PANADIPLON

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H17N5O2
Molecular Weight	335.3599
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)N1C(=O)C2=C(N=CN2C3=C1C=CC=C3)C4=NOC(=N4)C5CC5

InChI

InChIKey=ZGEGOFCLSWVVKG-UHFFFAOYSA-N

InChI=1S/C18H17N5O2/c1-10(2)23-13-6-4-3-5-12(13)22-9-19-14(15(22)18(23)24)16-20-17(25-21-16)11-7-8-11/h3-6,9-11H,7-8H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C18H17N5O2
Molecular Weight	335.3599
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1681085 | https://www.ncbi.nlm.nih.gov/pubmed/9881933

Panadiplon (previously known as U-78875) was investigated as a compound with a high affinity for the benzodiazepine receptors. It was studied as a unique anxiolytic agent with a minimum of central nervous system depression for the treatment of anxiety disorders. However, panadiplon was dropped from clinical development due to unexpected hepatic toxicity in human volunteers. It was shown that the drug-induced mitochondrial dysfunction in the liver, and suggested that this dysfunction could be attributed to the carboxylic acid metabolite.

Originator

Approval Year

PubMed

Title	Date	PubMed
Metabolomics in drug intolerance.	2009-11	20214587
Contribution of alpha 1GABAA and alpha 5GABAA receptor subtypes to the discriminative stimulus effects of ethanol in squirrel monkeys.	2005-05	15650112
5-ethoxymethyl-7-fluoro-3-oxo-1,2,3,5-tetrahydrobenzo[4,5]imidazo[1,2a]pyridine-4-N-(2-fluorophenyl)carboxamide (RWJ-51204), a new nonbenzodiazepine anxiolytic.	2002-11	12388665
Metabolic, idiosyncratic toxicity of drugs: overview of the hepatic toxicity induced by the anxiolytic, panadiplon.	2001-05-16	11336974
Discriminative stimulus effects of panadiplon (U-78875), a partial agonist at the benzodiazepine site, in pentobarbital-trained rhesus monkeys.	2001-02-01	11164687

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:01:16 GMT 2025` Edited by `admin` on `Mon Mar 31 18:01:16 GMT 2025`
Record UNII	V4PW0S7ZP7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FG-10571

Preferred Name

English

PANADIPLON

Official Name

English

IMIDAZO(1,5-A)QUINOXALIN-4(5H)-ONE, 3-(5-CYCLOPROPYL-1,2,4-OXADIAZOL-3-YL)-5-(1-METHYLETHYL)-

Systematic Name

English

panadiplon [INN]

Common Name

English

U-78875

Code

English

PANADIPLON [USAN]

Common Name

English

3-(5-CYCLOPROPYL-1,2,4-OXADIAZOL-3-YL)-5-(1-METHYLETHYL)-IMIDAZO(1,5-A)QUINOXALIN-4(5H)-ONE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197