Category: quinuclidine

Sun, Lu published the artcilePreparation of magnetic mesoporous epoxy resin by initiator-free ring-opening polymerization for extraction of bile acids from human serum, Application of 4,4-Diaminodicyclohexyl methane, the publication is Journal of Chromatography A (2020), 460448, database is CAplus and MEDLINE.

The authors reported a simple two-step method for the synthesis of magnetic mesoporous epoxy resin (MMER), including one-pot template-free hydrothermal synthesis of nanoscale amine-functionalized magnetic nanoparticles (MN-NH₂) and initiator-free ring-opening polymerization of epoxy resin. The resultant MMER was characterized in detail by transmission electron microscope (TEM), FTIR spectra, XPS, thermogravimetic anal. (TGA) and magnetization curves. These results demonstrated successful synthesis of MMER with sufficient magnetic property and excellent thermal stability. The epoxy resin was covalent bonding MN-NH₂ on and synthesized by hydrophobic monomers, so the MMER exhibited excellent adsorption quantity for hydrophobic bile acids. The MMER was used as magnetic solid-phase extraction (MSPE) sorbent, and combined with liquid chromatog.-tandem mass spectrometry to extract and monitor 11 kinds of bile acids from serum sample. The proposed MSPE combined with LC-MS/MS method exhibited low limit of detection between 0.1 and 5 ng mL^-1. In blank serum sample, 9 kinds of bile acids were detected, and ranged from -2.29 ng mL^-1 to 6.86 ng mL^-1. In standard addition recovery test, the recovery values of detectable bile acids ranged 102.4% to 108.5%, 96.0% to 104.0% and 82.3% to 103.3% when spiked with 0.2, 2.0 and 20 ng mL^-1, resp. The intra- and inter-day precision (n = 6) ranged 3.7% to 5.9% and 7.0% to 9.5%, resp. The MSPE combined with LC-MS/MS method was accurate and effective for quant. determination of bile acids from complex biol. samples.

Journal of Chromatography A published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H19BN2O3, Application of 4,4-Diaminodicyclohexyl methane.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Hu, Ying published the artcilePreparation of montelukast sodium and graphene nanomaterials for the treatment of asthma, Name: 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, the publication is Science of Advanced Materials (2020), 12(12), 1845-1855, database is CAplus.

This study focuses on the biomaterial effects of montelukast sodium and graphene oxide (GO) on the onset of asthma disease. First, the synthesis process was adopted, with 2-[3-(S)-[3-[2-(7-chloro-2-quinolinyl) vinyl] phenyl]-3-hydroxypropyl] benzyl ester as raw materials, to synthesize montelukast sodium, and then Hummers method was used to obtain graphene oxide (GO), and GO was reduced to obtain graphene (EG). After the preparation completed, the purity of montelukast sodium was tested by liquid chromatog. (HPLC), and the structural anal. of graphene nanomaterials was performed by X-ray diffractometer and Raman spectroscopy. Firstly, 30 mice were selected to observe the effect of montelukast sodium on the number of Th17 and cytokine IL-17 levels in asthmatic mice, then 50 mice were selected to observe whether the graphene-based nanomaterials had little effect of oxidative stress index in rat lung tissue. In the experiment, the spectrum anal. and liquid chromatog. anal. showed that the purity of the prepared montelukast sodium exceeded 99%. The prepared graphene nanomaterials showed a strong D peak at 1037 cm^-1 by Raman spectroscopy. The characteristic diffraction peak of 11.8° graphene oxide (GO) (001) crystal surface in XRD proved the successful preparation of graphene oxide; the further development of airway inflammation in asthmatic mice by inhibiting Th17 cell differentiation and IL-17 gene expression could be inhibited by montelukast sodium. And, the increase of reactive oxygen species (ROS) and malondialdehyde (MDA) could be promoted by the application of GO+ovalbumin in mice. The decrease of glutathione (GSH) also increased the rise of serum IgE and the expression of the inflammatory gene IL-4, i.e., the allergic effects of asthma in mice could be aggravated by GO.

Science of Advanced Materials published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Name: 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Jover, Jesus published the artcileExpansion of the Ligand Knowledge Base for Monodentate P-Donor Ligands (LKB-P), Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Organometallics (2010), 29(23), 6245-6258, database is CAplus.

Authors have expanded the ligand knowledge base for monodentate P-donor ligands (LKB-P, Chem. Eur. J.2006, 12, 291-302) by 287 ligands and added descriptors derived from computational results on a gold complex [AuClL]. This expansion to 348 ligands captures known ligand space for this class of monodentate two-electron donor ligands well, and we have used principal component anal. (PCA) of the descriptors to derive an improved map of ligand space. Potential applications of this map, including the visualization of ligand similarities/differences and trends in exptl. data, as well as the design of ligand test sets for high-throughput screening and the identification of ligands for reaction optimization, are discussed. Descriptors of ligand properties can also be used in regression models for the interpretation and prediction of available response data, and here we explore such models for both exptl. and calculated data, highlighting the advantages of large training sets that sample ligand space well.

