Month: November 2022

Li, Houhua published the artcileExploring Site Selectivity of Iridium Hydride Insertion into Allylic Alcohols: Serendipitous Discovery and Comparative Study of Organic and Organometallic Catalysts for the Vinylogous Peterson Elimination, SDS of cas: 1160556-64-8, the publication is ACS Catalysis (2017), 7(3), 1554-1562, database is CAplus.

The vinylogous Peterson elimination of a broad range of primary, secondary, and tertiary silylated allylic alcs. by two distinct and complementary catalytic systems – a cationic iridium complex and a Bronsted acid – is reported. These results are unexpected. Nonsilylated substrates are typically isomerized into aldehydes and silylated allylic alcs. into homoallylic alcs. with structurally related iridium complexes. Although several organic acids and bases are known to promote the vinylogous Peterson elimination, the practicality, mildness, functional group tolerance, and generality of both catalysts are simply unprecedented. Highly substituted C=C bonds, stereochem. complex scaffolds, and vicinal tertiary and quaternary (stereo)centers are also compatible with the two methods. Both systems are stereospecific and enantiospecific. After optimization, a vast number of dienes with substitution patterns that would be difficult to generate by established strategies are readily accessible. Importantly, control experiments secured that traces of acid that may be generated upon decomposition of the in situ generated iridium hydride are not responsible for the activity observed with the organometallic species. Upon inspection of the reaction scope and on the basis of preliminary investigations, a mechanism involving iridium-hydride and iridium-allyl intermediates is proposed to account for the elimination reaction. Overall, this study confirms that site selectivity for [Ir-H] insertion across the C=C bond of allylic alcs. is a key parameter for the reaction outcome.

ACS Catalysis 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, SDS of cas: 1160556-64-8.

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

Nuzzi, Andrea published the artcilePotent α-amino-β-lactam carbamic acid ester as NAAA inhibitors. Synthesis and structure-activity relationship (SAR) studies, Application of 4-Cyclohexylbenzoic acid, the publication is European Journal of Medicinal Chemistry (2016), 138-159, database is CAplus and MEDLINE.

4-Cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate I is a potent, selective and systemically active inhibitor of intracellular NAAA activity, which produces profound anti-inflammatory effects in animal models. In the present work, the authors describe structure-activity relationship (SAR) studies on 3-aminoazetidin-2-one derivatives, which have led to the identification of I, and expand these studies to elucidate the principal structural and stereochem. features needed to achieve effective NAAA inhibition. Investigations on the influence of the substitution at the β-position of the 2-oxo-3-azetidinyl ring as well as on the effect of size and shape of the carbamic acid ester side chain led to the discovery of II, a novel inhibitor of human NAAA that shows an improved physicochem. and drug-like profile relative to I. This favorable profile, along with the structural diversity of the carbamic acid chain of I, identify this compound as a promising new tool to investigate the potential of NAAA inhibitors as therapeutic agents for the treatment of pain and inflammation.

European Journal of Medicinal 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, Application of 4-Cyclohexylbenzoic acid.

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

Jover, Jesus published the artcileExpansion of the Ligand Knowledge Base for Monodentate P-Donor Ligands (LKB-P), Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Organometallics (2010), 29(23), 6245-6258, database is CAplus.

Authors have expanded the ligand knowledge base for monodentate P-donor ligands (LKB-P, Chem. Eur. J.2006, 12, 291-302) by 287 ligands and added descriptors derived from computational results on a gold complex [AuClL]. This expansion to 348 ligands captures known ligand space for this class of monodentate two-electron donor ligands well, and we have used principal component anal. (PCA) of the descriptors to derive an improved map of ligand space. Potential applications of this map, including the visualization of ligand similarities/differences and trends in exptl. data, as well as the design of ligand test sets for high-throughput screening and the identification of ligands for reaction optimization, are discussed. Descriptors of ligand properties can also be used in regression models for the interpretation and prediction of available response data, and here we explore such models for both exptl. and calculated data, highlighting the advantages of large training sets that sample ligand space well.

Organometallics 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

Hu, Ying published the artcilePreparation of montelukast sodium and graphene nanomaterials for the treatment of asthma, Name: 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, the publication is Science of Advanced Materials (2020), 12(12), 1845-1855, database is CAplus.

