Month: November 2022

Green, Daniel M. published the artcileParallel synthesis of 2-aryl-4-aminobenzimidazoles and their evaluation as gonadotropin releasing hormone antagonists, Computed Properties of 20029-52-1, the publication is Journal of Combinatorial Chemistry (2009), 11(1), 117-125, database is CAplus and MEDLINE.

2-Trifluoromethyl-4-aminobenzimidazoles were previously identified by screening to be active antagonists of the gonadotropin releasing hormone receptor (GnRH-R). Structure activity relationships and diversity oriented synthesis are shown here in greater detail. 2-Substituted benzimidazoles were synthesized in parallel by the coupling of carboxylic acids with a latent intermediate diamine monomer to yield the desired benzimidazoles in fair yields. A catch and release strategy was employed as a product isolation technique, followed by RP-HPLC to obtain products of desired purity for biol. evaluation. Two libraries were prepared and screened to determine the optimal substitution for inhibitory activity against GnRH-R. The initial library focused on substituted Ph, pyridine, and thiophenes. The follow-up library focused on substitution patterns observed in the initial library members and generated compounds with IC₅₀ values lower than 100 nM at the GnRH-R.

Journal of Combinatorial 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.

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

Hornillos, Valentin published the artcileDirect catalytic cross-coupling of alkenyllithium compounds, Related Products of quinuclidine, the publication is Chemical Science (2015), 6(2), 1394-1398, database is CAplus and MEDLINE.

A catalytic method for the direct cross-coupling of alkenyllithium reagents with aryl and alkenyl halides is described. The use of a catalyst comprising Pd₂(dba)₃/XPhos allows for the stereoselective preparation of a wide variety of substituted alkenes in high yields under mild conditions. In addition (1-ethoxyvinyl)lithium can be efficiently converted into substituted vinyl ethers which, after hydrolysis, give readily access to the corresponding Me ketones in a one pot procedure.

Chemical Science 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

Sharifi, Majid published the artcileSynthesis and Swelling Behavior of Highly Porous Epoxy Polymers, Related Products of quinuclidine, the publication is ACS Omega (2020), 5(48), 31011-31018, database is CAplus and MEDLINE.

Many advantageous properties of cross-linked polymers relate to their network structures. In this study, network structures of three DGEBA-based epoxy systems at various DGEBA monomer sizes were investigated via equilibrium swelling and glass transition behavior. Each system was cured with a tetra-functional diamine, 4,4′-methylenebiscyclohexanamine, in the presence of a nonreactive solvent, i.e., THF at a solvent-to-monomer volume fraction ranging from 0 to 92%. Exptl. results revealed that the conventional swelling model (the Dusek model) accurately calculates M_c values of the cured gels prepared in moderate dilute environments, up to approx. 60% by volume of THF. For gels cured in extreme dilute environments, i.e., in the presence of above 60% by volume of THF, the calculated M_c values using the Dusek model were found to increase sharply as a function of the initial solvent content. The observed dramatic increase in M_c values was not supported by the dry T_g of the identical polymer systems. In fact, the dry T_g values of the polymer systems were found to be relatively insensitive to the initial solvent content. A modification was proposed to the Dusek model that incorporates an addnl. term, which accounts for the probability of finding elastic chains in a polymer network. Using the modified equation, M_c values were varied as expected with the mol. weight of DGEBA and insensitive to the amount of the solvent initially used during cure. Furthermore, the modified M_c values were shown to be consistent with the dry T_g values in view of the Fox and Loshaek model.

ACS Omega 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 C8H10S, Related Products of quinuclidine.

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

Chen, Fengbiao published the artcileFusion of biobased vinylogous urethane vitrimers with distinct mechanical properties, COA of Formula: C13H26N2, the publication is Materials Chemistry Frontiers (2020), 4(9), 2723-2730, database is CAplus.