Organometallics published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Nuzzi, Andrea published the artcilePotent α-amino-β-lactam carbamic acid ester as NAAA inhibitors. Synthesis and structure-activity relationship (SAR) studies, Application of 4-Cyclohexylbenzoic acid, the publication is European Journal of Medicinal Chemistry (2016), 138-159, database is CAplus and MEDLINE.

4-Cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate I is a potent, selective and systemically active inhibitor of intracellular NAAA activity, which produces profound anti-inflammatory effects in animal models. In the present work, the authors describe structure-activity relationship (SAR) studies on 3-aminoazetidin-2-one derivatives, which have led to the identification of I, and expand these studies to elucidate the principal structural and stereochem. features needed to achieve effective NAAA inhibition. Investigations on the influence of the substitution at the β-position of the 2-oxo-3-azetidinyl ring as well as on the effect of size and shape of the carbamic acid ester side chain led to the discovery of II, a novel inhibitor of human NAAA that shows an improved physicochem. and drug-like profile relative to I. This favorable profile, along with the structural diversity of the carbamic acid chain of I, identify this compound as a promising new tool to investigate the potential of NAAA inhibitors as therapeutic agents for the treatment of pain and inflammation.

European Journal of Medicinal Chemistry published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Application of 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Li, Houhua published the artcileExploring Site Selectivity of Iridium Hydride Insertion into Allylic Alcohols: Serendipitous Discovery and Comparative Study of Organic and Organometallic Catalysts for the Vinylogous Peterson Elimination, SDS of cas: 1160556-64-8, the publication is ACS Catalysis (2017), 7(3), 1554-1562, database is CAplus.

The vinylogous Peterson elimination of a broad range of primary, secondary, and tertiary silylated allylic alcs. by two distinct and complementary catalytic systems – a cationic iridium complex and a Bronsted acid – is reported. These results are unexpected. Nonsilylated substrates are typically isomerized into aldehydes and silylated allylic alcs. into homoallylic alcs. with structurally related iridium complexes. Although several organic acids and bases are known to promote the vinylogous Peterson elimination, the practicality, mildness, functional group tolerance, and generality of both catalysts are simply unprecedented. Highly substituted C=C bonds, stereochem. complex scaffolds, and vicinal tertiary and quaternary (stereo)centers are also compatible with the two methods. Both systems are stereospecific and enantiospecific. After optimization, a vast number of dienes with substitution patterns that would be difficult to generate by established strategies are readily accessible. Importantly, control experiments secured that traces of acid that may be generated upon decomposition of the in situ generated iridium hydride are not responsible for the activity observed with the organometallic species. Upon inspection of the reaction scope and on the basis of preliminary investigations, a mechanism involving iridium-hydride and iridium-allyl intermediates is proposed to account for the elimination reaction. Overall, this study confirms that site selectivity for [Ir-H] insertion across the C=C bond of allylic alcs. is a key parameter for the reaction outcome.

ACS Catalysis published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, SDS of cas: 1160556-64-8.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Zhao, Guohua published the artcileSynthesis of potent and selective 2-azepanone inhibitors of human tryptase, Quality Control of 20029-52-1, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(2), 309-312, database is CAplus and MEDLINE.

The serine protease tryptase has been associated with a broad range of allergic and inflammatory diseases and, in particular, has been implicated as a critical mediator of asthma. The inhibition of tryptase therefore has the potential to be a valuable therapy for asthma. The synthesis, employing solution phase parallel methods, and SAR of a series of novel 2-azepanone tryptase inhibitors are presented. One member of this series, I, was identified as a potent inhibitor of human tryptase (IC₅₀ 38 nM) with selectivity ≤330-fold vs. related serine proteases (trypsin, plasmin, uPA, tPA, APC, alpha-thrombin, and FXa).

Bioorganic & Medicinal Chemistry Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C8H7ClO3, Quality Control of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Singh, Ritesh published the artcileP450-Catalyzed Intramolecular sp³ C-H Amination with Arylsulfonyl Azide Substrates, COA of Formula: C13H16O2, the publication is ACS Catalysis (2014), 4(2), 546-552, database is CAplus and MEDLINE.

The direct amination of aliphatic C-H bonds represents a most valuable transformation in organic chem. While a number of transition-metal-based catalysts have been developed and investigated for this purpose, the possibility to execute this transformation with biol. catalysts has remained largely unexplored. Here, we report that cytochrome P 450 enzymes can serve as efficient catalysts for mediating intramol. benzylic C-H amination reactions in a variety of arylsulfonyl azide compounds Under optimized conditions, the P 450 catalysts were found to support up to 390 total turnovers leading to the formation of the desired sultam products with excellent regioselectivity. In addition, the chiral environment provided by the enzyme active site allowed for the reaction to proceed in a stereo- and enantioselective manner. The C-H amination activity, substrate profile, and enantio/stereoselectivity of these catalysts could be modulated by utilizing enzyme variants with engineered active sites.

