1-BCP - CAS 34023-62-6
Category: Inhibitor
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Molecular Formula:
C13H15NO3
Molecular Weight:
233.27
COA:
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Description:
1-BCP is a centrally active selective potentiator of AMPA-mediated responses.
Purity:
≥99% by HPLC
Synonyms:
1-(1,3-Benzodioxol-5-ylcarbonyl)piperidine
MSDS:
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InChIKey:
BXBNADAPIHHXJQ-UHFFFAOYSA-N
InChI:
InChI=1S/C13H15NO3/c15-13(14-6-2-1-3-7-14)10-4-5-11-12(8-10)17-9-16-11/h4-5,8H,1-3,6-7,9H2
Canonical SMILES:
C1CCN(CC1)C(=O)C2=CC3=C(C=C2)OCO3
1.[Synthesis and antifatigue activities of new benzamide derivatives].
Fan WT;Wu XL;Pan YL;Niu YB;Li CR;Mei QB Yao Xue Xue Bao. 2014 Oct;49(10):1442-5.
To explore novel antifatigue agents targeting with AMPA receptor, 10 compounds were synthesized and their structures were confirmed by 1H NMR, ESI-MS and elemental analysis. 1-BCP was treated as the leading compound. The antifatigue activities were evaluated by weight-loaded forced swimming test, and the AMPA receptor binding affinities were tested with radioligand receptor binding assays. The results unveiled that 5b appeared to possess potent antifatigue activities and high affinity with AMPA receptor, which deserved further studies.
2.Effect of AMPA receptor modulators on hippocampal and cortical function.
Black MD;Wotanis J;Schilp DE;Hanak SE;Sorensen SM;Wettstein JG Eur J Pharmacol. 2000 Apr 7;394(1):85-90.
Attention has focused on drugs that modulate AMPA (alpha-amino-3-hydroxy-5-methyl-4-isoxazole proprionic acid) receptors because of their potential for enhancing memory and treating certain pathologies that involve glutamatergic neurotransmission. The aim of this study was to compare and contrast the functionality of positive allosteric modulators of AMPA receptors in the hippocampus and medial prefrontal cortex. Electrically stimulated EPSPs (excitatory postsynaptic potential) in the hippocampus were augmented by CX516 [(1-quinoxaline-6-ylcarbonyl)piperidine], aniracetam and 1-BCP [(1-(1,3-benzodioxol-5-ylcarbonyl)piperidine] and not by cyclothiazide. Using grease gap electrophysiology, it was found that the mode of application dramatically altered the effect of the modulators of AMPA-induced depolarization. When added simultaneously with AMPA, aniracetam, 1-BCP and CX516 augmented the response in the frontal cortex. However, in the hippocampus, only aniracetam and cyclothiazide augmented the response when simultaneously added to AMPA. Therefore, in addition to regional variations, there appears to be differences in modulator response dependent upon whether a response is generated endogenously or exogenously by AMPA.
3.Synthesis, crystal structure and anti-fatigue effects of some benzamide derivatives.
Wu X;Fan W;Pan Y;Zhai Y;Niu Y;Li C;Mei Q Molecules. 2014 Jan 16;19(1):1034-46. doi: 10.3390/molecules19011034.
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.
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CAS 34023-62-6 1-BCP

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