PAZINACLONE

Details

Stereochemistry	RACEMIC
Molecular Formula	C25H23ClN4O4
Molecular Weight	478.928
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClC1=NC2=NC(=CC=C2C=C1)N3C(CC(=O)N4CCC5(CC4)OCCO5)C6=CC=CC=C6C3=O

InChI

InChIKey=DPGKFACWOCLTCA-UHFFFAOYSA-N

InChI=1S/C25H23ClN4O4/c26-20-7-5-16-6-8-21(28-23(16)27-20)30-19(17-3-1-2-4-18(17)24(30)32)15-22(31)29-11-9-25(10-12-29)33-13-14-34-25/h1-8,19H,9-15H2

HIDE SMILES / InChI

Molecular Formula	C25H23ClN4O4
Molecular Weight	478.928
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1676179 | https://www.ncbi.nlm.nih.gov/pubmed/2568511 | https://adisinsight.springer.com/drugs/800000717

Isoindoline pazinaclone (also known as DN-2327), a partial agonist at GABAA benzodiazepine receptors, produced anxiolytic, taming and anti-convulsive effects. This neuropsychiatric drug was involved in phase II clinical trial for patients with generalized anxiety disorder. However, this study was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Pharmacologic characterization of a novel non-benzodiazepine selective anxiolytic, DN-2327.	1989 Mar	2568511
Pharmacologic profile of a new anxiolytic, DN-2327: effect of Ro15-1788 and interaction with diazepam in rodents.	1991	1676179
Enantiomeric toxicokinetics of the new isoindoline anxiolytic pazinaclone in rats and dogs.	1996 Jan	8821511
Pazinaclone. A 77000, DN 2327.	1999 Jul	10610295
The benzodiazepine binding site of GABA(A) receptors as a target for the development of novel anxiolytics.	2005 May	15926867

Sample Use Guides

In Vivo Use Guide

pazinaclone 8 mg/day bid for 4 weeks in a placebo-controlled study involving 126 patients

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:44:17 UTC 2023` Edited by `admin` on `Fri Dec 15 18:44:17 UTC 2023`
Record UNII	MHK03047IJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PAZINACLONE

Official Name

English

DN2327

Code

English

PAZINACLONE [USAN]

Common Name

English

DN-2327

Code

English

1,4-DIOXA-8-AZASPIRO(4.5)DECANE, 8-((2-(7-CHLORO-1,8-NAPHTHYRIDIN-2-YL)-2,3-DIHYDRO-3-OXO-1H-ISOINDOL-1-YL)ACETYL)-

Common Name

English

(±)-2-(7-CHLORO-1,8-NAPHTHYRIDIN-2-YL)-3-(((1,4-DIOXA-8-AZASPIRO(4.5)DEC-8-YL)CARBONYL)METHYL)-1-ISOINDOLINONE

Systematic Name

English

Pazinaclone [WHO-DD]

Common Name

English

A77000

Code

English

(±)-8-((2-(7-CHLORO-1,8-NAPHTHYRIDIN-2-YL)-3-OXO-1-ISOINDOLINYL)ACETYL)-1,4-DIOXA-8-AZASPIRO(4.5)DECANE

Common Name

English

A-77000

Code

English

pazinaclone [INN]

Common Name

English

PAZINACLONE [MI]

Common Name

English

1H-ISOINDOL-1-ONE, 2-(7-CHLORO-1,8-NAPHTHYRIDIN-2-YL)-3-(2-(1,4-DIOXA-8-AZASPIRO(4.5)DEC-8-YL)-2-OXOETHYL)-2,3-DIHYDRO-

Systematic Name

English

1,4-DIOXA-8-AZASPIRO(4.5)DECANE, 8-((2-(7-CHLORO-1,8-NAPHTHYRIDIN-2-YL)-2,3-DIHYDRO-3-OXO-1H-ISOINDOL-1-YL)ACETYL)-, (±)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197