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Details

Stereochemistry ACHIRAL
Molecular Formula C14H17NO3
Molecular Weight 247.2902
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CX-546

SMILES

C1CCN(CC1)C(=O)c2ccc3c(c2)OCCO3

InChI

InChIKey=LJUNPHMOGNFFOS-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C14H17NO3
Molecular Weight 247.2902
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Mechanism and impact of allosteric AMPA receptor modulation by the ampakine CX546.
2001 Nov
Benzamide-type AMPA receptor modulators form two subfamilies with distinct modes of action.
2002 Dec
Survival signaling and selective neuroprotection through glutamatergic transmission.
2002 Mar
A remote-controlled high pressure reactor for radiotracer synthesis with [11C]carbon monoxide.
2002 Nov
Ampakines reduce methamphetamine-driven rotation and activate neocortex in a regionally selective fashion.
2003
Dynorphin A toxicity in striatal neurons via an alpha-amino-3-hydroxy-5-methylisoxazole-4-propionate/kainate receptor mechanism.
2003
Identification of a site in GluR1 and GluR2 that is important for modulation of deactivation and desensitization.
2003 Jul
Modulation of AMPA receptor kinetics differentially influences synaptic plasticity in the hippocampus.
2004
Positive alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor modulators have different impact on synaptic transmission in the thalamus and hippocampus.
2005 Apr
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.
2005 Feb
Ampakines alleviate respiratory depression in rats.
2006 Dec 15
Glutamate-based therapeutic approaches: ampakines.
2006 Feb
The ampakine CX546 restores the prepulse inhibition and latent inhibition deficits in mGluR5-deficient mice.
2007 Apr
Blockade of the metabotropic glutamate 2/3 receptors enhances social memory via the AMPA receptor in rats.
2007 Dec 1
Brain-derived neurotrophic factor expression and respiratory function improve after ampakine treatment in a mouse model of Rett syndrome.
2007 Oct 3
Breathing dysfunction in Rett syndrome: understanding epigenetic regulation of the respiratory network.
2008 Dec 10
Central respiratory rhythmogenesis is abnormal in lbx1- deficient mice.
2008 Oct 22
Modulation of agonist binding to AMPA receptors by 1-(1,4-benzodioxan-6-ylcarbonyl)piperidine (CX546): differential effects across brain regions and GluA1-4/transmembrane AMPA receptor regulatory protein combinations.
2009 Dec
Neto1 is a novel CUB-domain NMDA receptor-interacting protein required for synaptic plasticity and learning.
2009 Feb 24
Memory and the NMDA receptors.
2009 Jul 16
Positive modulation of alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors reverses sub-chronic PCP-induced deficits in the novel object recognition task in rats.
2010 Feb 11
Effects of agents targeting glutamatergic systems on marble-burying behavior.
2010 Mar 3
AMPA receptor mediates mGlu 2/3 receptor antagonist-induced dopamine release in the rat nucleus accumbens shell.
2010 Nov
Substance Class Chemical
Created
by admin
on Sat Jun 26 08:55:25 UTC 2021
Edited
by admin
on Sat Jun 26 08:55:25 UTC 2021
Record UNII
PV6YEC8983
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CX-546
Common Name English
BDP-17
Code English
2,3-DIHYDRO-1,4-BENZODIOXIN-7-YL-(1-PIPERIDYL)METHANONE
Systematic Name English
GR-87
Code English
BDP 17
Code English
GR 87
Code English
METHANONE, (2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)-1-PIPERIDINYL-
Systematic Name English
CX 546
Code English
CX546
Common Name English
PIPERIDINE, 1-((2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)CARBONYL)-
Systematic Name English
Code System Code Type Description
CAS
215923-54-9
Created by admin on Sat Jun 26 08:55:25 UTC 2021 , Edited by admin on Sat Jun 26 08:55:25 UTC 2021
PRIMARY
WIKIPEDIA
CX546
Created by admin on Sat Jun 26 08:55:25 UTC 2021 , Edited by admin on Sat Jun 26 08:55:25 UTC 2021
PRIMARY
PUBCHEM
2890
Created by admin on Sat Jun 26 08:55:25 UTC 2021 , Edited by admin on Sat Jun 26 08:55:25 UTC 2021
PRIMARY
EPA CompTox
215923-54-9
Created by admin on Sat Jun 26 08:55:25 UTC 2021 , Edited by admin on Sat Jun 26 08:55:25 UTC 2021
PRIMARY
FDA UNII
PV6YEC8983
Created by admin on Sat Jun 26 08:55:25 UTC 2021 , Edited by admin on Sat Jun 26 08:55:25 UTC 2021
PRIMARY
MESH
C443080
Created by admin on Sat Jun 26 08:55:25 UTC 2021 , Edited by admin on Sat Jun 26 08:55:25 UTC 2021
PRIMARY
Related Record Type Details
ACTIVE MOIETY