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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H11NO4
Molecular Weight 209.1986
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LY-367385

SMILES

CC1=C(C=CC(=C1)C(O)=O)[C@H](N)C(O)=O

InChI

InChIKey=SGIKDIUCJAUSRD-QMMMGPOBSA-N
InChI=1S/C10H11NO4/c1-5-4-6(9(12)13)2-3-7(5)8(11)10(14)15/h2-4,8H,11H2,1H3,(H,12,13)(H,14,15)/t8-/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H11NO4
Molecular Weight 209.1986
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

LY-367385, a potent and selective antagonist of metabotropic glutamate 1a receptor (mGlu1a), which attenuated infarct size after transient focal cerebral ischemia.

Originator

Curator's Comment: # Lilly Research Laboratories, Eli Lilly and Company

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q13255|||Q9NU10
Gene ID: 2911.0
Gene Symbol: GRM1
Target Organism: Homo sapiens (Human)
8.8 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Competitive antagonism at metabotropic glutamate receptors by (S)-4-carboxyphenylglycine and (RS)-alpha-methyl-4-carboxyphenylglycine.
1993 Jan 15
Reduction of sensory and metabotropic glutamate receptor responses in the thalamus by the novel metabotropic glutamate receptor-1-selective antagonist S-2-methyl-4-carboxy-phenylglycine.
1998 Aug
Neuroprotective activity of the potent and selective mGlu1a metabotropic glutamate receptor antagonist, (+)-2-methyl-4 carboxyphenylglycine (LY367385): comparison with LY357366, a broader spectrum antagonist with equal affinity for mGlu1a and mGlu5 receptors.
1999 Feb
Anticonvulsant actions of LY 367385 ((+)-2-methyl-4-carboxyphenylglycine) and AIDA ((RS)-1-aminoindan-1,5-dicarboxylic acid).
1999 Feb 26
mGluR1 antagonist decreases tyrosine phosphorylation of NMDA receptor and attenuates infarct size after transient focal cerebral ischemia.
2008 Jun
Patents

Patents

Sample Use Guides

in rats: administration of LY367385 (10 mg/kg) reduced the infarct volume at 24 h after the start of reperfusion.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:01:30 GMT 2023
Edited
by admin
on Sat Dec 16 10:01:30 GMT 2023
Record UNII
D8UW47H17B
Record Status Validated (UNII)
Record Version
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Name Type Language
LY-367385
Common Name English
4-((S)-AMINO(CARBOXY)METHYL)-3-METHYLBENZOIC ACID
Systematic Name English
BENZENEACETIC ACID, .ALPHA.-AMINO-4-CARBOXY-2-METHYL-, (.ALPHA.S)-
Systematic Name English
BENZENEACETIC ACID, .ALPHA.-AMINO-4-CARBOXY-2-METHYL-, (S)-
Systematic Name English
(S)-2-METHYL-4-CARBOXYPHENYLGLYCINE
Systematic Name English
Code System Code Type Description
PUBCHEM
5311261
Created by admin on Sat Dec 16 10:01:30 GMT 2023 , Edited by admin on Sat Dec 16 10:01:30 GMT 2023
PRIMARY
FDA UNII
D8UW47H17B
Created by admin on Sat Dec 16 10:01:30 GMT 2023 , Edited by admin on Sat Dec 16 10:01:30 GMT 2023
PRIMARY
CAS
198419-91-9
Created by admin on Sat Dec 16 10:01:30 GMT 2023 , Edited by admin on Sat Dec 16 10:01:30 GMT 2023
PRIMARY
EPA CompTox
DTXSID2042563
Created by admin on Sat Dec 16 10:01:30 GMT 2023 , Edited by admin on Sat Dec 16 10:01:30 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY