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

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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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) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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