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Merck

C271

CX546

≥98% (HPLC), solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C14H17NO3
CAS Number:
215923-54-9
Molecular Weight:
247.29
NACRES:
NA.77
PubChem Substance ID:
24277960
UNSPSC Code:
12352200
MDL number:
MFCD01860868

Key Documents

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Product Name

CX546, ≥98% (HPLC), solid

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

SMILES string

O=C(N1CCCCC1)c2ccc3OCCOc3c2

InChI key

LJUNPHMOGNFFOS-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

white to off-white

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

Quality Level

100

Gene Information

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

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.

Biochem/physiol Actions

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.

Disclaimer

Photosensitive

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000156418
0000135875
0000084539
0000084540

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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
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
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
C Lu et al.
Molecular psychiatry, 21(2), 159-168 (2015-11-26)
Numerous risk genes have recently been implicated in susceptibility to autism and schizophrenia. Translating such genetic findings into disease-relevant neurobiological mechanisms is challenging due to the lack of throughput assays that can be used to assess their functions on an
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