142326-59-8,MFCD00910917
Catalog No.:AA009CFZ

142326-59-8 | L-701324

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98%
in stock  
$18.00   $13.00
- +
10mg
98%
in stock  
$66.00   $47.00
- +
25mg
98%
in stock  
$93.00   $65.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA009CFZ
Chemical Name:
L-701324
CAS Number:
142326-59-8
Molecular Formula:
C21H14ClNO3
Molecular Weight:
363.7938
MDL Number:
MFCD00910917
SMILES:
Clc1ccc2c(c1)[nH]c(=O)c(c2O)c1cccc(c1)Oc1ccccc1
Properties
Computed Properties
 
Complexity:
558  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
4.5  

Downstream Synthesis Route

[1]Kulagowski;Baker;Curtis;Leeson;Mawer;Moseley;Ridgill;Rowley;Stansfield;Foster;Grimwood;Hill;Kemp;Marshall;Saywell;Tricklebank[JournalofMedicinalChemistry,1994,vol.37,#10,p.1402-1405]

96-32-2    142326-59-8   
7-chloro-4-methoxycarbonylmethoxy-3-(3-phenoxyphenyl)-2(1H)-quinolone 

[1]Carling,RobertW.;Leeson,PaulD.;Moore,KevinW.;Moyes,ChristopherR.;Duncton,Matthew;Hudson,MartinL.;Baker,Raymond;Foster,AlanC.;Grimwood,Sarah;Kemp,JohnA.;Marshall,GeorgeR.;Tricklebank,MarkD.;Saywell,KayL.[JournalofMedicinalChemistry,1997,vol.40,#5,p.754-765]

142326-59-8    590-17-0   
7-chloro-4-cyanomethoxy-3-(3-phenoxyphenyl)-2(1H)-quinolone 

[1]Carling,RobertW.;Leeson,PaulD.;Moore,KevinW.;Moyes,ChristopherR.;Duncton,Matthew;Hudson,MartinL.;Baker,Raymond;Foster,AlanC.;Grimwood,Sarah;Kemp,JohnA.;Marshall,GeorgeR.;Tricklebank,MarkD.;Saywell,KayL.[JournalofMedicinalChemistry,1997,vol.40,#5,p.754-765]

142326-59-8    402-55-1   
4-fluorosulfonyl-benzoicacid7-chloro-2-oxo-3-(3-phenoxy-phenyl)-1,2-dihydro-quinolin-4-ylester 

[1]Kreimeyer,Annett;Laube,Bodo;Sturgess,Mike;Goeldner,Maurice;Foucaud,Bernard[JournalofMedicinalChemistry,1999,vol.42,#21,p.4394-4404]

108-42-9   
2-(3-phenoxy-phenyl)-malonicaciddiethylester 
  142326-59-8 

[1]Lange,JosH.M.;Verveer,PeterC.;Osnabrug,StefanJ.M.;Visser,GebM.[TetrahedronLetters,2001,vol.42,#7,p.1367-1369]

Literature

Title: An examination of NMDA receptor contribution to conditioned responding evoked by the conditional stimulus effects of nicotine.

Journal: Psychopharmacology 20110101

Title: Differential effects of glycine on the anticonvulsant activity of D-cycloserine and L-701,324 in mice.

Journal: Pharmacological reports : PR 20110101

Title: Cannabinoid-induced increase in relapse-like drinking is prevented by the blockade of the glycine-binding site of N-methyl-D-aspartate receptors.

Journal: Neuroscience 20090123

Title: Mice with reduced NMDA receptor glycine affinity model some of the negative and cognitive symptoms of schizophrenia.

Journal: Psychopharmacology 20081001

Title: Neurochemical and behavioral profiling of the selective GlyT1 inhibitors ALX5407 and LY2365109 indicate a preferential action in caudal vs. cortical brain areas.

Journal: Neuropharmacology 20081001

Title: Model mice for mild-form glycine encephalopathy: behavioral and biochemical characterizations and efficacy of antagonists for the glycine binding site of N-methyl D-aspartate receptor.

Journal: Pediatric research 20080901

Title: Glycine and D: -serine, but not D: -cycloserine, attenuate prepulse inhibition deficits induced by NMDA receptor antagonist MK-801.

Journal: Psychopharmacology 20080601

Title: NMDA/glutamate mechanism of magnesium-induced anxiolytic-like behavior in mice.

