Day: November 21, 2022

Yan, Lin published the artcile2-Aryl(pyrrolidin-4-yl)acetic acids are potent agonists of sphingosine-1-phosphate (S1P) receptors, Application In Synthesis of 20029-52-1, the publication is Bioorganic & Medicinal Chemistry Letters (2006), 16(13), 3564-3568, database is CAplus and MEDLINE.

2-Aryl(pyrrolidin-4-yl)acetic acids I [R = i-Bu, cyclopentyl, cyclohexyl, F₃C(CH₂)₂, 3,3-difluoro-1-cyclopentyl, 4,4-difluoro-1-cyclohexyl] and II were synthesized and their biol. activities as agonists of S1P receptors were evaluated. These analogs were able to induce lowering of lymphocyte counts in the peripheral blood of mice and were found to have good overall pharmacokinetic properties in rats.

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 C8H6ClNO, Application In Synthesis of 20029-52-1.

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

Zhang, Hu published the artcilePalladium-Catalyzed Negishi Coupling of α-CF₃ Oxiranyl Zincate: Access to Chiral CF₃-Substituted Benzylic Tertiary Alcohols, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Journal of the American Chemical Society (2017), 139(33), 11590-11594, database is CAplus and MEDLINE.

We report a Pd-catalyzed stereospecific α-arylation of optically pure 2,3-epoxy-1,1,1-trifluoropropane (TFPO). This method allows for the direct and reliable preparation of optically pure 2-CF₃-2-(hetero)aryloxiranes, which are precursors to many CF₃-substituted tertiary alcs. The use of continuous-flow methods has allowed the deprotonation of TFPO and subsequent zincation at higher temperature compared to that under traditional batch conditions.

Journal of the American Chemical Society 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 C8H5F3N4, 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

Han, Chong published the artcileNegishi Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides, SDS of cas: 1160556-64-8, the publication is Journal of the American Chemical Society (2009), 131(22), 7532-7533, database is CAplus and MEDLINE.

An efficient palladium-catalyzed process has been developed for Negishi coupling of secondary alkylzinc halides with a wide range of aryl bromides and activated aryl chlorides. A palladium catalyst composed of a new biaryldialkylphosphine ligand, CPhos, effectively promotes the rate of the reductive elimination step relative to the rate of the undesired β-hydride elimination. The broad substrate scope and excellent ratio of the desired secondary to the undesired primary coupling product make this method a powerful and reliable tool for C(sp³)-C(sp²) bond formation.

Journal of the American Chemical Society 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

Arrechea, Pedro Luis published the artcileBiaryl Phosphine Based Pd(II) Amido Complexes: The Effect of Ligand Structure on Reductive Elimination, COA of Formula: C28H41N2P, the publication is Journal of the American Chemical Society (2016), 138(38), 12486-12493, database is CAplus and MEDLINE.

Kinetic studies conducted under both catalytic and stoichiometric conditions were employed to investigate the reductive elimination of RuPhos (2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl) based palladium amido complexes. These complexes were found to be the resting state in Pd-catalyzed cross-coupling reactions for a range of aryl halides and diarylamines. Hammett plots demonstrated that Pd(II) amido complexes derived from electron-deficient aryl halides or electron-rich diarylamines undergo faster rates of reductive elimination. A Hammett study employing SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) and analogs of SPhos demonstrated that electron donation of the “lower” aryl group is key to the stability of the amido complex with respect to reductive elimination. The rate of reductive elimination of an amido complex based on a BrettPhos-RuPhos hybrid ligand (2-(dicyclohexylphosphino)-3,6-dimethoxy-2′,6′-diisopropoxybiphenyl) demonstrated that the presence of the 3-methoxy substituent on the “upper” ring of the ligand slows the rate of reductive elimination. These studies indicate that reductive elimination occurs readily for more nucleophilic amines such as N-alkyl anilines, N,N-dialkyl amines, and primary aliphatic amines using this class of ligands.

