Abstract
Efficient routes to 3-(1,2,3-triazol-1-yl)- and 3-(1,2,3-triazol-4-yl)pyrazolo[3,4-d]pyrimidin-4-amines using a one-pot two-step reaction are presented. The two routes give easy access to two different isomers of 1,4-disubstituted triazoles and the target compounds are obtained from a variety of readily available aromatic and aliphatic halides without isolation of potentially unstable organic azide intermediates. Two compounds show activity towards the PfPK7 kinase (IC(50) 10-20 microM) of P. falciparum, the organism responsible for the most virulent form of malaria, and can be regarded as hits useful for further development into lead compounds.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amines / chemical synthesis*
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Amines / pharmacology
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Inhibitory Concentration 50
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Mitogen-Activated Protein Kinase Kinases / antagonists & inhibitors*
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Plasmodium falciparum / enzymology*
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Protein Kinase Inhibitors / chemical synthesis*
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Protein Kinases / drug effects
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Protozoan Proteins / antagonists & inhibitors*
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Pyrimidines / chemical synthesis*
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Pyrimidines / pharmacology
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Structure-Activity Relationship
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Triazoles / chemical synthesis*
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Triazoles / pharmacology
Substances
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Amines
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Protein Kinase Inhibitors
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Protozoan Proteins
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Pyrimidines
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Triazoles
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Protein Kinases
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PK7 protein, Plasmodium falciparum
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Mitogen-Activated Protein Kinase Kinases