N-{3-acetyl-4-[(2H3)oxiran-2-yl(2H2)methoxy]phenyl}butanamide

• ChemBase ID: 159253
• Molecular Formular: C15H19NO4
• Molecular Mass: 277.31566
• Monoisotopic Mass: 277.13140809
• SMILES: c1c(ccc(c1C(=O)C)OCC1CO1)NC(=O)CCC
• Canonical SMILES: CCCC(=O)Nc1ccc(c(c1)C(=O)C)OCC1CO1
• InChI: InChI=1S/C15H19NO4/c1-3-4-15(18)16-11-5-6-14(13(7-11)10(2)17)20-9-12-8-19-12/h5-7,12H,3-4,8-9H2,1-2H3,(H,16,18)
• InChIKey: MFGKLROXINRXIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-acetyl-4-[(^2H₃)oxiran-2-yl(^2H₂)methoxy]phenyl}butanamide
• IUPAC Traditional name: N-{3-acetyl-4-[(^2H₃)oxiran-2-yl(^2H₂)methoxy]phenyl}butanamide
• Synonyms: N-[3-Acetyl-4-(oxiranylmethoxy)phenyl]-butanamide-d5; Acebutolol Impurity A (EP)-d5; 3'-Acetyl-4'-(2,3-epoxypropoxy-d5)butyranilide

Database IDs

• PubChem SID: 162253388
• PubChem CID: 45038082

CALCULATED PROPERTIES

• Acid pKa: 14.3896675
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5973035
• LogD (pH = 7.4): 1.5973035
• Log P: 1.5973035
• Molar Refractivity: 75.7596 cm^3
• Polarizability: 28.815405 Å^3
• Polar Surface Area: 67.93 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White Powder

DETAILS

Toronto Research Chemicals - A173782

Intermediate in the preparation of labelled Acebutolol

REFERENCES

• Andresen, B., et al.: Drug Metab. Disposition, 7, 360 (1979)