2-[4-acetamido(2H4)phenyl]acetic acid

• ChemBase ID: 159436
• Molecular Formular: C10H11NO3
• Molecular Mass: 193.19924
• Monoisotopic Mass: 193.07389322
• SMILES: c1c(ccc(c1)CC(=O)O)NC(=O)C
• Canonical SMILES: OC(=O)Cc1ccc(cc1)NC(=O)C
• InChI: InChI=1S/C10H11NO3/c1-7(12)11-9-4-2-8(3-5-9)6-10(13)14/h2-5H,6H2,1H3,(H,11,12)(H,13,14)
• InChIKey: MROJXXOCABQVEF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-acetamido(^2H₄)phenyl]acetic acid
• IUPAC Traditional name: [4-acetamido(^2H₄)phenyl]acetic acid
• Synonyms: 4-(Acetylamino)benzeneacetic-d4 Acid; 4-(Acetylamino)phenylacetic-d4 Acid; (p-Acetamidophenyl-d4)acetic Acid; MS-932-d4; Mover-d4; Orcl-d4; Actarit-d4

Database IDs

• PubChem SID: 162253571
• PubChem CID: 46780082

CALCULATED PROPERTIES

• Acid pKa: 4.151875
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.515628
• LogD (pH = 7.4): -2.2169123
• Log P: 0.84870446
• Molar Refractivity: 52.2286 cm^3
• Polarizability: 19.44871 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: Crystalline Solid
• Melting Point: 173-175°C

DETAILS

Toronto Research Chemicals - A191702

Antiarthritic.

REFERENCES

• Stern, R., et al.: N. Engl. J. Med., 309, 186 (1983)
• Fujisawa, H., et al.: Arzneim.-Forsch., 40, 693 (1983)
• Encinas, S., et al.: Chem. Res. Toxicol., 11, 946 (1983)
• Lewis, E., et al.: J. Nat. Prod., 66(1983)
• 62 (1983)