Category: quinuclidine

Peterson, Luke J. published the artcileSynthesis of Cyclic Guanidines Bearing N-Arylsulfonyl and N-Cyano Protecting Groups via Pd-Catalyzed Alkene Carboamination Reactions, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Organic Letters (2017), 19(11), 2817-2820, database is CAplus and MEDLINE.

Palladium-catalyzed carboamination reactions of N-allylguanidines bearing cleavable N-cyano or N-arylsulfonyl protecting groups are described. The reactions afford cyclic guanidine products, e.g. I [Q = CN, Ts], in good yield, and transformations of substrates bearing internal alkenes proceed with high diastereoselectivity. Deuterium labeling studies indicate these transformations proceed via anti-aminopalladation pathways.

Organic Letters 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

Wang, Ting published the artcileMethanol degradation mechanisms and permeability phenomena in novolac epoxy and polyurethane coatings, Product Details of C13H26N2, the publication is Journal of Coatings Technology and Research (2021), 18(3), 831-842, database is CAplus.

On a global scale, methanol is one of the most important feedstocks and is used widely as solvent and co-solvent. However, due to the polar nature and associated ability to conduct current, the small mol. can take part in galvanic corrosion of metal storage tanks and degrade the barrier properties of protective coatings. In the present work, we investigated the degradation of two novolac epoxy coatings and a polyurethane (PU) coating exposed to methanol with the aim of quantifying the various degradation paths. Absorption and desorption rates were measured and the thermomech. properties followed by dynamic mech. anal. For evaluation of the coating barrier properties (i.e., breakthrough time and steady state permeation rates of methanol), permeation cells were applied. During methanol absorption, simultaneous leaching of certain coating ingredients and bonding of methanol to the binder matrix via hydrogen bonds was evidenced. In terms of classification, the bonding of methanol took place by two types of mechanisms. In Type I, the methanol mol. forms a single hydrogen bond to the coating network, thereby acting as a plasticizer, which decreases the coating storage modulus and glass transition temperature For Type II bonding of methanol, on the other hand, two hydrogen bonds to the coating network form per mol., resulting in so-called phys. crosslinking. The Type I mechanism boosted segmental mobility and contributed to the leaching of the plasticizer benzyl alc. from the novolac epoxy coatings and residual solvents (i.e., naphtha and xylene) from the PU coating. Following the methanol desorption, and attributed to an increased effective crosslinking d. from Type II bound methanol, the novolac epoxy and PU coatings exhibited significant increases in the glass transition temperatures In addition, for the three coatings, a gradual decline in the permeability rate of methanol was observed over time. These enhanced (and unexpected) barrier properties result from a combination of effects ascribed to Type II bound methanol and the leaching process.

Journal of Coatings Technology and Research 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 C13H10N2S, Product Details of C13H26N2.

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

Coburn, Craig A. published the artcileDiscovery of a Pharmacologically Active Antagonist of the Two-Pore-Domain Potassium Channel K_2P9.1 (TASK-3), Application In Synthesis of 20029-52-1, the publication is ChemMedChem (2012), 7(1), 123-133, database is CAplus and MEDLINE.

TWIK-related acid-sensitive K⁺ (K_2P9.1, TASK-3) ion channels have the capacity to regulate the activity of neuronal pathways by influencing the resting membrane potential of neurons on which they are expressed. The central nervous system (CNS) expression of these channels suggests potential roles in neurol. disorders, and it is believed that the development of TASK-3 antagonists could lead to the therapeutic treatment of a number of neurol. conditions. While a therapeutic potential for TASK-3 channel modulation exists, there are only a few documented examples of potent and selective small-mol. channel blockers. Herein is described the discovery and lead optimization efforts for a novel series of TASK-3 channel antagonists based on a 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine high-throughput screening lead from which a subseries of potent and selective inhibitors were identified. One compound, I, was profiled in detail with respect to its phys. properties and demonstrated pharmacol. target engagement as indicated by its ability to modulate sleep architecture in rodent EEG telemetry models.

