Heterocyclic Building Blocks-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, Yanfang published the artcileDouble Click-Functionalized siRNA Polyplexes for Gene Silencing in Epidermal Growth Factor Receptor-Positive Tumor Cells, Quality Control of 1353016-70-2, the publication is ACS Biomaterials Science & Engineering (2020), 6(2), 1074-1089, database is CAplus and MEDLINE.

Sequence-defined lipo-oligomers generated via solid-phase assisted synthesis have been developed as siRNA delivery systems for RNA-interference (RNAi) based gene silencing. Here, novel siRNA lipo-polyplexes were established, which were postmodified with monovalent or bivalent DBCO-PEG₂₄ agents terminated with peptide GE11 (YHWYGYTPQNVI) for epidermal growth factor receptor (EGFR)-targeted siRNA delivery into EGFR-pos. tumor cells. Lipo-oligomers containing eight cationizable succinoyltetraethylene-pentamine (Stp) units mediated higher siRNA nanoparticle core stability than those containing four Stp units, and the incorporation of histidines for enhanced endosomal buffer capacity resulted in an improved gene silencing efficiency. Lipo-polyplexes modified with monovalent or bivalent PEG-GE11 via the copper-free click reaction possessed significantly enhanced cellular internalization and transfection efficiency in EGF receptor-pos. human cervical KB and hepatoma Huh7 cells in comparison with the corresponding lipo-polyplexes shielded with PEG₂₄ without targeting. Furthermore, modification with the bivalent DBCO-PEG₂₄-GE11 ligand resulted in higher gene silencing efficiency than modification with the same equivalent of the monovalent DBCO-PEG₂₄-GE11 ligand.

ACS Biomaterials Science & Engineering 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 C15H23BO2, Quality Control of 1353016-70-2.

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

Kumar, Amit published the artcileCatalytic Hydrogenation of Urea Derivatives and Polyureas, Product Details of C13H26N2, the publication is European Journal of Organic Chemistry (2021), 2021(32), 4546-4550, database is CAplus.

Herein the catalytic hydrogenation of various urea derivatives RNHC(O)NHR (R = Ph, 3,4-dichlorophenyl, cyclohexyl, benzyl, etc.) to amines RNH₂ and methanol has been presented. The reaction is catalyzed by a ruthenium or an iridium Macho pincer complex and produces amine and methanol in very good to excellent yields. Moreover, this concept is also expanded to demonstrate the first example of the hydrogenative depolymerization of polyureas I to produce diamines II and methanol in moderate yields.

European Journal of Organic 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 C13H26N2, Product Details of C13H26N2.

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

Shi, Ting published the artcileIonic liquids-containing silica microcapsules: a potential tunable platform for shaping-up epoxy-based composite materials?, Recommanded Product: 4,4-Diaminodicyclohexyl methane, the publication is Nanomaterials (2020), 10(5), 881, database is CAplus and MEDLINE.

In this work, silica microcapsules containing phosphonium ionic liquid (IL), denoted SiO₂@IL, were successfully synthesized for the first time using the one step sol-gel method in IL/H₂0 emulsion. The morphologies of the obtained micron-size microcapsules, including their diameter distribution, were characterized using dynamic light scattering (DLS), SEM, and transmission electron microscopy (TEM). The thermal behavior of these microcapsules and the mass fraction of the encapsulated IL in the silica microcapsules were determined using thermogravimetric anal., showing an excellent thermal stability (up to 220°C) and highlighting that an amount of 20 weight% of IL is contained in the silica microcapsules. In a second step, SiO₂@IL microcapsules (1 weight%) were dispersed into epoxy-amine networks to provide proof of concept of the ability of such microcapsules to act as healing agents as microcracks propagate into the epoxy networks.

Nanomaterials 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 C3H5F3O, Recommanded Product: 4,4-Diaminodicyclohexyl methane.

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

Zhang, Niu-niu published the artcileDesign, synthesis, and biological evaluation of m-amidophenol derivatives as a new class of antitubercular agents, Computed Properties of 20029-52-1, the publication is MedChemComm (2018), 9(8), 1293-1304, database is CAplus and MEDLINE.

A series of m-amidophenol derivatives, e.g., I and II, were designed and synthesized. Their antitubercular activities were evaluated in vitro against M. tuberculosis strains H37Ra and H37Rv and clin. isolated multidrug-resistant M. tuberculosis strains. Ten compounds displayed minimal inhibitory concentrations (MICs) against M. tuberculosis H37Ra below 2.5μg mL^-1 and compound I was the most active compound (MIC = 0.625μg mL^-1). Compounds I and II also showed potent inhibitory activity against M. tuberculosis H37Rv (MIC = 0.39 γ mL^-1) and several clin. isolated multidrug-resistant M. tuberculosis strains (MIC = 0.39-3.125μg mL^-1). The compounds did not show inhibitory activity against normal Gram-pos. and Gram-neg. bacteria. They exhibited low cytotoxicity against HepG2 and RAW264.7 cell lines. The results demonstrated m-amidophenol as an attractive scaffold for the development of new antitubercular agents.

MedChemComm 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 C7H13BrSi, Computed Properties of 20029-52-1.

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

Tian, Zong-Qiang published the artcileSynthesis and biological activities of novel 17-aminogeldanamycin derivatives, Safety of 2-(Azetidin-1-yl)ethanamine, the publication is Bioorganic & Medicinal Chemistry (2004), 12(20), 5317-5329, database is CAplus and MEDLINE.

