Home Halogens 5,7-Dichlorokynurenic acid

5,7-Dichlorokynurenic acid

CAS No.:
131123-76-7
Catalog Number:
AG000VK7
Molecular Formula:
C10H5Cl2NO3
Molecular Weight:
258.0576
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
96%
In Stock USA
United States
$438
- +
5g
96%
In Stock USA
United States
$1225
- +
Product Description
Catalog Number:
AG000VK7
Chemical Name:
5,7-Dichlorokynurenic acid
CAS Number:
131123-76-7
Molecular Formula:
C10H5Cl2NO3
Molecular Weight:
258.0576
MDL Number:
MFCD00083173
IUPAC Name:
5,7-dichloro-4-oxo-1H-quinoline-2-carboxylic acid
InChI:
InChI=1S/C10H5Cl2NO3/c11-4-1-5(12)9-6(2-4)13-7(10(15)16)3-8(9)14/h1-3H,(H,13,14)(H,15,16)
InChI Key:
BGKFPRIGXAVYNX-UHFFFAOYSA-N
SMILES:
Clc1cc(Cl)c2c(c1)nc(cc2O)C(=O)O
UNII:
T61ORK73PY
Properties
Complexity:
369  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
256.965g/mol
Formal Charge:
0
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
258.054g/mol
Monoisotopic Mass:
256.965g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
66.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.5  
Literature
Title Journal
3-Hydroxy-1H-quinazoline-2,4-dione derivatives as new antagonists at ionotropic glutamate receptors: molecular modeling and pharmacological studies. European journal of medicinal chemistry 20120801
Arrangement of subunits in functional NMDA receptors. The Journal of neuroscience : the official journal of the Society for Neuroscience 20110803
Peripheral administration of NR2 antagonists attenuates orofacial formalin-induced nociceptive behavior in rats. Progress in neuro-psychopharmacology & biological psychiatry 20110601
Protein kinase C modulates NMDA receptors in the myenteric plexus of the guinea pig ileum during in vitro ischemia and reperfusion. Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20110201
Intracisternal administration of NR2 antagonists attenuates facial formalin-induced nociceptive behavior in rats. Journal of orofacial pain 20100101
Kinetic basis of partial agonism at NMDA receptors. Nature neuroscience 20090901
Drug design, in vitro pharmacology, and structure-activity relationships of 3-acylamino-2-aminopropionic acid derivatives, a novel class of partial agonists at the glycine site on the N-methyl-D-aspartate (NMDA) receptor complex. Journal of medicinal chemistry 20090827
The integrity of the glycine co-agonist binding site of N-methyl-D-aspartate receptors is a functional quality control checkpoint for cell surface delivery. The Journal of biological chemistry 20090102
Modulation of glycine potency in rat recombinant NMDA receptors containing chimeric NR2A/2D subunits expressed in Xenopus laevis oocytes. The Journal of physiology 20080101
Contribution of endogenous glycine site NMDA agonists to excitotoxic retinal damage in vivo. Neuroscience research 20061101
Antiallodynic effects of NMDA glycine(B) antagonists in neuropathic pain: possible peripheral mechanisms. Brain research 20050628
D-serine enhances impaired long-term potentiation in CA1 subfield of hippocampal slices from aged senescence-accelerated mouse prone/8. Neuroscience letters 20050429
Schwann cells exhibit excitotoxicity consistent with release of NMDA receptor agonists. Journal of neuroscience research 20050301
Putative NMDA receptors in Hydra: a biochemical and functional study. The European journal of neuroscience 20041101
Memantine inhibits and reverses the Alzheimer type abnormal hyperphosphorylation of tau and associated neurodegeneration. FEBS letters 20040521
3-hydroxy-quinazoline-2,4-dione as a useful scaffold to obtain selective Gly/NMDA and AMPA receptor antagonists. Bioorganic & medicinal chemistry letters 20040503
Model structures of the N-methyl-D-aspartate receptor subunit NR1 explain the molecular recognition of agonist and antagonist ligands. Journal of structural biology 20040301
Selective antagonism of rat inhibitory glycine receptor subunits. The Journal of physiology 20040201
