140158-50-5,MFCD01860864
Catalog No.:AA0070AY

140158-50-5 | 4-Isoxazolepropanoicacid, a-amino-5-(1,1-dimethylethyl)-2,3-dihydro-3-oxo-

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Purity
Availability
Price(USD)
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5mg
96%
1 week  
$693.00   $485.00
- +
10mg
96%
1 week  
$1,138.00   $797.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA0070AY
Chemical Name:
4-Isoxazolepropanoicacid, a-amino-5-(1,1-dimethylethyl)-2,3-dihydro-3-oxo-
CAS Number:
140158-50-5
Molecular Formula:
C10H16N2O4
Molecular Weight:
228.2450
MDL Number:
MFCD01860864
SMILES:
OC(=O)[C@H](Cc1c(O)noc1C(C)(C)C)N
Properties
Computed Properties
 
Complexity:
354  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-1.9  

Literature

Title: Presynaptic facilitation of glutamate release in the basolateral amygdala: a mechanism for the anxiogenic and seizurogenic function of GluK1 receptors.

Journal: Neuroscience 20120927

Title: Neuroprotection of GluK1 kainate receptor agonist ATPA against ischemic neuronal injury through inhibiting GluK2 kainate receptor-JNK3 pathway via GABA(A) receptors.

Journal: Brain research 20120525

Title: Effects of the selective kainate receptor antagonist ACET on altered sensorimotor gating in a genetic model of reduced NMDA receptor function.

Journal: Brain research 20120314

Title: Isolated seizures in rats do not cause neuronal injury.

Journal: Acta neurologica Scandinavica 20120101

Title: [Different expression of GluR5 and GluR6 in rat astrocyte induced with coriaria lactone and ATPA].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20100701

Title: A Signal Processing Analysis of Purkinje Cells in vitro.

Journal: Frontiers in neural circuits 20100101

Title: Glutamatergic mechanisms for speed control and network operation in the rodent locomotor CpG.

Journal: Frontiers in neural circuits 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: Topiramate reduces excitability in the basolateral amygdala by selectively inhibiting GluK1 (GluR5) kainate receptors on interneurons and positively modulating GABAA receptors on principal neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20090801

Title: Neuroprotection of GluR5-containing kainate receptor activation against ischemic brain injury through decreasing tyrosine phosphorylation of N-methyl-D-aspartate receptors mediated by Src kinase.

Journal: The Journal of biological chemistry 20081024

Title: Calcium release via activation of presynaptic IP3 receptors contributes to kainate-induced IPSC facilitation in rat neocortex.

Journal: Neuropharmacology 20080701

Title: Gender-dependent ATPA-induced changes in long-term potentiation in the rat lateral amygdala.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20080401

Title: Stimulation of lateral hypothalamic kainate receptors selectively elicits feeding behavior.

Journal: Brain research 20071212

Title: Effects of the kainate receptor agonist ATPA on glutamatergic synaptic transmission and plasticity during early postnatal development.

Journal: Neuropharmacology 20070501

Title: Cell cycle-dependent regulation of kainate-induced inward currents in microglia.

Journal: Biochemical and biophysical research communications 20061027

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: A pharmacological investigation of the role of GLUK5-containing receptors in kainate-driven hippocampal gamma band oscillations.

Journal: Neuropharmacology 20060101

Title: Tetrazolyl isoxazole amino acids as ionotropic glutamate receptor antagonists: synthesis, modelling and molecular pharmacology.

Journal: Bioorganic & medicinal chemistry 20050915

Title: Kainate receptor-mediated synaptic transmission in the adult anterior cingulate cortex.

Journal: Journal of neurophysiology 20050901

Title: Locomotor activity detects subunit-selective effects of agonists and decahydroisoquinoline antagonists at AMPA/kainic acid ionotropic glutamate receptors in adult rats.

Journal: Psychopharmacology 20050401

Title: Effects of Na+-Ca2+ exchanger activity on the alpha-amino-3-hydroxy-5-methyl-4-isoxazolone-propionate-induced Ca2+ influx in cerebellar Purkinje neurons.

Journal: Neuroscience 20050101

Title: Assessing the role of GLUK5 and GLUK6 at hippocampal mossy fiber synapses.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20041110

Title: Characterisation of the effects of ATPA, a GLU(K5) kainate receptor agonist, on GABAergic synaptic transmission in the CA1 region of rat hippocampal slices.

Journal: Neuropharmacology 20040901

Title: Glutamate regulates Oct-2 DNA-binding activity through alpha-amino-3-hydroxy-5-methylisoxazole-4-propionate receptors in cultured chick Bergmann glia cells.

Journal: Journal of neurochemistry 20040201

Title: 2-arylureidobenzoic acids: selective noncompetitive antagonists for the homomeric kainate receptor subtype GluR5.

Journal: Journal of medicinal chemistry 20031218

Title: Three-dimensional structure of the ligand-binding core of GluR2 in complex with the agonist (S)-ATPA: implications for receptor subunit selectivity.

