5-(7-ethyl-1-benzofuran-2-yl)-3-[2-(2H3)methyl(2H6)propan-2-yl]-1,3-oxazolidin-2-one

• ChemBase ID: 163416
• Molecular Formular: C17H21NO3
• Molecular Mass: 287.35354
• Monoisotopic Mass: 287.15214354
• SMILES: c1(cccc2c1oc(c2)C1CN(C(=O)O1)C(C)(C)C)CC
• Canonical SMILES: CCc1cccc2c1oc(c2)C1OC(=O)N(C1)C(C)(C)C
• InChI: InChI=1S/C17H21NO3/c1-5-11-7-6-8-12-9-13(20-15(11)12)14-10-18(16(19)21-14)17(2,3)4/h6-9,14H,5,10H2,1-4H3
• InChIKey: AOVBZKJVAYVKSL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(7-ethyl-1-benzofuran-2-yl)-3-[2-(^2H₃)methyl(^2H₆)propan-2-yl]-1,3-oxazolidin-2-one
• IUPAC Traditional name: 5-(7-ethyl-1-benzofuran-2-yl)-3-[2-(^2H₃)methyl(^2H₆)propan-2-yl]-1,3-oxazolidin-2-one
• Synonyms: rac 3-(1,1-Dimethylethyl-d9)-5-(7-ethyl-2-benzofuranyl)-2-oxazolidinone; rac-3-(tert-Butyl-d9)-5-(7-ethyl-2-benzofuranyl)-2-oxazolidinone

Database IDs

• PubChem SID: 162257551
• PubChem CID: 46780945

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.7401445
• LogD (pH = 7.4): 3.7401445
• Log P: 3.7401445
• Molar Refractivity: 80.3631 cm^3
• Polarizability: 32.36784 Å^3
• Polar Surface Area: 42.68 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane

DETAILS

Toronto Research Chemicals - B691742

An intermediate in the synthesis of a metabolite of Bufuralol, a β-adrenergic blocker with peripheral vasodilating activity.

REFERENCES

• Machin, P.J., et al.: J. Med. Chem., 28, 1648 (1985)