ethyl 3-(4-methylbenzamido)-2-oxo-6-phenyl-2H-pyran-5-carboxylate

• ChemBase ID: 42031
• Molecular Formular: C22H19NO5
• Molecular Mass: 377.38996
• Monoisotopic Mass: 377.12632271
• SMILES: c1(c(oc(=O)c(c1)NC(=O)c1ccc(cc1)C)c1ccccc1)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1cc(NC(=O)c2ccc(cc2)C)c(=O)oc1c1ccccc1
• InChI: InChI=1S/C22H19NO5/c1-3-27-21(25)17-13-18(23-20(24)16-11-9-14(2)10-12-16)22(26)28-19(17)15-7-5-4-6-8-15/h4-13H,3H2,1-2H3,(H,23,24)
• InChIKey: QTUICLYEVNXSIY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(4-methylbenzamido)-2-oxo-6-phenyl-2H-pyran-5-carboxylate
• IUPAC Traditional name: ethyl 5-(4-methylbenzamido)-6-oxo-2-phenylpyran-3-carboxylate
• Synonyms: Ethyl 3-[(4-methylbenzoyl)amino]-2-oxo-6-phenyl-2H-pyran-5-carboxylate

Database IDs

• MDL Number: MFCD00139850
• PubChem SID: 162046794
• PubChem CID: 1483054

CALCULATED PROPERTIES

• Acid pKa: 13.365787
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.5174534
• LogD (pH = 7.4): 3.517453
• Log P: 3.5174534
• Molar Refractivity: 106.0759 cm^3
• Polarizability: 39.639835 Å^3
• Polar Surface Area: 81.7 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 186 - 188 °C; 186-188°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%