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

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

1
College of Pharmacy, Xavier University of Louisiana, New Orleans, LA 70125, USA
2
Laboratory of Organic Chemistry, University of Mons-UMONS, Mons B-7000, Belgium
3
Department of Chemistry, Xavier University of Louisiana, New Orleans, LA 70125, USA
*
Author to whom correspondence should be addressed.
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 (CC BY 3.0).

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MDPI and ACS Style

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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