N-(4-hydroxy-3-methoxyphenyl)(2H3)acetamide

• ChemBase ID: 172730
• Molecular Formular: C9H11NO3
• Molecular Mass: 181.18854
• Monoisotopic Mass: 181.07389322
• SMILES: c1(c(cc(cc1)NC(=O)C)OC)O
• Canonical SMILES: COc1cc(ccc1O)NC(=O)C
• InChI: InChI=1S/C9H11NO3/c1-6(11)10-7-3-4-8(12)9(5-7)13-2/h3-5,12H,1-2H3,(H,10,11)
• InChIKey: KIZWIAQUWRXFNC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-hydroxy-3-methoxyphenyl)(^2H₃)acetamide
• IUPAC Traditional name: N-(4-hydroxy-3-methoxyphenyl)(^2H₃)acetamide
• Synonyms: 4-Acetylamino-2-methoxy-phenol-d3; N-(4-Hydroxy-3-methoxy-phenyl)-acetamide; -d3 Acetic Acid-(4-hydroxy-3-methoxyanilide)-d3; 3-Methoxy Acetaminophen-d3

Database IDs

• PubChem SID: 164228640
• PubChem CID: 71749995

CALCULATED PROPERTIES

• Acid pKa: 9.921562
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.7497032
• LogD (pH = 7.4): 0.74842334
• Log P: 0.7497196
• Molar Refractivity: 49.3651 cm^3
• Polarizability: 18.356348 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M226052

A labelled metabolite of Acetaminophen.

REFERENCES

• Harvison, P.J., et al.: J. Med. Chem., 29, 1737 (1986)