3-iodo-4-methyl-N-{3-[4-(2H3)methyl-1H-imidazol-1-yl]-5-(trifluoromethyl)phenyl}benzamide

• ChemBase ID: 171685
• Molecular Formular: C19H15F3IN3O
• Molecular Mass: 485.2415796
• Monoisotopic Mass: 485.02119478
• SMILES: c1c(cc(c(c1)C)I)C(=O)Nc1cc(cc(c1)n1cc(nc1)C)C(F)(F)F
• Canonical SMILES: Cc1ncn(c1)c1cc(NC(=O)c2ccc(c(c2)I)C)cc(c1)C(F)(F)F
• InChI: InChI=1S/C19H15F3IN3O/c1-11-3-4-13(5-17(11)23)18(27)25-15-6-14(19(20,21)22)7-16(8-15)26-9-12(2)24-10-26/h3-10H,1-2H3,(H,25,27)
• InChIKey: WDDHGZLDAZNYLH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-iodo-4-methyl-N-{3-[4-(^2H₃)methyl-1H-imidazol-1-yl]-5-(trifluoromethyl)phenyl}benzamide
• IUPAC Traditional name: 3-iodo-4-methyl-N-{3-[4-(^2H₃)methylimidazol-1-yl]-5-(trifluoromethyl)phenyl}benzamide
• Synonyms: 3-Iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide-d3

Database IDs

• PubChem SID: 164227595
• PubChem CID: 71749512

CALCULATED PROPERTIES

• Acid pKa: 11.811461
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.0483456
• LogD (pH = 7.4): 4.7963223
• Log P: 4.828
• Molar Refractivity: 118.5088 cm^3
• Polarizability: 39.888084 Å^3
• Polar Surface Area: 46.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 222-224°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - I709252

Intermediate in the preparation of labelled Nilotinib.

REFERENCES

• Capdeville, R., et al.: Nat. Rev. Drug Discov., 1, 493 (2002)
• Prenen, H., et al.: Pharmacol., 77, 11 (2002)