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

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 of PAZINACLONE

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 ( + / - )

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacologic characterization of a novel non-benzodiazepine selective anxiolytic, DN-2327.
1989 Mar

Sample Use Guides

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 GMT 2023
Edited
by admin
on Fri Dec 15 18:44:17 GMT 2023
Record UNII
MHK03047IJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PAZINACLONE
INN   MI   USAN   WHO-DD  
USAN   INN  
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
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID70869388
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107504
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
CAS
103255-66-9
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
NCI_THESAURUS
C96874
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
FDA UNII
MHK03047IJ
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
USAN
EE-67
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
MESH
C060382
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
SMS_ID
100000083002
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
PUBCHEM
59743
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
WIKIPEDIA
PAZINACLONE
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
EVMPD
SUB09639MIG
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
INN
7190
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY
MERCK INDEX
m867
Created by admin on Fri Dec 15 18:44:17 GMT 2023 , Edited by admin on Fri Dec 15 18:44:17 GMT 2023
PRIMARY Merck Index
Related Record Type Details
TARGET->PARTIAL AGONIST
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY