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Details

Stereochemistry ACHIRAL
Molecular Formula C14H15N3O
Molecular Weight 241.2884
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CX516

SMILES

O=C(N1CCCCC1)C2=CC=C3N=CC=NC3=C2

InChI

InChIKey=ANDGGVOPIJEHOF-UHFFFAOYSA-N
InChI=1S/C14H15N3O/c18-14(17-8-2-1-3-9-17)11-4-5-12-13(10-11)16-7-6-15-12/h4-7,10H,1-3,8-9H2

HIDE SMILES / InChI

Molecular Formula C14H15N3O
Molecular Weight 241.2884
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/9502831 | https://www.ncbi.nlm.nih.gov/pubmed/19390843 | https://www.ncbi.nlm.nih.gov/pubmed/12438530

CX 516, a compound synthesized by Cortex Pharmaceuticals using Ampakine® technology licensed from the University of California, was in clinical investigations for the treatment of Alzheimer's disease, schizophrenia, fragile X syndrome and autism, and sleep disorders, however, development of this drug candidate has been discontinued. CX 516 had an extremely short halflife in humans, very low potency and failed to show any benefits in phase II studies. The compound did have a good safety profile, reducing concerns about the toxicity of excess glutamate. Cortex subsequently terminated clinical development of CX 516.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
150.0 µM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Therapeutic approaches to age-associated neurocognitive disorders.
2001 Sep
Preliminary experience with an ampakine (CX516) as a single agent for the treatment of schizophrenia: a case series.
2002 Oct 1
Glutamate-based therapeutic approaches: ampakines.
2006 Feb
Patents

Sample Use Guides

In clinical study patients were treated with 900 mg of CX516 three times daily for 4 weeks
Route of Administration: Oral
Patch-clamp studies were carried out with outside-out patches excised from pyramidal neurons in field CA1 of rats organotypic hippocampal slices. Concentration-response relations for the steady-state current of responses to 800-ms applications of 1 mM L-glutamate was determined using CX546 solutions (50-5000mkM). CX516 did not exceed 30% of the peak current, even at the near-saturating concentration of 5 mM.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:47:38 GMT 2023
Edited
by admin
on Fri Dec 15 15:47:38 GMT 2023
Record UNII
Z5QU38B4V9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CX516
Common Name English
1-(6-QUINOXALINYLCARBONYL)PIPERIDINE
Systematic Name English
BDP-12
Code English
CX-516
Code English
PIPERIDINE, 1-(6-QUINOXALINYLCARBONYL)-
Systematic Name English
1-(QUINOXALIN-6-YLCARBONYL)-PIPERIDINE
Systematic Name English
AMPALEX
Brand Name English
BDP 12
Code English
CX 516
Code English
Code System Code Type Description
FDA UNII
Z5QU38B4V9
Created by admin on Fri Dec 15 15:47:38 GMT 2023 , Edited by admin on Fri Dec 15 15:47:38 GMT 2023
PRIMARY
CAS
154235-83-3
Created by admin on Fri Dec 15 15:47:38 GMT 2023 , Edited by admin on Fri Dec 15 15:47:38 GMT 2023
PRIMARY
PUBCHEM
148184
Created by admin on Fri Dec 15 15:47:38 GMT 2023 , Edited by admin on Fri Dec 15 15:47:38 GMT 2023
PRIMARY
DRUG BANK
DB06247
Created by admin on Fri Dec 15 15:47:38 GMT 2023 , Edited by admin on Fri Dec 15 15:47:38 GMT 2023
PRIMARY
WIKIPEDIA
CX-516
Created by admin on Fri Dec 15 15:47:38 GMT 2023 , Edited by admin on Fri Dec 15 15:47:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID70165574
Created by admin on Fri Dec 15 15:47:38 GMT 2023 , Edited by admin on Fri Dec 15 15:47:38 GMT 2023
PRIMARY
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