Heterocyclic Building Blocks-Quinuclidine

Beyer, Frederick L.’s team published research in Journal of Applied Polymer Science in 138 | CAS: 1761-71-3

Journal of Applied Polymer Science 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, Recommanded Product: 4,4-Diaminodicyclohexyl methane.

Beyer, Frederick L. published the artcileApplication of the small-angle scattering invariant to morphological behavior in ballistic materials, Recommanded Product: 4,4-Diaminodicyclohexyl methane, the publication is Journal of Applied Polymer Science (2021), 138(21), 50478, database is CAplus.

The small-angle scattering invariant provides a useful tool for quantifying nanoscale morphol. features in two-phase materials, when scattering data of sufficient quality and angular range are available. In this work, an invariant anal. has been performed on small-angle X-ray scattering data for a series of epoxy-amines previously found to have relatively high-energy absorption (KE50) in ballistic impact tests. The improved performance was hypothesized to be a result of the formation of an ill-defined two-phase morphol., observed but not quantified using transmission electron microscopy. In this anal., the ballistic performance and the scattering invariant were found to be strongly correlated, with a Pearson’s linear correlation coefficient of 0.94. Facile anal. enabled by a custom software procedure suggests that this previously difficult anal. may be more broadly useful, even in high throughput applications.

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

Zhou, Zhuxin’s team published research in Science China: Chemistry in 64 | CAS: 1761-71-3

Science China: Chemistry 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 C10H9NO, Application of 4,4-Diaminodicyclohexyl methane.

Zhou, Zhuxin published the artcileAchieving white-light emission in a single-component polymer with halogen-assisted interaction, Application of 4,4-Diaminodicyclohexyl methane, the publication is Science China: Chemistry (2021), 64(3), 467-477, database is CAplus.

White-light emitting (WLE) polymers have attracted continuous attention for their promising applications in solid-state lighting, flexible display and related fields. However, achieving dual-emission and pure white-light emission in a single-component polymer is still challenging. In this study, a brominated single-component polymer BrOD-TFB was designed and synthesized, which shows dual-emission and white light emission properties in solution and room-temperature phosphorescence (RTP) in thin films. The dual-emission properties can be tuned by concentration, solvent polarity, and excitation energy. Spectral anal. and theor. calculations reveal that the origin of the high-energy emission band (HEB) is intramol. charge transfer (ICT) along the polymer chain, while the low-energy emission band (LEB) originates from the excited-state related to the intra-chain and inter-chain C-Br···π interactions as demonstrated by the single-crystal structure of the model compound Appropriate control of the formation and the destruction of the halogen-assisted interactions can initiate white-light emission in the single-component polymer. More interestingly, by dispersing BrOD-TFB (0.1 wt%) in a non-emissive, colorless and transparent polymer, the characteristics of this white-light emission can be fully demonstrated while exhibiting unexpected RTP properties, with photoluminescence quantum efficiency (φ_PL) of up to 23% and CIE coordinates of (0.32, 0.32).

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

Kirsch, Janelle K.’s team published research in Journal of Organic Chemistry in 83 | CAS: 1160556-64-8

Journal of Organic Chemistry 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.

Kirsch, Janelle K. published the artcilePd-Catalyzed Alkene Carboheteroarylation Reactions for the Synthesis of 3-Cyclopentylindole Derivatives, Related Products of quinuclidine, the publication is Journal of Organic Chemistry (2018), 83(21), 13568-13573, database is CAplus and MEDLINE.

The Pd-catalyzed alkene carboheteroarylation of aryl and alkenyl triflate electrophiles bearing pendant alkenes with heteroaromatic nucleophiles affords substituted carbocycles with 3-indolyl or 3-pyrrolyl groups. The products are obtained in moderate to good yields, and the use of alkenyl triflate substrates produces products with high diastereoselectivities. The transformation is believed to proceed via a Friedel-Crafts-like reaction between the heteroaromatic nucleophile and an intermediate electrophilic palladium complex.

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

Asemani, H. R.’s team published research in Journal of Coatings Technology and Research in | CAS: 1761-71-3

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 C13H26N2, Related Products of quinuclidine.

Asemani, H. R. published the artcileDual-curable coatings obtained from multi-functional non-isocyanate polyurethane oligomers, Related Products of quinuclidine, the publication is Journal of Coatings Technology and Research, database is CAplus.