Synthesis and biological evaluation of analogues of 7-chloro-4,5-dihydro-4- oxo-8-(1,2,4-triazol-4-yl)-1,2,4-triazolo[1,5-a]quinoxaline-2-carboxylic acid (TQX-173) as novel selective AMPA receptor antagonists. Journal of medicinal chemistry 20040101
Evidence for a glutamatergic modulation of the cholinergic function in the human enteric nervous system via NMDA receptors. European journal of pharmacology 20030822
Synthesis and anticonvulsant activity of novel bicyclic acidic amino acids. Journal of medicinal chemistry 20030703
Mechanisms of activation, inhibition and specificity: crystal structures of the NMDA receptor NR1 ligand-binding core. The EMBO journal 20030616
Human immunodeficiency virus type 1 Tat protein directly activates neuronal N-methyl-D-aspartate receptors at an allosteric zinc-sensitive site. Journal of neurovirology 20030601
Synthesis and SAR of novel di- and trisubstituted 1,4-dihydroquinoxaline-2,3-diones related to licostinel (Acea 1021) as NMDA/glycine site antagonists. Bioorganic & medicinal chemistry 20030417
Characterization of the mechanism of anticonvulsant activity for a selected set of putative AMPA receptor antagonists. Bioorganic & medicinal chemistry letters 20030210
Differential alterations in the expression of NMDA receptor subunits following chronic ethanol treatment in primary cultures of rat cortical and hippocampal neurones. Neurochemistry international 20030101
In vitro and in vivo antagonistic activities of SM-31900 for the NMDA receptor glycine-binding site. Brain research 20020719
Vasodilatory N-methyl-D-aspartate receptors are constitutively expressed in rat kidney. Journal of the American Society of Nephrology : JASN 20020501
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
Ethanol inhibition of N-methyl-D-aspartate receptors is reduced by site-directed mutagenesis of a transmembrane domain phenylalanine residue. The Journal of biological chemistry 20011130
Role of spinal NMDA receptors, protein kinase C and nitric oxide synthase in the hyperalgesia induced by magnesium deficiency in rats. British journal of pharmacology 20011101
Synthesis, ionotropic glutamate receptor binding affinity, and structure-activity relationships of a new set of 4,5-dihydro-8-heteroaryl-4-oxo-1,2,4-triazolo[1,5-a]quinoxaline-2-carboxylates analogues of TQX-173. Journal of medicinal chemistry 20010913
Effect of extracellular long-time microperfusion of high concentrations of glutamate and glycine on picrotoxin seizure thresholds in the hippocampus of freely moving rats. Brain research 20010105
Attenuation of morphine dependence and withdrawal by glycine B site antagonists in rats. Pharmacology, biochemistry, and behavior 20010101
Conjugation with L-Glutamate for in vivo brain drug delivery. Journal of drug targeting 20010101
Contribution of the glycine site of NMDA receptors in rostral and intermediate-caudal parts of the striatum to the regulation of muscle tone in rats. Brain research 19980518
The role of striatal glutamate receptors in models of Parkinson's disease. Amino acids 19980101
Antagonism of convulsions but failure to enhance GABA(A) receptor function by felbamate in mice tolerant to diazepam. Neurochemical research 19970601
Anticonvulsant activity of 5,7DCKA, NBQX, and felbamate against some chemoconvulsants in DBA/2 mice. Pharmacology, biochemistry, and behavior 19961001
Excitoprotective effect of felbamate in cultured cortical neurons. Brain research 19951224
Excitatory amino acid neurotransmission through both NMDA and non-NMDA receptors is involved in the anticonvulsant activity of felbamate in DBA/2 mice. European journal of pharmacology 19940901
Some central effects of kynurenic acid, 7-chlorokynurenic acid and 5,7- dichloro-kynurenic acid, glycine site antagonists. Polish journal of pharmacology 19940101
Yohimbine-induced seizures involve NMDA and GABAergic transmission. Neuropharmacology 19920401
Properties