Journal of the American Chemical Society 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, COA of Formula: C28H41N2P.

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

Habicht, J. published the artcileInhibition of prostaglandin E₂ release by salicylates, benzoates and phenols: a quantitative structure-activity study, SDS of cas: 20029-52-1, the publication is Journal of Pharmacy and Pharmacology (1983), 35(11), 718-23, database is CAplus and MEDLINE.

Concentrations inhibiting 50% of PGE₂  [363-24-6] release from phorbol ester-stimulated mouse peritoneal macrophages in vitro were determined for monosubstituted congeners of salicylic acid, benzoic acid, and phenol. Other compounds, mainly benzoic acids, were inactive. An attempt was made to establish QSAR from the exptl. data using literature or calculated values for the logarithmic octanol-water partition coefficients of the compounds, molar refractivity and sigma values of substituents as well as structural indicator variables. The equations had moderate predictive power and should be considered as a 1st step in the investigation of factors determining the biog. activity of salicylates, benzoates, and phenols.

Journal of Pharmacy and Pharmacology 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, SDS of cas: 20029-52-1.

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

Eaton, Matthew D. published the artcileTemperature dependent fracture behavior in model epoxy networks with nanoscale heterogeneity, Application In Synthesis of 1761-71-3, the publication is Polymer (2021), 123560, database is CAplus.

The role of nanoscale heterogeneity on the mode I fracture toughness, K_Ic, of model epoxy networks has been investigated. Model systems utilized consist of diglycidyl ether of bisphenol A (DGEBA) as the epoxide with a stoichiometric amine mixture of a rigid cycloaliphatic diamine (PACM) and a more flexible, polypropylene glycol based diamine (Jeffamine) at different molar ratios. The mol. weight of the Jeffamine was adjusted to further tailor the epoxy properties. Fracture toughness was measured using single edge notched bend samples and hardness was measured by Vickers indentation. Both measurements were performed at temperatures as low as -100°C to above ambient temperatures Results are interpreted in the context of the Dugdale model of material toughness where the fracture toughness is expressed in terms of a cohesive zone stress (related to the hardness), the elastic modulus (measured directly) and the crack tip opening displacement (obtained from images of the fracture surfaces). High toughness is obtained in heterogeneous networks where a decrease in the cohesive zone stress is offset by sufficiently large increases in the crack tip opening displacement.

Polymer 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.

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

Cordonnier, Axel published the artcileSynthesis and in vitro preliminary evaluation of prostate-specific membrane antigen targeted upconversion nanoparticles as a first step towards radio/fluorescence-guided surgery of prostate cancer, Synthetic Route of 1353016-70-2, the publication is Journal of Materials Chemistry B: Materials for Biology and Medicine (2021), 9(36), 7423-7434, database is CAplus and MEDLINE.

Over the last decade, upconversion nanoparticles (UCNP) have been widely investigated in nanomedicine due to their high potential as imaging agents in the near-IR (NIR) optical window of biol. tissues. Here, we successfully develop active targeted UCNP as potential probes for dual NIR-NIR fluorescence and radioactive-guided surgery of prostate-specific membrane antigen (PSMA)(+) prostate cancers. We designed a one-pot thermolysis synthesis method to obtain oleic acid-coated spherical NaYF₄:Yb,Tm@NaYF₄ core/shell UCNP with narrow particle size distribution (30.0 ± 0.1 nm, as estimated by SAXS anal.) and efficient upconversion luminescence. Polyethylene glycol (PEG) ligands bearing different anchoring groups (phosphate, bis- and tetra-phosphonate-based) were synthesized and used to hydrophilize the UCNP. DLS studies led to the selection of a tetra-phosphonate PEG(2000) ligand affording water-dispersible UCNP with sustained colloidal stability in several aqueous media. PSMA-targeting ligands (i.e., glutamate-urea-lysine derivatives called KuEs) and fluorescent or radiolabeled prosthetic groups were grafted onto the UCNP surface by strain-promoted azide-alkyne cycloaddition (SPAAC). These UCNP, coated with 10 or 100% surface d. of KuE ligands, did not induce cytotoxicity over 24 h incubation in LNCaP-Luc or PC3-Luc prostate cancer cell lines or in human fibroblasts for any of the concentrations evaluated. Competitive binding assays and flow cytometry demonstrated the excellent affinity of UCNP@KuE for PSMA-pos. LNCaP-Luc cells compared with non-targeted UCNP@CO₂H. Furthermore, the binding of UCNP@KuE to prostate tumor cells was pos. correlated with the surface d. of PSMA-targeting ligands and maintained after ¹²⁵I-radiolabelling. Finally, a preliminary biodistribution study in LNCaP-Luc-bearing mice demonstrated the radiochem. stability of non-targeted [^125I]UCNP paving the way for future in vivo assessments.

