2-(2,3-dihydro-1,4-benzodioxin-2-yl)-4,5-dihydro(4,4,5,5-2H4)-1H-imidazole hydrochloride

• ChemBase ID: 171585
• Molecular Formular: C11H13ClN2O2
• Molecular Mass: 240.68612
• Monoisotopic Mass: 240.06655535
• SMILES: c1ccc2c(c1)OC(CO2)C1=NCCN1.Cl
• Canonical SMILES: C1CN=C(N1)C1COc2c(O1)cccc2.Cl
• InChI: InChI=1S/C11H12N2O2.ClH/c1-2-4-9-8(3-1)14-7-10(15-9)11-12-5-6-13-11;/h1-4,10H,5-7H2,(H,12,13);1H
• InChIKey: MYUBYOVCLMEAOH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2,3-dihydro-1,4-benzodioxin-2-yl)-4,5-dihydro(4,4,5,5-^2H₄)-1H-imidazole hydrochloride
• IUPAC Traditional name: 2-(2,3-dihydro-1,4-benzodioxin-2-yl)(4,4,5,5-^2H₄)-1H-imidazole hydrochloride
• Synonyms: 2-(2,3-Dihydro-1,4-benzodioxin-2-yl)-4,5-dihydro-1H-imidazole-d4 Hydrochloride; (+/-)-Idazoxan-d4 Monohydrochloride; RX 781094-d4; RX 781094A-d4; Idazoxan-d4 Hydrochloride

Database IDs

• PubChem SID: 164227495
• PubChem CID: 71749473

CALCULATED PROPERTIES

• Acid pKa: 17.071854
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.71076983
• LogD (pH = 7.4): 0.61873114
• Log P: 0.76896405
• Molar Refractivity: 54.549 cm^3
• Polarizability: 21.304384 Å^3
• Polar Surface Area: 42.85 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I506802

Labelled Idazoxan (I506800). An α-adrenoceptor antagonist; in rat brain Idazoxan is a pure antagonist and it has a selectivity for α2- over α1-receptors markedly superior to Piperoxane, Yohimbine, or Rauwolscine. Antiparkinsonian.

REFERENCES

• Fliri, A., et al.: Med. Chem., 48, 6918 (2005)
• Yildirim, M., et al.: Nat. Biotechnol., 25, 1119 (2005)