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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
Structure of RADEQUINIL

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)

HIDE SMILES / InChI

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

PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

20 mg twice daily
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:27:13 GMT 2023
Edited
by admin
on Fri Dec 15 16:27:13 GMT 2023
Record UNII
2G222T03EY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RADEQUINIL
INN  
INN  
Official Name English
RESEQUINIL
Common Name English
radequinil [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C28197
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
Code System Code Type Description
FDA UNII
2G222T03EY
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
PRIMARY
INN
8433
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
PRIMARY
WIKIPEDIA
Radequinil
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
PRIMARY
SMS_ID
300000036915
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107801
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
PRIMARY
NCI_THESAURUS
C73240
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
PRIMARY
PUBCHEM
135418404
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
PRIMARY
CAS
219846-31-8
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID60944577
Created by admin on Fri Dec 15 16:27:13 GMT 2023 , Edited by admin on Fri Dec 15 16:27:13 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY