N-{3-[5-(2H3)acetamido-2-hydroxyphenyl]-4-hydroxyphenyl}(2H3)acetamide

• ChemBase ID: 158954
• Molecular Formular: C16H16N2O4
• Molecular Mass: 300.30924
• Monoisotopic Mass: 300.111007
• SMILES: c1cc(cc(c1O)c1cc(ccc1O)NC(=O)C)NC(=O)C
• Canonical SMILES: CC(=O)Nc1ccc(c(c1)c1cc(ccc1O)NC(=O)C)O
• InChI: InChI=1S/C16H16N2O4/c1-9(19)17-11-3-5-15(21)13(7-11)14-8-12(18-10(2)20)4-6-16(14)22/h3-8,21-22H,1-2H3,(H,17,19)(H,18,20)
• InChIKey: PHJCCQZHFLRCAA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[5-(^2H₃)acetamido-2-hydroxyphenyl]-4-hydroxyphenyl}(^2H₃)acetamide
• IUPAC Traditional name: N-{3-[5-(^2H₃)acetamido-2-hydroxyphenyl]-4-hydroxyphenyl}(^2H₃)acetamide
• Synonyms: N,N'-(6,6'-Dihydroxy[1,1'-biphenyl]-3,3'-diyl)bisacetamide-d6; Paracetamol Dimer Impurity-d6; Acetaminophen Dimer-d6

Database IDs

• PubChem SID: 162253089
• PubChem CID: 71312752

CALCULATED PROPERTIES

• Acid pKa: 8.659572
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.4884624
• LogD (pH = 7.4): 1.4654816
• Log P: 1.4887613
• Molar Refractivity: 84.882 cm^3
• Polarizability: 32.241394 Å^3
• Polar Surface Area: 98.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A161237

Labelled analogue of Acetaminophen Dimer, an oxidatively couple dimer of Acetaminaphen (A161220). Acetaminophen Dimer along with other p-acetamidophenol analogs were used to determine peroxidase activities.

REFERENCES

• Potter, D.W. et al.: Mol. Pharmacol., 29, 155 (1986)
• Shiga, M. et al.: Anal. Sci., 11, 195 (1986)