Geldanamycin interferes with the action of heat shock protein 90 (Hsp90) by binding to the N-terminal ATP binding site and inhibiting an essential ATPase activity. In a program directed toward finding potent, water soluble inhibitors of Hsp90, we prepared a library of over sixty 17-alkylamino-17-demethoxygeldanamycin analogs, and compared their affinity for Hsp90, ability to inhibit growth of SKBr3 mammalian cells, and in selected cases, water solubility Over 20 analogs showed cell growth inhibition potencies similar to that of 17-allylamino-17-demethoxygeldanamycin (17-AAG), the front-runner geldanamycin analog that is currently in multiple clin. trials. Many of these analogs showed water solubility properties that were desirable for formulation. One of the most potent and water-soluble analogs in the series was 17-(2-dimethylaminoethyl)amino-17-demethoxygeldanamycin (17-DMAG), which was independently prepared by the NCI and will soon enter clin. trials. Importantly, the binding affinity of these analogs to the mol. target Hsp90 does not correlate well with their cytotoxicity in SKBr3 cells.

Bioorganic & Medicinal Chemistry published new progress about 795299-77-3. 795299-77-3 belongs to quinuclidine, auxiliary class Azetidine,Amine, name is 2-(Azetidin-1-yl)ethanamine, and the molecular formula is C19H21N3O3S, Safety of 2-(Azetidin-1-yl)ethanamine.

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

Shao, Zhuzhou published the artcileBioorthogonal release of sulfonamides and mutually orthogonal liberation of two drugs, Application of Dbco-acid, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(100), 14089-14092, database is CAplus and MEDLINE.

Sulfonamide derivatives have been used in pharmaceutics for decades. Here we report a new approach to release sulfonamides efficiently using a bioorthogonal reaction of sulfonyl sydnonimines and dibenzoazacyclooctyne (DIBAC). The second-order rate constant of the cycloaddition reaction can be up to 0.62 M^-1s^-1, and the reactants are highly stable under physiol. conditions. Most significantly, we also discovered the mutual orthogonality between the sydnonimine-DIBAC and benzonorbornadiene-tetrazine cycloaddition pairs, which can be used for selective and simultaneous liberation of sulfonamide and primary amine drugs.

Chemical Communications (Cambridge, United Kingdom) 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 C11H17BO3S, Application of Dbco-acid.

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

Duan, Ke published the artcileContacts transition induced stiffening mechanism in CNT-network/epoxy composites, Computed Properties of 1761-71-3, the publication is Carbon (2021), 767-774, database is CAplus.

The origin of abnormal enhancement in the elastic modulus of CNT-network/polymer composites is a fundamental but unresolved issue. Through mesoscale mol. dynamics simulations, we revealed that contrary to the conventional beliefs, it is not the improved interface load transfer ability among well contacted bundles but a contacts transition induced stiffening mechanism among weak contacted bundles that triggers such an abnormal enhancement. This is because the presence of epoxy mols. into the network pores leads to a remarkable densification effect on the composites thickness, improving the strength of those weak contact junctions between neighboring CNT layers and turning them into load-bearing contact junctions. Such a contacts transition phenomenon significantly increases the number of contact nodes and therefore load transfer paths within CNT-network, enabling more than one order of magnitude improvement in the composite modulus. Specifically, the proposed stiffening mechanism is correlated to the content of introduced epoxy, offering an effective route for tailoring the mech. properties of derived composites.

Carbon 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

Yace Mi published the artcileThe Roles Played by DMF in the Structure Formation of Epoxy-Based Porous Monolith, COA of Formula: C13H26N2, the publication is Polymer Science, Series B: Polymer Chemistry (2020), 62(5), 465-472, database is CAplus.

Abstract: Epoxy-based porous monoliths are prepared by chem. induced phase separation The roles played by N,N-dimethylformamide (DMF) in both curing and phase separation kinetics are studied in detail. It is found that the addition of DMF not only changes the speed of phase separation, but the way. Meanwhile, the occurrence of secondary phase separation is partly inhibited, which is in favor of the formation of skeletal network structure. In addition, the schematic pseudo phase diagrams were deduced, which are of great significance to understand the roles played by DMF for the targeted control of materials structure. The results show that by the addition of DMF, the phase diagram moves to the lower right, which means more porogen is needed to obtain skeletal network structure. The spinodal line moves toward the binodal line and the internal space of spinodal line is enlarged. Therefore, it becomes more available to obtain skeletal network structure.

Polymer Science, Series B: Polymer 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 C15H10O2, COA of Formula: C13H26N2.

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

Liu, Xue published the artcileTrifluoromethylation of Benzoic Acids: An Access to Aryl Trifluoromethyl Ketones, Product Details of C13H16O2, the publication is Organic Letters (2021), 23(12), 4930-4934, database is CAplus and MEDLINE.

The trifluoromethylation of benzoic acids with TMSCF₃ was achieved through nucleophilic substitution with the use of anhydrides as an in situ activating reagent. Under the reaction conditions, a wide range of carboxylic acids including the bioactive ones worked well, thus providing a facile and efficient method for preparing aryl trifluoromethyl ketones from the readily available starting materials.

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, Product Details of C13H16O2.

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