2-(2-ethyl-2,3-dihydro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole hydrochloride

• ChemBase ID: 133638
• Molecular Formular: C13H17ClN2O
• Molecular Mass: 252.73988
• Monoisotopic Mass: 252.10294085
• SMILES: CCC1(Cc2ccccc2O1)C1=NCCN1.Cl
• Canonical SMILES: CCC1(Cc2c(O1)cccc2)C1=NCCN1.Cl
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-ethyl-2,3-dihydro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole hydrochloride
• IUPAC Traditional name: efaroxan hydrochloride
• Synonyms: 2-Ethyl-2-(imidazolin-2-yl)-2,3-dihydrobenzofuran hydrochloride; RX 821037A; Efaroxan hydrochloride

Database IDs

• CAS Number: 89197-00-2
• MDL Number: MFCD00069270
• PubChem SID: 162227915; 24278415
• PubChem CID: 11957548

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.26007146
• LogD (pH = 7.4): 1.763919
• Log P: 2.093337
• Molar Refractivity: 62.6017 cm^3
• Polarizability: 24.219814 Å^3
• Polar Surface Area: 33.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >20 mg/mL

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 7-35-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

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

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - E3263

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.