Journal: Pharmacological reports : PR 20080101

Title: NMDA/glutamate mechanism of antidepressant-like action of magnesium in forced swim test in mice.

Journal: Pharmacology, biochemistry, and behavior 20071201

Title: Activation of supraspinal NMDA receptors by both D-serine alone or in combination with morphine leads to the potentiation of antinociception in tail-flick test of rats.

Journal: European journal of pharmacology 20070622

Title: Activation of the NMDA/glutamate receptor complex antagonizes the NMDA antagonist-induced antidepressant-like effects in the forced swim test.

Journal: Pharmacological reports : PR 20070101

Title: Behavioral and biochemical characterization of a mutant mouse strain lacking D-amino acid oxidase activity and its implications for schizophrenia.

Journal: Molecular and cellular neurosciences 20060801

Title: Lowered brain stimulation reward thresholds in rats treated with a combination of caffeine and N-methyl-D-aspartate but not alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionate or metabotropic glutamate receptor-5 receptor antagonists.

Journal: Behavioural pharmacology 20060601

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: Ionotropic and metabotropic glutamate receptor antagonism attenuates cue-induced cocaine seeking.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20060401

Title: Synthesis of thieno[2,3-b]pyridinones acting as cytoprotectants and as inhibitors of [3H]glycine binding to the N-methyl-D-aspartate (NMDA) receptor.

Journal: Journal of medicinal chemistry 20060209

Title: Activation of noradrenergic locus coeruleus neurons by clozapine and haloperidol: involvement of glutamatergic mechanisms.

Journal: The international journal of neuropsychopharmacology 20050901

Title: Antiallodynic effects of NMDA glycine(B) antagonists in neuropathic pain: possible peripheral mechanisms.

Journal: Brain research 20050628

Title: The pharmacological stimulation of NMDA receptors via co-agonist site: an fMRI study in the rat brain.

Journal: Neuroscience letters 20050501

Title: CoMFA, synthesis, and pharmacological evaluation of (E)-3-(2-carboxy-2-arylvinyl)-4,6-dichloro-1H-indole-2-carboxylic acids: 3-[2-(3-aminophenyl)-2-carboxyvinyl]-4,6-dichloro-1H-indole-2-carboxylic acid, a potent selective glycine-site NMDA receptor antagonist.

Journal: Journal of medicinal chemistry 20050224

Title: Modulation of morphine analgesia by site-specific N-methyl-D-aspartate receptor antagonists: dependence on sex, site of antagonism, morphine dose, and time.

Journal: Pain 20040601

Title: Are glycineB sites involved in the development of morphine tolerance?

Journal: Polish journal of pharmacology 20040101

Title: Structural model of the N-methyl-D-aspartate receptor glycine site probed by site-directed chemical coupling.

Journal: The Journal of biological chemistry 20030627

Title: Affinity labeling of cysteine-mutants evidences contact residues in modeled receptor binding sites.

Journal: Journal of receptor and signal transduction research 20020101

Title: Attenuation of morphine dependence and withdrawal by glycine B site antagonists in rats.

Journal: Pharmacology, biochemistry, and behavior 20010101

Title: NMDA antagonists inhibit the development of ethanol dependence in rats.

Journal: Polish journal of pharmacology 20010101

Title: L-701,324, a selective antagonist at the glycine site of the NMDA receptor, counteracts haloperidol-induced muscle rigidity in rats.

Journal: Psychopharmacology 19990401

Title: The role of striatal glutamate receptors in models of Parkinson's disease.

Journal: Amino acids 19980101

Title: The atypical neuroleptic profile of the glycine/N-methyl-D-aspartate receptor antagonist, L-701,324, in rodents.

Journal: The Journal of pharmacology and experimental therapeutics 19960501

Title: 3'-(Arylmethyl)- and 3'-(aryloxy)-3-phenyl-4-hydroxyquinolin-2(1H)-ones: orally active antagonists of the glycine site on the NMDA receptor.

