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Amidomethylation of amodiaquine: antimalarial N-Mannich base derivatives

Lopes, Francisca; Capela, Rita; Gonçaves, Jose O.; Horton, Peter N.; Hursthouse, Michael B.; Iley, Jim; Casimiro, Catarina M.; Bom, Joana and Moreira, Rui (2004). Amidomethylation of amodiaquine: antimalarial N-Mannich base derivatives. Tetrahedron Letters, 45(41), 7663 -7666.

DOI (Digital Object Identifier) Link:http://dx.doi.org/doi:10.1016/j.tetlet.2004.08.093
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Abstract

Novel N-Mannich base-type derivatives of the antimalarial drug amodiaquine were synthesised by reaction with tertiary
N-chloromethylamides. With the exception of the derivative of ethyl hippurate, all the so-formed (1-amidomethyl-1H-quinolin-4-ylidene)arylamines displayed high chemical and enzymatic stability. These compounds displayed antimalarial activity against the multi-drug resistant Plasmodium falciparum strain Dd2 (IC50 values 15–31nM) and demonstrated no significant loss in activity compared
to amodiaquine (IC50 30nM).

Item Type:Journal Article
ISSN:0040-4039
Keywords:amodiaquine; malaria; Mannich basel; Amodiaquine; Amidomethylation; antimalarial
Academic Unit/Department:Science > Chemistry and Analytical Sciences
ID Code:3989
Deposited By:James Iley
Deposited On:04 Jul 2006
Last Modified:02 Jul 2008 23:44

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