(S)-AMPA - CAS 83643-88-3
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
Molecular Weight:
(S)-AMPA is an active enantiomer of AMPA, which has been found to be a definitive agonist of the AMPA glutamatergic ionotropic receptor.
≥99% by HPLC
White Solid
(S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid
Canonical SMILES:
1.5-(N-oxyaza)-7-substituted-1,4-dihydroquinoxaline-2,3-diones: novel, systemically active and broad spectrum antagonists for NMDA/glycine, AMPA, and kainate receptors.
Cai SX;Huang JC;Espitia SA;Tran M;Ilyin VI;Hawkinson JE;Woodward RM;Weber E;Keana JF J Med Chem. 1997 Oct 24;40(22):3679-86.
A group of 5-aza-7-substituted-1,4-dihydroquinoxaline-2,3-diones (QXs) and the corresponding 5-(N-oxyaza)-7-substituted QXs were prepared and evaluated as antagonists of ionotropic glutamate receptors. The in vitro potency of these QXs was determined by inhibition of [3H]-5,7-dichlorokynurenic acid ([3H]DCKA) binding to N-methyl-D-aspartate (NMDA)/glycine receptors, [3H]-(S)-alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid ([3H]AMPA) binding to AMPA receptors, and [3H]kainate ([3H]KA) binding to KA receptors in rat brain membranes. 5-(N-Oxyaza)-QXs 12a-e all have low micromolar or submicromolar potency for NMDA/glycine receptors and low micromolar potencies for AMPA and KA receptors. QXs 12a-e display 2-12-fold selectivity for NMDA/glycine receptors compared to AMPA receptors, and approximately 2-fold difference between AMPA and KA potency. In contrast to other QXs that either show high selectivity for NMDA (such as ACEA 1021) or AMPA (such as NBQX) receptors, these molecules are broad spectrum antagonists of ionotropic glutamate receptors. 7-Nitro-5-(N-oxyaza)-QX (12e) is the most potent inhibitor among 12a-e, having IC50 values of 0.69, 1.3, and 2.4 microM at NMDA, AMPA, and KA receptors, respectively.
2.The effects of AMPA receptor antagonists in models of stroke and neurodegeneration.
Gressens P;Spedding M;Gigler G;Kertesz S;Villa P;Medja F;Williamson T;Kapus G;Levay G;Szenasi G;Barkoczy J;Harsing LG Jr Eur J Pharmacol. 2005 Sep 5;519(1-2):58-67.
Alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor antagonists have been shown to have neuroprotective effects in stroke models and although clinical trials with some agents are still ongoing, published results have not been favourable. We therefore wished to compare the effects of GYKI 52466, GYKI 53405, EGIS-8332 and EGIS-10608, non-competitive AMPA receptor antagonists with homophthalazine chemical structures, in standard animal stroke models with effects in a neurodegenerative model--excitoxicity in newborn mice. All compounds inhibited the S-AMPA-induced spreading depression in the chicken retina, in vitro, and were potent anticonvulsants against maximal electroshock in mice, in vivo. The AMPA receptor antagonists prevented domoate-induced cell death of motoneurons, in vitro, and reduced infarct size in a dose-dependent manner in the permanent middle cerebral artery occlusion model in mice, in vivo. In newborn mice (P5, histopathology at P10), local injection of the AMPA receptor agonist S-bromo-willardiine at day 5 after birth induced cortical damage and white matter damage, which was reduced in a dose-dependent manner by the AMPA receptor antagonists. EGIS 10608 was a very powerful receptor antagonist of white matter damage.
3.(S)-2,3-dihydro-[3,4]cyclopentano-1,2,4-benzothiadiazine-1,1-dioxide: (S18986-1) a positive modulator of AMPA receptors enhances (S)-AMPA-mediated [3H]noradrenaline release from rat hippocampal and frontal cortex slices.
Lockhart B;Iop F;Closier M;Lestage P Eur J Pharmacol. 2000 Aug 4;401(2):145-53.
The present study describes the effect of (S)-2,3-dihydro-[3, 4]cyclopentano-1,2,4-benzothiadiazine-1,1-dioxide (S18986-1), a positive allosteric modulator of the alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid (AMPA) receptors with cognitive-enhancing effects, on (S)-AMPA-induced [3H]noradrenaline release in rat hippocampal and frontal cortex slices. (S)-AMPA significantly increased [3H]noradrenaline release in rat hippocampus and frontal cortex slices, whereas S18986-1 (3-1000 microM) alone, was inactive. However, S18986-1 between 30 and 1000 microM potently enhanced (+200%) (S)-AMPA-mediated [3H]noradrenaline release in both hippocampal and frontal cortex slices. The capacity of S18986-1 to potentiate [3H]noradrenaline release was specific for AMPA receptors as S18986-1 failed to potentiate either kainate and N-methyl-D-aspartate (NMDA)-mediated release of [3H]noradrenaline in rat hippocampal slices. Moreover, 1, 2,3,4-tetrahydro-6-nitro-2,3-dioxo-benzo[f]quinoxaline-7-sulfonamide (NBQX) and 1-(4-aminophenyl)-3-methylcarbamoyl-4-methyl-3, 4-dihydro-7,8-methylenedioxy-5H-2,3-benzodiazepine (GYKI-53655) but not (5R,10S)-(+)-5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5, 10-imine ((+)-MK-801), inhibited (S)-AMPA and S18986-induced stimulation of (S)-AMPA-mediated [3H]noradrenaline release.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related AMPAR Products

