OCINAPLON

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 Search

SMILES

O=C(C1=C2N=CC=C(N2N=C1)C3=CC=NC=C3)C4=CC=CC=N4

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15870187
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.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor; benzodiazepine site 38 Target ID: CHEMBL2109243 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21762686 https://www.ncbi.nlm.nih.gov/pubmed/15926867 https://www.ncbi.nlm.nih.gov/pubmed/15870187 https://www.ncbi.nlm.nih.gov/pubmed/18554397	Positive Allosteric Modulator 186		2.3 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Generalized anxiety disorder 32 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20041911	Primary		Phase III 665	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
AbovChem LLC	AC160620	http://www.abovchem.com/pc/en/product_list.aspx?wd=AC160620
AChemBlock	M23586	http://www.achemblock.com/catalogsearch/result/?q=M23586
AK Scientific	3778AL	https://aksci.com/item_detail.php?cat=3778AL
ApexBio Technology	B5582	https://www.apexbt.com/catalogsearch/result/?q=B5582
AstaTech	87647	http://astatechinc.com/CPSResult.php?CRNO=87647
BLD Pharm	BD149680	http://www.bldpharm.com/search/Search.html?keyword=BD149680
BOC Sciences	96604-21-6	http://www.bocsci.com/description.asp?cas=96604-21-6
ChemShuttle	172237	https://www.chemshuttle.com/catalogsearch/result/?q=172237
eMolecules	36096428	https://orderbb.emolecules.com/search/#?query=36096428
eNovation Chemicals	D772618	https://www.enovationchem.com/Products.asp?SEARCHTEXT=D772618&searchbtn.x=0&searchbtn.y=0
Hairui	HR148889	http://www.hairuichem.com/en/product/search.do?q=HR148889
KeyOrganics	AS-72567	http://www.keyorganicsinc.com/bionet/catalogsearch/result?q=AS-72567
Lab Network	LN00333131	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00333131
mcule	MCULE-5215110788	https://mcule.com/MCULE-5215110788/
MolPort	MolPort-023-277-179	https://www.molport.com/shop/molecule-link/MolPort-023-277-179
MuseChem	I010950	https://www.musechem.com/product/I010950.html
Princeton BioMolecular Research	PBMR221744	http://www.princetonbio.com/order_online?common_id=PBMR221744
Tetrahedron	TS74699	http://www.thsci.com/search.do?q=TS74699
Tocris	4410	https://www.tocris.com/search.php?Type=QuickSearch&Value=4410

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

90 mg three times a day

Route of Administration: Oral

In Vitro Use Guide

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).

Name

Type

Language

OCINAPLON

Official Name

English

CL 273,547

Preferred Name

English

METHANONE, 2-PYRIDINYL(7-(4-PYRIDINYL)PYRAZOLO(1,5-A)PYRIMIDIN-3-YL)-

Systematic Name

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