Month: November 2022

Shevchenko, V. P. published the artcileInfluence of the nature of activated hydrogen isotope species on the isotope exchange efficiency, with preparation of labeled sodium 4-phenylbenzoate as example, COA of Formula: C13H16O2, the publication is Radiochemistry (Moscow, Russian Federation) (2015), 57(4), 431-438, database is CAplus.

The influence of the nature of activated hydrogen isotope species on the isotope exchange efficiency was studied with preparation of labeled sodium 4-phenylbenzoate as example. The effect of various factors on the deuterium labeling of this compound was examined At temperatures lower than 200 °C, deuterium is mainly incorporated into the Ph moiety, i.e., under these conditions activated hydrogen species are incorporated by the electrophilic mechanism. In the range from 260 to 300 °C, the mean number of deuterium atoms incorporated into 4-phenylbenzoic acid mols. becomes approx. constant (about 8.22 deuterium atoms per mol.). At these temperatures, deuterium is efficiently incorporated both into the Ph fragment and into the benzoic acid residue, which suggests the prevalence of the radical substitution mechanism under these conditions. At temperatures at which the isotope substitution in sodium 4-phenylbenzoate occurs by the electrophilic mechanism, 4-cyclohexylbenzoic acid is formed concurrently, i.e., the maximal yield of 4-cyclohexylbenzoic acid can be reached at temperatures that are most favorable for the isotope exchange by the electrophilic mechanism. At 200 °C, the content of 4-cyclohexylbenzoic acid in the reaction mixture reaches a maximum A sharp increase in the contribution of the radical mechanism of the process at higher temperatures led to a decrease in the yield of 4-cyclohexylbenzoic acid. It was assumed that clusters of activated hydrogen species and electrons, solvated on the support surface, undergo rearrangement with increasing temperature Whereas the major role in labeling by the electrophilic mechanism is played by hydrogen isotope cations, at higher temperatures hydrogen isotope cations interact with electrons to form hydrogen atoms, which become active participants of the exchange process.

Radiochemistry (Moscow, Russian Federation) 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 C11H14O4, COA of Formula: C13H16O2.

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

Doi, Marina published the artcilePhotoluminescence properties of copolyimides containing naphthalene core and analysis of excitation energy transfer between the dianhydride moieties, Name: 4,4-Diaminodicyclohexyl methane, the publication is Journal of Photopolymer Science and Technology (2021), 34(5), 423-430, database is CAplus.

The photoluminescence (PL) properties of semi-aromatic polyimide (PI) films and their model compounds (MCs) prepared from dianhydrides having a rigid naphthalene core were analyzed. The PMMA-dispersed MC and copolymerized PI (CoPI) films derived from 2,3,6,7-naphthalenetetracarboxylic dianhydride (NTDA) exhibited long-lived phosphorescence owing to the suppression of mol. motion by the rigidity of a naphthalene core. Addnl., the PMMA-dispersed MC and the CoPI films derived from 1,5-dibromo derivative of NTDA (DBrNT) exhibited room-temperature phosphorescence due to the enhancement of spin-orbit coupling by bromine atoms. The photophys. processes of the CoPI films prepared from NTDA/DBrNT and 4,4′-oxydiphtalic dianhydride (ODPA) in which the latter absorption band is located at a shorter wavelength than the former were analyzed. After UV irradiation, efficient excitation energy transfer occurs from the ODPA to NTDA/DBrNT moieties, and only the emission from the latter moieties was observed These results demonstrate that the CoPI films derived from two dianhydrides absorbing different UV wavelengths can be used as spectral conversion films that convert a wide range of UV-light into longer wavelength visible light.

Journal of Photopolymer Science and Technology 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, Name: 4,4-Diaminodicyclohexyl methane.

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

Yang, Yang published the artcilePalladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles, Computed Properties of 1160556-64-8, the publication is Angewandte Chemie, International Edition (2013), 52(52), 14098-14102, database is CAplus and MEDLINE.

A linear-selective Negishi coupling reaction was developed and the synthesis of the target compounds was achieved by a reaction of (allyl)zinc reagents [i.e., (prenyl)zinc bromide, (farnesyl)zinc, etc.] with aryl halides, heteroaryl halides, vinyl halides. The reaction features mild reaction conditions and a broad reactant scope with respect to aryl halides and vinyl halides and (allyl)zinc coupling components. Under optimized reaction conditions [2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC][2′-(dicyclohexylphosphino-κP)-N²,N²,N⁶,N⁶-tetramethyl[1,1′-biphenyl]-2,6-diamine](methanesulfonate-κO)palladium was used as a catalyst. This synthetic approach was applied to the preparation of 6-methyl-3-(3-methyl-2-buten-1-yl)-9H-carbazol-2-ol (siamenol).

