585535-51-9

Basic information

• Product Name: Pyrimidine, 4,6-dichloro-2-(2-pyridinyl)-5-(2,4,6-trifluorophenyl)-
• CAS NO: 585535-51-9
• Molecular Formula: C15H6Cl2F3N3
• Molecular Weight: 356.134
• Mol File: 585535-51-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Pyrimidine, 4,6-dichloro-2-(2-pyridinyl)-5-(2,4,6-trifluorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrimidine, 4,6-dichloro-2-(2-pyridinyl)-5-(2,4,6-trifluorophenyl)-(585535-51-9)
• EPA Substance Registry System: Pyrimidine, 4,6-dichloro-2-(2-pyridinyl)-5-(2,4,6-trifluorophenyl)-(585535-51-9)

Safety Data

• Hazardous Substances Data: 585535-51-9(Hazardous Substances Data)

Upstream product

• 51285-26-8 pyridine-2-carboxamidine hydrochloride 
• 262609-07-4 diethyl (2,4,6-trifluoro-phenyl)-malonate 
• 585535-50-8 C₁₅H₈F₃N₃O₂ 

Downstream Products

• 585536-05-6 6-chloro-2-(pyridin-2-yl)-N-(2,2,2-trifluoroethyl)-5-(2,4,6-trifluorophenyl)pyrimidin-4-amine 
• 1584642-13-6 6-chloro-5-(4-(3-(dimethylamino)propoxy)-2,6-difluorophenyl)-2-(pyridin-2-yl)-N-(2,2,2-trifluoroethyl)pyrimidin-4-amine 

Relevant articles and documents

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The synthesis and SAR of a series of 6-chloro-4-fluoroalkylamino-2-heteroaryl-5-(substituted)phenylpyrimidines as anti-cancer agents are described. This series of 2-heteroarylpyrimidines was developed by modifying a series of anti-tumor [1,2,4]triazolo[1,5-a]pyrimidines and 2-cyanoaminopyrimidines we reported earlier. For the 2-heteroaryl group, the best activity is obtained when the heteroaryl group has a nitrogen atom at the ortho-position to the pyrimidyl core. The structure-activity relationship for the rest of the molecule in this 2-heteroarylpyrimidine series mimics that of the [1,2,4]triazolo[1,5-a]pyrimidine series. Like triazolopyrimidines and 2-cyanoaminopyrimidines, the 2-heteroarylpyrimidines retain the capability to overcome multidrug resistance due to Pgp. Mechanism of action studies showed that the lead compounds behaved in the same manner as triazolopyrimidines and 2-cyanoaminopyrimidines. The lead compounds in this series are more potent than the corresponding triazolopyrimidines in vitro and in vivo. Compound 21 (PTI-868) showed tumor growth inhibition in several nude mouse xenograft models, and was selected to advance to preclinical development.