Extracurricular laboratory:new discovery of (R)-3-Aminoquinuclidine dihydrochloride

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Design, synthesis, structure-activity relationship, and in vivo activity of azabicyclic aryl amides as alpha7 nicotinic acetylcholine receptor agonists

A novel set of azabicyclic aryl amides have been identified as potent and selective agonists of the alpha7 nAChR. A two-pronged approach was taken to improve the potential hERG liability of previously disclosed alpha7 nAChR agonist, PNU-282,987, while maintaining the compound’s other desirable pharmacological properties. The first approach involved further exploration of the aryl carboxylic acid fragment of PNU-282,987, while the second approach focused on modification of the azabicyclic amine portion of PNU-282,987. The best compounds from each series are characterized by rapid brain penetration, good oral bioavailability in rat, and demonstrate in vivo efficacy in a rat P50 auditory sensory gating assay. At least one analog from each series (1h, 1o, 2a, 9a, and 18a) shows an improved hERG safety profile over PNU-282,987.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H156N | ChemSpider

Brief introduction of Quinuclidin-3-yl acetate

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Design, Synthesis, and Neurochemical Evaluation of 5-(3-Alkyl-1,2,4-oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidines as M1 Muscarinic Receptor Agonists

A series of 5-(3-alkyl-1,2,4-oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidines (7a-h) was synthesized for biological evaluation as selective agonists for M1 receptors coupled to phosphoinositide (PI) metabolism in the central nervous system.Each ligand bound with high affinity to muscarinic receptors from rat brain as measured by inhibition of <3H>-(R)-quinuclidinyl benzilate (<3H>-(R)-QNB) binding. 5-(3-Methyl-1,2,4-oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidine trifluoroacetate (CDD-0098-J; 7a)displayed high affinity (IC50 = 2.7 +/- 0.69 muM) and efficacy at muscarinic receptors coupled to PI metabolism in the rat cortex and hippocampus .Increasing the length of the alkyl substituent increased affinity for muscarinic receptors yet decreased activity in PI turnover assays.The hippocampal PI response of 7a was blocked by lower concentrations of pirenzepine (8) or by higher concentrations of either AF-DX 116 (9) or p-fluorohexahydrosiladifenidol (10), suggesting that a low concentrations 7a selectively stimulates PI turnover through M1 receptors.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H53N | ChemSpider

Awesome Chemistry Experiments For (R)-3-Aminoquinuclidine dihydrochloride

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Discovery of potent positive allosteric modulators of the alpha3beta2 nicotinic acetylcholine receptor by a chemical space walk in chembl

While a plethora of ligands are known for the well studied alpha7 and alpha4beta2 nicotinic acetylcholine receptor (nAChR), only very few ligands address the related alpha3beta2 nAChR expressed in the central nervous system and at the neuromuscular junction. Starting with the public database ChEMBL organized in the chemical space of Molecular Quantum Numbers (MQN, a series of 42 integer value descriptors of molecular structure), a visual survey of nearest neighbors of the alpha7 nAChR partial agonist N-(3R)-1- azabicyclo[2.2.2]oct-3-yl-4-chlorobenzamide (PNU-282,987) pointed to N-(2-halobenzyl)-3-aminoquinuclidines as possible nAChR modulators. This simple “chemical space walk” was performed using a web-browser available at www.gdb.unibe.ch. Electrophysiological recordings revealed that these ligands represent a new and to date most potent class of positive allosteric modulators (PAMs) of the alpha3beta2 nAChR, which also exert significant effects in vivo. The present discovery highlights the value of surveying chemical space neighbors of known drugs within public databases to uncover new pharmacology.

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Quinuclidine | C7H138N | ChemSpider

Simple exploration of Quinuclidin-4-ylmethanamine

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Pleuromutilin derivatives as antimicrobials

The present invention relates to pleuromutilin derivatives, to processes for their preparation, to pharmaceutical compositions containing them and to their use in medical therapy, particularly antibacterial therapy.

