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711085-63-1,MFCD08703110
Catalog No.:AA0036JF

711085-63-1 | (R)-4-Chloro-N-(quinuclidin-3-yl)benzamide

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5mg
98%
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$58.00   $40.00
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10mg
98%
in stock  
$109.00   $76.00
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25mg
98%
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$213.00   $149.00
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50mg
98%
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0036JF
Chemical Name:
(R)-4-Chloro-N-(quinuclidin-3-yl)benzamide
CAS Number:
711085-63-1
Molecular Formula:
C14H17ClN2O
Molecular Weight:
264.7506
MDL Number:
MFCD08703110
SMILES:
O=C(c1ccc(cc1)Cl)N[C@H]1CN2CCC1CC2
Properties
Properties
 
Form:
Solid  
MP:
164-166°C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
307  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
2.4  

Literature

Title: Involvement of stimulation of α7 nicotinic acetylcholine receptors in the suppressive effect of tropisetron on dextran sulfate sodium-induced colitis in mice.

Journal: Journal of pharmacological sciences 20150301

Title: Effects of nicotinic acetylcholine receptor agonists on cognition in rhesus monkeys with a chronic cocaine self-administration history.

Journal: Neuropharmacology 20130101

Title: Activation of the alpha-7 nicotinic acetylcholine receptor (α7 nAchR) reverses referred mechanical hyperalgesia induced by colonic inflammation in mice.

Journal: Neuropharmacology 20121001

Title: Stroke-induced activation of the α7 nicotinic receptor increases Pseudomonas aeruginosa lung injury.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20120701

Title: Methyllycaconitine: a non-radiolabeled ligand for mapping α7 neuronal nicotinic acetylcholine receptors - in vivo target localization and biodistribution in rat brain.

Journal: Journal of pharmacological and toxicological methods 20120701

Title: Synthesis and nicotinic receptor activity of chemical space analogues of N-(3R)-1-azabicyclo[2.2.2]oct-3-yl-4-chlorobenzamide (PNU-282,987) and 1,4-diazabicyclo[3.2.2]nonane-4-carboxylic acid 4-bromophenyl ester (SSR180711).

Journal: Journal of medicinal chemistry 20120524

Title: α7 nicotinic acetylcholine receptor agonism confers neuroprotection through GSK-3β inhibition in a mouse model of intracerebral hemorrhage.

Journal: Stroke 20120301

Title: Combined α7 nicotinic acetylcholine receptor agonism and partial serotonin transporter inhibition produce antidepressant-like effects in the mouse forced swim and tail suspension tests: a comparison of SSR180711 and PNU-282987.

Journal: Pharmacology, biochemistry, and behavior 20120101

Title: α7 nicotinic acetylcholine receptor agonist PNU-282987 attenuates early brain injury in a perforation model of subarachnoid hemorrhage in rats.

Journal: Stroke 20111201

Title: Subtype-selective nicotinic acetylcholine receptor agonists enhance the responsiveness to citalopram and reboxetine in the mouse forced swim test.

Journal: Journal of psychopharmacology (Oxford, England) 20111001

Title: Interaction of bispyridinium compounds with the orthosteric binding site of human α7 and Torpedo californica nicotinic acetylcholine receptors (nAChRs).

Journal: Toxicology letters 20110925

Title: Chemical and genetic engineering of selective ion channel-ligand interactions.

Journal: Science (New York, N.Y.) 20110902

Title: Neurotoxicity induced by okadaic acid in the human neuroblastoma SH-SY5Y line can be differentially prevented by α7 and β2* nicotinic stimulation.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20110901

Title: Activation of α7 nicotinic receptors improves phencyclidine-induced deficits in cognitive tasks in rats: implications for therapy of cognitive dysfunction in schizophrenia.

Journal: European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 20110401

Title: Human platelets express functional alpha7-nicotinic acetylcholine receptors.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20110401

Title: Role of mouse cerebellar nicotinic acetylcholine receptor (nAChR) α(4)β(2)- and α(7) subtypes in the behavioral cross-tolerance between nicotine and ethanol-induced ataxia.

Journal: Behavioural brain research 20110301

Title: The role of nicotinic acetylcholine receptor (nAChR) α7 subtype in the functional interaction between nicotine and ethanol in mouse cerebellum.

Journal: Alcoholism, clinical and experimental research 20110301

Title: Characterization of 2-[[4-fluoro-3-(trifluoromethyl)phenyl]amino]-4-(4-pyridinyl)-5-thiazolemethanol (JNJ-1930942), a novel positive allosteric modulator of the {alpha}7 nicotinic acetylcholine receptor.

Journal: The Journal of pharmacology and experimental therapeutics 20110201

Title: Dysfunction of the cholinergic anti-inflammatory pathway mediates organ damage in hypertension.

Journal: Hypertension (Dallas, Tex. : 1979) 20110201

Title: Activation of α7 nicotinic acetylcholine receptors ameliorates indomethacin-induced small intestinal ulceration in mice.

Journal: European journal of pharmacology 20110110

Title: Behavioral effects of PNU-282987, an alpha7 nicotinic receptor agonist, in mice.

Journal: Behavioural brain research 20110101

Title: Calcium signalling mediated through α7 and non-α7 nAChR stimulation is differentially regulated in bovine chromaffin cells to induce catecholamine release.