Journal: Journal of medicinal chemistry 20030227

Title: Anti-nociceptive effect induced by intrathecal injection of ATPA, an effect enhanced and prolonged by concanavalin A.

Journal: Brain research 20030110

Title: The selective activation of the glutamate receptor GluR5 by ATPA is controlled by serine 741.

Journal: Molecular pharmacology 20030101

Title: Lesion of substantia nigra pars compacta by the GluR5 agonist ATPA.

Journal: Brain research 20021115

Title: Novel potent AMPA/kainate receptor antagonists: synthesis and anticonvulsant activity of a series of 2-[(4-alkylsemicarbazono)-(4-amino-phenyl)methyl]-4,5-methylenedioxyphenylacetic acid alkyl esters.

Journal: Journal of medicinal chemistry 20020926

Title: Paradoxical anti-epileptic effects of a GluR5 agonist of kainate receptors.

Journal: Journal of neurophysiology 20020701

Title: Role of carbon monoxide in glutamate receptor-induced dilation of newborn pig pial arterioles.

Journal: American journal of physiology. Heart and circulatory physiology 20020601

Title: Characterisation of the effects of ATPA, a GLU(K5) receptor selective agonist, on excitatory synaptic transmission in area CA1 of rat hippocampal slices.

Journal: Neuropharmacology 20020601

Title: Synaptic activation of a presynaptic kainate receptor facilitates AMPA receptor-mediated synaptic transmission at hippocampal mossy fibre synapses.

Journal: Neuropharmacology 20011201

Title: Comparison of excitotoxic profiles of ATPA, AMPA, KA and NMDA in organotypic hippocampal slice cultures.

Journal: Brain research 20011026

Title: Kainate receptor-mediated heterosynaptic facilitation in the amygdala.

Journal: Nature neuroscience 20010601

Title: Functional diversity and developmental changes in rat neuronal kainate receptors.

Journal: The Journal of physiology 20010415

Title: Synthesis and receptor binding affinity of new selective GluR5 ligands.

Journal: Bioorganic & medicinal chemistry 20010401

Title: Nielsen MM, et al. The selective activation of the glutamate receptor GluR5 by ATPA is controlled by serine 741. Mol Pharmacol. 2003 Jan;63(1):19-25.

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Tags:140158-50-5 Molecular Formula|140158-50-5 MDL|140158-50-5 SMILES|140158-50-5 4-Isoxazolepropanoicacid, a-amino-5-(1,1-dimethylethyl)-2,3-dihydro-3-oxo-
Catalog No.: AA0070AY
140158-50-5,MFCD01860864
140158-50-5 | 4-Isoxazolepropanoicacid, a-amino-5-(1,1-dimethylethyl)-2,3-dihydro-3-oxo-
Pack Size: 5mg
Purity: 96%
1 week
$693.00 $485.00
Pack Size: 10mg
Purity: 96%
1 week
$1,138.00 $797.00
Quantity
- +
Add to Card
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Technical Information
Catalog Number: AA0070AY
Chemical Name: 4-Isoxazolepropanoicacid, a-amino-5-(1,1-dimethylethyl)-2,3-dihydro-3-oxo-
CAS Number: 140158-50-5
Molecular Formula: C10H16N2O4
Molecular Weight: 228.2450
MDL Number: MFCD01860864
SMILES: OC(=O)[C@H](Cc1c(O)noc1C(C)(C)C)N
Properties
Complexity: 354  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 16  
Hydrogen Bond Acceptor Count: 5  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 1  
Undefined Bond Stereocenter Count: 0  
XLogP3: -1.9  
Literature fold

Title: Presynaptic facilitation of glutamate release in the basolateral amygdala: a mechanism for the anxiogenic and seizurogenic function of GluK1 receptors.

Journal: Neuroscience20120927

Title: Neuroprotection of GluK1 kainate receptor agonist ATPA against ischemic neuronal injury through inhibiting GluK2 kainate receptor-JNK3 pathway via GABA(A) receptors.

Journal: Brain research20120525

Title: Effects of the selective kainate receptor antagonist ACET on altered sensorimotor gating in a genetic model of reduced NMDA receptor function.

Journal: Brain research20120314

Title: Isolated seizures in rats do not cause neuronal injury.

Journal: Acta neurologica Scandinavica20120101

Title: [Different expression of GluR5 and GluR6 in rat astrocyte induced with coriaria lactone and ATPA].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition20100701

Title: A Signal Processing Analysis of Purkinje Cells in vitro.

Journal: Frontiers in neural circuits20100101

Title: Glutamatergic mechanisms for speed control and network operation in the rodent locomotor CpG.

Journal: Frontiers in neural circuits20100101

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 chemistry20090813

Title: Topiramate reduces excitability in the basolateral amygdala by selectively inhibiting GluK1 (GluR5) kainate receptors on interneurons and positively modulating GABAA receptors on principal neurons.

