U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

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=C(F)C=CC=N3)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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
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
Record UNII
OPL214POJ1
Record Status Validated (UNII)
Record Version