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C271

Sigma-Aldrich

CX546

≥98% (HPLC), solid

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C14H17NO3
Número de CAS:
215923-54-9
Peso molecular:
247.29
MDL number:
MFCD01860868
UNSPSC Code:
12352200
PubChem Substance ID:
24277960
NACRES:
NA.77

Quality Level

100

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

SMILES string

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

InChI key

LJUNPHMOGNFFOS-UHFFFAOYSA-N

Gene Information

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

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.

Caution

Photosensitive

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
Ampakines: Labelling with 11C for PET distribution studies.
Rogers, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 40, 645-647 (1997)
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
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)
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)
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