TY - JOUR
T1 - 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
T2 - Potential inhibitors of the Plasmodium falciparum PfPK7 protein kinase
AU - Klein, Michael
AU - Dinér, Peter
AU - Dorin-Semblat, Dominique
AU - Doerig, Christian
AU - Grøtli, Morten
PY - 2009
Y1 - 2009
N2 - 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 (IC50 10-20 M) 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.
AB - 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 (IC50 10-20 M) 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.
UR - http://www.scopus.com/inward/record.url?scp=70349278432&partnerID=8YFLogxK
U2 - 10.1039/b906482f
DO - 10.1039/b906482f
M3 - Article
C2 - 19675896
AN - SCOPUS:70349278432
SN - 1477-0520
VL - 7
SP - 3421
EP - 3429
JO - Organic & Biomolecular Chemistry
JF - Organic & Biomolecular Chemistry
IS - 17
ER -