Psychiatry related information on quinuclidine

• Several investigators reported that AF102B (FSK-508; cis-2-methylspiro (1,3-oxathiolane-5,3') quinuclidine HCl) had the property of a relatively specific muscarinic agonist of the M1-type This novel M1 agonist, AF102B, also exerted and ameliorating effect on experimental amnesia; in a T-maze, radial-arm maze task and passive avoidance tasks [1].

High impact information on quinuclidine

• We have previously shown that these residues play key roles in the binding of quinuclidine antagonists to the NK-1 receptor [2].
• The complex formed between the quincorine-amine, containing both a primary and a quinuclidine amino function, and RuCp*Cl catalyzes the hydrogenation of aromatic and aliphatic ketones in up to 90% ee approximately 24 times faster than previously reported Ru-diamine complexes [3].
• A new substituted quinuclidine pharmacophore 18a-c was rapidly found for the inhibition of OSC, and the most promising inhibitors were validated by the confirmation of potent OSC inhibition [4].
• The synthesis and structure-activity relationships of a series of aza-tricyclic analogs of the quinuclidine substance P (SP) antagonist 1 are described [5].
• Further conformational restriction of the side chain identified quinuclidine 11 and isoquinuclidine 12 as potent 5-HT3 receptor antagonists which mimic the distorted chair conformation of the tropane with, in the case of 11, the N-methyl group axial [6].

Biological context of quinuclidine

• RESULTS: The quinuclidine derivatives demonstrated selective anti-T. gondii activity, arresting parasite growth with IC50 values of 0.66 and 0.23 microM for ER119884 and E5700, respectively, after 24 h of interaction and 0.44 and 0.19 microM after 48 h of interaction [7].
• Synthetic studies on quinine: quinuclidine construction via a ketone enolate regio- and diastereoselective Pd-mediated allylic alkylation [8].
• The esterification was completed in 30 min in the presence of quinuclidine as base catalyst at room temperature [9].
• The binding site for nonpeptide antagonists can be defined by at least five residues in transmembrane helices 4-7, and primary contacts between key residues and quinuclidine antagonists have been assigned based on CP-96,345 and its analogs [10].
• The quinuclidine derivative did not affect cardiac output, heart rate or stroke volume in anesthetized open chest dogs and moderately increased mean blood pressure and total peripheral resistance [11].

Anatomical context of quinuclidine

• This paper describes the design, synthesis, and biochemical characterization of novel quinuclidine-based muscarinic agonists which can readily penetrate into the central nervous system and which are capable of displaying high efficacy at cortical sites [12].
• OBJECTIVES: To study the antiproliferative effects of ER119884 and E5700, two quinuclidine-based inhibitors of squalene synthase (SQS), against Toxoplasma gondii tachyzoites in epithelial cells [7].
• The quinuclidine derivative, SNI-2011, induced a persistent increase in AQP5 levels in the apical plasma membrane in the cells of both these rats [13].
• Antihistaminic properties of AF-14, an experimental quinuclidine derivative: discrimination between two histaminergic sites in both guinea-pig ileum and bladder [14].
• The quaternary quinuclidine derivative 1-methyl-3-keto-4-phenylquinuclidinium bromide (MA540) antagonized rabbit ileum and cat nictitating membrane responses to postganglionic sympathetic stimulation in a manner similar to guanethidine, indicating adrenergic neuron blocking activity [15].

Associations of quinuclidine with other chemical compounds

• Quinuclidine chemistry. 3. Beta-cis-2-(4'-Chlorobenzhydryl)-3-quinuclidinol, a new central nervous system stimulant. Importance of the benzhydryl configuration [16].
• The highly condensed polycyclic structure, established by spectral analysis, possessed an unusual framework: a central quinuclidine like tricycle produced by fusion of a piperidine, a tetrahydropyran, and an oxazine ring in turn condensed to surrounding three penta-, one hexa-, and one hepta-membered rings [17].
• DMAP, DBU, and quinuclidine efficiently promote novel hydroalkoxylation reactions of acrylamide in primary alcohol solvents [18].
• In both complexes, the quinuclidine NH groups and hydroxyl groups are hydrogen-bond donors to the chlorine atoms of Co(II) tetrahedra [19].
• The X-ray structure analysis of a single crystal revealed that the complex is a zwitterion in which the positive charge is localised on the protonated nitrogen atom, N1, of the quinuclidine fragment and the negative charge is shared by the three chlorine atoms [20].

Gene context of quinuclidine

• CP-96,345, a quinuclidine, is a potent inhibitor of substance P for the NK1 receptor of bovine brain, but has reduced potency for the corresponding receptor of the rat and mouse, and none for NK2 or NK3 receptors [21].
• Initial attempts at conformational restriction of the propylamine sidechain by incorporation of a quinuclidine bicyclic structure did not improve binding affinity at SERT [22].
• A series of quinolinecarboxylic acid amides and an ester with a quinuclidine moiety were synthesized and their in vitro affinities at 5-HT3, 5-HT4, and D2 receptors evaluated by radioligand binding assays [23].
• The salivary secretion and the histopathological effects after administration of a single dose of cis-2-methylspiro (1,3-oxathiolane-5,3') quinuclidine hydrochloride hemihydrate (SNI-2011) were monitored in adult, male and female MRL/lpr mice, C57BL/6J mice and ICR mice [24].

Analytical, diagnostic and therapeutic context of quinuclidine

• Method for enantiomeric purity of a quinuclidine candidate drug by capillary electrophoresis [25].

References