CX-546

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 Search

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

Primary Target	Pharmacology	Condition	Potency
Glutamate receptor ionotropic AMPA 40 Target ID: CHEMBL2096670 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11640919	Positive Allosteric Modulator 157

PubMed

Title	Date	PubMed
Mechanism and impact of allosteric AMPA receptor modulation by the ampakine CX546.	2001 Nov	11640919
Benzamide-type AMPA receptor modulators form two subfamilies with distinct modes of action.	2002 Dec	12438530
Survival signaling and selective neuroprotection through glutamatergic transmission.	2002 Mar	11869032
A remote-controlled high pressure reactor for radiotracer synthesis with [11C]carbon monoxide.	2002 Nov	12453595
Ampakines reduce methamphetamine-driven rotation and activate neocortex in a regionally selective fashion.	2003	14522010
Dynorphin A toxicity in striatal neurons via an alpha-amino-3-hydroxy-5-methylisoxazole-4-propionate/kainate receptor mechanism.	2003	12573721
Identification of a site in GluR1 and GluR2 that is important for modulation of deactivation and desensitization.	2003 Jul	12815155
Modulation of AMPA receptor kinetics differentially influences synaptic plasticity in the hippocampus.	2004	14751292
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	15626725
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	15659236
Ampakines alleviate respiratory depression in rats.	2006 Dec 15	16973981
Glutamate-based therapeutic approaches: ampakines.	2006 Feb	16361116
The ampakine CX546 restores the prepulse inhibition and latent inhibition deficits in mGluR5-deficient mice.	2007 Apr	16936708
Blockade of the metabotropic glutamate 2/3 receptors enhances social memory via the AMPA receptor in rats.	2007 Dec 1	17727837
Brain-derived neurotrophic factor expression and respiratory function improve after ampakine treatment in a mouse model of Rett syndrome.	2007 Oct 3	17913925
Breathing dysfunction in Rett syndrome: understanding epigenetic regulation of the respiratory network.	2008 Dec 10	18534925
Central respiratory rhythmogenesis is abnormal in lbx1- deficient mice.	2008 Oct 22	18945911
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	19717789
Neto1 is a novel CUB-domain NMDA receptor-interacting protein required for synaptic plasticity and learning.	2009 Feb 24	19243221
Memory and the NMDA receptors.	2009 Jul 16	19605837
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	19822174
Effects of agents targeting glutamatergic systems on marble-burying behavior.	2010 Mar 3	20036313
AMPA receptor mediates mGlu 2/3 receptor antagonist-induced dopamine release in the rat nucleus accumbens shell.	2010 Nov	20674641

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

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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