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Molecules 2014, 19(1), 1034-1046;

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

Key Laboratory for Space Bioscience and Biotechnology, School of Life Sciences, Northwestern Polytechnical University, Xi'an 710072, China
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 Chemistry)
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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. View Full-Text
Keywords: benzamide derivatives; 1-BCP; X-ray diffraction; synthesis; anti-fatigue effects benzamide derivatives; 1-BCP; X-ray diffraction; synthesis; anti-fatigue effects

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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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