N-ethyl-N-heptyl-4-hydroxy-4-(4-methanesulfonamidophenyl)butanamide

• ChemBase ID: 172074
• Molecular Formular: C20H34N2O4S
• Molecular Mass: 398.55996
• Monoisotopic Mass: 398.22392858
• SMILES: c1c(ccc(c1)C(CCC(=O)N(CCCCCCC)CC)O)NS(=O)(=O)C
• Canonical SMILES: CCCCCCCN(C(=O)CCC(c1ccc(cc1)NS(=O)(=O)C)O)CC
• InChI: InChI=1S/C20H34N2O4S/c1-4-6-7-8-9-16-22(5-2)20(24)15-14-19(23)17-10-12-18(13-11-17)21-27(3,25)26/h10-13,19,21,23H,4-9,14-16H2,1-3H3
• InChIKey: AJYZQCZASWLBGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-ethyl-N-heptyl-4-hydroxy-4-(4-methanesulfonamidophenyl)butanamide
• IUPAC Traditional name: N-ethyl-N-heptyl-4-hydroxy-4-(4-methanesulfonamidophenyl)butanamide
• Synonyms: N-Ethyl-N-heptyl-γ-hydroxy-4-[(methylsulfonyl)amino]benzenebutanamide; (±)-N-Ethyl-N-heptyl-γ-hydroxy-4-[(methylsulfonyl)amino]benzenebutanamide; 4-Keto Ibutilide

Database IDs

• CAS Number: 160087-98-9
• PubChem SID: 164227984
• PubChem CID: 71749683

CALCULATED PROPERTIES

• Acid pKa: 9.875566
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.2972643
• LogD (pH = 7.4): 2.2959971
• Log P: 2.297282
• Molar Refractivity: 108.8071 cm^3
• Polarizability: 43.244247 Å^3
• Polar Surface Area: 86.71 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K192300

An intermediate for preparing optically pure Ibutilide fumarate (I155400).

REFERENCES

• Hester, J.B., et al.: J. Med. Chem., 34, 308 (1991)