Angewandte Chemie, International Edition 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 C18H20N2O12, Computed Properties of 1160556-64-8.

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

Rahimi, AliReza published the artcileAmphiphilic marine coating systems of self-stratified PDMS-PEG surfaces with an epoxy-polyurethane matrix, Computed Properties of 1761-71-3, the publication is Journal of Coatings Technology and Research (2022), 19(3), 795-812, database is CAplus.

Marine coatings protect submerged surfaces from the neg. effects of biofouling. In this work, we demonstrate a new method to prepare self-stratified, amphiphilic glycidyl-carbamate (GC)-based (epoxy urethane-based) coatings (AmpSiGC coatings) that have fouling-release properties making them suitable for marine use. The prepared coating systems are unique and durable in character as the bulk coating takes advantage of both epoxy and urethane functionalities while the surface is comprised of both hydrophilic and hydrophobic domains, granting it an amphiphilic characteristic. The exptl. approach aimed to evaluate several factors that influence coating performance, including mol. weight of poly(ethylene glycol) (PEG) and PDMS moieties, ratio of hydrophobic (PDMS) and hydrophilic (PEG) components in the system, and the effect of different curing agents. The results demonstrated that polymeric chains of 10,000 M_n PDMS and 750 M_n PEG at 10-15 weight% each offer substantially improved or comparable fouling-release performance in comparison to com. marine coatings. This paper reports on the facile synthesis and characterization of the GC resin and GC prepolymers using FTIR and epoxy titrations; surface characterization of the coatings using ATR-FTIR, XPS, and AFM; and fouling-release assessment of the surfaces using laboratory biol. assays with the barnacle Amphibalanus amphitrite, the algae Ulva linza and Navicula incerta, and the bacteria Cellulophaga lytica. Several of the AmpSiGC coatings exhibited promising performance, which were better or comparable to the internal and com. reference coatings. The performance of the systems was dependent on all of the factors considered in this study.

Journal of Coatings Technology and Research 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

Yamaoka, Nagahisa published the artcileIdentification of novel plasminogen activator inhibitor-1 inhibitors with improved oral bioavailability: Structure optimization of N-acylanthranilic acid derivatives, Product Details of C13H16O2, the publication is Bioorganic & Medicinal Chemistry Letters (2018), 28(4), 809-813, database is CAplus and MEDLINE.

Novel plasminogen activator inhibitor-1 (PAI-1) inhibitors with highly improved oral bioavailability were discovered by structure-activity relationship studies on N-acyl-5-chloroanthranilic acid derivatives Because lipophilic N-acyl groups seemed to be important for the anthranilic acid derivatives to strongly inhibit PAI-1, synthesis of compounds in which 5-chloroanthranilic acid was bound to a variety of highly lipophilic moieties with appropriate linkers was investigated. As the result it appeared that some of the derivatives possessing aryl- or heteroaryl-substituted Ph groups in the acyl chain had potent in vitro PAI-1 inhibitory activity. Oral absorbability of typical compounds was also evaluated in rats, and three compounds which have diverse chem. structure with each other, e.g., I, were selected for further pharmacol. evaluation.

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 C2H3N3, Product Details of C13H16O2.

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

Pasha, Farhan Ahmad published the artcileDFT-based de novo QSAR of phenoloxidase inhibitors, Recommanded Product: 4-Cyclohexylbenzoic acid, the publication is Chemical Biology & Drug Design (2008), 71(5), 483-493, database is CAplus and MEDLINE.

The phenoloxidase or tyrosinase is a key enzyme in insects, which is responsible for hydroxylation of tyrosine into o-quinones via o-diphenols. A series of benzaldehyde thiosemicarbazone, benzaldehyde and benzoic acid families were taken with their pragmatic pIC₅₀ values against phenoloxidase from pieris rapae (Lepidoptera) larvae. D. functional theory-based quant. structure-activity relation (QSAR) analyses were performed to speculate the key interaction. The most fitted four different QSAR models were identified and discussed. The softness, electrophilicity index, molar refractivity and log P were identified as best descriptors; however, the at. values of softness and philicity obtained from Fukui function are more significant than global values. The study reveals that electrostatic and steric fields jointly contribute to activity. To gain further insight, the three-dimensional quant. structure-activity relation (3D-QSAR) analyses were performed using two mol. field techniques: comparative mol. field anal. (CoMFA) and comparative mol. similarity indexes anal. (CoMSIA). The successful 3D-QSAR models were obtained from CoMFA (q² = 0.94, r² = 0.99, r²_pred = 0.92) and CoMSIA (q² = 0.94, r² = 0.98, r²_pred = 0/95). The CoMFA and CoMSIA results indicate that, a bulky and neg. group around sulfur atom but a small and pos. group around nitrogen atom might have good effects on activity. The ortho and meta positions of ring are favorable for small group. These QSAR models might be helpful to design the novel and potent inhibitors.

