Heterocyclic Building Blocks-Quinuclidine

Fan, Zhengning published the artcileVisible-Light-Induced Catalyst-Free Carboxylation of Acylsilanes with Carbon Dioxide, Quality Control of 20029-52-1, the publication is Organic Letters (2021), 23(6), 2303-2307, database is CAplus and MEDLINE.

Intermol. carbon-carbon bond formation between acylsilanes and carbon dioxide (CO₂) was achieved by photoirradiation under catalyst-free conditions. In this reaction, siloxycarbenes generated by photoisomerization of the acylsilanes added to the C=O bond of CO₂ to give α-ketocarboxylates, which underwent hydrolysis to afford α-ketocarboxylic derivatives in good yields. Control experiments suggest that the generated siloxycarbene is likely to be from the singlet state (S₁) of the acylsilane and the addition to CO₂ is not in a concerted manner.

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, Quality Control of 20029-52-1.

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

Fong, Darryl published the artcileDecoration of Polyfluorene-Wrapped Carbon Nanotubes via Strain-Promoted Azide-Alkyne Cycloaddition, Safety of Dbco-acid, the publication is Macromolecules (Washington, DC, United States) (2018), 51(3), 755-762, database is CAplus.

Developing methodologies that can efficiently decorate carbon nanotube surfaces with various mol. structures while avoiding damage to nanotube optoelectronic properties is an ongoing challenge. Here, we outline a methodol. to perform chem. on the nanotube surface without perturbing optoelectronic properties. Reactive, noncovalently functionalized polymer-nanotube complexes were prepared using polyfluorene with azide groups in its side chains. The azides enable strain-promoted azide-alkyne cycloaddition to occur between polymer-nanotube complexes and small mols. or polymers derivatized with a strained cyclooctyne. This reaction was found to occur efficiently at room temperature, without any catalyst or byproduct removal required. The reaction was monitored by IR spectroscopy via the disappearance of the polymer azide stretch at ∼2090 cm^-1, and this chem. resulted in no damage to the nanotube sidewall, as evidenced by Raman spectroscopy. The azide-containing polyfluorene was used to prepare an enriched dispersion of semiconducting carbon nanotubes in organic media, which could then be redispersed in aqueous solution post-click with strained cyclooctyne-functionalized poly(ethylene glycol). Taking advantage of the ability to preserve optoelectronic properties, solvatochromism of an identical subset of semiconducting carbon nanotubes was studied using absorption, fluorescence, and Raman spectroscopy. It was found that, in aqueous media, fluorescence was nonuniformly quenched among the different semiconducting species and that there was a significant red-shift in the emission of all nanotubes in D₂O relative to nonpolar toluene.

Macromolecules (Washington, DC, 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

Sim, Jee-Hyun published the artcileExperimental and Digimat-FE Based Representative Volume Element Analysis of Dye-Mixed Colored Resin and Carbon Fiber, Application of 4,4-Diaminodicyclohexyl methane, the publication is Polymers (Basel, Switzerland) (2022), 14(5), 1028, database is CAplus and MEDLINE.

Recently, the automobile industry has demanded weight reduction, so research on materials is being actively conducted. Among this research, carbon fiber-reinforced composite materials are being studied a lot in the automobile industry due to their excellent mech. properties, chem. resistance, and heat resistance. However, carbon fiber-reinforced composite materials have disadvantages, in that they are not free from color selection, and have weak interfacial bonding strength. In this study, a colored epoxy resin was prepared by mixing epoxy-which is a thermosetting resin according to the pigment concentration (0.1, 0.3, 0.5, 1.0 wt%)-and curing shrinkage. Thermal expansion characteristics were analyzed and the concentration of 0.5 wt% pigment showed the lowest shrinkage and thermal expansion characteristics. In addition, to measure the interfacial shear strength (IFSS) of the carbon fiber and the colored epoxy resin, the IFSS was obtained by performing a microdroplet debonding test, and the strength of the pigment concentration of 0.5 wt% was reduced to a relatively low level. Through these experiments, it was determined that an epoxy resin in which 0.5 wt% pigment is mixed is the optimal condition. Finally, using the composite material modeling software (Digimat 2020.0), the representative volume element (RVE) of the meso-scale was set, and interfacial properties of carbon fibers and colored epoxy resins were analyzed by interworking with general-purpose finite element anal. software (Abaqus CAE).

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 C17H19N3O6, Application of 4,4-Diaminodicyclohexyl methane.

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

Feng, Xiang-Jun published the artcileSynthesis and Immunomodulating Activity of New Analogues of Fingolimod, Name: 4-Cyclohexylbenzoic acid, the publication is Archiv der Pharmazie (Weinheim, Germany) (2012), 345(2), 93-100, database is CAplus and MEDLINE.

