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

• ChemBase ID: 42029
• Molecular Formular: C21H16ClNO5
• Molecular Mass: 397.80844
• Monoisotopic Mass: 397.0717003
• SMILES: c1(c(oc(=O)c(c1)NC(=O)c1cc(Cl)ccc1)c1ccccc1)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1cc(NC(=O)c2cccc(c2)Cl)c(=O)oc1c1ccccc1
• InChI: InChI=1S/C21H16ClNO5/c1-2-27-20(25)16-12-17(23-19(24)14-9-6-10-15(22)11-14)21(26)28-18(16)13-7-4-3-5-8-13/h3-12H,2H2,1H3,(H,23,24)
• InChIKey: VFGKFMLJZQKLSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD00139848
• PubChem SID: 162046792
• PubChem CID: 1483053

CALCULATED PROPERTIES

• Acid pKa: 12.696432
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.6080768
• LogD (pH = 7.4): 3.6080747
• Log P: 3.6080768
• Molar Refractivity: 105.8395 cm^3
• Polarizability: 39.776596 Å^3
• Polar Surface Area: 81.7 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 181 - 182 °C; 181-182°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%