As a class of recyclable thermoset, vitrimers are generally constructed by introducing dynamic chem. into various synthetic or biobased building blocks. Particularly, biobased vitrimers have aroused increasing interest because of the utilization of renewable resources. The wide range of constructing resources and the different mech. properties of the resulting networks highlight the fusion of vitrimers with distinct mech. properties in the recycling process. However, most vitrimers have only been investigated in terms of their own reprocessability, or fusion of identical polymer networks. Herein, we report the concept of melding two biobased vinylogous urethane vitrimers with distinct mech. properties. Two distinct biobased vinylogous urethane vitrimers were prepared by reacting acetoacetate-modified cardanol with two different diamines (MXDA or PACM). It was found that these vitrimers can be successfully fused and that, after three rounds of hot pressing, the mech. and thermal properties of the fused vitrimer are comparable to that of a homogeneous vitrimer prepared using premixed MXDA and PACM diamines, the ratio of which is the same as the two distinct vitrimers. This capability of fusing two distinct vitrimers also features a flexible window for targeting mech. properties, which can be achieved by simply adjusting the ratio of these two vitrimers.

Materials Chemistry Frontiers 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, COA of Formula: C13H26N2.

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

Tamrakar, Sandeep published the artcileStrain rate-dependent large deformation inelastic behavior of an epoxy resin, COA of Formula: C13H26N2, the publication is Journal of Composite Materials (2020), 54(1), 71-87, database is CAplus.

The objective of this paper is to model high strain rate and temperature-dependent response of an epoxy resin (DER 353 and bis(p-aminocyclohexyl) methane (PACM-20)) undergoing large inelastic strains under uniaxial compression. The model is decomposed into two regimes defined by the rate and temperature-dependent yield stress. Prior to yield, the model accounts for viscoelastic behavior. Post yield inelastic response incorporates the effects of strain rate and temperature including thermal softening caused by internal heat generation. The yield stress is dependent on both temperature and strain rate and is described by the Ree-Erying equation. Key experiments over the strain rate range of 0.001-12,000/s are conducted using an Instron testing machine and a split Hopkinson pressure bar. The effects of temperature (25-120°C) on yield stress are studied at low strain rates (0.001-0.1/s). Stress-relaxation tests are also carried out under various applied strain rates and temperatures to obtain characteristic relaxation time and equilibrium stress. The model is in excellent agreement over a wide range of strain rates and temperatures including temperature in the range of the glass transition. Case studies for a wide range of monotonic and varying strain rates and large strains are included to illustrate the capabilities of the model.

Journal of Composite 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 C3H6O2, COA of Formula: C13H26N2.

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

Dufresne, Claude published the artcileSynthesis of Montelukast (MK-0476) Metabolic Oxidation Products, Related Products of quinuclidine, the publication is Journal of Organic Chemistry (1996), 61(24), 8518-8525, database is CAplus.

Chem. synthesis of six oxidized derivatives of MK-0476 (Montelukast, L-706631), which have been key tools in the identification of its metabolites is reported. Three diastereoisomeric pairs I (R₁ = H, OH; R₂ = H, OH; R₃ = Me, CH₂OH) of potential oxidative metabolites of MK-0476, starting from the (S)-hydroxy ester II in 10 and five steps, and starting from MK-0476 itself in one step have been prepared In one case the key benzylic hydroxyl was introduced by a bromination and saponification reaction sequence. In another case, the key step was the addition of a hydroxymethyl carbanion equivalent on ketone. The two sulfoxides were prepared by a direct oxidation of MK-0476 with m-chloroperbenzoic acid.

Journal of Organic Chemistry published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Related Products of quinuclidine.

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

Liang, Naiqiang published the artcileColorless Copolyimide Films Exhibiting Large Stokes-Shifted Photoluminescence Applicable for Spectral Conversion, Application of 4,4-Diaminodicyclohexyl methane, the publication is ACS Applied Polymer Materials (2021), 3(8), 3911-3921, database is CAplus.

