7-ethoxy-4-hydroxyquinoline-3-carbonitrile

• ChemBase ID: 165025
• Molecular Formular: C12H10N2O2
• Molecular Mass: 214.22
• Monoisotopic Mass: 214.07422757
• SMILES: c1(ccc2c(c1)ncc(c2O)C#N)OCC
• Canonical SMILES: CCOc1ccc2c(c1)ncc(c2O)C#N
• InChI: InChI=1S/C12H10N2O2/c1-2-16-9-3-4-10-11(5-9)14-7-8(6-13)12(10)15/h3-5,7H,2H2,1H3,(H,14,15)
• InChIKey: KCRWFINJQDRSKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162259158
• PubChem CID: 10965870

CALCULATED PROPERTIES

• Acid pKa: 8.921512
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.8824062
• LogD (pH = 7.4): 1.869963
• Log P: 1.882568
• Molar Refractivity: 58.8936 cm^3
• Polarizability: 23.737766 Å^3
• Polar Surface Area: 66.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - C979450

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

REFERENCES

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