ChemMedChem 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

Murrell, Emily published the artcileIncorporation of fluorine into an OBOC peptide library by copper-free Click chemistry toward the discovery of PET imaging agents, Related Products of quinuclidine, the publication is ACS Combinatorial Science (2020), 22(3), 109-113, database is CAplus and MEDLINE.

A one-bead one-compound (OBOC) library of peptide-based imaging agents was developed where a ¹⁹F-containing moiety was added onto the N-terminus of octamer peptides through copper-free Click chem. prior to screening of the library. This created a library of complete imaging agents that was screened against CXCR4, a receptor of interest for cancer imaging. The screen directly resulted in the discovery of a peptide-based imaging agent with an IC₅₀ of 138μM. This proof-of-concept study describes a new type of OBOC peptide library design, where hits discovered from screening can be easily translated into their fluorine-18 counterpart for PET imaging without loss of affinity.

ACS Combinatorial 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, Related Products of quinuclidine.

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

Li, Qiong published the artcilePreparation of Non-Planar-Ring Epoxy Thermosets Combining Ultra-Strong Shape Memory Effects and High Performance, Application In Synthesis of 1761-71-3, the publication is Macromolecular Research (2020), 28(5), 480-493, database is CAplus.

Non-planar-ring epoxies together with non-planar-ring hardeners could achieve thermosets combining ultra-high shape recovery speed and excellent thermal properties. High shape recovery speed reflected high efficiency and could decrease the energy consumption and the harmful effect of external stimuli on the materials, while it often conflicts with the thermal properties of shape memory polymers. In this paper, for the first time, epoxy resins with the super-short shape recovery time within 3 s were developed from non-planar-ring epoxies and hardeners and their glass transition temperature (T_g) were ∼127°C much higher than their benzene ring analogs. The effects of non-planar-ring structures of the epoxies and hardeners on the curing behavior, thermal properties as well as the shape memory properties of the thermosets were systematically investigated; the structure-property relationships were disclosed with the help of computational simulation of structure parameters and ESP maps. The faster shape recovery speed of the non-planar-ring epoxy thermosets is from their higher mol. mobility contributed by the conformational transition of non-planar-rings as well as their higher recovery force compared with benzene ring analogs. Their higher T_gs are from the steric hindrance by the larger mol. volume of the non-planar-rings than benzene ring. This work will provide an effective method to produce shape memory polymers with excellent shape memory effects and high performance.

Macromolecular Research 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

Santos, Sadella C. published the artcileEffect of microcapsule content on Diels-Alder room temperature self-healing thermosets, Computed Properties of 1761-71-3, the publication is Polymers (Basel, Switzerland) (2020), 12(12), 3064, database is CAplus and MEDLINE.

A furan functionalized epoxy-amine thermoset with an embedded microcapsule healing system that utilizes reversible Diels-Alder healing chem. was used to investigate the influence of microcapsule loading on healing efficiency. A urea-formaldehyde encapsulation technique was used to create capsules with an average diameter of 150μm that were filled with a reactive solution of bismaleimide in Ph acetate. It was found that optimum healing of the thermoset occurred at 10 weight% microcapsule content for the compositions investigated. The diffusion of solvent through the crack interface and within fractured samples was investigated using anal. diffusion models. The decrease in healing efficiency at higher microcapsule loading was attributed partially to solvent-induced plasticization at the interface. The diffusion anal. also showed that the 10% optimum microcapsule concentration occurs for systems with the same interfacial solvent concentration This suggests that addnl. phys. and chem. phenomena are also responsible for the observed optimum. Such phenomena could include a reduction in surface area available for healing and the saturation of interfacial furan moieties by reaction with increasing amounts of maleimide. Both would result from increased microcapsule loading.

Polymers (Basel, Switzerland) 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, Computed Properties of 1761-71-3.

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

Armstrong, Megan K. published the artcileDifferential Dihydrofunctionalization of Terminal Alkynes: Synthesis of Benzylic Alkyl Boronates through Reductive Three-Component Coupling, Related Products of quinuclidine, the publication is Journal of the American Chemical Society (2019), 141(15), 6173-6179, database is CAplus and MEDLINE.

