4-(2H3)acetamidobenzoic acid

• ChemBase ID: 158835
• Molecular Formular: C9H9NO3
• Molecular Mass: 179.17266
• Monoisotopic Mass: 179.05824315
• SMILES: c1c(ccc(c1)NC(=O)C)C(=O)O
• Canonical SMILES: CC(=O)Nc1ccc(cc1)C(=O)O
• InChI: InChI=1S/C9H9NO3/c1-6(11)10-8-4-2-7(3-5-8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)
• InChIKey: QCXJEYYXVJIFCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(^2H₃)acetamidobenzoic acid
• IUPAC Traditional name: 4-(^2H₃)acetamidobenzoic acid
• Synonyms: 4-(Acetylamino)benzoic Acid-d3; 4-Acetamidobenzoic Acid-d3; 4'-Carboxyacetanilide-d3; N-Acetyl-p-aminobenzoic Acid-d3; NSC 4002-d3; p-(Acetoamino)benzoic Acid-d3; p-(Acetylamino)benzoic Acid-d3; p-Acetamidobenzoic Acid-d3; p-Acetaminobenzoic Acid-d3; Acedoben-d3

Database IDs

• CAS Number: 57742-39-9
• PubChem SID: 162252970
• PubChem CID: 71312709

CALCULATED PROPERTIES

• Acid pKa: 4.161065
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.4870615
• LogD (pH = 7.4): -2.1910276
• Log P: 0.8685391
• Molar Refractivity: 48.1772 cm^3
• Polarizability: 17.573729 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A130502

Labelled analogue of Acedoben, the acetylated derivative of p-aminobenzoic acid (PABA). Acedoben is a metabolite of the anesthetic Benzocaine (B202970).

REFERENCES

• Song, D.-J. et al.: Biopharm. Drug Dispos., 20, 263 (1999)
• Hayton, W.L. et al.: Aquat. Toxicol., 36, 99 (1999)