7-ethoxy-4-hydroxy-6-nitroquinoline-3-carbonitrile

• ChemBase ID: 165024
• Molecular Formular: C12H9N3O4
• Molecular Mass: 259.21756
• Monoisotopic Mass: 259.05930578
• SMILES: c1(c(cc2c(c1)ncc(c2O)C#N)[N+](=O)[O-])OCC
• Canonical SMILES: CCOc1cc2ncc(c(c2cc1[N+](=O)[O-])O)C#N
• InChI: InChI=1S/C12H9N3O4/c1-2-19-11-4-9-8(3-10(11)15(17)18)12(16)7(5-13)6-14-9/h3-4,6H,2H2,1H3,(H,14,16)
• InChIKey: YWXULSPHZDNVAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-ethoxy-4-hydroxy-6-nitroquinoline-3-carbonitrile
• IUPAC Traditional name: 7-ethoxy-4-hydroxy-6-nitroquinoline-3-carbonitrile
• Synonyms: 7-Ethoxy-4-hydroxy-6-nitroquinoline-3-carbonitrile; 7-Ethoxy-4-hydroxy-6-nitro-3-quinolinecarbonitrile; 3-Cyano-7-ethoxy-4-hydroxy-6-nitroquinoline

Database IDs

• CAS Number: 214476-08-1
• PubChem SID: 162259157
• PubChem CID: 9881611

CALCULATED PROPERTIES

• Acid pKa: 7.0374956
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.8104359
• LogD (pH = 7.4): 1.3268884
• Log P: 1.8225522
• Molar Refractivity: 66.2183 cm^3
• Polarizability: 25.636293 Å^3
• Polar Surface Area: 111.96 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - C979425

Reagent used in the preparation of tyrosine kinase inhibiting antitumor agents.

REFERENCES

• Wissner, A., et al.: J. Med. Chem., 46, 49 (2003)