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

• ChemBase ID: 167606
• Molecular Formular: C14H16N2O5
• Molecular Mass: 292.28724
• Monoisotopic Mass: 292.10592162
• SMILES: c1(c(cc2c(c1)n(c(=O)c(n2)CCC(=O)O)C)OC)OC
• Canonical SMILES: COc1cc2nc(CCC(=O)O)c(=O)n(c2cc1OC)C
• InChI: InChI=1S/C14H16N2O5/c1-16-10-7-12(21-3)11(20-2)6-9(10)15-8(14(16)19)4-5-13(17)18/h6-7H,4-5H2,1-3H3,(H,17,18)
• InChIKey: ZUSOXWFHBYXTGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(6,7-dimethoxy-4-methyl-3-oxo-3,4-dihydroquinoxalin-2-yl)propanoic acid
• IUPAC Traditional name: 3-(6,7-dimethoxy-4-methyl-3-oxoquinoxalin-2-yl)propanoic acid
• Synonyms: 6,7-Dimethoxy-4-methyl-3-oxo-3,4-dihydroquinoxaline-2-propionic Acid; 3,4-Dihydro-6,7-dimethoxy-4-methyl-3-oxo-2-quinoxalinepropanoic Acid

Database IDs

• CAS Number: 132788-56-8
• PubChem SID: 162261739
• PubChem CID: 14737780

CALCULATED PROPERTIES

• Acid pKa: 3.3225121
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.5660224
• LogD (pH = 7.4): -2.8203177
• Log P: 0.456468
• Molar Refractivity: 75.8902 cm^3
• Polarizability: 28.204586 Å^3
• Polar Surface Area: 88.43 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide; DMSO; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - D449065

Intermediate in the production of DMEQ-TAD

REFERENCES

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