Journal of Materials Chemistry B: Materials for Biology and Medicine 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, Synthetic Route of 1353016-70-2.

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

Bizet, Vincent published the artcileDirect Access to Furoindolines by Palladium-Catalyzed Intermolecular Carboamination, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is ACS Catalysis (2016), 6(10), 7183-7187, database is CAplus.

A versatile Pd-catalyzed intermol. syn-carboamination of dihydrofurans giving access to the ubiquitous furoindoline motif is described. The efficiency of the process relies on the use of Buchwald-type biarylphosphines and the perfect control for site-selectivity of Pd insertion across the C=C bond. A catalytic sequence consisting of Heck and carboamination cross-coupling reactions from readily available dihydrofurans affords-in usually high chem. yields and high levels of diastereocontrol-poly(hetero)cyclic compounds that would be difficult to access by established methods. Encouraging preliminary results for the enantioselective carboamination of 2,3-dihydrofurans are also disclosed.

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, 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

Singh, Ritesh published the artcileP450-Catalyzed Intramolecular sp³ C-H Amination with Arylsulfonyl Azide Substrates, COA of Formula: C13H16O2, the publication is ACS Catalysis (2014), 4(2), 546-552, database is CAplus and MEDLINE.

The direct amination of aliphatic C-H bonds represents a most valuable transformation in organic chem. While a number of transition-metal-based catalysts have been developed and investigated for this purpose, the possibility to execute this transformation with biol. catalysts has remained largely unexplored. Here, we report that cytochrome P 450 enzymes can serve as efficient catalysts for mediating intramol. benzylic C-H amination reactions in a variety of arylsulfonyl azide compounds Under optimized conditions, the P 450 catalysts were found to support up to 390 total turnovers leading to the formation of the desired sultam products with excellent regioselectivity. In addition, the chiral environment provided by the enzyme active site allowed for the reaction to proceed in a stereo- and enantioselective manner. The C-H amination activity, substrate profile, and enantio/stereoselectivity of these catalysts could be modulated by utilizing enzyme variants with engineered active sites.

ACS Catalysis 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 C17H14O5, COA of Formula: C13H16O2.

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

Zhao, Guohua published the artcileSynthesis of potent and selective 2-azepanone inhibitors of human tryptase, Quality Control of 20029-52-1, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(2), 309-312, database is CAplus and MEDLINE.

The serine protease tryptase has been associated with a broad range of allergic and inflammatory diseases and, in particular, has been implicated as a critical mediator of asthma. The inhibition of tryptase therefore has the potential to be a valuable therapy for asthma. The synthesis, employing solution phase parallel methods, and SAR of a series of novel 2-azepanone tryptase inhibitors are presented. One member of this series, I, was identified as a potent inhibitor of human tryptase (IC₅₀ 38 nM) with selectivity ≤330-fold vs. related serine proteases (trypsin, plasmin, uPA, tPA, APC, alpha-thrombin, and FXa).

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 C8H7ClO3, Quality Control of 20029-52-1.

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