methyl 6-chloro-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylate

• ChemBase ID: 164195
• Molecular Formular: C10H8ClNO4
• Molecular Mass: 241.62782
• Monoisotopic Mass: 241.01418542
• SMILES: c1(cc(c2c(c1)NC(=O)CO2)C(=O)OC)Cl
• Canonical SMILES: COC(=O)c1cc(Cl)cc2c1OCC(=O)N2
• InChI: InChI=1S/C10H8ClNO4/c1-15-10(14)6-2-5(11)3-7-9(6)16-4-8(13)12-7/h2-3H,4H2,1H3,(H,12,13)
• InChIKey: GDSWKMQEDQRHLC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-chloro-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylate
• IUPAC Traditional name: methyl 6-chloro-3-oxo-2,4-dihydro-1,4-benzoxazine-8-carboxylate
• Synonyms: 6-Chloro-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8-carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 123040-75-5
• PubChem SID: 162258330
• PubChem CID: 14771557

CALCULATED PROPERTIES

• Acid pKa: 11.3221855
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.3621349
• LogD (pH = 7.4): 1.3620862
• Log P: 1.3621355
• Molar Refractivity: 57.6552 cm^3
• Polarizability: 21.607101 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C365275

Intermediate in the preparation of Azasetron.

REFERENCES

• Kawakita, T., et al.: Chem. Pharm. Bull., 40, 624 (1992)