N-{3-acetyl-4-[3-(ethylamino)-2-hydroxypropoxy]phenyl}butanamide

• ChemBase ID: 166318
• Molecular Formular: C17H26N2O4
• Molecular Mass: 322.39934
• Monoisotopic Mass: 322.18925732
• SMILES: c1c(ccc(c1C(=O)C)OCC(CNCC)O)NC(=O)CCC
• Canonical SMILES: CCNCC(COc1ccc(cc1C(=O)C)NC(=O)CCC)O
• InChI: InChI=1S/C17H26N2O4/c1-4-6-17(22)19-13-7-8-16(15(9-13)12(3)20)23-11-14(21)10-18-5-2/h7-9,14,18,21H,4-6,10-11H2,1-3H3,(H,19,22)
• InChIKey: BKGQPZMMLAGZCQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-acetyl-4-[3-(ethylamino)-2-hydroxypropoxy]phenyl}butanamide
• IUPAC Traditional name: N-{3-acetyl-4-[3-(ethylamino)-2-hydroxypropoxy]phenyl}butanamide
• Synonyms: N-[3-Acetyl-4-[3-(ethylamino)-2-hydroxypropoxy]phenyl]butanamide; N-[3-Acetyl-4-[(2RS)-3-(ethylamino)-2-hydroxypropoxy]phenyl]butanamide; rac N-Desisopropyl-N-ethyl Acebutolol

Database IDs

• CAS Number: 441019-91-6
• PubChem SID: 162260451
• PubChem CID: 71315683

CALCULATED PROPERTIES

• Acid pKa: 13.912342
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.0510483
• LogD (pH = 7.4): -0.9366089
• Log P: 1.1181066
• Molar Refractivity: 90.4504 cm^3
• Polarizability: 34.666462 Å^3
• Polar Surface Area: 87.66 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D290185

Acebutolol (A123800) impurity.

REFERENCES

• Chen, L., et al.: J. Chromatography, 950, 65 (2002)