6-amino-4-[(3-chloro-4-fluorophenyl)amino]-7-ethoxyquinoline-3-carbonitrile

• ChemBase ID: 159916
• Molecular Formular: C18H14ClFN4O
• Molecular Mass: 356.7813632
• Monoisotopic Mass: 356.08401699
• SMILES: c1(c(cc2c(c1)ncc(c2Nc1cc(c(cc1)F)Cl)C#N)N)OCC
• Canonical SMILES: CCOc1cc2ncc(c(c2cc1N)Nc1ccc(c(c1)Cl)F)C#N
• InChI: InChI=1S/C18H14ClFN4O/c1-2-25-17-7-16-12(6-15(17)22)18(10(8-21)9-23-16)24-11-3-4-14(20)13(19)5-11/h3-7,9H,2,22H2,1H3,(H,23,24)
• InChIKey: AIQFOGOHLOICRK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-4-[(3-chloro-4-fluorophenyl)amino]-7-ethoxyquinoline-3-carbonitrile
• IUPAC Traditional name: 6-amino-4-[(3-chloro-4-fluorophenyl)amino]-7-ethoxyquinoline-3-carbonitrile
• Synonyms: 6-Amino-4-[(3-chloro-4-fluorophenyl)amino]-7-ethoxy-3-quinolinecarbonitrile; 6-Amino-4-(3-chloro-4-fluorophenylamino)-7-ethoxy-quinoline-3-carbonitrile; 6-Amino-4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethyloxyquinoline

Database IDs

• CAS Number: 361162-95-0
• PubChem SID: 162254051
• PubChem CID: 11035685

CALCULATED PROPERTIES

• Acid pKa: 17.963915
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.4950795
• LogD (pH = 7.4): 3.5432267
• Log P: 3.5438797
• Molar Refractivity: 95.1205 cm^3
• Polarizability: 36.54953 Å^3
• Polar Surface Area: 83.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - A603315

Intermediate in the preparation of Tyrosine Kinase Inhibitors.

REFERENCES

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