Day: December 1, 2022

Zheng, Peiyuan published the artcileDesign, synthesis and biological evaluation of imidazo[1,5-a]pyrazin-8(7H)-one derivatives as BRD9 inhibitors, Category: piperidines, the publication is Bioorganic & Medicinal Chemistry (2019), 27(7), 1391-1404, database is CAplus and MEDLINE.

BRD9 is the subunit of mammalian SWI/SNF chromatin remodeling complex (BAF). SWI/SNF complex mutations were found in nearly 20% of human cancers. The biol. role played by BRD9 bromodomain remains poorly understood, and it is therefore imperative to identify potent and highly selective inhibitors to effectively explore the biol. of individual bromodomain proteins. In this paper, we synthesized a series of imidazo[1,5-a]pyrazin-8(7H)-one derivatives as potent BRD9 inhibitors and evaluated their BRD9 inhibitory activity in vitro and anti-proliferation effects against tumor cells. Gratifyingly, compound 27(I) and 29(II) exhibited robust potency of BRD9 inhibition with IC₅₀ values of 35 and 103 nM resp. Docking studies were performed to explain the structure-activity relationship. Furthermore, I potently inhibited cell proliferation in cell lines A549 and EOL-1 with an IC₅₀ value of 6.12 μM and 1.76 μM resp. The chem. probe, I, was identified that should prove to be useful in further exploring BRD9 bromodomain biol. in both in vitro and in vivo settings.

Bioorganic & Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C7H16Cl2Si, Category: piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Aykent, Guzide published the artcileSimple Tyrosine Derivatives Act as Low Molecular Weight Organogelators, Related Products of piperidines, the publication is Scientific Reports (2019), 9(1), 1-8, database is CAplus and MEDLINE.

The gelation of L-Tyr(tBu)-OH in THF (THF) was discovered serendipitously. It was noted that this tremendously low mol. weight (LMW) compound has the ability to gel a wide variety of organic solvents (e.g., N,N-Dimetylformamide (DMF), THF, butanol, toluene), even in very low concentrations (i.e., 0.1 wt/v% in DMF). Addition of bases such as NaOH and piperidine enhanced the gel property. By changing the side-chain protecting group to tert-butyldimethylsilyl (TBDMS), a fluoride ion-responsive organogel was also acquired. This new organogelator responded fluoride ion concentration as low as 0.2 ppm. Characterization of microstructures and gel behaviors were studied by powder X-Ray diffraction spectroscopy (XRD), transmission electron microscopy (TEM), rheol. measurements and mol. dynamics (MD) simulations. Exptl. observations and theor. simulations consistently show a fiber-like structure of the gel, in which the organogelator mols. are held together via a dense network of hydrogen bonds, and via van der Waals interactions between hydrophobic groups.

Scientific Reports published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Wang, Zemin published the artcileDearomatization-Rearomatization Strategy for Reductive Cross-Coupling of Indoles with Ketones in Water, Application In Synthesis of 170364-89-3, the publication is Organic Letters (2019), 21(7), 2302-2306, database is CAplus and MEDLINE.

N-Alkylation of indoles is one of the important pathways for the construction of various biol. active indole mols. Using ketones as N-alkylation reagent for indoles was a great challenge not only because of the competing alkylation reaction of C-3 position but also because of the poor nucleophilicity of the nitrogen atom of indole, in addition to the steric hindrance and lower electrophilicity of the ketones. A dearomatization-rearomatization strategy was developed for reductive cross-coupling of indoles with ketones in water. Various functional groups and other heterocyclic compounds are tolerated.

Organic Letters published new progress about 170364-89-3. 170364-89-3 belongs to piperidines, auxiliary class Indole,Piperidine,Amide, name is tert-Butyl 4-(1H-indol-1-yl)piperidine-1-carboxylate, and the molecular formula is C18H10, Application In Synthesis of 170364-89-3.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Mahssin, Zakariya Y. published the artcileHydrothermal liquefaction bioproduct of food waste conversion as an alternative composite of asphalt binder, Related Products of piperidines, the publication is Journal of Cleaner Production (2021), 125422, database is CAplus.

Considerable environmental concern regarding increased food wastage caused by population and economic growth has been raised worldwide. The verification of food waste recycling product for engineering purposes is also vague. This work evaluates a liquefied bio-product recovered from the hydrothermal liquefaction of food waste as a potential non-petroleum-based binder in asphalt pavement. Various parameters were evaluated to optimize the liquefaction reaction for the enhancement of the liquefied food waste (LFW) product recovered from the process. The LFW was characterized for chem. compound and used to substitute different portions of conventional asphalt binders 60/70 pen (i.e., 10%, 20%, and 30%) from the total binder weight The conventional and modified asphalt binders were evaluated for storage stability, phys. and chem. properties, thermal decomposition, and functional groups. Thermal degradation affirms the presence of LFW in the modified asphalt, and the low mol. weight concerning high-b.p. compounds were identified. The use of LFW in the asphalt binder produces a modified binder with phys. properties and storage stability that are comparable with those of petroleum-based asphalt, thereby suggesting that the liquefied product obtained from food waste can be used as bio-binder in asphalt pavement.

Journal of Cleaner Production published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Voller, Jiri published the artcile6-Substituted purines as ROCK inhibitors with anti-metastatic activity, Safety of Piperidine-4-carboxamide, the publication is Bioorganic Chemistry (2019), 103005, database is CAplus and MEDLINE.

