AMPA, D-

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

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	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description

AMPA, D- or R-AMPA is an inactive isomer of (RS)-AMPA.

Approval Year

Conditions

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2,596

PubMed

PubMed

Show entries

Title	Date	PubMed
Effect of glutamate receptor antagonists on suckling-induced prolactin release in rats.	2003 Jul	12897378
Pain-related synaptic plasticity in spinal dorsal horn neurons: role of CGRP.	2006 Sep 26	17002803
3D-QSAR studies for the binding affinity toward (R, S)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)-propionic acid receptor.	2008 Sep	19103570
Facilitation of synaptic transmission and pain responses by CGRP in the amygdala of normal rats.	2010 Feb 8	20144185

Showing 1 to 4 of 4 entries

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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
Record UNII	F45TJ02EL1
Record Status	`Validated (UNII)`
Record Version

Show entries

Name

Type

Language

AMPA, D-

Common Name

English

(-)-AMPA

Preferred Name

English

(R)-AMPA

Common Name

English

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

Common Name

English

D-AMPA

Common Name

English

Showing 1 to 5 of 5 entries

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Show entries

Code System

Code

Type

Description

PUBCHEM

6604707

PRIMARY

FDA UNII

F45TJ02EL1

PRIMARY

CAS

83654-13-1

PRIMARY

Showing 1 to 3 of 3 entries

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SMILES

InChI

Description<div class="info-popup-container"><div><span class="pop-sub-key ">Sources:&nbsp;</span><span class="pop-sub-val"><span class="ext-link"><a target="_self" href="https://www.ncbi.nlm.nih.gov/pubmed/6133955">https://www.ncbi.nlm.nih.gov/pubmed/6133955</a></span></span></div></div>

Approval Year

Conditions

PubMed

Sample Use Guides

Description