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Molecules 2013, 18(9), 11250-11263; doi:10.3390/molecules180911250
Article

Design and Synthesis of N1,N5-bis[4-(5-Alkyl-1,2,4-oxadiazol-3-yl)phenyl]glutaramides as Potential Antifungal Prodrugs

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Received: 29 July 2013 / Revised: 4 September 2013 / Accepted: 10 September 2013 / Published: 12 September 2013
(This article belongs to the Special Issue Advances in Medicinal Chemistry of Antifungals)
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Abstract

A facile three step synthesis of a group of N1,N5-bis[4-(5-alkyl-1,2,4-oxadiazol-3-yl)phenyl]glutaramides, N1,N5-bis[4-(1,2,4-oxadiazol-3-yl)phenyl]glutaramide and N1,N5-bis[4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl]glutaramide is described. These products are designed to function as masked bis-amidine prodrugs of a promising N1,N5-bis[4-(N'-(carbamimidoyl)phenyl]glutaramide antifungal lead.
Keywords: prodrugs; amidoximes; oxadiazoles; Pneumocystis carinii; Trypanosoma brucei prodrugs; amidoximes; oxadiazoles; Pneumocystis carinii; Trypanosoma brucei
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Kode, N.R.; Vanden Eynde, J.J.; Mayence, A.; Wang, G.; Huang, T.L. Design and Synthesis of N1,N5-bis[4-(5-Alkyl-1,2,4-oxadiazol-3-yl)phenyl]glutaramides as Potential Antifungal Prodrugs. Molecules 2013, 18, 11250-11263.

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