Five new immunomodulators I.HCl (R = H, Et, n-Pr, n-Bu, n-Pen) in which a trans-4-alkyl-substituted cyclohexane replaces the flexible C8 alkyl chain of Fingolimod were synthesized. For in-vitro test, the compounds were dissolved in DMSO as a stock solution and diluted to a desired concentration with RPMI 1640 nutrient solution For in-vivo test, the compounds were prepared in pathogen-free saline containing 0.5% DMSO. These new immunomodulators displayed more potent immunoinhibitory activities in vitro and moderate immunomodulating activities in vivo. They show therapeutic effects on DNFB-induced DTH reaction and inhibitory effects on the antigen-specific T-cell proliferation.

Archiv der Pharmazie (Weinheim, Germany) 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, Name: 4-Cyclohexylbenzoic acid.

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

Jiang, Yuan published the artcileBiomass-Based Polyureas Derived from Rigid Furfurylamine and Isomannide, Recommanded Product: 4,4-Diaminodicyclohexyl methane, the publication is ACS Applied Polymer Materials (2022), 4(3), 2197-2204, database is CAplus.

Polyureas are important com. polymers that are widely used in construction, automobile industry, military field, and coatings. Biomass-based amines are attractive feedstock in the synthesis of versatile polyureas. Furan-based diamine and isomannide-derived (Im-derived) diamine can be interesting monomers for such materials due to their renewability and intrinsic rigidity, but they have not been extensively studied. Herein, biomass-based polyureas were prepared by polymerizing dicarbamates derived from furfurylamine and isomannide. The dicarbamates were produced in multigram-scale quantities with high purity and yield. A series of polyureas with reasonably high mol. weights were subsequently prepared by condensing the dicarbamates with various diamines. ¹H NMR and ¹³C NMR spectroscopy confirmed the structure of the targeted copolymers. Exploration of thermal behavior by thermogravimetric anal. (TGA) and differential scanning calorimetry (DSC) revealed that the synthetic polyureas showed good thermal stability and glass-transition temperatures (T_g) ranging from 11 to 213°C.

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, Recommanded Product: 4,4-Diaminodicyclohexyl methane.

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

La Scala, John J. published the artcileEffect of methyl and methoxy substituents on dianilines for thermosetting polyimide system, Category: quinuclidine, the publication is High Performance Polymers (2020), 32(7), 801-822, database is CAplus.

4,4-Methylenedianiline (MDA) is widely used in high-temperature polyimide resins, including polymerization of monomer reactants-15. The toxicity of MDA significantly limits the manufacturability using this resin. Modifying the substitution and electronics of MDA could allow for the reduction of toxicity while maintaining the high-performing properties of the materials derived from the modified MDA. The addition of a single Me substituent, methoxy substituent, location of these substituents, and location of the amine relative to the phenolic bridge were modified as were other non-aniline diamines. Various anilines were condensed with paraformaldehyde under acidic conditions to yield dianilines. These dianilines and diamines were reacted with nadic anhydride and 3,3,4,4-benzophenonetetracarboxylic dianhydride in methanol to form the polyamic acid oligomers and heated at elevated temperature to form polyimide oligomers. It was found that the mol. weight of the oligomers derived from MDA alternatives was generally lower than that of MDA oligomers resulting in lower glass transition temperatures (T_gs) and degradation temperatures Addnl., methoxy substituents further reduce the T_g of the polymers vs. Me substituents and reduce the thermal stability of the resin. Methyl-substituted alternatives produced polyimides with similar T_gs and degradation temperatures The toxicity of the MDA alternatives was examined Although a few were identified with reduced toxicities, the alternatives with properties similar to that of MDA also had high toxicities.

High Performance Polymers 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, Category: quinuclidine.

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

Roam, Jacob L. published the artcileA modular, plasmin-sensitive, clickable poly(ethylene glycol)-heparin-laminin microsphere system for establishing growth factor gradients in nerve guidance conduits, HPLC of Formula: 1353016-70-2, the publication is Biomaterials (2015), 112-124, database is CAplus and MEDLINE.

Peripheral nerve regeneration is a complex problem that, despite many advancements and innovations, still has sub-optimal outcomes. Compared to biol. derived acellular nerve grafts and autografts, completely synthetic nerve guidance conduits (NGC), which allow for precise engineering of their properties, are promising but still far from optimal. We have developed an almost entirely synthetic NGC that allows control of soluble growth factor delivery kinetics, cell-initiated degradability and cell attachment. We have focused on the spatial patterning of glial-cell derived human neurotrophic factor (GDNF), which promotes motor axon extension. The base scaffolds consisted of heparin-containing poly(ethylene glycol) (PEG) microspheres. The modular microsphere format greatly simplifies the formation of concentration gradients of reversibly bound GDNF. To facilitate axon extension, we engineered the microspheres with tunable plasmin degradability. ‘Click’ crosslinking chemistries were also added to allow scaffold formation without risk of covalently coupling the growth factor to the scaffold. Cell adhesion was promoted by covalently bound laminin. GDNF that was released from these microspheres was confirmed to retain its activity. Graded scaffolds were formed inside silicone conduits using 3D-printed holders. The fully formed NGC’s contained plasmin-degradable PEG/heparin scaffolds that developed linear gradients in reversibly bound GDNF. The NGC’s were implanted into rats with severed sciatic nerves to confirm in vivo degradability and lack of a major foreign body response. The NGC’s also promoted robust axonal regeneration into the conduit.

