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781652-57-1,MFCD12828752
Catalog No.:AA0054N5

781652-57-1 | 3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide

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1mg
≥98%
in stock  
$48.00   $33.00
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5mg
≥98%
in stock  
$160.00   $112.00
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10mg
≥98%
in stock  
$229.00   $160.00
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25mg
≥98%
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$509.00   $356.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0054N5
Chemical Name:
3-Cyano-N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamide
CAS Number:
781652-57-1
Molecular Formula:
C23H16N4O
Molecular Weight:
364.3993
MDL Number:
MFCD12828752
SMILES:
N#Cc1cccc(c1)C(=O)Nc1cc(nn1c1ccccc1)c1ccccc1
Properties
Properties
 
Form:
Solid  
MP:
210-212°C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
572  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
4.4  

Literature

Title: Involvement of mGlu5 and NMDA receptors in the antidepressant-like effect of acamprosate in the tail suspension test.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20121001

Title: Orthosteric and allosteric drug binding sites in the Caenorhabditis elegans mgl-2 metabotropic glutamate receptor.

Journal: Neuropharmacology 20120901

Title: Involvement of metabotropic glutamate receptor 5 signaling in activity-related proliferation of adult hippocampal neural stem cells.

Journal: The European journal of neuroscience 20120801

Title: Autistic-like social behaviour in Shank2-mutant mice improved by restoring NMDA receptor function.

Journal: Nature 20120613

Title: Protective effects of mGluR5 positive modulators against traumatic neuronal injury through PKC-dependent activation of MEK/ERK pathway.

Journal: Neurochemical research 20120501

Title: Differential effects of the mGluR5 positive allosteric modulator CDPPB in the cortex and striatum following repeated administration.

Journal: Neuropharmacology 20120301

Title: Mutations causing syndromic autism define an axis of synaptic pathophysiology.

Journal: Nature 20111201

Title: Importance of Shank3 protein in regulating metabotropic glutamate receptor 5 (mGluR5) expression and signaling at synapses.

Journal: The Journal of biological chemistry 20111007

Title: Subchronic administration and combination metabotropic glutamate and GABAB receptor drug therapy in fragile X syndrome.

Journal: The Journal of pharmacology and experimental therapeutics 20110901

Title: Loss of object recognition memory produced by extended access to methamphetamine self-administration is reversed by positive allosteric modulation of metabotropic glutamate receptor 5.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20110301

Title: mGluR5 positive allosteric modulation enhances extinction learning following cocaine self-administration.

Journal: Behavioral neuroscience 20110201

Title: Functional interaction of mGlu5 and NMDA receptors in aversive learning in rats.

Journal: Neurobiology of learning and memory 20110101

Title: mGluR5 positive modulators both potentiate activation and restore inhibition in NMDA receptors by PKC dependent pathway.

Journal: Journal of biomedical science 20110101

Title: Differential Modulation of Thresholds for Intracranial Self-Stimulation by mGlu5 Positive and Negative Allosteric Modulators: Implications for Effects on Drug Self-Administration.

Journal: Frontiers in pharmacology 20110101

Title: 4-aryl piperazine and piperidine amides as novel mGluR5 positive allosteric modulators.

Journal: Bioorganic & medicinal chemistry letters 20101215

Title: Glutamatergic targets for enhancing extinction learning in drug addiction.

Journal: Current neuropharmacology 20101201

Title: The difference in effect of mGlu2/3 and mGlu5 receptor agonists on cognitive impairment induced by MK-801.

Journal: European journal of pharmacology 20100810

Title: Activation of type 5 metabotropic glutamate receptors attenuates deficits in cognitive flexibility induced by NMDA receptor blockade.

Journal: European journal of pharmacology 20100810

Title: MK-801 produces a deficit in sucrose preference that is reversed by clozapine, D-serine, and the metabotropic glutamate 5 receptor positive allosteric modulator CDPPB: relevance to negative symptoms associated with schizophrenia?

Journal: Pharmacology, biochemistry, and behavior 20100401

Title: Effects of positive allosteric modulators on single-cell oscillatory Ca2+ signaling initiated by the type 5 metabotropic glutamate receptor.

Journal: Molecular pharmacology 20091201

Title: Positive allosteric modulation of mGluR5 receptors facilitates extinction of a cocaine contextual memory.

Journal: Biological psychiatry 20090415

Title: Dose-dependent effect of CDPPB, the mGluR5 positive allosteric modulator, on recognition memory is associated with GluR1 and CREB phosphorylation in the prefrontal cortex and hippocampus.

Journal: Neuropharmacology 20090101

Title: Synthesis and SAR of a mGluR5 allosteric partial antagonist lead: unexpected modulation of pharmacology with slight structural modifications to a 5-(phenylethynyl)pyrimidine scaffold.

Journal: Bioorganic & medicinal chemistry letters 20080715

Title: Positive allosteric modulation of metabotropic glutamate 5 (mGlu5) receptors reverses N-Methyl-D-aspartate antagonist-induced alteration of neuronal firing in prefrontal cortex.

Journal: Biological psychiatry 20071001

Title: Interaction of novel positive allosteric modulators of metabotropic glutamate receptor 5 with the negative allosteric antagonist site is required for potentiation of receptor responses.

Journal: Molecular pharmacology 20070501

Title: A novel class of positive allosteric modulators of metabotropic glutamate receptor subtype 1 interact with a site distinct from that of negative allosteric modulators.

Journal: Molecular pharmacology 20060801

Title: Substituent effects of N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides on positive allosteric modulation of the metabotropic glutamate-5 receptor in rat cortical astrocytes.

Journal: Journal of medicinal chemistry 20060601

Title: Progress towards validating the NMDA receptor hypofunction hypothesis of schizophrenia.

Journal: Current topics in medicinal chemistry 20060101

Title: A close structural analog of 2-methyl-6-(phenylethynyl)-pyridine acts as a neutral allosteric site ligand on metabotropic glutamate receptor subtype 5 and blocks the effects of multiple allosteric modulators.

Journal: Molecular pharmacology 20051201

Title: A novel selective positive allosteric modulator of metabotropic glutamate receptor subtype 5 has in vivo activity and antipsychotic-like effects in rat behavioral models.

Journal: The Journal of pharmacology and experimental therapeutics 20050401

Title: Discovery of positive allosteric modulators for the metabotropic glutamate receptor subtype 5 from a series of N-(1,3-diphenyl-1H- pyrazol-5-yl)benzamides that potentiate receptor function in vivo.

Journal: Journal of medicinal chemistry 20041118

Title: Kinney GG, et, al. A novel selective positive allosteric modulator of metabotropic glutamate receptor subtype 5 has in vivo activity and antipsychotic-like effects in rat behavioral models. J Pharmacol Exp Ther. 2005 Apr; 313(1):199-206.

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