Synthesis of 3-(1,2,3-triazol-1-yl)- and 3-(1,2,3-triazol-4-yl)-substituted pyrazolo[3,4-d]pyrimidin-4-amines via click chemistry: potential inhibitors of the Plasmodium falciparum PfPK7 protein kinase.

• 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.

Ämnesord

NATURVETENSKAP  -- Kemi (hsv//swe)

NATURAL SCIENCES  -- Chemical Sciences (hsv//eng)

Nyckelord

Amines

chemical synthesis

pharmacology

Inhibitory Concentration 50

Mitogen-Activated Protein Kinase Kinases

antagonists & inhibitors

Plasmodium falciparum

enzymology

Protein Kinase Inhibitors

chemical synthesis

Protein Kinases

drug effects

Protozoan Proteins

antagonists & inhibitors

Pyrimidines

chemical synthesis

pharmacology

Structure-Activity Relationship

Triazoles

chemical synthesis

pharmacology

Chemistry

Publikations- och innehållstyp

ref (ämneskategori)

art (ämneskategori)