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Merck
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C271

Sigma-Aldrich

CX546

≥98% (HPLC), solid

Synonyme(s) :

1-(1,4-Benzodioxan-6-ylcarbonyl)piperidine

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About This Item

Formule empirique (notation de Hill):
C14H17NO3
Numéro CAS:
215923-54-9
Poids moléculaire :
247.29
Numéro MDL:
MFCD01860868
Code UNSPSC :
12352200
ID de substance PubChem :
24277960
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

solid

Conditions de stockage

protect from light

Couleur

white to off-white

Solubilité

DMSO: ≥10 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

O=C(N1CCCCC1)c2ccc3OCCOc3c2

InChI

1S/C14H17NO3/c16-14(15-6-2-1-3-7-15)11-4-5-12-13(10-11)18-9-8-17-12/h4-5,10H,1-3,6-9H2

Clé InChI

LJUNPHMOGNFFOS-UHFFFAOYSA-N

Informations sur le gène

human ... GRIA1(2890) , GRIA2(2891) , GRIA3(2892) , GRIA4(2893)

Description générale

CX546, a benzoylpiperidine derivative ampakine is an analog of CX516.

Application

CX546 has been used as positive allosteric modulator for the glutamatergic receptor α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) in mice.

Actions biochimiques/physiologiques

CX546 has antipsychotic functionality and has the potential to treat schizophrenia. It improves the defects associated with the prepulse inhibition (PPI) and latent inhibition (LI) in mice lacking metabotropic glutamate receptor type 5 (mGluR5). Additionally, CX546 potentiates synaptic plasticity, elicits neuroprotection and promotes the neurotrophin expression.
Positive AMPA glutamate receptor modulator.

Attention

Photosensitive

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Amy C Arai et al.
The Journal of pharmacology and experimental therapeutics, 303(3), 1075-1085 (2002-11-20)
CX516 (BDP-12) and CX546, two first-generation benzamide-type AMPA receptor modulators, were compared with regard to their influence on AMPA receptor-mediated currents, autaptic responses in cultured hippocampal neurons, hippocampal excitatory postsynaptic currents, synaptic field potentials, and agonist binding. The two drugs
Laureen D Hachem et al.
Stem cells and development, 26(23), 1675-1681 (2017-09-28)
Transplantation of neural stem/progenitor cells (NSPCs) following spinal cord injury (SCI) is a promising strategy to enhance regeneration but is limited by poor survival of grafted cells. Determining methods to enhance survival of NSPCs is therefore essential. Positive modulation of
Hiroaki Sacai et al.
Nature communications, 11(1), 5140-5140 (2020-10-14)
Autism spectrum disorder (ASD) is thought to result from deviation from normal development of neural circuits and synaptic function. Many genes with mutation in ASD patients have been identified. Here we report that two molecules associated with ASD susceptibility, contactin
Ampakine? CX546 bolsters energetic response of astrocytes: a novel target for cognitive-enhancing drugs acting as alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor modulators
Pellerin L and Magistretti PJ
Journal of Neurochemistry, 92(3), 668-677 (2005)
B D Holst et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(5), 2597-2602 (1998-04-16)
To study regulation in vivo of the promoter for the neural cell adhesion molecule, N-CAM, we have used homologous recombination to insert the bacterial lacZ gene between the transcription and translation initiation sites of the N-CAM gene. This insertion disrupts
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