This study focuses on the biomaterial effects of montelukast sodium and graphene oxide (GO) on the onset of asthma disease. First, the synthesis process was adopted, with 2-[3-(S)-[3-[2-(7-chloro-2-quinolinyl) vinyl] phenyl]-3-hydroxypropyl] benzyl ester as raw materials, to synthesize montelukast sodium, and then Hummers method was used to obtain graphene oxide (GO), and GO was reduced to obtain graphene (EG). After the preparation completed, the purity of montelukast sodium was tested by liquid chromatog. (HPLC), and the structural anal. of graphene nanomaterials was performed by X-ray diffractometer and Raman spectroscopy. Firstly, 30 mice were selected to observe the effect of montelukast sodium on the number of Th17 and cytokine IL-17 levels in asthmatic mice, then 50 mice were selected to observe whether the graphene-based nanomaterials had little effect of oxidative stress index in rat lung tissue. In the experiment, the spectrum anal. and liquid chromatog. anal. showed that the purity of the prepared montelukast sodium exceeded 99%. The prepared graphene nanomaterials showed a strong D peak at 1037 cm^-1 by Raman spectroscopy. The characteristic diffraction peak of 11.8° graphene oxide (GO) (001) crystal surface in XRD proved the successful preparation of graphene oxide; the further development of airway inflammation in asthmatic mice by inhibiting Th17 cell differentiation and IL-17 gene expression could be inhibited by montelukast sodium. And, the increase of reactive oxygen species (ROS) and malondialdehyde (MDA) could be promoted by the application of GO+ovalbumin in mice. The decrease of glutathione (GSH) also increased the rise of serum IgE and the expression of the inflammatory gene IL-4, i.e., the allergic effects of asthma in mice could be aggravated by GO.

Science of Advanced Materials 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, Name: 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid.

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

Sun, Lu published the artcilePreparation of magnetic mesoporous epoxy resin by initiator-free ring-opening polymerization for extraction of bile acids from human serum, Application of 4,4-Diaminodicyclohexyl methane, the publication is Journal of Chromatography A (2020), 460448, database is CAplus and MEDLINE.

The authors reported a simple two-step method for the synthesis of magnetic mesoporous epoxy resin (MMER), including one-pot template-free hydrothermal synthesis of nanoscale amine-functionalized magnetic nanoparticles (MN-NH₂) and initiator-free ring-opening polymerization of epoxy resin. The resultant MMER was characterized in detail by transmission electron microscope (TEM), FTIR spectra, XPS, thermogravimetic anal. (TGA) and magnetization curves. These results demonstrated successful synthesis of MMER with sufficient magnetic property and excellent thermal stability. The epoxy resin was covalent bonding MN-NH₂ on and synthesized by hydrophobic monomers, so the MMER exhibited excellent adsorption quantity for hydrophobic bile acids. The MMER was used as magnetic solid-phase extraction (MSPE) sorbent, and combined with liquid chromatog.-tandem mass spectrometry to extract and monitor 11 kinds of bile acids from serum sample. The proposed MSPE combined with LC-MS/MS method exhibited low limit of detection between 0.1 and 5 ng mL^-1. In blank serum sample, 9 kinds of bile acids were detected, and ranged from -2.29 ng mL^-1 to 6.86 ng mL^-1. In standard addition recovery test, the recovery values of detectable bile acids ranged 102.4% to 108.5%, 96.0% to 104.0% and 82.3% to 103.3% when spiked with 0.2, 2.0 and 20 ng mL^-1, resp. The intra- and inter-day precision (n = 6) ranged 3.7% to 5.9% and 7.0% to 9.5%, resp. The MSPE combined with LC-MS/MS method was accurate and effective for quant. determination of bile acids from complex biol. samples.

Journal of Chromatography A 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 C13H19BN2O3, Application of 4,4-Diaminodicyclohexyl methane.

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

Howell, Kobporn L. published the artcileSpiroimidazolidinone NPC1L1 inhibitors. Part 2: Structure-activity studies and in vivo efficacy, Quality Control of 20029-52-1, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(23), 6929-6932, database is CAplus and MEDLINE.

Ezetimibe (Zetia), a cholesterol-absorption inhibitor (CAI) approved by the FDA for the treatment of hypercholesterolemia, is believed to target the intestine protein Niemann-Pick C1-Like 1 (NPC1L1) or its pathway. A spiroimidazolidinone NPC1L1 inhibitor identified by virtual screening showed moderate binding activity but was not efficacious in an in vivo rodent model of cholesterol absorption. Synthesis of analogs established the structure-activity relationships for binding activity, and resulted in compounds with in vivo efficacy, including 24, which inhibited plasma cholesterol absorption by 67% in the mouse, thereby providing proof-of-concept that non-β-lactams can be effective CAIs.

Bioorganic & Medicinal Chemistry 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

Chakraborty, Arindam published the artcileNet reactivity index (Δω_R^±), Name: 4-Cyclohexylbenzoic acid, the publication is Journal of Physical Organic Chemistry (2011), 24(9), 854-864, database is CAplus.