The differential dihydrofunctionalization of terminal alkynes is accomplished through the reductive three-component coupling of terminal alkynes, aryl halides, and pinacolborane. The transformation results in hydrofunctionalization of both π-bonds of an alkyne in a single reaction promoted by cooperative action of a Cu/Pd catalyst system. The differential dihydrofunctionalization reaction has excellent substrate scope and can be accomplished in the presence of esters, nitriles, alkyl halides, epoxides, acetals, alkenes, aryl halides, and silyl ethers. Mechanistic experiments indicate that the reaction proceeds through Cu-catalyzed hydroboration followed by a 2nd hydrocupration. The resulting heterobimetallic complex is the key intermediate that participates in the subsequent Pd-catalyzed cross-coupling, which furnishes benzylic alkyl boronate products.

Journal of the American Chemical Society 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, Related Products of quinuclidine.

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

Yun’kova, T. A. published the artcileLiquid-phase catalytic oxidation of cyclohexyl and phenyl toluene derivatives, HPLC of Formula: 20029-52-1, the publication is Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya (2008), 51(4), 36-37, database is CAplus.

Liquid-phase catalytic oxidation of cyclohexyltoluene (I) and methylbiphenyl isomer mixtures in acetic acid in the presence of the cobalt acetate with formation of the p-cyclohexylbenzoic acid has been studied. It has been found that oxidation I in acetic acid at 95 – 100° during 6 h in the presence 0.1 mol cobalt acetate and 0.1 mol isobutyraldehyde as an initiator gave p-cyclohexylbenzoic acid with yield 92%.

Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya 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 C15H14N2, HPLC of Formula: 20029-52-1.

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

Cho, Sung Min published the artcileA Guanidine-Based Synthetic Compound Suppresses Angiogenesis via Inhibition of Acid Ceramidase, Related Products of quinuclidine, the publication is ACS Chemical Biology (2019), 14(1), 11-19, database is CAplus and MEDLINE.

Angiogenesis generates new blood vessels from pre-existing vessels. Tumors induce the formation of new blood vessels to ensure sufficient oxygen and nutrients for their growth. Normally, angiogenesis is induced by various pro-angiogenesis factors, including vascular endothelial growth factor (VEGF). Inhibition of VEGF is a promising approach to cancer treatment. A guanidine-based synthetic compound, E2, was identified as a potent hit from 68 guanidine-based derivatives by screening for angiogenesis inhibitors showing antiproliferative activity in human umbilical vein endothelial cells (HUVECs). To explore the mode of action of E2(I), target proteins were investigated using phage display biopanning, and acid ceramidase 1 (ASAH1) was identified as an E2-binding protein. Drug affinity responsive target stability (DARTS) and ASAH1 activity assays revealed the direct binding of E2 to ASAH1. Moreover, siRNA knockdown of ASAH1 demonstrated its role as an angiogenesis factor. Consequently, E2 inhibited chemoinvasion and tube formation of HUVECs in a dose-dependent manner. E2 also potently suppressed neo-vascularization of chorioallantoic membranes in vivo. Collectively, these data suggest that E2 is a novel angiogenesis inhibitor and ASAH1 is proposed to be a new antiangiogenesis target.

ACS Chemical Biology 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, Related Products of quinuclidine.

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

Frigione, Mariaenrica published the artcileExperimental cold-cured nanostructured epoxy-based hybrid formulations: properties and durability performance, Synthetic Route of 1761-71-3, the publication is Polymers (Basel, Switzerland) (2020), 12(2), 476, database is CAplus and MEDLINE.

Different hybrid epoxy formulations were produced and cold-cured, monitoring the properties development during low temperature curing and aging. All systems were based on silane functionalized bisphenol A (DGEBA) resins (part A), cured at ambient temperature with two amine hardeners (part B). The different components of the formulations were selected on their potential capability to bring about enhancements in the glass transition temperature The durability of the produced hybrids was probed in comparison to the corresponding neat epoxies by monitoring changes in glass transition temperature (T_g) and flexural mech. properties after exposure to different levels of humidity and immersion in water and at temperatures slightly higher than the local ambient temperature, in order to simulate the conditions encountered during summer seasons in very humid environments. The thermal degradation resistance of the hybrid systems was also evaluated by thermogravimetric anal.

Polymers (Basel, Switzerland) 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