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Synthesis and antimalarial activity evaluation of some new 7-chloro-4-aminoquinolines with substituted ring at side chain | Abstract

Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

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Abstract

Synthesis and antimalarial activity evaluation of some new 7-chloro-4-aminoquinolines with substituted ring at side chain

Author(s): Mithun Rudrapal, Dipak Chetia, Anil Prakash

Some new 7-chloro-4-aminoquinoline derivatives with substituted ring at side chain were synthesized, characterized by their physical and spectral data and screened for in vitro antimalarial activity against a chloroquine sensitive strain of P. falciparum (3D7). All the compounds showed in vitro antimalarial activity at the tested dose which, however, was considerably less than that of the standard reference drug chloroquine. However, the compounds with 2-fluorophenyl (Ð?Ð?A), 4-methoxyphenyl (Ð?Ð?B), 3-hydroxyphenyl (Ð?Ð?C), furan-2-yl (IID) substitution at 2- position of 1,3-thiazinan-4-one ring system attached with the terminal propyl side chain of 7-chloro-4-aminoquinoline nucleus showed comparatively better activity than that of the compounds with ethyl (Ð?Ð?E), (4-dimethylamino)phenyl (Ð?Ð?F), 3-methylthiophen-2-yl ( Ð?Ð?G), at the side chain. The results clearly revealed that a bulky group with optimum lipophilicity at 1,3- thiazinan-4-one ring in the side chain might be required for antimalarial activity of 3-(3-(7- chloroquinolin-4-ylamino)propyl)-1,3-thiazinan-4-one derivatives.


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