Category: quinuclidine

Lambeth, Robert H. published the artcileMechanical and adhesive properties of hybrid epoxy-polyhydroxyurethane network polymers, Product Details of C13H26N2, the publication is Polymer (2019), 121881, database is CAplus.

Epoxy resins and polyurethanes are both important classes of materials with wide-ranging applications. The merging of both chemistries presents new opportunities to investigate materials with potentially unique or improved performance. In this work, a series of formulations with varying levels of epoxy and cyclic carbonate monomers were reacted with a multifunctional amine to produce network polymers with hybrid functionality. The spectroscopic, swelling, thermal-mech., tensile, and adhesive behaviors were evaluated. The materials performed as expected based on the proposed network structure as determined through small-mol. model studies. In particular, the hybrid network polymers performed admirably as adhesives with significantly improved performance over an epoxy-amine control.

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, Product Details of C13H26N2.

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

Reddi, Rambabu N. published the artcileSite-specific labeling of endogenous proteins using CoLDR chemistry, SDS of cas: 1353016-70-2, the publication is Journal of the American Chemical Society (2021), 143(48), 20095-20108, database is CAplus and MEDLINE.

Chem. modifications of native proteins can affect their stability, activity, interactions, localization, and more. However, there are few nongenetic methods for the installation of chem. modifications at a specific protein site in cells. Here we report a covalent ligand directed release (CoLDR) site-specific labeling strategy, which enables the installation of a variety of functional tags on a target protein while releasing the directing ligand. Using this approach, we were able to label various proteins such as BTK (Bruton’s tyrosine kinase), K-Ras^G12C, and SARS-CoV-2 PL^pro with different tags. For BTK we have shown selective labeling in cells of both alkyne and fluorophores tags. Protein labeling by traditional affinity methods often inhibits protein activity since the directing ligand permanently occupies the target binding pocket. We have shown that using CoLDR chem., modification of BTK by these probes in cells preserves its activity. We demonstrated several applications for this approach including determining the half-life of BTK in its native environment with minimal perturbation, as well as quantification of BTK degradation by a noncovalent proteolysis targeting chimera (PROTAC) by in-gel fluorescence. Using an environment-sensitive “turn-on” fluorescent probe, we were able to monitor ligand binding to the active site of BTK. Finally, we have demonstrated efficient CoLDR-based BTK PROTACs (DC₅₀ < 100 nM), which installed a CRBN binder onto BTK. This approach joins very few available labeling strategies that maintain the target protein activity and thus makes an important addition to the toolbox of chem. biol.

Journal of the American Chemical Society 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, SDS of cas: 1353016-70-2.

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

Miyahara, Koki published the artcileA Cu-free clickable surface with controllable surface density, Application In Synthesis of 1353016-70-2, the publication is Colloid and Polymer Science (2019), 297(6), 927-931, database is CAplus.

A Cu-free clickable polymer was synthesized and used to dip-coat plastic substrates to prepare Cu-free clickable surfaces. The surface d. of dibenzocyclooctyne moieties was quantified using an azide-conjugated fluorophore and a conventional fluorometer, indicating that the clickable moieties displayed on a dip-coated surface were accessible from solutes in water. The present approach also succeeded in the control of the surface d. of the clickable moieties. Azide-conjugated oligo DNA was immobilized on the surface using a Cu-free click reaction. [Figure not available: see fulltext.].

Colloid and Polymer Science 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, Application In Synthesis of 1353016-70-2.

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

Yoshikawa, Chiaki published the artcileWell-defined monolith morphology regulates cell adhesion and its functions, HPLC of Formula: 1761-71-3, the publication is Materials Science & Engineering, C: Materials for Biological Applications (2019), 110108, database is CAplus and MEDLINE.

Hydrophilic epoxy resin-based monoliths were employed as cell culture substrates. The monoliths were made of a porous material with a bicontinuous structure that consisted of a porous channel and a resin skeleton. Monolith disks were prepared with a skinless surface through polymerization-induced spinodal decomposition-type phase separation The pore sizes, which were well controlled by the polymerization temperature, ranged from 70 to 380 nm. The quantity of protein adsorbed per unit area and the early-stage adhesion of HepG2 cells on the monolith substrates were independent of pore size, meaning they were not affected by surface topol. Long-term cell adhesion, as indicated by adherent cell number and shape, as well as liver-specific gene expression were significantly affected by pore size. In terms of cell shape, number, and gene expression, pores of approx. 200 nm were most suitable for HepG2 cell growth. These results highlight the importance of monolith morphol. for use as a cell culture substrate. The well-controlled morphol. demonstrated in this work indicates monoliths are capable of supporting growth for various types of cells in a range of applications.

Materials Science & Engineering, C: Materials for Biological Applications 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 C6H6N2O, HPLC of Formula: 1761-71-3.

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

Shoji, Naoyuki published the artcileEffect of conversion on epoxy resin properties: Combined molecular dynamics simulation and experimental study, Related Products of quinuclidine, the publication is Polymer (2022), 125041, database is CAplus.

We investigated epoxy resin consisting of diglycidyl ether of bisphenol A (DGEBA) and bis-(p-aminocyclohexyl)methane (PACM) and found that the d. increased and decreased in the low- and high-conversion regions, resp., by using experiments and all-atom (AA) mol. dynamics (MD) simulations. To understand this feature qual., we conducted course-grained (CG) MD simulations. For the flexible and rigid CG models, the calculated d. increased and decreased monotonically, resp., in contrast to the exptl. d. To develop a more realistic CG model, which is denoted as CG-EP, we derived angular parameters based on AA-MD simulations. It was found that the CG-EP successfully reproduced the trend of the exptl. d., suggesting the importance of mol. flexibility. In addition, the progress of the conversion monotonically increased the free volume hole size, which is consistent with the result of positron annihilation lifetime spectroscopy. Furthermore, we exptl. observed that the Young’s modulus suddenly decreased at 50%, as the conversion progressed. The CG anal. indicated that this trend was also attributed to the mol. flexibility.

