CX-546

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H17NO3
Molecular Weight	247.2897
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C(N1CCCCC1)C2=CC3=C(OCCO3)C=C2

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	247.2897
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 42 Target ID: CHEMBL2096670 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11640919	Positive Allosteric Modulator 186

PubMed

Title	Date	PubMed
AMPA receptor mediates mGlu 2/3 receptor antagonist-induced dopamine release in the rat nucleus accumbens shell.	2010-11	20674641
Effects of agents targeting glutamatergic systems on marble-burying behavior.	2010-03-03	20036313
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.	2010-02-11	19822174
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.	2009-12	19717789
Memory and the NMDA receptors.	2009-07-16	19605837
Neto1 is a novel CUB-domain NMDA receptor-interacting protein required for synaptic plasticity and learning.	2009-02-24	19243221
Breathing dysfunction in Rett syndrome: understanding epigenetic regulation of the respiratory network.	2008-12-10	18534925
Central respiratory rhythmogenesis is abnormal in lbx1- deficient mice.	2008-10-22	18945911
Blockade of the metabotropic glutamate 2/3 receptors enhances social memory via the AMPA receptor in rats.	2007-12-01	17727837
Brain-derived neurotrophic factor expression and respiratory function improve after ampakine treatment in a mouse model of Rett syndrome.	2007-10-03	17913925
The ampakine CX546 restores the prepulse inhibition and latent inhibition deficits in mGluR5-deficient mice.	2007-04	16936708
Ampakines alleviate respiratory depression in rats.	2006-12-15	16973981
Glutamate-based therapeutic approaches: ampakines.	2006-02	16361116
Positive alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor modulators have different impact on synaptic transmission in the thalamus and hippocampus.	2005-04	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.	2005-02	15659236
Modulation of AMPA receptor kinetics differentially influences synaptic plasticity in the hippocampus.	2004	14751292
Identification of a site in GluR1 and GluR2 that is important for modulation of deactivation and desensitization.	2003-07	12815155
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
Benzamide-type AMPA receptor modulators form two subfamilies with distinct modes of action.	2002-12	12438530
A remote-controlled high pressure reactor for radiotracer synthesis with [11C]carbon monoxide.	2002-11	12453595
Survival signaling and selective neuroprotection through glutamatergic transmission.	2002-03	11869032
Mechanism and impact of allosteric AMPA receptor modulation by the ampakine CX546.	2001-11	11640919

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:38:18 GMT 2025` Edited by `admin` on `Mon Mar 31 18:38:18 GMT 2025`
Record UNII	PV6YEC8983
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CX-546

Common Name

English

BDP 17

Preferred Name

English

BDP-17

Code

English

2,3-DIHYDRO-1,4-BENZODIOXIN-7-YL-(1-PIPERIDYL)METHANONE

Systematic Name

English

GR-87

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