4-(chloromethyl)-N-(3-methyl-4-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)benzamide

• ChemBase ID: 164313
• Molecular Formular: C24H20ClN5O
• Molecular Mass: 429.9015
• Monoisotopic Mass: 429.13563797
• SMILES: ClCc1ccc(cc1)C(=O)Nc1ccc(c(c1)C)Nc1nc(ccn1)c1cccnc1
• Canonical SMILES: ClCc1ccc(cc1)C(=O)Nc1ccc(c(c1)C)Nc1nccc(n1)c1cccnc1
• InChI: InChI=1S/C24H20ClN5O/c1-16-13-20(28-23(31)18-6-4-17(14-25)5-7-18)8-9-21(16)29-24-27-12-10-22(30-24)19-3-2-11-26-15-19/h2-13,15H,14H2,1H3,(H,28,31)(H,27,29,30)
• InChIKey: WWUHMRAFZSYAQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(chloromethyl)-N-(3-methyl-4-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)benzamide
• IUPAC Traditional name: 4-(chloromethyl)-N-(3-methyl-4-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}phenyl)benzamide
• Synonyms: 4-(Chloromethyl)-N-[3-methyl-4-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide; N-[4-[[4-(Chloromethyl)benzoyl]amino]-2-methylphenyl]-4-(3-pyridyl)-2-pyrimidineamine

Database IDs

• CAS Number: 796738-74-4
• PubChem SID: 162258448
• PubChem CID: 53435025

CALCULATED PROPERTIES

• Log P: 5.1763988
• Molar Refractivity: 124.2034 cm^3
• Polarizability: 47.351875 Å^3
• Polar Surface Area: 79.8 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false
• Acid pKa: 12.572001
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.1542635
• LogD (pH = 7.4): 5.176109

PROPERTIES

Physical Property

• Solubility: DMSO (Sparingly); Methanol (Sparingly)
• Apperance: Yellow Solid
• Melting Point: >220°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C369130

Intermediate in the preparation of Imatinib impurities.

REFERENCES

• Zimmermann., A., et al.: Bioorg. Med. Chem. Lett., 7, 187 (1997)