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781652-57-1 | 3-CYANO-N-(1,3-DIPHENYL-1H-PYRAZOL-5-YL)BENZAMIDE
CAS No: 781652-57-1 Catalog No: AG0054PX MDL No:
Product Description
Catalog Number:
AG0054PX
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
IUPAC Name:
3-cyano-N-(2,5-diphenylpyrazol-3-yl)benzamide
InChI:
InChI=1S/C23H16N4O/c24-16-17-8-7-11-19(14-17)23(28)25-22-15-21(18-9-3-1-4-10-18)26-27(22)20-12-5-2-6-13-20/h1-15H,(H,25,28)
InChI Key:
BKUIZWILNWHFHD-UHFFFAOYSA-N
SMILES:
N#Cc1cccc(c1)C(=O)Nc1cc(nn1c1ccccc1)c1ccccc1
Properties
Complexity:
572
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
364.132g/mol
Formal Charge:
0
Heavy Atom Count:
28
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
364.408g/mol
Monoisotopic Mass:
364.132g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
70.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.4
Literature
| Title | Journal |
|---|---|
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| Orthosteric and allosteric drug binding sites in the Caenorhabditis elegans mgl-2 metabotropic glutamate receptor. | Neuropharmacology 20120901 |
| Involvement of metabotropic glutamate receptor 5 signaling in activity-related proliferation of adult hippocampal neural stem cells. | The European journal of neuroscience 20120801 |
| Autistic-like social behaviour in Shank2-mutant mice improved by restoring NMDA receptor function. | Nature 20120613 |
| Protective effects of mGluR5 positive modulators against traumatic neuronal injury through PKC-dependent activation of MEK/ERK pathway. | Neurochemical research 20120501 |
| Differential effects of the mGluR5 positive allosteric modulator CDPPB in the cortex and striatum following repeated administration. | Neuropharmacology 20120301 |
| Mutations causing syndromic autism define an axis of synaptic pathophysiology. | Nature 20111201 |
| Importance of Shank3 protein in regulating metabotropic glutamate receptor 5 (mGluR5) expression and signaling at synapses. | The Journal of biological chemistry 20111007 |
| Subchronic administration and combination metabotropic glutamate and GABAB receptor drug therapy in fragile X syndrome. | The Journal of pharmacology and experimental therapeutics 20110901 |
| Loss of object recognition memory produced by extended access to methamphetamine self-administration is reversed by positive allosteric modulation of metabotropic glutamate receptor 5. | Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20110301 |
| mGluR5 positive allosteric modulation enhances extinction learning following cocaine self-administration. | Behavioral neuroscience 20110201 |
| Functional interaction of mGlu5 and NMDA receptors in aversive learning in rats. | Neurobiology of learning and memory 20110101 |
| mGluR5 positive modulators both potentiate activation and restore inhibition in NMDA receptors by PKC dependent pathway. | Journal of biomedical science 20110101 |
| Differential Modulation of Thresholds for Intracranial Self-Stimulation by mGlu5 Positive and Negative Allosteric Modulators: Implications for Effects on Drug Self-Administration. | Frontiers in pharmacology 20110101 |
| 4-aryl piperazine and piperidine amides as novel mGluR5 positive allosteric modulators. | Bioorganic & medicinal chemistry letters 20101215 |
| Glutamatergic targets for enhancing extinction learning in drug addiction. | Current neuropharmacology 20101201 |
| The difference in effect of mGlu2/3 and mGlu5 receptor agonists on cognitive impairment induced by MK-801. | European journal of pharmacology 20100810 |
| Activation of type 5 metabotropic glutamate receptors attenuates deficits in cognitive flexibility induced by NMDA receptor blockade. | European journal of pharmacology 20100810 |
| 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? | Pharmacology, biochemistry, and behavior 20100401 |
| Effects of positive allosteric modulators on single-cell oscillatory Ca2+ signaling initiated by the type 5 metabotropic glutamate receptor. | Molecular pharmacology 20091201 |
| Positive allosteric modulation of mGluR5 receptors facilitates extinction of a cocaine contextual memory. | Biological psychiatry 20090415 |
| 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. | Neuropharmacology 20090101 |
| Synthesis and SAR of a mGluR5 allosteric partial antagonist lead: unexpected modulation of pharmacology with slight structural modifications to a 5-(phenylethynyl)pyrimidine scaffold. | Bioorganic & medicinal chemistry letters 20080715 |
| Positive allosteric modulation of metabotropic glutamate 5 (mGlu5) receptors reverses N-Methyl-D-aspartate antagonist-induced alteration of neuronal firing in prefrontal cortex. | Biological psychiatry 20071001 |
| Interaction of novel positive allosteric modulators of metabotropic glutamate receptor 5 with the negative allosteric antagonist site is required for potentiation of receptor responses. | Molecular pharmacology 20070501 |
| A novel class of positive allosteric modulators of metabotropic glutamate receptor subtype 1 interact with a site distinct from that of negative allosteric modulators. | Molecular pharmacology 20060801 |
| 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 of medicinal chemistry 20060601 |
| Progress towards validating the NMDA receptor hypofunction hypothesis of schizophrenia. | Current topics in medicinal chemistry 20060101 |
| 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. | Molecular pharmacology 20051201 |
| A novel selective positive allosteric modulator of metabotropic glutamate receptor subtype 5 has in vivo activity and antipsychotic-like effects in rat behavioral models. | The Journal of pharmacology and experimental therapeutics 20050401 |
| 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 of medicinal chemistry 20041118 |
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