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
Stimulation of the metabotropic glutamate 2/3 receptor attenuates social novelty discrimination deficits induced by neonatal phencyclidine treatment.	2007 Jul	17318501
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
Effects of a positive allosteric modulator of group II metabotropic glutamate receptors, LY487379, on cognitive flexibility and impulsive-like responding in rats.	2010 Dec	20739457
Postsynaptic and presynaptic group II metabotropic glutamate receptor activation reduces neuronal excitability in rat midline paraventricular thalamic nucleus.	2011 Mar	21139059
On the mechanism of anti-hyperthermic effects of LY379268 and LY487379, group II mGlu receptors activators, in the stress-induced hyperthermia in singly housed mice.	2012 Jan	21855555
Targeting type-2 metabotropic glutamate receptors to protect vulnerable hippocampal neurons against ischemic damage.	2015 Oct 24	26496940

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

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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