Chemical Biology & Drug Design 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

Cuypers, Thomas published the artcileNi-Catalyzed reductive amination of phenols with ammonia or amines into cyclohexylamines, Product Details of C13H26N2, the publication is Green Chemistry (2020), 22(6), 1884-1893, database is CAplus.

Phenol and its derivatives, which naturally occur in lignocellulose, can be considered as a renewable feedstock not only for aromatic, but also for alicyclic compounds, such as primary and N-substituted cyclohexylamines. So far, the latter are mostly produced from non-renewable starting materials like benzene via problematic nitration/reduction or cross-coupling routes. Herein, an efficient reductive amination of phenol with ammonia or amines is demonstrated, for the first time without the need for rare and expensive noble metals and without using any additives. Various supported Ni catalysts were screened and we elucidated the influence of the key parameters, including the acid-base properties of the supporting material. Acquired knowledge was then applied to different phenol-ammonia/amine combinations, resulting in the synthesis of various primary, secondary and tertiary cyclohexylamines in fair to very high yields.

Green 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

Santiago, Celine B. published the artcileDeveloping a Modern Approach To Account for Steric Effects in Hammett-Type Correlations, Synthetic Route of 20029-52-1, the publication is Journal of the American Chemical Society (2016), 138(40), 13424-13430, database is CAplus and MEDLINE.

The effects of aryl ring ortho-, meta-, and para-substitution on site selectivity and enantioselectivity were investigated in the following reactions: (1) enantioselective Pd-catalyzed redox-relay Heck reaction of arylboronic acids, (2) Pd-catalyzed β-aryl elimination of triarylmethanols, and (3) benzoylformate decarboxylase-catalyzed enantioselective benzoin condensation of benzaldehydes. Through these studies, it is demonstrated that the electronic and steric effects of various substituents on selectivities obtained in these reactions can be described by NBO charges, the IR carbonyl stretching frequency, and Sterimol values of various substituted benzoic acids. An extended compilation of NBO charges and IR carbonyl stretching frequencies of various substituted benzoic acids was used as an alternative to Hammett values. These parameters provide a correlative tool that allows for the anal. of a much greater range of substituent effects because they can also account for proximal and remote steric effects.

Journal of the American Chemical Society 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, Synthetic Route of 20029-52-1.

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

Charrier, Jean-Damien published the artcileDiscovery and Structure-Activity Relationship of 3-Aminopyrid-2-ones as Potent and Selective Interleukin-2 Inducible T-Cell Kinase (Itk) Inhibitors, Synthetic Route of 20029-52-1, the publication is Journal of Medicinal Chemistry (2011), 54(7), 2341-2350, database is CAplus and MEDLINE.

Interleukin-2 inducible T-cell kinase (Itk) plays a role in T-cell functions, and its inhibition potentially represents an attractive intervention point to treat autoimmune and allergic diseases. Herein we describe the discovery of a series of potent and selective novel inhibitors of Itk. These inhibitors were identified by structure-based design, starting from a fragment generated de novo, the 3-aminopyrid-2-one motif. Functionalization of the 3-amino group enabled rapid enhancement of the inhibitory activity against Itk, while introduction of a substituted heteroaromatic ring in position 5 of the pyridone fragment was key to achieving optimal selectivity over related kinases. A careful anal. of the hydration patterns in the kinase active site was necessary to fully explain the observed selectivity profile. The best mol. prepared in this optimization campaign, 7v, inhibits Itk with a K_i of 7 nM and has a good selectivity profile across kinases.

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, Synthetic Route of 20029-52-1.

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

Pacut, Ryszard published the artcileReduction of polyaromatic carboxylic acids with lithium in ethylenediamine and tetrahydrofuran, Quality Control of 20029-52-1, the publication is Polish Journal of Chemistry (1985), 59(4), 447-51, database is CAplus.

The use of large amounts of Li in the title reduction led to ring reduction without affecting the CO₂H group. Thus, treatment of 5 mmole 1-naphthoic acid with 50 mmole Li in H₂NCH₂CH₂NH₂-THF gave reduced naphthoic acid I. Reduction of 2-naphthoic acid with Li (1:5 molar ratio) gave hydronaphthoic acid II, whereas using (1:15 molar ratio) gave III (R = CO₂H, CHO). Five mmole 4-PhC₆H₄CO₂H reduced with 50 mmole Li gave benzoic acid IV.

Polish Journal of 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, Quality Control of 20029-52-1.

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