The growing concerns and impending regulations on the usage of monomeric isocyanates in the production of polyurethane resins have led to the introduction of alternative non-isocyanate polyurethane (NIPU) systems. Although two-component NIPU coatings based on the reaction of cyclic carbonates and aliphatic amines have emerged as a promising option, they are still associated with two significant drawbacks: lower crosslinking densities due to reduced functionality of the oligomers and low ambient-temperature reactivity. This study reports the utilization of a hybrid approach to address these drawbacks. Amine-functional NIPU oligomers (NI-PUPA) were synthesized by the reaction of cycloaliphatic amine functional compounds and multi-functional cyclic carbonates in an excess amine molar ratio. After mixing the NI-PUPAs with (3-glycidyloxypropyl) trimethoxysilane (GPTMS), a dual-curable coating could be achieved by ambient curing of amines and epoxies and moisture curing of alkoxy silanes. A comparative exptl. design was implemented to evaluate the effect of an addnl. curing mechanism. The results revealed that the addnl. moisture curing led to faster ambient curing, faster development of properties, enhanced flexibility even at higher crosslinking densities, and better corrosion resistance. Such advancement could facilitate the future implementation of NIPUs in high-performance ambient-curing coating applications.

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

Ding, Wen’s team published research in Beilstein Journal of Organic Chemistry in 11 | CAS: 20029-52-1

Beilstein Journal of Organic 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, Computed Properties of 20029-52-1.

Ding, Wen published the artcileMolecular-oxygen-promoted Cu-catalyzed oxidative direct amidation of nonactivated carboxylic acids with azoles, Computed Properties of 20029-52-1, the publication is Beilstein Journal of Organic Chemistry (2015), 2158-2165, database is CAplus and MEDLINE.

A copper-catalyzed oxidative direct formation of amides from nonactivated carboxylic acids and azoles with dioxygen as an activating reagent was reported. The azole amides were produced in good to excellent yields with a broad substrate scope. The mechanistic studies revealed that oxygen played an essential role in the success of the amidation reactions with copper peroxycarboxylate as the key intermediate. Transamidation occurs smoothly between azole amide and a variety of amines.

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

Ali, Imran’s team published research in Inorganic Chemistry Communications in 118 | CAS: 1761-71-3

Inorganic Chemistry Communications 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.

Ali, Imran published the artcileSynthesis, characterization, simulation, DNA binding and anticancer activities of Co(II), Cu(II), Ni(II) and Zn(II) complexes of a Schiff base containing o-hydroxyl group nitrogen ligand, Application of 4,4-Diaminodicyclohexyl methane, the publication is Inorganic Chemistry Communications (2020), 108004, database is CAplus.

New Schiff’s base (ligand) and its copper, cobalt, nickel and zinc metal ion complexes were synthesized with a good yield of 86 to 68.9%. and characterized by various anal. techniques. The spectral data confirms the formation of the compounds The ligand and the metal complexes were screened for anticancer activities with A549 and H1299 lung cancer lines. The results indicated that the zinc metal ion complex was the most active with 83.60 and 88.52% inhibitions for A549 and H1299 lung cancer lines at 20 mM concentration Besides, DNA binding study confirmed good binding constants (0.94 x 105-2.31 x 105) with a maximum of zinc metal ion complex (2.31 x 105); confirming the anticancer activities results. The docking study also confirmed that the reported mols. interacted with DNA strongly by hydrogen bonding and hydrostatic interactions with -4.6 kCal/mol as binding energy. It was also observed that the reported mols. preferred minor grooves of DNA for interactions. The excellent anticancer activities of metal complexes confirmed that these complexes may be the future lung cancer medication.

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

Li, Qiong’s team published research in Macromolecular Research in 28 | CAS: 1761-71-3

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.

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.

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

Murrell, Emily’s team published research in ACS Combinatorial Science in 22 | CAS: 1353016-70-2

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.

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.

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

Coburn, Craig A.’s team published research in ChemMedChem in 7 | CAS: 20029-52-1

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.

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.

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

Wang, Ting’s team published research in Journal of Coatings Technology and Research in 18 | CAS: 1761-71-3

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.

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