A Hammett-type relationship has been obtained for a set of substituted benzoic acids, in terms of the net electrophilicity index. A new multiphilic descriptor, the net reactivity index (NRI) has been proposed. It can properly describe whether a Diels-Alder type reaction would follow a polar-stepwise pathway or a non-polar-concerted mechanism. It can also clearly delineate whether a reaction is of normal or inverse electron demand type, in case the min. ionization potential and the maximum electron affinity values do not belong to the same mol. in a diene-dienophile pair. Copyright © 2011 John Wiley & Sons, Ltd.

Journal of Physical 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, Name: 4-Cyclohexylbenzoic acid.

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

Spiesschaert, Yann published the artcilePolyaddition Synthesis Using Alkyne Esters for the Design of Vinylogous Urethane Vitrimers, Application In Synthesis of 1761-71-3, the publication is Macromolecules (Washington, DC, United States) (2021), 54(17), 7931-7942, database is CAplus.

Vitrimers are a subclass of covalent adaptable networks which introduce reshapeability and recyclability in thermoset materials while maintaining a high degree of chem. resistance and dimensional stability. Vitrimer materials based on vinylogous urethane (VU) chem. have drawn a lot of attention in this area. Classically, these are obtained by the polycondensation polymerization of acetoacetate and amine monomers. Unfortunately, this also releases water, often leading to porosity defects in the initially obtained non-reprocessed crosslinked materials. Here, we demonstrate that alkyne esters (AE) can be used as alternative building blocks for VU vitrimers by a polyaddition polymerization with amines, leading to water-free formulations and straightforward access to defect-free cured VU vitrimer materials. The bond formation and dynamic bond exchange was also studied by small mol. reactions, further rationalized by a computational (DFT) approach. The resulting water-free VU vitrimers display similar material properties compared to vitrimers based on acetoacetates, although also some differences are seen, which can be related to a minor amide-bond forming side reaction. Furthermore, by use of this novel AE approach, polyaddition curing of VU epoxy vitrimers can easily be prepared in a one-pot three-component method, combining AE, amine, and epoxy monomers. This study shows that AE monomers can be used as an easy drop-in method to obtain processable epoxy materials with tunable viscoelastic properties, where the viscous flow behavior can in principle be fully tuned by varying the monomers’ ratios and compositions

Macromolecules (Washington, DC, United States) 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 C6H8O3, Application In Synthesis of 1761-71-3.

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

Curran, Dennis P. published the artcileFluorous columns are superior to cyclodextrin columns for demixing in fluorous mixture synthesis: When and why to use fluorous silica gel, Formula: C13H16O2, the publication is Synlett (2004), 1545-1548, database is CAplus.

Measurements of retention times of assorted fluorous and non-fluorous compounds on both fluorous (FluoroFlash PF-C8) and cyclodextrin (Sumichiral OA 7500) columns show that the fluorous column is superior to the cyclodextrin column for separating fluorous compounds Guidelines for when and why to use fluorous columns are suggested.

Synlett 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, Formula: C13H16O2.

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

Luo, Shajie published the artcileSynthesis of novel poly(arylene ether amide) containing aliphatic ring for optical property, COA of Formula: C13H26N2, the publication is High Performance Polymers (2022), 34(3), 264-272, database is CAplus.

In this work, the monomer N,N’-bis(4-fluorobenzamide)dicyclohexyl methane (BFDCM) was synthesized successfully by 4-fluorobenzoyl chloride and 4,4′-diaminodicyclohexylmethane through interfacial reaction, and then the monomer BFDCM and 1,4-benzenediol (HQ) or 4,4′-biphenol (BH) were used to prepare the novel poly(arylene ether amide) (HQ-BFDCM and BH-BFDCM) containing an aliphatic ring in the main chain by nucleophilic substitution in NMP solution These two polymers exhibited the inherent viscosities ranging from 0.828 to 1.044 dL g^-1, high glass-transition temperatures (T_g) of 214.1-235.0°C, and weight-loss temperature (T_5%) of 425.2-441.3°C. The polymers HQ-BFDCM and BH-BFDCM could completely or partly dissolve in some polar solutions, such as NMP, DMF, and so on, and they showed moderate corrosion resistance. Addnl., the obtained polymers HQ-BFDCM and BH-BFDCM exhibited good optical property, and the optical transmittances of HQ-BFDCM and BH-BFDCM were 74% and 80% at 450 nm, resp., which showed that they could be applied to the heat-resistant optical films.

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, COA of Formula: C13H26N2.

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