Biomaterials 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, HPLC of Formula: 1353016-70-2.

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

Manabe, Shino published the artcileCharacterization of Antibody Products Obtained through Enzymatic and Nonenzymatic Glycosylation Reactions with a Glycan Oxazoline and Preparation of a Homogeneous Antibody-Drug Conjugate via Fc N-Glycan, COA of Formula: C19H15NO3, the publication is Bioconjugate Chemistry (2019), 30(5), 1343-1355, database is CAplus and MEDLINE.

Glycan engineering of antibodies has received considerable attention. Although various endo-β-N-acetylglucosaminidase mutants have been developed for glycan remodeling, a side reaction has been reported between glycan oxazoline and amino groups. In this study, we performed a detailed characterization for antibody products obtained through enzymic and nonenzymic reactions with the aim of maximizing the efficiency of the glycosylation reaction with fewer side products. The reactions were monitored by an ultraperformance liquid chromatog. system using an amide-based wide-pore column. The products were characterized by liquid chromatog. coupled with tandem mass spectrometry. The side reactions were suppressed by adding glycan oxazoline in a stepwise manner under slightly acidic conditions. Through a combination of an azide-carrying glycan transfer reaction under optimized conditions and a bio-orthogonal reaction, a potent cytotoxic agent monomethyl auristatin E was site-specifically conjugated at N-glycosylated Asn297 with a drug-to-antibody ratio of 4. The prepared antibody-drug conjugate exhibited cytotoxicity against HER2-expressing cells.

Bioconjugate Chemistry 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, COA of Formula: C19H15NO3.

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

Costanzo, Michael J. published the artcilePotent, nonpeptide inhibitors of human mast cell tryptase. Investigation of the carboxamide portion of spirocyclic piperidine amides, Quality Control of 20029-52-1, the publication is Letters in Drug Design & Discovery (2008), 5(2), 116-121, database is CAplus.

The authors have explored a series of spirocyclic piperidine amide derivatives with respect to the N-acyl portion (viz. 6) for inhibition of tryptase. Thus, the authors identified analogs (I and II) as potent tryptase inhibitors (IC₅₀ < 10 nM) with excellent selectivity vs. trypsin. Four other interesting compounds in this chem. series had IC₅₀ = 10-20 nM. X-ray cocrystal structures of tryptase complexes with spirocyclic piperidine amides are reported.

Letters in Drug Design & Discovery 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, Quality Control of 20029-52-1.

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

Ke, Li-na published the artcileInhibitory effects of benzoic acid and its derivatives on the polyphenoloxidase from the 5^th instar of Pieris rapae L., Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Xiamen Daxue Xuebao, Ziran Kexueban (2004), 43(6), 856-860, database is CAplus.

The polyphenoloxidase (PPO) is more responsible for enzymic browning during the growth of the insects. It also is involved in the defense reaction and has some certain relation with the immune condition of the insects. The polyphenoloxidase is a metalloenzyme oxidase which catalyzes two distinct reactions of melanin synthesis the hydroxylation of a monophenol and the oxidation of ωmi-diphenol to the corresponding ωmi-quinone. A great number of benzoic acid family compounds can inhibit the enzyme activity for the oxidation of L-DOPA. In the present paper, partial characteristics and inhibitory kinetics of polyphenoloxidase (PPO) from the 5^th instar of Pieris rapae L. were studied. The results show that benzoic acid, p-cyanobenzoic acid, p-hydroxybenzoic acid and p-cyclohexylbenzoic acid were chosen as inhibitors of PPO for the oxidation of L-DOPA. The reactions of these inhibitors with the PPO are reversible with remaining enzyme activity. The IC₅₀ (the inhibitor concentrations leading to 50% activity lost) were estimated to be 14.2, 16.1, 11.3 and 2.1 mmol/L, resp. The inhibitory mechanisms of p-hydroxybenzoic acid is competitive, p-cyanobenzoic acid belongs to be a mixed typed inhibitor while the others are noncompetitive inhibitors. Obviously, p-cyanobenzoic acid is the best inhibitor among the four compounds, so it may have the bright prospect in the future as the biocide.

Xiamen Daxue Xuebao, Ziran Kexueban 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, Recommanded Product: 4-Cyclohexylbenzoic acid.

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