A series of semi-aliphatic polyimide (PI) copolymers (CoPIs) were prepared through the copolymerization of two dianhydrides, 1-hydroxy pyromellitic dianhydride (PHDA) and 4,4′-oxydiphthalic anhydride (ODPA), with 4,4′-diaminodicyclohexylmethane, in which the PHDA molar ratio was controlled at less than 5% to suppress aggregate formation in a solid state. Upon increasing the molar ratio of the PHDA unit, the fluorescence color of the CoPI films continuously changed from pink to yellow through an orange color owing to the enhanced emission from the anionic form of the PHDA unit, and the efficiency of the energy transfer from the locally excited S₁ state to the anionic state simultaneously increased. Moreover, the CoPI film with a PHDA content of 3 mol % that formed on a silica substrate was colorless and transparent and showed bright orange fluorescence. However, this CoPI film formed on a soda-lime-silica (soda) glass substrate showed a pale-yellow color as well as yellowish fluorescence originating from the anionic form owing to the high basicity of the soda glass. To suppress the absorption and emission from the anions, a small amount of sulfuric acid was doped into the CoPI film, and a colorless and transparent film exhibiting large Stokes-shifted orange fluorescence was successfully obtained on the soda glass substrate. The wavelength-converting spectrum of the CoPI demonstrated that UV irradiation in solar light was efficiently absorbed, and its energy was converted into visible light between 500 and 700 nm with a quantum efficiency of 20%. These CoPI films exhibiting large Stokes-shifted ESIPT fluorescence on both silica and the soda glass substrates are promising materials for solar spectral conversion applications.

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, Application of 4,4-Diaminodicyclohexyl methane.

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

Fornwald, Ryan M. published the artcileInfluence of Catalyst Structure and Reaction Conditions on anti- versus syn-Aminopalladation Pathways in Pd-Catalyzed Alkene Carboamination Reactions of N-Allylsulfamides, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Chemistry – A European Journal (2014), 20(28), 8782-8790, database is CAplus and MEDLINE.

The Pd-catalyzed coupling of N-allylsulfamides with aryl and alkenyl triflates to afford cyclic sulfamide products is described. In contrast to other known Pd-catalyzed alkene carboamination reactions, these transformations may be selectively induced to occur by way of either anti- or syn-aminopalladation mechanistic pathways by modifying the catalyst structure and reaction conditions.

Chemistry – A European Journal 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

Blersch, Josephine published the artcileA light-triggerable formulation to control the stability of pro-angiogenic transcription factor hypoxia inducible factor-1α (HIF-1α), Application of 4,4-Diaminodicyclohexyl methane, the publication is Nanoscale (2020), 12(18), 9935-9942, database is CAplus and MEDLINE.

The control of vascular remodeling mediated by transcription factor HIF-1a is critical in the treatment of several diseases including cancer, retinopathies, chronic wounds, and ischemic heart disease, among others. Gene silencing using a small interfering RNA (siRNA) is a promising therapeutic strategy to regulate HIF-1a; however, the delivery systems developed so far have limited endothelial targeting and efficiency. Herein, we have synthesized a light-triggerable polymeric nanoparticle (NP) library composed of 110 formulations which showed variable morphol., charge and disassembly rates after UV exposure. More than 35% of the formulations of the library were more efficient in gene knockdown than the siRNA delivered by a com. transfection agent (lipofectamine RNAiMAX). The most efficient siRNA delivery formulations were tested against different cell types to identify one with preferential targeting to endothelial cells. Using a two-step methodol., we have identified a formulation that shows exquisite targeting to endothelial cells and is able to deliver more efficiently the siRNA that modulates HIF-1a than com. transfection agents. Overall, the strategy reported here increases the specificity for tissue regulation and the efficiency for the intracellular delivery of siRNAs.

Nanoscale 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.

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

Meichsner, Eric published the artcileStrain-promoted azide-alkyne cycloaddition polymerization as a route toward tailored functional polymers, Safety of Dbco-acid, the publication is Journal of Polymer Science (Hoboken, NJ, United States) (2021), 59(1), 29-33, database is CAplus.

The preparation of polymers under mild conditions, using highly efficient reactions, allows the incorporation of new, functional monomer units. Here, we explore the use of strain-promoted azide-alkyne cycloaddition (SPAAC) as a polymerization tool. We show that a polymer library with diverse thermal and stimulus-responsive properties can be rapidly prepared in minutes. This polymerization proceeds without heating or the addition of catalyst, which enables the preservation of sensitive moieties, such as stimulus-responsive spiropyran structures. Solid- and solution-state stimulus-responsiveness from these sensitive groups are demonstrated within the SPAAC-polymerized products.

Journal of Polymer Science (Hoboken, NJ, 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