U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C18H18FN7
Molecular Weight 351.3808
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADIPIPLON

SMILES

CCCC1=C(CN2C=CN=C2C3=NC=CC=C3F)N=CN4N=C(C)N=C14

InChI

InChIKey=UAMAIHOEGLEXSV-UHFFFAOYSA-N
InChI=1S/C18H18FN7/c1-3-5-13-15(22-11-26-17(13)23-12(2)24-26)10-25-9-8-21-18(25)16-14(19)6-4-7-20-16/h4,6-9,11H,3,5,10H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C18H18FN7
Molecular Weight 351.3808
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Adipiplon is an oral, partial agonist of the GABAA alpha-3 (α3) receptor that was being developed by Neurogen Corporation for the treatment of insomnia, anxiety disorders and schizophrenia. Adipiplon has been tested in Phase 1 and 2 studies in over 600 subjects for the treatment of insomnia, demonstrating statistical significance compared to placebo on primary endpoints for sleep initiation and maintenance in patients with chronic insomnia. Adipiplon has also demonstrated statistical significance compared to placebo for self-reported quality of sleep in all completed Phase 2 studies to date. Additionally, in studies completed to date it has been well tolerated at all doses tested. Development of adipiplon was discontinued during 2008.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

The trial compared 6-mg and 9-mg doses of adipiplon to a placebo and to a 12.5-mg tablet of Ambien CR. Both doses of adipiplon contained 1 mg of the immediate-release formulation. Past trials have shown adipiplon works in doses as low as 3 mg.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:50:08 GMT 2023
Edited
by admin
on Fri Dec 15 15:50:08 GMT 2023
Record UNII
OPL214POJ1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ADIPIPLON
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
ADIPIPLON [USAN]
Common Name English
Adipiplon [WHO-DD]
Common Name English
(1,2,4)TRIAZOLO(1,5-C)PYRIMIDINE, 7-((2-(3-FLUORO-2-PYRIDINYL)-1H-IMIDAZOL-1-YL)METHYL)-2-METHYL-8-PROPYL-
Systematic Name English
NG2-73
Code English
adipiplon [INN]
Common Name English
7-((2-(3-FLUOROPYRIDIN-2-YL)-1H-IMIDAZOL-1-YL)METHYL)-2-METHYL-8-PROPYL(1,2,4)TRIAZOLO(1,5-C)PYRIMIDINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C29756
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2103791
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
NCI_THESAURUS
C76933
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
USAN
SS-66
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
EPA CompTox
DTXSID40232944
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
FDA UNII
OPL214POJ1
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
SMS_ID
300000034122
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
INN
8858
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
WIKIPEDIA
ADIPIPLON
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
PUBCHEM
11198924
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
CAS
840486-93-3
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
DRUG BANK
DB06579
Created by admin on Fri Dec 15 15:50:08 GMT 2023 , Edited by admin on Fri Dec 15 15:50:08 GMT 2023
PRIMARY
Related Record Type Details
TARGET->PARTIAL AGONIST
Related Record Type Details
ACTIVE MOIETY