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Quinuclidine | C7H23N | ChemSpider

Discovery of APR-246

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NEW STRATEGIES FOR TREATING MELANOMA

The present invention relates to a p53-activating agent capable of transferring wild-type tumor protein p53 (p53) from an inactive conformation into an active conformation capable of inducing apoptosis, for use in the treatment of melanoma, wherein said p53-activating agent is administered simultaneously or sequentially with a BRAF-inhibiting agent capable of inhibiting activity of serine/threonine-protein kinase B-Raf (BRAF) comprising an activating mutation.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H166N | ChemSpider

New explortion of (R)-3-Aminoquinuclidine dihydrochloride

Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about is helpful to your research. COA of Formula: C7H16Cl2N2

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Compounds

Compounds of formula I: 1 wherein A, D, Ar1, E and Ar2 are as defined in the specification, processes for preparing them, pharmaceutical compositions containing them and their use in therapy, especially in the treatment or prophylaxis of psychotic and intellectual impairment disorders.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H101N | ChemSpider

Awesome and Easy Science Experiments about 67496-78-0

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INDOLONES USEFUL AS SEROTONERGIC AGENTS

This invention relates to compounds of the formula: STR1 which are useful as 5-HT 4 agonists or antagonists and 5-HT 3 antagonists.

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Quinuclidine | C7H13N | ChemSpider

Brief introduction of 67496-78-0

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Quinazolinone derivatives possessing calcium uptake inhibiting activity

This invention is to provide quinazolinone derivatives, and their acid salts and quaternary ammonium salts, having an effect of preventing or treating diseases caused by calcium ion overload in cells, such as ischemic heart disease, ischemic cerebral disease and ischemic renal disease, and their usage. The quinazolinone derivatives are represented by the formula: STR1 typically, T represents an oxygen atom; Y represents a phenyl or cyclohexyl group; R1 represents a hydrogen or chlorine atom; R2 represents a hydrogen atom; ring W represents a benzene or pyridine ring; Z represents a group of the formula: STR2

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Quinuclidine – Wikipedia,
Quinuclidine | C7H21N | ChemSpider

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Design of alpha7 nicotinic acetylcholine receptor ligands using the (het)Aryl-1,2,3-triazole core: Synthesis, in vitro evaluation and SAR studies

We report here the synthesis of a large library of 1,2,3-triazole derivatives which were in vitro tested as alpha7 nAchR ligands. The SAR study revealed that several crucial factors are involved in the affinity of these compounds for alpha7 nAchR such as a (R) quinuclidine configuration and a mono C-3 quinuclidine substitution. The triazole ring was substituted by a phenyl ring bearing small OMe/CH2F groups or fluorine atom and by several heterocycles such as thiophenes, furanes, benzothiophenes or benzofuranes. Among the 30 derivatives tested, the two derivatives 10 and 39 with Ki in the nanomolar range were identified (2.3 and 3 nM respectively). They exhibited a strict selectivity toward the alpha4beta2 nicotinic receptor (up to 1 muM) but interacted with the 5HT3 receptors with Ki around 3 nM. Synthesis, SAR studies and a full description of the derivatives are reported.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H152N | ChemSpider

Archives for Chemistry Experiments of 827-61-2

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Comparison of the muscarinic receptor binding activity of some tertiary amines and their quaternary ammonium analogues

A series of tertiary amines and their N-methyl quaternary salts were examined for their ability to inhibit specific [3H]3-quinuclidinyl benzilate binding to rat brain muscarinic receptors. The more flexible tertiary amines, like dimethylaminoethyl acetate, were less potent than their respective quaternary ammonium analogues, while rigid tertiary amines, like aceclidine, were more potent than their quaternary derivatives. The competition curves of most of the compounds were adequately described by a two-site binding equation. A good correlation between pharmacological activity and the high-affinity dissociation constant was observed. The influence of pH in the competitive inhibition of [3H]3-quinuclidinyl benzilate binding by arecoline and scopolamine was also examined. The potency of these amines declined relative to that of their N-methyl derivatives as the pH increased from 8.90 to 9.0, suggesting that it is primarily the protonated form of arecoline and scopolamine which interacts with the muscarinic receptor.

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Quinuclidine – Wikipedia,
Quinuclidine | C7H56N | ChemSpider