibenclamide on plasma glucose and insulin levels in rats[J]. European journal of pharmacology, 1992, 213 2: Pages 213-218. DOI:10.1016/0014-2999(92)90684-v

EFAROXAN HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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EFAROXAN HYDROCHLORIDE Suppliers

China 31 Germany 1 Switzerland 1 United Kingdom 3 United States 12 Global 48
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71

89197-00-2, EFAROXAN HYDROCHLORIDERelated Search:

Butyramidine hydrochloride 2-PHENOXYACETAMIDINE HYDROCHLORIDE 2-METHOXYACETAMIDINE HYDROCHLORIDE 2-Methyl-1-phenyl-2-propanol BUTYRAMIDINE 1-(2,3-DIHYDRO-1-BENZOFURAN-2-YL)METHANAMINE HYDROCHLORIDE Efaroxan 2-BENZYL-2-BUTANOL propionamidine hydrochloride 2-METHOXY-2-METHYL-PROPYLAMINE 2-METHYLPROPANIMIDAMIDE HYDROCHLORIDE 2-PHENOXYPROPYLAMINE HYDROCHLORIDE IMIDAZOLE HYDROCHLORIDE 2,3-Dihydrobenzofuran EFAROXAN HYDROCHLORIDE 1-(AMINOMETHYL)-CYCLOPROPANOL 2-(2-methylphenoxy)ethanamine 2-HYDROXY-PROPIONAMIDINE

  • EFAROXAN HYDROCHLORIDE
  • 2-ETHYL-2-(IMIDAZOLIN-2-YL)-2,3-DIHYDROBENZOFURAN HYDROCHLORIDE
  • (+/-)-2-(2-ETHYL-2,3-DIHYDRO-2-BENZOFURANYL)-4,5-DIHYDRO-1H-IMIDAZOLE HYDROCHLORIDE
  • 2-(2-Ethyl-2,3-dihydrobenzofuran-2-yl)-4,5-dihydro-1H-imidazole hydrochloride
  • EfaroxanHCl
  • RX 821037A, 2-Ethyl-2-(imidazolin-2-yl)-2,3-dihydrobenzofuran hydrochloride
  • Zinc00002748
  • RX 821037A
  • 1H-Imidazole,2-(2-ethyl-2,3-dihydro-2-benzofuranyl)-4,5-dihydro-,monohydrochloride
  • 2-(2-ETHYL-2,3-DIHYDROBENZOFURAN-2-YL)-4,5-DIHYDRO-1H-IMIDAZOLE HCL
  • 2-(2-ETHYL-2,3-DIHYDRO-2-BENZOFURANYL)-4,5-DIHYDRO-1H-IMIDAZOLE HYDROCHLORIDE
  • PO20090827-Efaroxan
  • (+/-)-efaroxan hydrochloride
  • Efaroxan hydrochloride >=98% (HPLC)
  • 89197-00-2
  • 88917-00-2
  • Adrenoceptor