Journal: Journal of medicinal chemistry 19940513

Title: Piotr Wlaz, et al. Differential effects of glycine on the anticonvulsant activity of D-cycloserine and L-701,324 in mice. Pharmacological Reports 2011,63,1231-1234

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Related Products of 142326-59-8
Tags:142326-59-8 Molecular Formula|142326-59-8 MDL|142326-59-8 SMILES|142326-59-8 L-701324
Catalog No.: AA009CFZ
142326-59-8,MFCD00910917
142326-59-8 | L-701324
Pack Size: 1mg
Purity: 98%
in stock
$18.00 $13.00
Pack Size: 10mg
Purity: 98%
in stock
$66.00 $47.00
Pack Size: 25mg
Purity: 98%
in stock
$93.00 $65.00
Quantity
- +
Add to Card
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Technical Information
Catalog Number: AA009CFZ
Chemical Name: L-701324
CAS Number: 142326-59-8
Molecular Formula: C21H14ClNO3
Molecular Weight: 363.7938
MDL Number: MFCD00910917
SMILES: Clc1ccc2c(c1)[nH]c(=O)c(c2O)c1cccc(c1)Oc1ccccc1
Properties
Complexity: 558  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 26  
Hydrogen Bond Acceptor Count: 3  
Hydrogen Bond Donor Count: 2  
Isotope Atom Count: 0  
Rotatable Bond Count: 3  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 4.5  
Downstream Synthesis Route
250339-84-5    142326-59-8 

[1]Kulagowski;Baker;Curtis;Leeson;Mawer;Moseley;Ridgill;Rowley;Stansfield;Foster;Grimwood;Hill;Kemp;Marshall;Saywell;Tricklebank[JournalofMedicinalChemistry,1994,vol.37,#10,p.1402-1405]

96-32-2    142326-59-8   
7-chloro-4-methoxycarbonylmethoxy-3-(3-phenoxyphenyl)-2(1H)-quinolone 

[1]Carling,RobertW.;Leeson,PaulD.;Moore,KevinW.;Moyes,ChristopherR.;Duncton,Matthew;Hudson,MartinL.;Baker,Raymond;Foster,AlanC.;Grimwood,Sarah;Kemp,JohnA.;Marshall,GeorgeR.;Tricklebank,MarkD.;Saywell,KayL.[JournalofMedicinalChemistry,1997,vol.40,#5,p.754-765]

142326-59-8    590-17-0   
7-chloro-4-cyanomethoxy-3-(3-phenoxyphenyl)-2(1H)-quinolone 

[1]Carling,RobertW.;Leeson,PaulD.;Moore,KevinW.;Moyes,ChristopherR.;Duncton,Matthew;Hudson,MartinL.;Baker,Raymond;Foster,AlanC.;Grimwood,Sarah;Kemp,JohnA.;Marshall,GeorgeR.;Tricklebank,MarkD.;Saywell,KayL.[JournalofMedicinalChemistry,1997,vol.40,#5,p.754-765]

142326-59-8    402-55-1   
4-fluorosulfonyl-benzoicacid7-chloro-2-oxo-3-(3-phenoxy-phenyl)-1,2-dihydro-quinolin-4-ylester 

[1]Kreimeyer,Annett;Laube,Bodo;Sturgess,Mike;Goeldner,Maurice;Foucaud,Bernard[JournalofMedicinalChemistry,1999,vol.42,#21,p.4394-4404]

108-42-9   
2-(3-phenoxy-phenyl)-malonicaciddiethylester 
  142326-59-8 

[1]Lange,JosH.M.;Verveer,PeterC.;Osnabrug,StefanJ.M.;Visser,GebM.[TetrahedronLetters,2001,vol.42,#7,p.1367-1369]

Literature fold

Title: An examination of NMDA receptor contribution to conditioned responding evoked by the conditional stimulus effects of nicotine.

Journal: Psychopharmacology20110101

Title: Differential effects of glycine on the anticonvulsant activity of D-cycloserine and L-701,324 in mice.

Journal: Pharmacological reports : PR20110101

Title: Cannabinoid-induced increase in relapse-like drinking is prevented by the blockade of the glycine-binding site of N-methyl-D-aspartate receptors.

Journal: Neuroscience20090123

Title: Mice with reduced NMDA receptor glycine affinity model some of the negative and cognitive symptoms of schizophrenia.

Journal: Psychopharmacology20081001

Title: Neurochemical and behavioral profiling of the selective GlyT1 inhibitors ALX5407 and LY2365109 indicate a preferential action in caudal vs. cortical brain areas.

Journal: Neuropharmacology20081001

Title: Model mice for mild-form glycine encephalopathy: behavioral and biochemical characterizations and efficacy of antagonists for the glycine binding site of N-methyl D-aspartate receptor.

