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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 of AMPA, L-

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

Molecular Formula C7H10N2O4
Molecular Weight 186.1653
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed

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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:49:28 GMT 2023
Edited
by admin
on Sat Dec 16 09:49:28 GMT 2023
Record UNII
9280SC28GD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMPA, L-
Common Name English
S-AMPA
Common Name English
L-AMPA [MI]
Common Name English
4-ISOXAZOLEPROPANOIC ACID, .ALPHA.-AMINO-2,3-DIHYDRO-5-METHYL-3-OXO-, (.ALPHA.S)-
Common Name English
Code System Code Type Description
CAS
83643-88-3
Created by admin on Sat Dec 16 09:49:29 GMT 2023 , Edited by admin on Sat Dec 16 09:49:29 GMT 2023
PRIMARY
FDA UNII
9280SC28GD
Created by admin on Sat Dec 16 09:49:29 GMT 2023 , Edited by admin on Sat Dec 16 09:49:29 GMT 2023
PRIMARY
MERCK INDEX
m1845
Created by admin on Sat Dec 16 09:49:29 GMT 2023 , Edited by admin on Sat Dec 16 09:49:29 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB02057
Created by admin on Sat Dec 16 09:49:29 GMT 2023 , Edited by admin on Sat Dec 16 09:49:29 GMT 2023
PRIMARY
PUBCHEM
158397
Created by admin on Sat Dec 16 09:49:29 GMT 2023 , Edited by admin on Sat Dec 16 09:49:29 GMT 2023
PRIMARY