Details
Stereochemistry | ACHIRAL |
Molecular Formula | C18H14N4O3 |
Molecular Weight | 334.3288 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=CC(=C1)C2=NC=CC3=C2C=C(C4=NOC(C)=N4)C(=O)N3
InChI
InChIKey=JQOFKKWHXGQABB-UHFFFAOYSA-N
InChI=1S/C18H14N4O3/c1-10-20-17(22-25-10)14-9-13-15(21-18(14)23)6-7-19-16(13)11-4-3-5-12(8-11)24-2/h3-9H,1-2H3,(H,21,23)
Molecular Formula | C18H14N4O3 |
Molecular Weight | 334.3288 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Radequinil (also known as AC-3933 ) is a oxadiazolylnaphthyridinone derivative patented by Dainippon Pharmaceutical Co., Ltd. as an inverse agonist of benzodiazepine receptors useful for the treatment of cognitive disorders including Alzheimer's disease. In preclinical trials, Radequinil enhances acetylcholine release in the rat hippocampus and ameliorates scopolamine-induced memory impairment and age-related cognitive decline in both rats and mice. Unlike the acetylcholinesterase inhibitor donepezil and the benzodiazepine receptor inverse agonist FG-7142, oral administration of Radequinil significantly ameliorated MK-801-induced memory impairment in the Y-maze test and in the object location test. Interestingly, the procognitive effects of Radequinil on MK-801-induced memory impairment were not affected by the benzodiazepine receptor antagonist flumazenil, although this was not the case for the beneficial effects of Radequinil on scopolamine-induced memory deficit. Moreover, the onset of Radequinil ameliorating effect on scopolamine- or MK-801-induced memory impairment was different in the Y-maze test. Unfortunately, in clinical trials, Radequinil failed to demonstrate efficacy and further development was discontinued.
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT00359944
20 mg twice daily
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:27:13 GMT 2023
by
admin
on
Fri Dec 15 16:27:13 GMT 2023
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Record UNII |
2G222T03EY
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C28197
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2G222T03EY
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8433
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Radequinil
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300000036915
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CHEMBL2107801
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C73240
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135418404
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219846-31-8
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DTXSID60944577
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Related Record | Type | Details | ||
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ACTIVE MOIETY |