Application of 837-52-5. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 7-Chloro-4-(piperazin-1-yl)quinoline, is researched, Molecular C13H14ClN3, CAS is 837-52-5, about Bisquinolines. 2. Antimalarial N,N-bis(7-chloroquinolin-4-yl)heteroalkanediamines. Author is Vennerstrom, Jonathan L.; Ager, Arba L. Jr.; Dorn, Arnulf; Andersen, Steven L.; Gerena, Lucia; Ridley, Robert G.; Milhous, Wilbur K..
N,N-Bis(7-chloroquinolin-4-yl)heteroalkanediamines I [R = HN(CH2)2O(CH2)2NH, HN(CH2)3O(CH2)4O(CH2)3NH, HN(CH2)6NH(CH2)6NH, etc.] were synthesized and screened against Plasmodium falciparum in vitro and Plasmodium berghei in vivo. These bisquinolines had IC50 values from 1 to 100 nM against P. falciparum in vitro. Six of the 11 bisquinolines were significantly more potent against the chloroquine-resistant W2 clone compared to the chloroquine-sensitive D6 clone. For bisquinolines I, there was no relationship between the length of the bisquinoline heteroalkane bridge and antimalarial activity and no correlation between in vitro and in vivo antimalarial activities. Bisquinolines with alkyl ether and piperazine bridges were substantially more effective than bisquinolines with alkylamine bridges against P. berghei in vivo. Ten of the bisquinolines were potent inhibitors of hematin polymerization with IC50 values falling in the narrow range of 5-20 μM, and there was a correlation between potency of inhibition of hematin polymerization and inhibition of parasite growth. Compared to alkane-bridged bisquinolines (Vennerstrom et al., 1992), none of these heteroalkane-bridged bisquinolines had sufficient antimalarial activity to warrant further investigation of the series.
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