Journal: British journal of pharmacology 20110101

Title: Activation of nicotinic cholinergic receptors prevents ventilator-induced lung injury in rats.

Journal: PloS one 20110101

Title: [Nicotine effects on mitochondria membrane potential: participation of nicotinic acetylcholine receptors].

Journal: Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20110101

Title: Poststress treatment with PNU282987 can rescue SH-SY5Y cells undergoing apoptosis via α7 nicotinic receptors linked to a Jak2/Akt/HO-1 signaling pathway.

Journal: Free radical biology & medicine 20101201

Title: Surface plasmon resonance biosensor based fragment screening using acetylcholine binding protein identifies ligand efficiency hot spots (LE hot spots) by deconstruction of nicotinic acetylcholine receptor α7 ligands.

Journal: Journal of medicinal chemistry 20101014

Title: Alpha3* and alpha 7 nAChR-mediated Ca2+ transient generation in IMR-32 neuroblastoma cells.

Journal: Neurochemistry international 20101001

Title: Protective effect of alpha7 nAChR: behavioural and morphological features on neuropathy.

Journal: Pain 20100901

Title: Overexpressed alpha7 nicotinic acetylcholine receptor inhibited proinflammatory cytokine release in NIH3T3 cells.

Journal: Journal of bioscience and bioengineering 20090801

Title: Discovery of 4-(5-(4-chlorophenyl)-2-methyl-3-propionyl-1H-pyrrol-1-yl)benzenesulfonamide (A-867744) as a novel positive allosteric modulator of the alpha7 nicotinic acetylcholine receptor.

Journal: Journal of medicinal chemistry 20090528

Title: Alpha7 nicotinic acetylcholine receptor activation ameliorates scopolamine-induced behavioural changes in a modified continuous Y-maze task in mice.

Journal: European journal of pharmacology 20090105

Title: Acetylcholine regulation of synoviocyte cytokine expression by the alpha7 nicotinic receptor.

Journal: Arthritis and rheumatism 20081101

Title: Discovery of N-[(3R,5R)-1-azabicyclo[3.2.1]oct-3-yl]furo[2,3-c]pyridine-5-carboxamide as an agonist of the alpha7 nicotinic acetylcholine receptor: in vitro and in vivo activity.

Journal: Bioorganic & medicinal chemistry letters 20080615

Title: The hepatic vagus nerve attenuates Fas-induced apoptosis in the mouse liver via alpha7 nicotinic acetylcholine receptor.

Journal: Gastroenterology 20080601

Title: Memantine protects against amphetamine derivatives-induced neurotoxic damage in rodents.

Journal: Neuropharmacology 20080601

Title: Analysis of gene expression profiles in rat hippocampus following treatment with nicotine and an alpha7 nAChR selective agonist.

Journal: Neuroscience research 20080301

Title: [3H]A-585539 [(1S,4S)-2,2-dimethyl-5-(6-phenylpyridazin-3-yl)-5-aza-2-azoniabicyclo[2.2.1]heptane], a novel high-affinity alpha7 neuronal nicotinic receptor agonist: radioligand binding characterization to rat and human brain.

Journal: The Journal of pharmacology and experimental therapeutics 20080101

Title: Memantine prevents MDMA-induced neurotoxicity.

Journal: Neurotoxicology 20080101

Title: Distinct profiles of alpha7 nAChR positive allosteric modulation revealed by structurally diverse chemotypes.

Journal: Molecular pharmacology 20070901

Title: Activation of the alpha7 nAChR reduces acid-induced acute lung injury in mice and rats.

Journal: American journal of respiratory cell and molecular biology 20070801

Title: High content screen microscopy analysis of A beta 1-42-induced neurite outgrowth reduction in rat primary cortical neurons: neuroprotective effects of alpha 7 neuronal nicotinic acetylcholine receptor ligands.

Journal: Brain research 20070602

Title: Alpha-7 nicotinic acetylcholine receptor agonists selectively activate limbic regions of the rat forebrain: an effect similar to antipsychotics.

Journal: Journal of neuroscience research 20070601

Title: Frontal cortical alpha7 and alpha4beta2 nicotinic acetylcholine receptors in working and reference memory.

Journal: Neuropharmacology 20070601

Title: Discovery of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]furo[2,3-c]pyridine-5-carboxamide, an agonist of the alpha7 nicotinic acetylcholine receptor, for the potential treatment of cognitive deficits in schizophrenia: synthesis and structure--activity relationship.

Journal: Journal of medicinal chemistry 20060713

Title: Activation of alpha7 acetylcholine receptors augments stimulation-induced hippocampal theta oscillation.

Journal: The European journal of neuroscience 20060101

Title: The selective alpha7 nicotinic acetylcholine receptor agonist PNU-282987 [N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-4-chlorobenzamide hydrochloride] enhances GABAergic synaptic activity in brain slices and restores auditory gating deficits in anesthetized rats.

Journal: The Journal of pharmacology and experimental therapeutics 20050301

Title: Discovery and structure-activity relationship of quinuclidine benzamides as agonists of alpha7 nicotinic acetylcholine receptors.

Journal: Journal of medicinal chemistry 20050224

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

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Tags:711085-63-1 Molecular Formula|711085-63-1 MDL|711085-63-1 SMILES|711085-63-1 (R)-4-Chloro-N-(quinuclidin-3-yl)benzamide