N-(3-acetyl-4-hydroxyphenyl)butanamide

• ChemBase ID: 141916
• Molecular Formular: C12H15NO3
• Molecular Mass: 221.2524
• Monoisotopic Mass: 221.10519335
• SMILES: CCCC(=O)Nc1ccc(c(c1)C(=O)C)O
• Canonical SMILES: CCCC(=O)Nc1ccc(c(c1)C(=O)C)O
• InChI: InChI=1S/C12H15NO3/c1-3-4-12(16)13-9-5-6-11(15)10(7-9)8(2)14/h5-7,15H,3-4H2,1-2H3,(H,13,16)
• InChIKey: FGWZEOPEZISTTR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-acetyl-4-hydroxyphenyl)butanamide
• IUPAC Traditional name: N-(3-acetyl-4-hydroxyphenyl)butanamide
• Synonyms: 5'-Butyramido-2'-hydroxyacetophenone; N-(3-Acetyl-4-hydroxyphenyl)butyramide; 3-Acetyl-4-hydroxybutyranilide; 2-Acetyl 4-butyramidophenol; N-(3-Acetyl-4-hydroxyphenyl)butanamide; 2-Acetyl-4-butyramidophenol; 3'-Acetyl-4'-hydroxybutyranilide; N-(3-Acetyl-4-hydroxyphenyl)butanamide; N-(3-Acetyl-4-hydroxyphenyl)butyramide; Acebutolol Impurity C (EP); N-(3-Acetyl-4-hydroxyphenyl)butanamide; 5'-丁酰氨基-2'-羟基苯乙酮; 2-乙酰基-4-丁酰胺基苯酚; 2-乙酰基-4-丁酰胺基苯酚

Database IDs

• CAS Number: 40188-45-2
• EC Number: 254-831-0
• MDL Number: MFCD00798556
• PubChem SID: 24882811; 162236149
• PubChem CID: 736331

CALCULATED PROPERTIES

• Acid pKa: 9.093974
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2600331
• LogD (pH = 7.4): 2.2515082
• Log P: 2.2601428
• Molar Refractivity: 62.5326 cm^3
• Polarizability: 23.241552 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-126 °C(lit.); 124-126°C
• Hydrophobicity(logP): 2.132

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 38
• Safety Statements: 36/37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%
• Linear Formula: CH3CH2CH2CONHC6H3(OH)COCH3

DETAILS

Sigma Aldrich - 636878

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - A178975

Acebutolol (A123800) impurity; also a new metabolite of Acebutolol in human urine.

REFERENCES

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