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C271

CX546

≥98% (HPLC), solid

Synonym(s):

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

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Pack SizeSKUAvailabilityPrice
10 mg
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₪1,456.00
50 mg
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₪5,199.00

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
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
protect from light

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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

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This Item
5.05016SML1191SML0314
CX546 ≥98% (HPLC), solid

Sigma-Aldrich

C271

CX546

CX546

Sigma-Aldrich

5.05016

CX546

CX516 ≥98% (HPLC)

Sigma-Aldrich

SML1191

CX516

CGP77675 ≥98% (HPLC)

Sigma-Aldrich

SML0314

CGP77675

form

solid

form

solid

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

DMSO: ≥10 mg/mL

solubility

DMSO: soluble

solubility

H2O: 5 mg/mL, clear

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

protect from light

storage condition

OK to freeze, protect from light

storage condition

-

storage condition

-

General description

CX546, a benzoylpiperidine derivative ampakine is an analog of CX516.[1]

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

Positive AMPA glutamate receptor modulator.
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.

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
0000084539
0000084540

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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)
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)
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Global Trade Item Number

SKUGTIN
C271-50MG04061832081540
C271-10MG04061832081533

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