3-(6,7-dimethoxy-3-oxo-3,4-dihydroquinoxalin-2-yl)propanoic acid

• ChemBase ID: 167590
• Molecular Formular: C13H14N2O5
• Molecular Mass: 278.26066
• Monoisotopic Mass: 278.09027156
• SMILES: c1(c(cc2c(c1)nc(c(=O)[nH]2)CCC(=O)O)OC)OC
• Canonical SMILES: COc1cc2nc(CCC(=O)O)c(=O)[nH]c2cc1OC
• InChI: InChI=1S/C13H14N2O5/c1-19-10-5-8-9(6-11(10)20-2)15-13(18)7(14-8)3-4-12(16)17/h5-6H,3-4H2,1-2H3,(H,15,18)(H,16,17)
• InChIKey: IPCXQGZLHLEGKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(6,7-dimethoxy-3-oxo-3,4-dihydroquinoxalin-2-yl)propanoic acid
• IUPAC Traditional name: 3-(6,7-dimethoxy-3-oxo-4H-quinoxalin-2-yl)propanoic acid
• Synonyms: 3,4-Dihydro-6,7-dimethoxy-3-oxo-2-quinoxalinepropanoic Acid

Database IDs

• CAS Number: 99208-26-1
• PubChem SID: 162261723
• PubChem CID: 14718199

CALCULATED PROPERTIES

• Acid pKa: 3.216323
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.5324582
• LogD (pH = 7.4): -2.7057877
• Log P: 0.5872547
• Molar Refractivity: 72.7743 cm^3
• Polarizability: 26.381475 Å^3
• Polar Surface Area: 97.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide; DMSO; Methanol
• Apperance: Light Purple Solid

DETAILS

Toronto Research Chemicals - D449015

Intermediate in the production of DMEQ-TAD

REFERENCES

• Shimizu, M., et al.: Anal. Biochem., 194, 77 (1991)