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
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
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/17487227Curator'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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17487227
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.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2096670 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12438530 |
150.0 µM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Randomized, double-blind, placebo-controlled international clinical trial of the Ampakine CX516 in elderly participants with mild cognitive impairment: a progress report. | 2002 Aug-Oct |
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Glutamatergic drugs for schizophrenia: a systematic review and meta-analysis. | 2005 Jan 1 |
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A placebo-controlled add-on trial of the Ampakine, CX516, for cognitive deficits in schizophrenia. | 2008 Feb |
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Ampakine CX516 ameliorates functional deficits in AMPA receptors in a hippocampal slice model of protein accumulation. | 2008 Nov |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17487227
In clinical study patients were treated with 900 mg of CX516 three times daily for 4 weeks
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12438530
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.
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Z5QU38B4V9
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154235-83-3
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148184
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DB06247
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CX-516
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DTXSID70165574
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SUBSTANCE RECORD