ACS Catalysis published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C17H14O5, COA of Formula: C13H16O2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Bizet, Vincent published the artcileDirect Access to Furoindolines by Palladium-Catalyzed Intermolecular Carboamination, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is ACS Catalysis (2016), 6(10), 7183-7187, database is CAplus.

A versatile Pd-catalyzed intermol. syn-carboamination of dihydrofurans giving access to the ubiquitous furoindoline motif is described. The efficiency of the process relies on the use of Buchwald-type biarylphosphines and the perfect control for site-selectivity of Pd insertion across the C=C bond. A catalytic sequence consisting of Heck and carboamination cross-coupling reactions from readily available dihydrofurans affords-in usually high chem. yields and high levels of diastereocontrol-poly(hetero)cyclic compounds that would be difficult to access by established methods. Encouraging preliminary results for the enantioselective carboamination of 2,3-dihydrofurans are also disclosed.

ACS Catalysis published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Cordonnier, Axel published the artcileSynthesis and in vitro preliminary evaluation of prostate-specific membrane antigen targeted upconversion nanoparticles as a first step towards radio/fluorescence-guided surgery of prostate cancer, Synthetic Route of 1353016-70-2, the publication is Journal of Materials Chemistry B: Materials for Biology and Medicine (2021), 9(36), 7423-7434, database is CAplus and MEDLINE.

Over the last decade, upconversion nanoparticles (UCNP) have been widely investigated in nanomedicine due to their high potential as imaging agents in the near-IR (NIR) optical window of biol. tissues. Here, we successfully develop active targeted UCNP as potential probes for dual NIR-NIR fluorescence and radioactive-guided surgery of prostate-specific membrane antigen (PSMA)(+) prostate cancers. We designed a one-pot thermolysis synthesis method to obtain oleic acid-coated spherical NaYF₄:Yb,Tm@NaYF₄ core/shell UCNP with narrow particle size distribution (30.0 ± 0.1 nm, as estimated by SAXS anal.) and efficient upconversion luminescence. Polyethylene glycol (PEG) ligands bearing different anchoring groups (phosphate, bis- and tetra-phosphonate-based) were synthesized and used to hydrophilize the UCNP. DLS studies led to the selection of a tetra-phosphonate PEG(2000) ligand affording water-dispersible UCNP with sustained colloidal stability in several aqueous media. PSMA-targeting ligands (i.e., glutamate-urea-lysine derivatives called KuEs) and fluorescent or radiolabeled prosthetic groups were grafted onto the UCNP surface by strain-promoted azide-alkyne cycloaddition (SPAAC). These UCNP, coated with 10 or 100% surface d. of KuE ligands, did not induce cytotoxicity over 24 h incubation in LNCaP-Luc or PC3-Luc prostate cancer cell lines or in human fibroblasts for any of the concentrations evaluated. Competitive binding assays and flow cytometry demonstrated the excellent affinity of UCNP@KuE for PSMA-pos. LNCaP-Luc cells compared with non-targeted UCNP@CO₂H. Furthermore, the binding of UCNP@KuE to prostate tumor cells was pos. correlated with the surface d. of PSMA-targeting ligands and maintained after ¹²⁵I-radiolabelling. Finally, a preliminary biodistribution study in LNCaP-Luc-bearing mice demonstrated the radiochem. stability of non-targeted [^125I]UCNP paving the way for future in vivo assessments.

Journal of Materials Chemistry B: Materials for Biology and Medicine published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Synthetic Route of 1353016-70-2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Eaton, Matthew D. published the artcileTemperature dependent fracture behavior in model epoxy networks with nanoscale heterogeneity, Application In Synthesis of 1761-71-3, the publication is Polymer (2021), 123560, database is CAplus.

The role of nanoscale heterogeneity on the mode I fracture toughness, K_Ic, of model epoxy networks has been investigated. Model systems utilized consist of diglycidyl ether of bisphenol A (DGEBA) as the epoxide with a stoichiometric amine mixture of a rigid cycloaliphatic diamine (PACM) and a more flexible, polypropylene glycol based diamine (Jeffamine) at different molar ratios. The mol. weight of the Jeffamine was adjusted to further tailor the epoxy properties. Fracture toughness was measured using single edge notched bend samples and hardness was measured by Vickers indentation. Both measurements were performed at temperatures as low as -100°C to above ambient temperatures Results are interpreted in the context of the Dugdale model of material toughness where the fracture toughness is expressed in terms of a cohesive zone stress (related to the hardness), the elastic modulus (measured directly) and the crack tip opening displacement (obtained from images of the fracture surfaces). High toughness is obtained in heterogeneous networks where a decrease in the cohesive zone stress is offset by sufficiently large increases in the crack tip opening displacement.

Polymer published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Application In Synthesis of 1761-71-3.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider