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Molecules 2014, 19(1), 1034-1046; doi:10.3390/molecules19011034
Article

Synthesis, Crystal Structure and Anti-Fatigue Effects of Some Benzamide Derivatives

1,†,* , 1,†, 1, 1, 1, 1 and 1,2,*
1 Key Laboratory for Space Bioscience and Biotechnology, School of Life Sciences, Northwestern Polytechnical University, Xi'an 710072, China 2 Department of Pharmacology, School of Pharmacy, Fourth Military Medical University, Xi'an 710032, China These authors contributed equally in this work.
* Authors to whom correspondence should be addressed.
Received: 4 December 2013 / Revised: 10 January 2014 / Accepted: 10 January 2014 / Published: 16 January 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

A series of benzamide derivatives such as 1-(1,3-benzodioxol-5-ylcarbonyl) piperidine (1-BCP) were synthesized by the reaction of substituted benzoic acids with piperidine, morpholine or pyrrolidine using a novel method. The crystals of these benzamide derivatives were obtained by recrystallization. Structures of target and intermediate compounds were determined via FT-IR, 1H-NMR and elemental analysis and X-ray crystallography of select examples. The crystal structures of these compounds have potential applications to identify the binding site for allosteric modulators of the α-amino-3-hydroxy-5-methylisoxazole-4-propionic acid (AMPA) receptor. The anti-fatigue effects of the benzamide derivatives in weight-loaded forced swimming mice were investigated in a swimming endurance capacity test used as an indicator of fatigue. The swimming times to exhaustion were longer in the b3, d3, and e3 groups than in the caffeine group (p < 0.05). In conclusion, b3, d3 and e3 enhanced the forced swimming capacity of mice. The mechanism of the anti-fatigue effects will be studied in the future.
Keywords: benzamide derivatives; 1-BCP; X-ray diffraction; synthesis; anti-fatigue effects benzamide derivatives; 1-BCP; X-ray diffraction; synthesis; anti-fatigue effects
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Wu, X.; Fan, W.; Pan, Y.; Zhai, Y.; Niu, Y.; Li, C.; Mei, Q. Synthesis, Crystal Structure and Anti-Fatigue Effects of Some Benzamide Derivatives. Molecules 2014, 19, 1034-1046.

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