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MilliporeSigma

C271

CX546

≥98% (HPLC), solid

Synonym(s):

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

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$306.00

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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)

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Show Differences

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This Item
HPA0148215.05016SML1191
CX546 ≥98% (HPLC), solid

Sigma-Aldrich

C271

CX546

Anti-GJA3 antibody produced in rabbit Prestige Antibodies® Powered by Atlas Antibodies, affinity isolated antibody

Sigma-Aldrich

HPA014821

Anti-GJA3 antibody produced in rabbit

CX546

Sigma-Aldrich

5.05016

CX546

CX516 ≥98% (HPLC)

Sigma-Aldrich

SML1191

CX516

form

solid

form

buffered aqueous glycerol solution

form

solid

form

powder

assay

≥98% (HPLC)

assay

-

assay

≥98% (TLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: ≥10 mg/mL

solubility

-

solubility

DMSO: soluble

solubility

H2O: 5 mg/mL, clear

storage condition

protect from light

storage condition

-

storage condition

OK to freeze, protect from light

storage condition

-

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.[1]

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).[2] Additionally, CX546 potentiates synaptic plasticity, elicits neuroprotection and promotes the neurotrophin expression.[3]
Positive AMPA glutamate receptor modulator.

Disclaimer

Photosensitive

General description

CX546, a benzoylpiperidine derivative ampakine[2] is an analog of CX516.[4]

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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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)
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
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
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
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