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18000-24-3,MFCD00069227
Catalog No.:AA0021IJ

18000-24-3 | 7-Chlorokynurenic acid

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5mg
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100mg
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250mg
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$159.00   $111.00
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500mg
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1g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0021IJ
Chemical Name:
7-Chlorokynurenic acid
CAS Number:
18000-24-3
Molecular Formula:
C10H6ClNO3
Molecular Weight:
223.6125
MDL Number:
MFCD00069227
SMILES:
Clc1ccc2c(c1)nc(cc2O)C(=O)O
NSC Number:
149792
Properties
Computed Properties
 
Complexity:
340  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
1.9  

Downstream Synthesis Route

[1]Breslowetal.[JournaloftheAmericanChemicalSociety,1946,vol.68,p.1232,1236]

[1]Andersag[ChemischeBerichte,1948,vol.81,p.499,505]

[2]Surrey;Hammer[JournaloftheAmericanChemicalSociety,1946,vol.68,p.113,115]

[1]Surrey[JournaloftheAmericanChemicalSociety,1949,vol.71,p.2941]

[1]Andersag[ChemischeBerichte,1948,vol.81,p.499,505]Surrey;Hammer[JournaloftheAmericanChemicalSociety,1946,vol.68,p.113,115]

[1]Surrey;Hammer[JournaloftheAmericanChemicalSociety,1946,vol.68,p.113,115]

[2]Andersag[ChemischeBerichte,1948,vol.81,p.499,505]

Literature

Title: Dependency of nociception facilitation or inhibition after periaqueductal gray matter stimulation on the context.

Journal: Behavioural brain research 20101225

Title: Activation of N-methyl-D-aspartate (NMDA) receptors in the dorsal vagal complex lowers glucose production.

Journal: The Journal of biological chemistry 20100716

Title: Role for D-serine within the ventral tegmental area in the development of cocaine's sensitization.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20080401

Title: Activation of rat ventral tegmental area dopamine neurons by endogenous kynurenic acid: a pharmacological analysis.

Journal: Neuropharmacology 20071201

Title: N-methyl-D-aspartate receptors and amnesia in mice with depression-like state.

Journal: Bulletin of experimental biology and medicine 20071101

Title: Pharmacological characterization of glycine-activated currents in HEK 293 cells expressing N-methyl-D-aspartate NR1 and NR3 subunits.

Journal: The Journal of pharmacology and experimental therapeutics 20070801

Title: D-serine relieves chronic lead exposure-impaired long-term potentiation in the CA1 region of the rat hippocampus in vitro.

Journal: Neuroscience letters 20070501

Title: Intrathecally administered D-cycloserine produces nociceptive behavior through the activation of N-methyl-D-aspartate receptor ion-channel complex acting on the glycine recognition site.

Journal: Journal of pharmacological sciences 20070501

Title: Characterisation of the human NMDA receptor subunit NR3A glycine binding site.

Journal: Neuropharmacology 20070301

Title: Glycine binding sites of presynaptic NMDA receptors may tonically regulate glutamate release in the rat visual cortex.

Journal: Journal of neurophysiology 20070101

Title: Elevated T-maze evaluation of anxiety and memory effects of NMDA/glycine-B site ligands injected into the dorsal periaqueductal gray matter and the superior colliculus of rats.

Journal: Neuropharmacology 20060801

Title: Taurine potentiates presynaptic NMDA receptors in hippocampal Schaffer collateral axons.

Journal: The European journal of neuroscience 20060701

Title: Is endogenous D-serine in the rostral anterior cingulate cortex necessary for pain-related negative affect?

Journal: Journal of neurochemistry 20060301

Title: NMDA receptors mediate feeding elicited by neuropeptide Y in the lateral and perifornical hypothalamus.

Journal: Brain research 20051123

Title: In situ-produced 7-chlorokynurenate has different effects on evoked responses in rats with limbic epilepsy in comparison to naive controls.

Journal: Epilepsia 20051101

Title: Cell-specific expression of N-methyl-D-aspartate receptor subunits in Müller glia and neurons from the chick retina.

Journal: Investigative ophthalmology & visual science 20051001

Title: Rapid vesicular release, quantal variability, and spillover contribute to the precision and reliability of transmission at a glomerular synapse.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050907

Title: Kynurenate and 7-chlorokynurenate formation in chronically epileptic rats.

Journal: Epilepsia 20050701

Title: Role of the glycine site of the N-methyl-D-aspartate receptor in synaptic plasticity induced by pairing.

