2-chloro-5-[2-phenyl-5-(pyridin-4-yl)-1H-imidazol-4-yl]phenol

• ChemBase ID: 172146
• Molecular Formular: C20H14ClN3O
• Molecular Mass: 347.79766
• Monoisotopic Mass: 347.08253976
• SMILES: n1ccc(cc1)c1c(nc([nH]1)c1ccccc1)c1ccc(c(c1)O)Cl
• Canonical SMILES: Oc1cc(ccc1Cl)c1nc([nH]c1c1ccncc1)c1ccccc1
• InChI: InChI=1S/C20H14ClN3O/c21-16-7-6-15(12-17(16)25)19-18(13-8-10-22-11-9-13)23-20(24-19)14-4-2-1-3-5-14/h1-12,25H,(H,23,24)
• InChIKey: WXJLXRNWMLWVFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-5-[2-phenyl-5-(pyridin-4-yl)-1H-imidazol-4-yl]phenol
• IUPAC Traditional name: 2-chloro-5-[2-phenyl-5-(pyridin-4-yl)-1H-imidazol-4-yl]phenol
• Synonyms: 2-Chloro-5-[2-phenyl-5-(4-pyridinyl)-1H-imidazol-4-yl]phenol; 4-(4-Chloro-3-hydroxyphenyl)-2-phenyl-5-(4-pyridyl)-1H-imidazole; L-779450; 2-Chloro-5-(2-phenyl-5-(pyridin-4-yl)-1H-imidazol-4-yl)phenol

Database IDs

• CAS Number: 303727-31-3
• MDL Number: MFCD12828750
• PubChem SID: 164228056
• PubChem CID: 9950176

CALCULATED PROPERTIES

• Acid pKa: 7.5467167
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.3982816
• LogD (pH = 7.4): 4.327426
• Log P: 4.562655
• Molar Refractivity: 108.5211 cm^3
• Polarizability: 40.974735 Å^3
• Polar Surface Area: 61.8 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - L010000

Raf kinase inhibitor, a potential treatment for neurotraumatic diseases. Its effects also suppress DNA synthesis and induce apoptosis in targeted cells, presenting new applications in treating certain types of cancers.

REFERENCES

• Takle, A., et al.: Bioorg. Med. Chem. Lett., 16, 378 (2006)
• Zhu, T., et al.: Bioorg. Med. Chem. Lett., 18, 2346 (2006)