Journal: The Journal of pharmacology and experimental therapeutics20090801

Title: Neuroprotection of GluR5-containing kainate receptor activation against ischemic brain injury through decreasing tyrosine phosphorylation of N-methyl-D-aspartate receptors mediated by Src kinase.

Journal: The Journal of biological chemistry20081024

Title: Calcium release via activation of presynaptic IP3 receptors contributes to kainate-induced IPSC facilitation in rat neocortex.

Journal: Neuropharmacology20080701

Title: Gender-dependent ATPA-induced changes in long-term potentiation in the rat lateral amygdala.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology20080401

Title: Stimulation of lateral hypothalamic kainate receptors selectively elicits feeding behavior.

Journal: Brain research20071212

Title: Effects of the kainate receptor agonist ATPA on glutamatergic synaptic transmission and plasticity during early postnatal development.

Journal: Neuropharmacology20070501

Title: Cell cycle-dependent regulation of kainate-induced inward currents in microglia.

Journal: Biochemical and biophysical research communications20061027

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: A pharmacological investigation of the role of GLUK5-containing receptors in kainate-driven hippocampal gamma band oscillations.

Journal: Neuropharmacology20060101

Title: Tetrazolyl isoxazole amino acids as ionotropic glutamate receptor antagonists: synthesis, modelling and molecular pharmacology.

Journal: Bioorganic & medicinal chemistry20050915

Title: Kainate receptor-mediated synaptic transmission in the adult anterior cingulate cortex.

Journal: Journal of neurophysiology20050901

Title: Locomotor activity detects subunit-selective effects of agonists and decahydroisoquinoline antagonists at AMPA/kainic acid ionotropic glutamate receptors in adult rats.

Journal: Psychopharmacology20050401

Title: Effects of Na+-Ca2+ exchanger activity on the alpha-amino-3-hydroxy-5-methyl-4-isoxazolone-propionate-induced Ca2+ influx in cerebellar Purkinje neurons.

Journal: Neuroscience20050101

Title: Assessing the role of GLUK5 and GLUK6 at hippocampal mossy fiber synapses.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20041110

Title: Characterisation of the effects of ATPA, a GLU(K5) kainate receptor agonist, on GABAergic synaptic transmission in the CA1 region of rat hippocampal slices.

Journal: Neuropharmacology20040901

Title: Glutamate regulates Oct-2 DNA-binding activity through alpha-amino-3-hydroxy-5-methylisoxazole-4-propionate receptors in cultured chick Bergmann glia cells.

Journal: Journal of neurochemistry20040201

Title: 2-arylureidobenzoic acids: selective noncompetitive antagonists for the homomeric kainate receptor subtype GluR5.

Journal: Journal of medicinal chemistry20031218

Title: Three-dimensional structure of the ligand-binding core of GluR2 in complex with the agonist (S)-ATPA: implications for receptor subunit selectivity.

Journal: Journal of medicinal chemistry20030227

Title: Anti-nociceptive effect induced by intrathecal injection of ATPA, an effect enhanced and prolonged by concanavalin A.

Journal: Brain research20030110

Title: The selective activation of the glutamate receptor GluR5 by ATPA is controlled by serine 741.

Journal: Molecular pharmacology20030101

Title: Lesion of substantia nigra pars compacta by the GluR5 agonist ATPA.

Journal: Brain research20021115

Title: Novel potent AMPA/kainate receptor antagonists: synthesis and anticonvulsant activity of a series of 2-[(4-alkylsemicarbazono)-(4-amino-phenyl)methyl]-4,5-methylenedioxyphenylacetic acid alkyl esters.

Journal: Journal of medicinal chemistry20020926

Title: Paradoxical anti-epileptic effects of a GluR5 agonist of kainate receptors.

Journal: Journal of neurophysiology20020701

Title: Role of carbon monoxide in glutamate receptor-induced dilation of newborn pig pial arterioles.

Journal: American journal of physiology. Heart and circulatory physiology20020601

Title: Characterisation of the effects of ATPA, a GLU(K5) receptor selective agonist, on excitatory synaptic transmission in area CA1 of rat hippocampal slices.

Journal: Neuropharmacology20020601

Title: Synaptic activation of a presynaptic kainate receptor facilitates AMPA receptor-mediated synaptic transmission at hippocampal mossy fibre synapses.

Journal: Neuropharmacology20011201

Title: Comparison of excitotoxic profiles of ATPA, AMPA, KA and NMDA in organotypic hippocampal slice cultures.

Journal: Brain research20011026

Title: Kainate receptor-mediated heterosynaptic facilitation in the amygdala.

Journal: Nature neuroscience20010601

Title: Functional diversity and developmental changes in rat neuronal kainate receptors.

Journal: The Journal of physiology20010415

Title: Synthesis and receptor binding affinity of new selective GluR5 ligands.

Journal: Bioorganic & medicinal chemistry20010401

Title: Nielsen MM, et al. The selective activation of the glutamate receptor GluR5 by ATPA is controlled by serine 741. Mol Pharmacol. 2003 Jan;63(1):19-25.

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