Journal: The European journal of neuroscience 20050501

Title: Glycine-induced neurotoxicity in organotypic hippocampal slice cultures.

Journal: Experimental brain research 20050301

Title: Subthreshold contribution of N-methyl-d-aspartate receptors to long-term potentiation induced by low-frequency pairing in rat hippocampal CA1 pyramidal cells.

Journal: Neuroscience 20040101

Title: Active release of glycine or D-serine saturates the glycine site of NMDA receptors at the cerebellar mossy fibre to granule cell synapse.

Journal: The European journal of neuroscience 20031201

Title: Potentiation of N-methyl-D-aspartate-induced currents by the nootropic drug nefiracetam in rat cortical neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20031001

Title: Behavioral effects of NMDA receptor agonists and antagonists in combination with nitric oxide-related compounds.

Journal: European journal of pharmacology 20030620

Title: D-Serine differently modulates NMDA receptor function in rat CA1 hippocampal pyramidal cells and interneurons.

Journal: The Journal of physiology 20030415

Title: Ameliorative effects of histamine on 7-chlorokynurenic acid-induced spatial memory deficits in rats.

Journal: Psychopharmacology 20030401

Title: Kynurenate production by cultured human astrocytes.

Journal: Journal of neural transmission (Vienna, Austria : 1996) 20030101

Title: Intrathecally administered big dynorphin, a prodynorphin-derived peptide, produces nociceptive behavior through an N-methyl-D-aspartate receptor mechanism.

Journal: Brain research 20021011

Title: In vitro and in vivo antagonistic activities of SM-31900 for the NMDA receptor glycine-binding site.

Journal: Brain research 20020719

Title: Synthesis and in vitro pharmacology of substituted quinoline-2,4-dicarboxylic acids as inhibitors of vesicular glutamate transport.

Journal: Journal of medicinal chemistry 20020523

Title: A hippocampal NR2B deficit can mimic age-related changes in long-term potentiation and spatial learning in the Fischer 344 rat.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20020501

Title: Evidence against the presence of NMDA receptors at a central glutamatergic synapse in leeches.

Journal: Invertebrate neuroscience : IN 20020401

Title: Glycine receptor-mediated inhibition of dopamine and non-dopamine neurons of the rat ventral tegmental area in vitro.

Journal: Brain research 20011123

Title: Stimulation of 5-HT(1A) receptors in the dorsal raphe ameliorates the impairment of spatial learning caused by intrahippocampal 7-chloro-kynurenic acid in naive and pretrained rats.

Journal: Psychopharmacology 20011001

Title: Excitotoxic injury stimulates pro-drug-induced 7-chlorokynurenate formation in the rat striatum in vivo.

Journal: Neuroscience letters 20010525

Title: Effect of the glycine modulatory site of the N-methyl-D-aspartate receptor on synaptic responses in kitten visual cortex.

Journal: Neuroscience letters 20010504

Title: Prevention of cocaine-induced convulsions and lethality in mice: effectiveness of targeting different sites on the NMDA receptor complex.

Journal: Neuropharmacology 20000128

Title: Anticonvulsant efficacy of N-methyl-D-aspartate antagonists against convulsions induced by cocaine.

Journal: The Journal of pharmacology and experimental therapeutics 19990501

Title: Recovery of decreased seizure threshold for pentylenetetrazole during diazepam withdrawal by NMDA receptor antagonists.

Journal: European journal of pharmacology 19970411

Title: Glycine site antagonists abolish dopamine D2 but not D1 receptor mediated catalepsy in rats.

Journal: Journal of neural transmission. General section 19940101

Title: Some central effects of kynurenic acid, 7-chlorokynurenic acid and 5,7- dichloro-kynurenic acid, glycine site antagonists.

Journal: Polish journal of pharmacology 19940101

Title: Kemp JA, et al. 7-Chlorokynurenic acid is a selective antagonist at the glycine modulatory site of the N-methyl-D-aspartate receptor complex. Proc Natl Acad Sci U S A. 1988 Sep;85(17):6547-50.

Title: Yaksh TL, et al. Characterization of the Effects of L-4-Chlorokynurenine on Nociception in Rodents. J Pain. 2017 Oct;18(10):1184-1196.

Title: Croucher MJ, et al. 7-Chlorokynurenic acid, a strychnine-insensitive glycine receptor antagonist, inhibits limbic seizurekindling. Neurosci Lett. 1990 Oct 2;118(1):29-32.

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Tags:18000-24-3 Molecular Formula|18000-24-3 MDL|18000-24-3 SMILES|18000-24-3 7-Chlorokynurenic acid