Home Fluorides 851881-60-2
851881-60-2,MFCD17167026
Catalog No.:AA00G3A4

851881-60-2 | (3S)-3-[3-(4-Fluorophenyl)-1,2,4-oxadiazol-5-yl]-1-[(4-fluorophenyl)carbonyl]piperidine

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1mg
99+%
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$16.00   $11.00
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5mg
99+%
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$39.00   $28.00
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10mg
99+%
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$55.00   $39.00
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25mg
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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:
AA00G3A4
Chemical Name:
(3S)-3-[3-(4-Fluorophenyl)-1,2,4-oxadiazol-5-yl]-1-[(4-fluorophenyl)carbonyl]piperidine
CAS Number:
851881-60-2
Molecular Formula:
C20H17F2N3O2
Molecular Weight:
369.3647
MDL Number:
MFCD17167026
SMILES:
Fc1ccc(cc1)C(=O)N1CCC[C@@H](C1)c1onc(n1)c1ccc(cc1)F
Properties
Computed Properties
 
Complexity:
508  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
6  
Rotatable Bond Count:
3  
XLogP3:
3.7  

Downstream Synthesis Route

[1]CurrentPatentAssignee:ADDEXTHERAPEUTICSSA-WO2005/44797,2005,A1Locationinpatent:Page/Pagecolumn61

Literature

Title: In vitro characterisation of the novel positive allosteric modulators of the mGlu₅ receptor, LSN2463359 and LSN2814617, and their effects on sleep architecture and operant responding in the rat.

Journal: Neuropharmacology 20130101

Title: mGlu5 Receptor Functional Interactions and Addiction.

Journal: Frontiers in pharmacology 20120101

Title: On the Role of Cannabinoid CB1- and μ-Opioid Receptors in Motor Impulsivity.

Journal: Frontiers in pharmacology 20120101

Title: Differential effect of the mGlu5 receptor positive allosteric modulator ADX-47273 on early and late hippocampal LTP.

Journal: Neuropharmacology 20110901

Title: Discovery of molecular switches within the ADX-47273 mGlu5 PAM scaffold that modulate modes of pharmacology to afford potent mGlu5 NAMs, PAMs and partial antagonists.

Journal: Bioorganic & medicinal chemistry letters 20110501

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: Beyond the dopamine receptor: novel therapeutic targets for treating schizophrenia.

Journal: Dialogues in clinical neuroscience 20100901

Title: Functional interaction of metabotropic glutamate receptor 5 and NMDA-receptor by a metabotropic glutamate receptor 5 positive allosteric modulator.

Journal: European journal of pharmacology 20100810

Title: Effects of a positive allosteric modulator of mGluR5 ADX47273 on conditioned avoidance response and PCP-induced hyperlocomotion in the rat as models for schizophrenia.

Journal: Pharmacology, biochemistry, and behavior 20100301

Title: Metabotropic glutamate receptors: potential drug targets for psychiatric disorders.

Journal: The open medicinal chemistry journal 20100101

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: Comparison of the mGlu(5) receptor positive allosteric modulator ADX47273 and the mGlu(2/3) receptor agonist LY354740 in tests for antipsychotic-like activity.

Journal: European journal of pharmacology 20091125

Title: Synthesis, SAR and unanticipated pharmacological profiles of analogues of the mGluR5 ago-potentiator ADX-47273.

Journal: ChemMedChem 20090401

Title: ADX47273 [S-(4-fluoro-phenyl)-{3-[3-(4-fluoro-phenyl)-[1,2,4]-oxadiazol-5-yl]-piperidin-1-yl}-methanone]: a novel metabotropic glutamate receptor 5-selective positive allosteric modulator with preclinical antipsychotic-like and procognitive activities.

Journal: The Journal of pharmacology and experimental therapeutics 20081201

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: Liu F, et al. ADX47273 [S-(4-fluoro-phenyl)-{3--(4-fluoro-phenyl)-,2,4-oxadiazol-5-yl-piperidin-1-yl}-methanone: a novel metabotropic glutamate receptor 5-selective positive allosteric modulator with preclinical antipsychotic-like and procognitive activities. J Pharmacol Exp Ther. 2008 Dec;327(3):827-39.

Title: Schlumberger C, et, al. Effects of a positive allosteric modulator of mGluR5 ADX47273 on conditioned avoidance response and PCP-induced hyperlocomotion in the rat as models for schizophrenia. Pharmacol Biochem Behav. 2010 Mar;95(1):23-30.

Title: Xu J, et al. Potentiating mGluR5 function with a positive allosteric modulator enhances adaptive learning. Learn Mem. 2013 Jul 18;20(8):438-45.

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SDS
Tags:851881-60-2 Molecular Formula|851881-60-2 MDL|851881-60-2 SMILES|851881-60-2 (3S)-3-[3-(4-Fluorophenyl)-1,2,4-oxadiazol-5-yl]-1-[(4-fluorophenyl)carbonyl]piperidine