AMPA, L-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C7H10N2O4
Molecular Weight	186.1653
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=C(C[C@H](N)C(O)=O)C(=O)NO1

InChI

InChIKey=UUDAMDVQRQNNHZ-YFKPBYRVSA-N

InChI=1S/C7H10N2O4/c1-3-4(6(10)9-13-3)2-5(8)7(11)12/h5H,2,8H2,1H3,(H,9,10)(H,11,12)/t5-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6133955

AMPA, L- or S-AMPA, an active isomer of (RS)-AMPA, is a selective agonist of AMPA subtype of glutamate receptors.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glutamate receptor ionotropic AMPA 42 Target ID: CHEMBL2096670 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9651156	Agonist 2752

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Heteroaryl analogues of AMPA. 2. Synthesis, absolute stereochemistry, photochemistry, and structure-activity relationships.	1998-07-02	9651156
Enzymic resolution and binding to rat brain membranes of the glutamic acid agonist alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid.	1983-06	6133955

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

L-AMPA was more effective (IC50 = 0.6 microM) than D-AMPA (IC50 = 4.8 microM) in displacing racemic [3H]AMPA from binding sites on rat brain synaptic membranes in agreement with their relative in vivo excitatory potencies.

Name

Type

Language

AMPA, L-

Common Name

English

4-ISOXAZOLEPROPANOIC ACID, .ALPHA.-AMINO-2,3-DIHYDRO-5-METHYL-3-OXO-, (.ALPHA.S)-

Preferred Name

English

S-AMPA

Common Name

English

L-AMPA [MI]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID701003614