LY-487379

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H19F3N2O4S
Molecular Weight	452.447
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=CC=C1OC2=CC=C(C=C2)N(CC3=CC=CN=C3)S(=O)(=O)CC(F)(F)F

InChI

InChIKey=ALMACYDZFBMGOR-UHFFFAOYSA-N

InChI=1S/C21H19F3N2O4S/c1-29-19-6-2-3-7-20(19)30-18-10-8-17(9-11-18)26(14-16-5-4-12-25-13-16)31(27,28)15-21(22,23)24/h2-13H,14-15H2,1H3

HIDE SMILES / InChI

Molecular Formula	C21H19F3N2O4S
Molecular Weight	452.447
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12852748
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/14500736 | https://www.ncbi.nlm.nih.gov/pubmed/16123306

N-(4-(2-Methoxyphenoxy)-phenyl-N-(2,2,2-trifluoroethylsulfonyl)-pyrid-3-ylmethylamine (LY487379) is a selective positive allosteric modulator at metabotropic glutamate subtype 2 receptors (mGluR2). The compound exerts antipsychotic and anxiolytic actions.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Metabotropic glutamate receptor 2 24 Target ID: CHEMBL5137 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14500736 \| https://www.ncbi.nlm.nih.gov/pubmed/12852748	Positive Allosteric Modulator 179		1.7 µM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Schizophrenia 298 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17318501 https://www.ncbi.nlm.nih.gov/pubmed/16123306 https://www.ncbi.nlm.nih.gov/pubmed/20371226 https://www.ncbi.nlm.nih.gov/pubmed/20739457	Primary		Preclinical	Unknown Approved Use Unknown
Anxiety 267 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12852748	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Discovery of allosteric potentiators for the metabotropic glutamate 2 receptor: synthesis and subtype selectivity of N-(4-(2-methoxyphenoxy)phenyl)-N-(2,2,2- trifluoroethylsulfonyl)pyrid-3-ylmethylamine.	2003 Jul 17	12852748
Pharmacological characterization and identification of amino acids involved in the positive modulation of metabotropic glutamate receptor subtype 2.	2003 Oct	14500736
Metabotropic glutamate receptor 2 modulates excitatory synaptic transmission in the rat globus pallidus.	2005	15993439
A selective allosteric potentiator of metabotropic glutamate (mGlu) 2 receptors has effects similar to an orthosteric mGlu2/3 receptor agonist in mouse models predictive of antipsychotic activity.	2005 Dec	16123306
A novel family of potent negative allosteric modulators of group II metabotropic glutamate receptors.	2007 Jul	17416742
The difference in effect of mGlu2/3 and mGlu5 receptor agonists on cognitive impairment induced by MK-801.	2010 Aug 10	20371226

Patents

Sample Use Guides

In Vivo Use Guide

rats: 30 mg/kg

Route of Administration: Intraperitoneal

In Vitro Use Guide

3-30 uM LY487379 potentiates the effect of DCG-IV on medial perforant path-dentate gyrus synapses in rat hippocampal slices.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 19:01:31 GMT 2023` Edited by `admin` on `Sat Dec 16 19:01:31 GMT 2023`
Record UNII	7WF5ZLL4D9
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

LY-487379

Code

English

ETHANESULFONAMIDE, 2,2,2-TRIFLUORO-N-(4-(2-METHOXYPHENOXY)PHENYL)-N-(3-PYRIDINYLMETHYL)-

Systematic Name

English

LY487379

Code

English

2,2,2-TRIFLUORO-N-(4-(2-METHOXYPHENOXY)PHENYL)-N-(PYRIDIN-3-YLMETHYL)ETHANESULFONAMIDE

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID10431366