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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H22ClN3O2
Molecular Weight 407.893
Optical Activity ( + )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Pagoclone

SMILES

CC(C)CCC(=O)C[C@@H]1N(C(=O)C2=CC=CC=C12)C3=CC=C4C=CC(Cl)=NC4=N3

InChI

InChIKey=HIUPRQPBWVEQJJ-IBGZPJMESA-N
InChI=1S/C23H22ClN3O2/c1-14(2)7-10-16(28)13-19-17-5-3-4-6-18(17)23(29)27(19)21-12-9-15-8-11-20(24)25-22(15)26-21/h3-6,8-9,11-12,14,19H,7,10,13H2,1-2H3/t19-/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.drugbank.ca/drugs/DB04903 | https://www.ncbi.nlm.nih.gov/pubmed/?term=18728798

Pagoclone is an anxiolytic agent from the cyclopyrrolone family, related to better-known drugs such as the sleeping medication zopiclone. It binds with the roughly equivalent high affinity (0.7–9.1 nM) to the benzodiazepine binding site of human GABAA receptors containing either a α1, α2, α3 or α5 subunit. It is a partial agonist at α1-, α2- and α5-containing GABAA receptors and a full agonist at receptors containing a α3 subunit. Pagoclone produces anxiolytic effects with little sedative or amnestic actions at low doses.

CNS Activity

Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/?term=22204486

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Crossover trial of pagoclone and placebo in patients with DSM-IV panic disorder.
2001 Sep
Psychopharmacology of anxiety disorders.
2002 Sep
Gateways to clinical trials.
2004 Apr
The benzodiazepine binding site of GABA(A) receptors as a target for the development of novel anxiolytics.
2005 May
Evaluation of the abuse potential of pagoclone, a partial GABAA agonist.
2006 Jun
Gateways to clinical trials.
2007 Mar
Preliminary effects of pagoclone, a partial GABA(A) agonist, on neuropsychological performance.
2008 Feb
Exploratory randomized clinical study of pagoclone in persistent developmental stuttering: the EXamining Pagoclone for peRsistent dEvelopmental Stuttering Study.
2010 Feb
Gateways to clinical trials.
2010 Jun
Comments on article by Maguire et al: pagoclone trial: questionable findings for stuttering treatment.
2010 Oct
Patents

Patents

Sample Use Guides

Subjects received 0.15 mg (low), 0.30 mg (medium), or 0.60 mg (high) oral doses of pagoclone every 12 hours for seven days with a seven-day washout between periods.
Route of Administration: Oral
Pagoclone binds with roughly equivalent high affinity (0.7–9.1 nM) to the benzodiazepine binding site of human GABAA receptors containing either an α1, α2, α3 or α5 subunit.
Name Type Language
Pagoclone
INN   MI   USAN  
INN   USAN  
Official Name English
pagoclone [INN]
Common Name English
PAGOCLONE [USAN]
Common Name English
1H-Isoindol-1-one, 2-(7-chloro-1,8-naphthyridin-2-yl)-2,3-dihydro-3-(5-methyl-2-oxohexyl)-, (3S)-
Systematic Name English
(3S)-2-(7-Chloro-1,8-naphthyridin-2-yl)-2,3-dihydro-3-(5-methyl-2-oxohexyl)-1H-isoindol-1-one
Systematic Name English
CI-1043
Code English
IP-456
Code English
RP62955
Code English
PAGOCLONE [MI]
Common Name English
(+)-2-(7-chloro-1,8-naphthyridin-2-yl)-3S-(5- methyl-2-oxohexyl)-1-isoindolinone
Systematic Name English
IP456
Code English
RP-62955
Code English
1H-Isoindol-1-one, 2-(7-chloro-1,8-naphthyridin-2-yl)-2,3-dihydro-3-(5-methyl-2-oxohexyl)-, (+)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C28197
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
Code System Code Type Description
CAS
133737-32-3
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
ALTERNATIVE
DRUG BANK
DB04903
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
FDA UNII
38VAG2SA33
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
USAN
GG-84
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
PUBCHEM
131664
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
EVMPD
SUB09586MIG
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
INN
7400
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
CAS
133737-48-1
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
MERCK INDEX
m8354
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY Merck Index
SMS_ID
100000082759
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104745
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
WIKIPEDIA
Pagoclone
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
NCI_THESAURUS
C74529
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
CAS
1515959-69-9
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY
EPA CompTox
DTXSID40869830
Created by admin on Fri Dec 15 16:47:13 GMT 2023 , Edited by admin on Fri Dec 15 16:47:13 GMT 2023
PRIMARY