1,1-dimethyl-1H,3H,4H,5H-furo[3,4-c]pyridine-3,4-dione

• ChemBase ID: 164010
• Molecular Formular: C9H9NO3
• Molecular Mass: 179.17266
• Monoisotopic Mass: 179.05824315
• SMILES: [nH]1ccc2c(c1=O)C(=O)OC2(C)C
• Canonical SMILES: O=C1OC(c2c1c(=O)[nH]cc2)(C)C
• InChI: InChI=1S/C9H9NO3/c1-9(2)5-3-4-10-7(11)6(5)8(12)13-9/h3-4H,1-2H3,(H,10,11)
• InChIKey: KHMVIOWJEDISGR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1-dimethyl-1H,3H,4H,5H-furo[3,4-c]pyridine-3,4-dione
• IUPAC Traditional name: 1,1-dimethyl-5H-furo[3,4-c]pyridine-3,4-dione
• Synonyms: 1,1-Dimethylfuro[3,4-C]pyridine-3,4(1H,5H)-dione; Cerpegin

Database IDs

• CAS Number: 145887-88-3
• PubChem SID: 162258145
• PubChem CID: 11367338

CALCULATED PROPERTIES

• Acid pKa: 10.257209
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.16164453
• LogD (pH = 7.4): 0.16111712
• Log P: 0.16165125
• Molar Refractivity: 45.7411 cm^3
• Polarizability: 17.394363 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Beige Solid

DETAILS

Toronto Research Chemicals - C278500

A naturally occurring pyridinone alkaloid isolated from Roxb, a tradional indian medicine used as a tranquilizer, anti-inflammatory, analgesic and antiulcer.

REFERENCES

• Sivakumar, K., et al.: S. Acta Crystallogr., C46, 839 (1990)
• Lazaar, J., et al.: Tetrahedron Letters, 46, 3811 (2005)