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 C39H35N5O8, Related Products of quinuclidine.

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

Chadwick, Ryan C. published the artcileScalable synthesis of strained cyclooctyne derivatives, Formula: C19H15NO3, the publication is Synthesis (2014), 46(5), 669-677, 9 pp., database is CAplus.

Modifications to the Popik synthesis of azadibenzocyclooctyne (DIBAC) derivatives are described, which avoids tedious purifications and dramatically improves the yield. A new and analogous route to biarylazacyclooctynone (BARAC) through an amide disconnection was also attempted. The BARAC derivatives prepared were found to be unstable under the conditions employed, undergoing a known rearrangement. Finally, the synthesis of a difluoro-DIBAC derivative with a second-order rate constant intermediate between DIBAC and BARAC derivatives (0.50 M-1) is described. While more difficult to synthesize, this mol. was found to be considerably more stable than any BARAC derivatives that were prepared

Synthesis 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, Formula: C19H15NO3.

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

Park, Nathaniel H. published the artcileDesign of New Ligands for the Palladium-Catalyzed Arylation of α-Branched Secondary Amines, SDS of cas: 1160556-64-8, the publication is Angewandte Chemie, International Edition (2015), 54(28), 8259-8262, database is CAplus and MEDLINE.

In Pd-catalyzed C-N cross-coupling reactions, α-branched secondary amines are difficult coupling partners and the desired products are often produced in low yields. In order to provide a robust method for accessing N-aryl α-branched tertiary amines, new catalysts have been designed to suppress undesired side reactions often encountered when these amine nucleophiles are used. These advances enabled the arylation of a wide array of sterically encumbered amines, highlighting the importance of rational ligand design in facilitating challenging Pd-catalyzed cross-coupling reactions.

Angewandte Chemie, International Edition 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

Kumar, Amit published the artcileHydrogenative Depolymerization of Nylons, Synthetic Route of 1761-71-3, the publication is Journal of the American Chemical Society (2020), 142(33), 14267-14275, database is CAplus and MEDLINE.

The widespread crisis of plastic pollution demands discovery of new and sustainable approaches to degrade robust plastics such as nylons. Using a green and sustainable approach based on hydrogenation, in the presence of a ruthenium pincer catalyst at 150 oC and 70 bar H2, we report here the first example of hydrogenative depolymerization of conventional, widely used nylons, and polyamides in general. Under the same catalytic conditions, we also demonstrate the hydrogenation of a polyurethane to produce diol, diamine and methanol. Addnl., we demonstrate an example where monomers (and oligomers) obtained from the hydrogenation process can be dehydrogenated back to a poly(oligo)amide of approx. similar mol. weight, thus completing a closed loop cycle for recycling of poly-amides. Based on the exptl. and DFT studies, we propose a catalytic cycle for the process that is facilitated by metal-ligand cooperativity. Overall, this unprecedented transformation, albeit at the proof of concept level, offers a new approach towards a cleaner route to recycling nylons.

Journal of the American Chemical Society 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, Synthetic Route of 1761-71-3.

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

Lai, Zhencheng published the artcileRedox Cyclization of Amides and Sulfonamides with Nitrous Oxide for Direct Synthesis of Heterocycles, Application In Synthesis of 20029-52-1, the publication is Organic Letters (2020), 22(5), 2017-2021, database is CAplus and MEDLINE.

A redox cyclization of amides R¹C(O)NHR² (R¹ = C₆H₅, 1-naphthyl, 5-methylthiophen-2-yl, etc.; R² = Me, t-Bu, cyclopropyl, etc.) and sulfonamides 4-R³C₆H₄S(O)₂NHR⁴ (R³ = H, Me, t-Bu, Ph, OMe, Cl; R⁴ = Me, t-Bu, cyclopropyl, etc.) with nitrous oxide (N₂O) for the direct synthesis of heterocycles, e.g., I has been described. Various amides and sulfonamides could undergo directed ortho metalation (DoM) by treatment with BuLi, and the lithium intermediate could be trapped by N₂O gas to achieve redox cyclization. N₂O serves as an N-atom donor to mediate the intramol. coupling of lithium species toward heterocycle formation with free external oxidant. This protocol offers a direct synthesis of heterocycles with features of readily available starting materials, simple operation, and a broad substrate scope.

Organic 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 C13H16O2, Application In Synthesis of 20029-52-1.

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

Li, Jian-Jun published the artcileCu-Catalyzed C-H Alkenylation of Benzoic Acid and Acrylic Acid Derivatives with Vinyl Boronates, Application of 4-Cyclohexylbenzoic acid, the publication is Organic Letters (2020), 22(12), 4692-4696, database is CAplus and MEDLINE.

An efficient Cu-catalyzed C-H alkenylation with acyclic and cyclic vinyl boronates was realized for the first time under mild conditions. The scope of the vinyl borons and the compatibility with functional groups including heterocycles are superior than Pd-catalyzed C-H coupling with vinyl borons, providing a reliable access to multisubstituted alkenes and dienes. Subsequent hydrogenation of the product from the internal vinyl borons will lead to installation of secondary alkyls.

Organic 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 C13H16O2, Application of 4-Cyclohexylbenzoic acid.

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