Heterocyclic Building Blocks-Quinuclidine

Tamrakar, Sandeep published the artcileStrain rate-dependent large deformation inelastic behavior of an epoxy resin, COA of Formula: C13H26N2, the publication is Journal of Composite Materials (2020), 54(1), 71-87, database is CAplus.

The objective of this paper is to model high strain rate and temperature-dependent response of an epoxy resin (DER 353 and bis(p-aminocyclohexyl) methane (PACM-20)) undergoing large inelastic strains under uniaxial compression. The model is decomposed into two regimes defined by the rate and temperature-dependent yield stress. Prior to yield, the model accounts for viscoelastic behavior. Post yield inelastic response incorporates the effects of strain rate and temperature including thermal softening caused by internal heat generation. The yield stress is dependent on both temperature and strain rate and is described by the Ree-Erying equation. Key experiments over the strain rate range of 0.001-12,000/s are conducted using an Instron testing machine and a split Hopkinson pressure bar. The effects of temperature (25-120°C) on yield stress are studied at low strain rates (0.001-0.1/s). Stress-relaxation tests are also carried out under various applied strain rates and temperatures to obtain characteristic relaxation time and equilibrium stress. The model is in excellent agreement over a wide range of strain rates and temperatures including temperature in the range of the glass transition. Case studies for a wide range of monotonic and varying strain rates and large strains are included to illustrate the capabilities of the model.

Journal of Composite Materials 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 C3H6O2, COA of Formula: C13H26N2.

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

Dufresne, Claude published the artcileSynthesis of Montelukast (MK-0476) Metabolic Oxidation Products, Related Products of quinuclidine, the publication is Journal of Organic Chemistry (1996), 61(24), 8518-8525, database is CAplus.

Chem. synthesis of six oxidized derivatives of MK-0476 (Montelukast, L-706631), which have been key tools in the identification of its metabolites is reported. Three diastereoisomeric pairs I (R₁ = H, OH; R₂ = H, OH; R₃ = Me, CH₂OH) of potential oxidative metabolites of MK-0476, starting from the (S)-hydroxy ester II in 10 and five steps, and starting from MK-0476 itself in one step have been prepared In one case the key benzylic hydroxyl was introduced by a bromination and saponification reaction sequence. In another case, the key step was the addition of a hydroxymethyl carbanion equivalent on ketone. The two sulfoxides were prepared by a direct oxidation of MK-0476 with m-chloroperbenzoic acid.

Journal of Organic Chemistry 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, Related Products of quinuclidine.

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

Liang, Naiqiang published the artcileColorless Copolyimide Films Exhibiting Large Stokes-Shifted Photoluminescence Applicable for Spectral Conversion, Application of 4,4-Diaminodicyclohexyl methane, the publication is ACS Applied Polymer Materials (2021), 3(8), 3911-3921, database is CAplus.

A series of semi-aliphatic polyimide (PI) copolymers (CoPIs) were prepared through the copolymerization of two dianhydrides, 1-hydroxy pyromellitic dianhydride (PHDA) and 4,4′-oxydiphthalic anhydride (ODPA), with 4,4′-diaminodicyclohexylmethane, in which the PHDA molar ratio was controlled at less than 5% to suppress aggregate formation in a solid state. Upon increasing the molar ratio of the PHDA unit, the fluorescence color of the CoPI films continuously changed from pink to yellow through an orange color owing to the enhanced emission from the anionic form of the PHDA unit, and the efficiency of the energy transfer from the locally excited S₁ state to the anionic state simultaneously increased. Moreover, the CoPI film with a PHDA content of 3 mol % that formed on a silica substrate was colorless and transparent and showed bright orange fluorescence. However, this CoPI film formed on a soda-lime-silica (soda) glass substrate showed a pale-yellow color as well as yellowish fluorescence originating from the anionic form owing to the high basicity of the soda glass. To suppress the absorption and emission from the anions, a small amount of sulfuric acid was doped into the CoPI film, and a colorless and transparent film exhibiting large Stokes-shifted orange fluorescence was successfully obtained on the soda glass substrate. The wavelength-converting spectrum of the CoPI demonstrated that UV irradiation in solar light was efficiently absorbed, and its energy was converted into visible light between 500 and 700 nm with a quantum efficiency of 20%. These CoPI films exhibiting large Stokes-shifted ESIPT fluorescence on both silica and the soda glass substrates are promising materials for solar spectral conversion applications.

ACS Applied Polymer Materials 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 of 4,4-Diaminodicyclohexyl methane.

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

Fornwald, Ryan M. published the artcileInfluence of Catalyst Structure and Reaction Conditions on anti- versus syn-Aminopalladation Pathways in Pd-Catalyzed Alkene Carboamination Reactions of N-Allylsulfamides, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Chemistry – A European Journal (2014), 20(28), 8782-8790, database is CAplus and MEDLINE.

The Pd-catalyzed coupling of N-allylsulfamides with aryl and alkenyl triflates to afford cyclic sulfamide products is described. In contrast to other known Pd-catalyzed alkene carboamination reactions, these transformations may be selectively induced to occur by way of either anti- or syn-aminopalladation mechanistic pathways by modifying the catalyst structure and reaction conditions.

Chemistry – A European Journal 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

Blersch, Josephine published the artcileA light-triggerable formulation to control the stability of pro-angiogenic transcription factor hypoxia inducible factor-1α (HIF-1α), Application of 4,4-Diaminodicyclohexyl methane, the publication is Nanoscale (2020), 12(18), 9935-9942, database is CAplus and MEDLINE.

The control of vascular remodeling mediated by transcription factor HIF-1a is critical in the treatment of several diseases including cancer, retinopathies, chronic wounds, and ischemic heart disease, among others. Gene silencing using a small interfering RNA (siRNA) is a promising therapeutic strategy to regulate HIF-1a; however, the delivery systems developed so far have limited endothelial targeting and efficiency. Herein, we have synthesized a light-triggerable polymeric nanoparticle (NP) library composed of 110 formulations which showed variable morphol., charge and disassembly rates after UV exposure. More than 35% of the formulations of the library were more efficient in gene knockdown than the siRNA delivered by a com. transfection agent (lipofectamine RNAiMAX). The most efficient siRNA delivery formulations were tested against different cell types to identify one with preferential targeting to endothelial cells. Using a two-step methodol., we have identified a formulation that shows exquisite targeting to endothelial cells and is able to deliver more efficiently the siRNA that modulates HIF-1a than com. transfection agents. Overall, the strategy reported here increases the specificity for tissue regulation and the efficiency for the intracellular delivery of siRNAs.

Nanoscale 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 of 4,4-Diaminodicyclohexyl methane.

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

Meichsner, Eric published the artcileStrain-promoted azide-alkyne cycloaddition polymerization as a route toward tailored functional polymers, Safety of Dbco-acid, the publication is Journal of Polymer Science (Hoboken, NJ, United States) (2021), 59(1), 29-33, database is CAplus.

The preparation of polymers under mild conditions, using highly efficient reactions, allows the incorporation of new, functional monomer units. Here, we explore the use of strain-promoted azide-alkyne cycloaddition (SPAAC) as a polymerization tool. We show that a polymer library with diverse thermal and stimulus-responsive properties can be rapidly prepared in minutes. This polymerization proceeds without heating or the addition of catalyst, which enables the preservation of sensitive moieties, such as stimulus-responsive spiropyran structures. Solid- and solution-state stimulus-responsiveness from these sensitive groups are demonstrated within the SPAAC-polymerized products.

Journal of Polymer Science (Hoboken, NJ, United States) 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, Safety of Dbco-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

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

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

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