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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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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)

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General description

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.

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

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
0000084540
0000084539

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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
Chen Su et al.
Anesthesiology, 125(5), 1030-1043 (2016-10-19)
AMPAkines augment the function of α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors in the brain to increase excitatory outputs. These drugs are known to relieve persistent pain. However, their role in acute pain is unknown. Furthermore, a specific molecular and anatomic target for
Ampakines: Labelling with 11C for PET distribution studies.
Rogers, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 40, 645-647 (1997)
The ampakine CX546 restores the prepulse inhibition and latent inhibition deficits in mGluR5-deficient mice
Lipina T, et al.
Neuropsychopharmacology, 32(4), 745-756 (2007)
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
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