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Details

Stereochemistry ACHIRAL
Molecular Formula C17H11N5O
Molecular Weight 301.3021
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OCINAPLON

SMILES

O=C(C1=C2N=CC=C(N2N=C1)C3=CC=NC=C3)C4=NC=CC=C4

InChI

InChIKey=OQJFBUOFGHPMSR-UHFFFAOYSA-N
InChI=1S/C17H11N5O/c23-16(14-3-1-2-7-19-14)13-11-21-22-15(6-10-20-17(13)22)12-4-8-18-9-5-12/h1-11H

HIDE SMILES / InChI

Molecular Formula C17H11N5O
Molecular Weight 301.3021
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: http://adisinsight.springer.com/drugs/800001407 https://en.wikipedia.org/wiki/Ocinaplon

Ocinaplon is anxiolytic in rodents and primates, including humans, with a magnitude of effect comparable to benzodiazepines. It was evaluated to treat Generalised anxiety disorder. The mechanism of action by which ocinaplon produces its anxiolytic effects is by allosteric modulating of GABA-A receptors. The serious adverse event detected in the ocinaplon group was icterus following transaminase elevations. Due to liver complications that occurred in Phase III, development of ocinaplon is discontinued.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Anxioselective compounds acting at the GABA(A) receptor benzodiazepine binding site.
2003 Aug
Gateways to clinical trials.
2003 Jul-Aug
Gateways to clinical trials.
2004 Jan-Feb
GABA-A receptor modulators: can they offer any improvement over benzodiazepines in the treatment of anxiety disorders?
2010 Apr
Patents

Sample Use Guides

90 mg three times a day
Route of Administration: Oral
Ocinaplon was ≈3-fold more potent in inhibiting [3H]flunitrazepam binding to rat cerebellum than cortex (IC50 values of 1.2 μM and 3.8 μM, respectively, with Hill coefficients 0.9 and 0.7 in cerebellum and cortex, respectively).
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:37:20 GMT 2023
Edited
by admin
on Fri Dec 15 15:37:20 GMT 2023
Record UNII
2H6KVC5E76
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OCINAPLON
INN   USAN  
INN   USAN  
Official Name English
METHANONE, 2-PYRIDINYL(7-(4-PYRIDINYL)PYRAZOLO(1,5-A)PYRIMIDIN-3-YL)-
Systematic Name English
CL 273,547
Code English
OCINAPLON [USAN]
Common Name English
2-Pyridyl 7-(4-pyridyl)pyrazolo[1,5-a]pyrimidin-3-yl ketone
Systematic Name English
ocinaplon [INN]
Common Name English
CL-273547
Code English
Classification Tree Code System Code
NCI_THESAURUS C28197
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
Code System Code Type Description
PUBCHEM
216456
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105199
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID00242362
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
DRUG BANK
DB06529
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
USAN
GG-38
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
NCI_THESAURUS
C81614
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
INN
7311
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
SMS_ID
100000083858
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
EVMPD
SUB09398MIG
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
WIKIPEDIA
OCINAPLON
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
FDA UNII
2H6KVC5E76
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
MESH
C501948
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
CAS
96604-21-6
Created by admin on Fri Dec 15 15:37:20 GMT 2023 , Edited by admin on Fri Dec 15 15:37:20 GMT 2023
PRIMARY
Related Record Type Details
TARGET->POSITIVE ALLOSTERIC MODULATOR (PAM)
Related Record Type Details
ACTIVE MOIETY