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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, D-

SMILES

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

InChI

InChIKey=UUDAMDVQRQNNHZ-RXMQYKEDSA-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-/m1/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, D- or R-AMPA is an inactive isomer of (RS)-AMPA.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Effect of glutamate receptor antagonists on suckling-induced prolactin release in rats.
2003 Jul
Pain-related synaptic plasticity in spinal dorsal horn neurons: role of CGRP.
2006 Sep 26
3D-QSAR studies for the binding affinity toward (R, S)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)-propionic acid receptor.
2008 Sep
Facilitation of synaptic transmission and pain responses by CGRP in the amygdala of normal rats.
2010 Feb 8

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
F45TJ02EL1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMPA, D-
Common Name English
(R)-AMPA
Common Name English
4-ISOXAZOLEPROPANOIC ACID, .ALPHA.-AMINO-2,3-DIHYDRO-5-METHYL-3-OXO-, (.ALPHA.R)-
Common Name English
(-)-AMPA
Common Name English
D-AMPA
Common Name English
Code System Code Type Description
PUBCHEM
6604707
Created by admin on Sat Dec 16 09:49:28 GMT 2023 , Edited by admin on Sat Dec 16 09:49:28 GMT 2023
PRIMARY
FDA UNII
F45TJ02EL1
Created by admin on Sat Dec 16 09:49:28 GMT 2023 , Edited by admin on Sat Dec 16 09:49:28 GMT 2023
PRIMARY
CAS
83654-13-1
Created by admin on Sat Dec 16 09:49:28 GMT 2023 , Edited by admin on Sat Dec 16 09:49:28 GMT 2023
PRIMARY