CAS 2036081-86-2 JNJ 55511118

JNJ 55511118
(CAS: 2036081-86-2)

JNJ 55511118 has been found to be an AMPA receptor modulator and could probably be used as an anticonvulsant.

CAS 121034-89-7 IEM 1460

IEM 1460
(CAS: 121034-89-7)

IEM 1460, an adamantane derivative, is a selective and voltage-dependent open-channel antagonist of AMPA receptors. It is Ca2+ permeable and lacks GluR2 subunit...

CAS 143692-48-2 GYKI 53655 hydrochloride

GYKI 53655 hydrochloride
(CAS: 143692-48-2)

GYKI 53655 hydrochloride is a non-competitive AMPA and kainate receptor antagonist displaying anticonvulsant activity. It also acts as a blocker of GluK3 homome...

CAS 77472-70-9 4-Phenyl-2-pyrrolidone-1-acetamide

(CAS: 77472-70-9)

4-Phenyl-2-pyrrolidone-1-acetamide is a GABA derivative that exhibited apparent immunocorrection properties during immunosuppression induced by cyclophosphamide...

CAS 375345-95-2 LY451395

(CAS: 375345-95-2)

Incubation of LY451395 with Actinoplanes missouriensis NRRL B3342 generated several metabolites that were previously detected in the in vivo metabolism studies ...

CAS 1227301-51-0 Philanthotoxin 74

Philanthotoxin 74
(CAS: 1227301-51-0)

Philanthotoxin 74, also called as PhTx-74, is a synthetic analog of the naturally-occurring wasp venom toxin philanthotoxin-4,3,3. Philanthotoxin 74 is an AMPA ...

CAS 161832-65-1 Talampanel

(CAS: 161832-65-1)

Talampanel, also known as LY300164 and GYKI-53773, is a glutamate receptor inhibitor with anti-seizure activity. Talampanel is also an orally active, potent an...

CAS 173952-44-8 SYM 2206

SYM 2206
(CAS: 173952-44-8)

SYM 2206 is a potent and noncompetitive AMPA receptor antagonist (IC50 = 2.8 μM ) that exhibits anticonvulsant activity in vivo. SYM 2206 acts allosterically at...

Chemical Structure

CAS 83643-88-3 (S)-AMPA

Quick Inquiry

Verification code

Featured Items