N-(4-hydroxyphenyl)propanamide

• ChemBase ID: 21837
• Molecular Formular: C9H11NO2
• Molecular Mass: 165.18914
• Monoisotopic Mass: 165.0789786
• SMILES: C(=O)(Nc1ccc(cc1)O)CC
• Canonical SMILES: CCC(=O)Nc1ccc(cc1)O
• InChI: InChI=1S/C9H11NO2/c1-2-9(12)10-7-3-5-8(11)6-4-7/h3-6,11H,2H2,1H3,(H,10,12)
• InChIKey: SSMYTAQHMUHRSK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-hydroxyphenyl)propanamide
• IUPAC Traditional name: 2-methyl-4-hydroxyacetanilide
• Synonyms: N-(4-Hydroxyphenyl)propanamide; N-(4-Hydroxyphenyl)propanamide; 4'-Hydroxypropionanilid; Parapropamol; Parapropanol; Solvodol; p-Hydroxypropionanilide; p-Propionamidophenol; Acetaminophen impurity B; 4-Propionamidophenol (Acetaminophen Impurity B)

Database IDs

• CAS Number: 1693-37-4
• MDL Number: MFCD00791257
• PubChem SID: 160985144
• PubChem CID: 74325

CALCULATED PROPERTIES

• Acid pKa: 9.461802
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.6078795
• LogD (pH = 7.4): 1.6041981
• Log P: 1.6079267
• Molar Refractivity: 47.5288 cm^3
• Polarizability: 17.653625 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Purple Solid
• Melting Point: 169 - 171°C; 170-172°C
• Hydrophobicity(logP): 1.023

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - P783500

An Acetaminophen (A161220) impurity.

REFERENCES

• Hajduk, P., et al.: Science, 278, 497 (1997)
• Barbato, G., et al.: J. Mol. Biol., 289, 371 (1997)
• Lauer, G., et al.: N. Engl. J. Med., 345, 41 (1997)
• Levin, M., et al.: J. Biol. Chem., 277, 29377 (1997)