Home Amines 83643-88-3
83643-88-3,MFCD00672630
Catalog No.:AA003CK2

83643-88-3 | (S)-alpha-Amino-3-hydroXy-5-methyl-4-isoXazolepropionic Acid

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1mg
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5mg
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$342.00   $239.00
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10mg
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$504.00   $353.00
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA003CK2
Chemical Name:
(S)-alpha-Amino-3-hydroXy-5-methyl-4-isoXazolepropionic Acid
CAS Number:
83643-88-3
Molecular Formula:
C7H10N2O4
Molecular Weight:
186.1653
MDL Number:
MFCD00672630
SMILES:
OC(=O)[C@H](Cc1c(C)onc1O)N
Properties
Properties
 
Form:
Solid  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
284  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
-3.2  

Literature

Title: 1,2,3-triazolyl amino acids as AMPA receptor ligands.

Journal: Bioorganic & medicinal chemistry letters 20101215

Title: Isoxazole analogues bind the system xc- transporter: structure-activity relationship and pharmacophore model.

Journal: Bioorganic & medicinal chemistry 20100101

Title: The glutamate receptor GluR5 agonist (S)-2-amino-3-(3-hydroxy-7,8-dihydro-6H-cyclohepta[d]isoxazol-4-yl)propionic acid and the 8-methyl analogue: synthesis, molecular pharmacology, and biostructural characterization.

Journal: Journal of medicinal chemistry 20090813

Title: Hierarchical recruitment by AMPA but not staurosporine of pro-apoptotic mitochondrial signaling in cultured cortical neurons: evidence for caspase-dependent/independent cross-talk.

Journal: Journal of neurochemistry 20071201

Title: Synthesis and pharmacology of willardiine derivatives acting as antagonists of kainate receptors.

Journal: Journal of medicinal chemistry 20051201

Title: Convergent synthesis and pharmacology of substituted tetrazolyl-2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)propionic acid analogues.

Journal: Journal of medicinal chemistry 20050505

Title: Isoxazole ionotropic glutamate neurotransmitters.

Journal: Current medicinal chemistry 20050101

Title: Synaptic activity augments muscarinic acetylcholine receptor-stimulated inositol 1,4,5-trisphosphate production to facilitate Ca2+ release in hippocampal neurons.

Journal: The Journal of biological chemistry 20041119

Title: (S)-2-Amino-3-(3-hydroxy-7,8-dihydro-6H-cyclohepta[d]isoxazol-4-yl)propionic acid, a potent and selective agonist at the GluR5 subtype of ionotropic glutamate receptors. Synthesis, modeling, and molecular pharmacology.

Journal: Journal of medicinal chemistry 20030410

Title: Effects of acute ethanol on the Ca2+ response to AMPA in cultured rat cortical GABAergic nonpyramidal neurons.

Journal: Alcohol and alcoholism (Oxford, Oxfordshire) 20030101

Title: A glutamate receptor subtype antagonist inhibits seizures in rat hippocampal slices.

Journal: Neuroreport 20020304

Title: Regional mapping of low-affinity kainate receptors in mouse brain using [(3)H](2S,4R)-4-methylglutamate autoradiography.

Journal: European journal of pharmacology 20011123

Title: Effect of FK960, a putative cognitive enhancer, on synaptic transmission in CA1 neurons of rat hippocampus.

Journal: The Journal of pharmacology and experimental therapeutics 20010501

Title: Quinazolone-alkyl-carboxylic acid derivatives inhibit transmembrane Ca(2+) ion flux to (+)-(S)-alpha-amino-3-hydroxy-5-methylisoxazole-4-propionic acid.

Journal: Molecular pharmacology 20010401

Title: A new highly selective metabotropic excitatory amino acid agonist: 2-amino-4-(3-hydroxy-5-methylisoxazol-4-yl)butyric acid.

Journal: Journal of medicinal chemistry 19960802

Title: The role of receptor binding in drug discovery.

Journal: Journal of natural products 19930401

Title: J A Larm, et al. (S)-5-fluorowillardiine-mediated neurotoxicity in cultured murine cortical neurones occurs via AMPA and kainate receptors. Eur J Pharmacol. 1996 Oct 24;314(1-2):249-54.

Title: B Ebert, et al. Molecular pharmacology of the AMPA agonist, (S)-2-amino-3-(3-hydroxy-5-phenyl-4-isoxazolyl)propionic acid [(S)-APPA and the AMPA antagonist, (R)-APPA. Neurochem Int. 1994 Jun;24(6):507-15.

Title: J W Brooks, et al. (S)-AMPA inhibits electrically evoked calcitonin gene-related peptide (CGRP) release from the rat dorsal horn: reversal by cannabinoid receptor antagonist SR141716A. Neurosci Lett. 2004 Nov 30;372(1-2):85-8.

Title: J A Larm, et al. Apoptosis induced via AMPA-selective glutamate receptors in cultured murine cortical neurons. J Neurochem. 1997 Aug;69(2):617-22.

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Tags:83643-88-3 Molecular Formula|83643-88-3 MDL|83643-88-3 SMILES|83643-88-3 (S)-alpha-Amino-3-hydroXy-5-methyl-4-isoXazolepropionic Acid