Journal: Pediatric research20080901

Title: Glycine and D: -serine, but not D: -cycloserine, attenuate prepulse inhibition deficits induced by NMDA receptor antagonist MK-801.

Journal: Psychopharmacology20080601

Title: NMDA/glutamate mechanism of magnesium-induced anxiolytic-like behavior in mice.

Journal: Pharmacological reports : PR20080101

Title: NMDA/glutamate mechanism of antidepressant-like action of magnesium in forced swim test in mice.

Journal: Pharmacology, biochemistry, and behavior20071201

Title: Activation of supraspinal NMDA receptors by both D-serine alone or in combination with morphine leads to the potentiation of antinociception in tail-flick test of rats.

Journal: European journal of pharmacology20070622

Title: Activation of the NMDA/glutamate receptor complex antagonizes the NMDA antagonist-induced antidepressant-like effects in the forced swim test.

Journal: Pharmacological reports : PR20070101

Title: Behavioral and biochemical characterization of a mutant mouse strain lacking D-amino acid oxidase activity and its implications for schizophrenia.

Journal: Molecular and cellular neurosciences20060801

Title: Lowered brain stimulation reward thresholds in rats treated with a combination of caffeine and N-methyl-D-aspartate but not alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionate or metabotropic glutamate receptor-5 receptor antagonists.

Journal: Behavioural pharmacology20060601

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: Ionotropic and metabotropic glutamate receptor antagonism attenuates cue-induced cocaine seeking.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology20060401

Title: Synthesis of thieno[2,3-b]pyridinones acting as cytoprotectants and as inhibitors of [3H]glycine binding to the N-methyl-D-aspartate (NMDA) receptor.

Journal: Journal of medicinal chemistry20060209

Title: Activation of noradrenergic locus coeruleus neurons by clozapine and haloperidol: involvement of glutamatergic mechanisms.

Journal: The international journal of neuropsychopharmacology20050901

Title: Antiallodynic effects of NMDA glycine(B) antagonists in neuropathic pain: possible peripheral mechanisms.

Journal: Brain research20050628

Title: The pharmacological stimulation of NMDA receptors via co-agonist site: an fMRI study in the rat brain.

Journal: Neuroscience letters20050501

Title: CoMFA, synthesis, and pharmacological evaluation of (E)-3-(2-carboxy-2-arylvinyl)-4,6-dichloro-1H-indole-2-carboxylic acids: 3-[2-(3-aminophenyl)-2-carboxyvinyl]-4,6-dichloro-1H-indole-2-carboxylic acid, a potent selective glycine-site NMDA receptor antagonist.

Journal: Journal of medicinal chemistry20050224

Title: Modulation of morphine analgesia by site-specific N-methyl-D-aspartate receptor antagonists: dependence on sex, site of antagonism, morphine dose, and time.

Journal: Pain20040601

Title: Are glycineB sites involved in the development of morphine tolerance?

Journal: Polish journal of pharmacology20040101

Title: Structural model of the N-methyl-D-aspartate receptor glycine site probed by site-directed chemical coupling.

Journal: The Journal of biological chemistry20030627

Title: Affinity labeling of cysteine-mutants evidences contact residues in modeled receptor binding sites.

Journal: Journal of receptor and signal transduction research20020101

Title: Attenuation of morphine dependence and withdrawal by glycine B site antagonists in rats.

Journal: Pharmacology, biochemistry, and behavior20010101

Title: NMDA antagonists inhibit the development of ethanol dependence in rats.

Journal: Polish journal of pharmacology20010101

Title: L-701,324, a selective antagonist at the glycine site of the NMDA receptor, counteracts haloperidol-induced muscle rigidity in rats.

Journal: Psychopharmacology19990401

Title: The role of striatal glutamate receptors in models of Parkinson's disease.

Journal: Amino acids19980101

Title: The atypical neuroleptic profile of the glycine/N-methyl-D-aspartate receptor antagonist, L-701,324, in rodents.

Journal: The Journal of pharmacology and experimental therapeutics19960501

Title: 3'-(Arylmethyl)- and 3'-(aryloxy)-3-phenyl-4-hydroxyquinolin-2(1H)-ones: orally active antagonists of the glycine site on the NMDA receptor.

Journal: Journal of medicinal chemistry19940513

Title: Piotr Wlaz, et al. Differential effects of glycine on the anticonvulsant activity of D-cycloserine and L-701,324 in mice. Pharmacological Reports 2011,63,1231-1234

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