3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-6-{1-[(2,2,6,6-2H4)piperidin-4-yl]-1H-pyrazol-4-yl}pyridin-2-amine

• ChemBase ID: 165035
• Molecular Formular: C21H22Cl2FN5O
• Molecular Mass: 450.3366832
• Monoisotopic Mass: 449.11854393
• SMILES: n1cc(cn1C1CCNCC1)c1ccc(c(n1)N)O[C@@H](c1c(ccc(c1Cl)F)Cl)C
• Canonical SMILES: Nc1nc(ccc1O[C@@H](c1c(Cl)ccc(c1Cl)F)C)c1cnn(c1)C1CCNCC1
• InChI: InChI=1S/C21H22Cl2FN5O/c1-12(19-15(22)2-3-16(24)20(19)23)30-18-5-4-17(28-21(18)25)13-10-27-29(11-13)14-6-8-26-9-7-14/h2-5,10-12,14,26H,6-9H2,1H3,(H2,25,28)/t12-/m1/s1
• InChIKey: ZSDTZQWYOPVQMX-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-6-{1-[(2,2,6,6-^2H₄)piperidin-4-yl]-1H-pyrazol-4-yl}pyridin-2-amine
• IUPAC Traditional name: 3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-6-{1-[(2,2,6,6-^2H₄)piperidin-4-yl]pyrazol-4-yl}pyridin-2-amine
• Synonyms: 3-[(1R)-1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-5-[1-(4-piperidinyl)-1H-pyrazol-4-yl]-2-pyridinamine; (R)-3-[1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-5-(1-piperidin-4-yl-1H- pyrazol-4-yl)pyridin-2-ylamine; PF 02341066; PF 2341066; [3-[[(R)-1-(2,6-Dichloro-3-fluorophenyl)ethyl]oxy]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridin-2-yl]amine; Crizotinib

Database IDs

• CAS Number: 877399-52-5
• PubChem SID: 162259168
• PubChem CID: 71315007

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.6262698
• LogD (pH = 7.4): 1.349926
• Log P: 3.9599671
• Molar Refractivity: 128.0596 cm^3
• Polarizability: 45.65863 Å^3
• Polar Surface Area: 77.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 202-204°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C785000

Crizotinib is a potent and selective dual inhibitor of mesenchymal-epithelial transition factor (c-MET) kinase and anaplastic lymphoma kinase (ALK). Crizotinib is a potential antitumor agent.

REFERENCES

• Zou, H.Y. et al.: Cancer Res., 67, 4408 (2007)
• Cui, J.J. et al.: J. Med. Chem., No pp given (2007)
• Sasaki, T. et al.: Cancer. Res. et al.: 70, 10038 (2007)