N-substituted bis-C-alkyloxadiazolones as dual effectors: efficient intermediates to amidoximes or amidines and prodrug candidates of potent antimalarials.
A convenient route to N-substituted bis-C-alkylamidines possessing antiplasmodial activity and their oxadiazolone and amidoxime prodrug candidates, is described. These three families of compounds were available after a key N-alkylation step of the parent oxadiazolone 1a. Testing of the three compound classes in vitro and in vivo is also presented.
Degardin
Mélissa
M
Institut des Biomolécules Max Mousseron, UMR 5247, CNRS-Université Montpellier I, Université Montpellier II, Montpellier, France.
Wein
Sharon
S
Durand
Thierry
T
Escale
Roger
R
Vial
Henry
H
Vo-Hoang
Yen
Y
D000578:Amidines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D005260:Female; D051379:Mice; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010091:Oximes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D010961:Plasmodium / Q000187:drug effects; D011355:Prodrugs / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
D000578:Amidines; D000962:Antimalarials; D010069:Oxadiazoles; D010091:Oximes; D011355:Prodrugs