N-(2-oxo-2H-chromen-3-yl)acetamide

• ChemBase ID: 137589
• Molecular Formular: C11H9NO3
• Molecular Mass: 203.19406
• Monoisotopic Mass: 203.05824315
• SMILES: CC(=O)Nc1cc2ccccc2oc1=O
• Canonical SMILES: CC(=O)Nc1cc2ccccc2oc1=O
• InChI: InChI=1S/C11H9NO3/c1-7(13)12-9-6-8-4-2-3-5-10(8)15-11(9)14/h2-6H,1H3,(H,12,13)
• InChIKey: XJYLCCJIDYSFMB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-oxo-2H-chromen-3-yl)acetamide
• IUPAC Traditional name: N-(2-oxochromen-3-yl)acetamide
• Synonyms: 3-Acetamidocoumarin; 3-(Acetylamino)coumarin; N-(2-Oxo-2H-1-benzopyran-3-yl)acetamide; NSC 65873; 3-Acetamidocoumarin; 3-乙酰氨基香豆素

Database IDs

• CAS Number: 779-30-6
• MDL Number: MFCD00075556
• PubChem SID: 162231851; 24863067
• PubChem CID: 136620

CALCULATED PROPERTIES

• Acid pKa: 12.526328
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.7182009
• LogD (pH = 7.4): 0.71819806
• Log P: 0.718201
• Molar Refractivity: 54.6173 cm^3
• Polarizability: 20.605701 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 205-207 °C(lit.)

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C11H9NO3

DETAILS

Toronto Research Chemicals - A150400

A 3-substituted couramin derivative with antioxidant activity. It is used as a matrix in MALDI TOF-MS analysis of polyethylene glycol samples.

REFERENCES

• Vladimirov, Y.A. et al.: Byul. Eksp. Bio. Med., 112, 358 (1991)
• Zhang, Z. et al.: Fenxi Ceshi Xue., 27, 1225 (1991)