ADIPIPLON

Investigational

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 Search

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

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://adisinsight.springer.com/drugs/800021866 | http://phx.corporate-ir.net/phoenix.zhtml?c=96629&p=irol-newsArticle_Print&ID=1174223

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

Title	Date	PubMed
Pharmacological Properties of DOV 315,090, an ocinaplon metabolite.	2008-06-13	18554397

Patents

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 Created by `admin` on `Mon Mar 31 18:10:22 GMT 2025` Edited by `admin` on `Mon Mar 31 18:10:22 GMT 2025`
Record UNII	OPL214POJ1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ADIPIPLON

Official Name

English

NG2-73

Preferred 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

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