Rho-associated serine/threonine kinases (ROCKs) are principal regulators of the actin cytoskeleton that regulate the contractility, shape, motility, and invasion of cells. We explored the relationships between structure and anti-ROCK2 activity in a group of purine derivatives substituted at the C6 atom by piperidin-1-yl or azepan-1-yl groups. Structure-activity relationship (SAR) analyses suggested that anti-ROCK activity is retained, and may be further increased, by substitution of the parent compounds at the C2 atom or by expansion of the C6 side chain. These inhibitors of ROCK can reach effective concentrations within cells, as demonstrated by a decrease in phosphorylation of the ROCK target MLC, and by inhibition of the ROCK-dependent invasion of melanoma cells in the collagen matrix. Our study may be useful for further optimization of C6-substituted purine inhibitors of ROCKs and of other sensitive kinases identified by the screening of a broad panel of protein kinases.

Bioorganic Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C15H14Cl2S2, Safety of Piperidine-4-carboxamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Kim, Ji Hyeon published the artcileIsomeric sp²-C-conjugated porous organic polymer-mediated photo- and sono-catalytic detoxification of sulfur mustard simulant under ambient conditions, Application of 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Matter (2021), 4(11), 3774-3785, database is CAplus.

The development of efficient strategies for the sustainable detoxification of mustard gas simulants has longstanding demand for human safety. Here, we present for the first time a photo- and sono-catalyzed selective detoxification of mustard gas simulants under ambient conditions using conveniently prepared porous organic polymer (POP) catalysts. We developed a microwave-assisted synthesis of three isomeric tetraphenylethylene-based POPs (TP_o, TP_m, and TP_p) bearing fully sp²-hybridized carbon frameworks. Among the three isomers, TPm efficiently generated ¹O₂, whereas TP_p generated both O^.-₂ and HO. under visible light irradiation, both TP_m and TP_p efficiently generated ROS to selectively convert 2-chloroethyl Et sulfide (CEES) into nontoxic 2-chloroethyl Et sulfoxide (CEESO) in the atm. conditions, through a known conversion mechanism. TP_mand TP_p can also generate ¹O₂ under ultrasound irradiation This work provides insight into designing new POP photo- and sono-catalysts to generate ROS in widespread applications.

Matter published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Application of 2,2,6,6-Tetramethylpiperidin-4-one.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Campbell, Mark W. published the artcilePhotochemical C-H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization, Category: piperidines, the publication is Journal of the American Chemical Society (2021), 143(10), 3901-3910, database is CAplus and MEDLINE.

Herein, the implementation of efficient, sustainable, diaryl ketone hydrogen-atom transfer (HAT) catalysis to activate native C-H bonds for multicomponent dicarbofunctionalization of alkenes was reported. The ability to forge new carbon-carbon bonds between reagents typically viewed as commodity solvents provided a new, more atom-economic outlook for organic synthesis. Through detailed exptl. and computational investigation, the critical effect of hydrogen bonding on the reactivity of this transformation was uncovered.

Journal of the American Chemical Society published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Category: piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Troast, Dawn M. published the artcileStudies toward the synthesis of (-)-zampanolide: preparation of the macrocyclic core, Quality Control of 219543-09-6, the publication is Advanced Synthesis & Catalysis (2008), 350(11+12), 1701-1711, database is CAplus and MEDLINE.

Studies towards the synthesis of the macrocyclic core of (-)-zampanolide (I) are reported. The synthetic approach features a one-pot reduction/vinylogous aldol reaction for construction of the C-15-C-20 fragment, an intramol. silyl-modified Sakurai (ISMS) reaction for construction of the 2,6-cis-disubstituted exo-methylene pyran subunit, and use of an sp²-sp³ Stille reaction for macrocyclization.

Advanced Synthesis & Catalysis published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C18H34N4O5S, Quality Control of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Kang, Weilu published the artcileMarine colloids promote the adaptation of diatoms to nitrate contamination by directional electron transfer, Related Products of piperidines, the publication is Environmental Science & Technology (2022), 56(9), 5694-5705, database is CAplus and MEDLINE.

Nitrate contamination from human activities (e.g., domestic pollution, livestock breeding, and fertilizer application) threatens marine ecosystems and net primary productivity. As the main component of primary productivity, diatoms can adapt to high nitrate environments, but the mechanism is unclear. We found that electron transfer from marine colloids to diatoms enhances nitrogen uptake and assimilation under visible-light irradiation, providing a new pathway for nitrogen adaptation. Under irradiation, marine colloids exhibit semiconductor properties (e.g., the separation of electron-hole pairs) and can trigger the generation of free electrons and singlet oxygen. They also exhibit electron acceptor and donor properties, with the former being stronger than the latter, reacting with polysaccharides in extracellular polymeric substances (EPSs) under high nitrogen stress, enhancing the elasticity and permeability of cells, and promoting nitrogen assimilation and electron transfer to marine diatom EPSs. Electron transfer promotes extracellular-to-intracellular nitrate transport by upregulating membrane nitrate transporters and nitrate reductase. The upregulation of anion transport genes and unsaturated fatty acids contributes to nitrogen assimilation. We estimate that colloids may increase the nitrate uptake efficiency of marine diatoms by 10.5-82.2%. These findings reveal a mechanism by which diatoms adapt to nitrate contamination and indicate a low-cost strategy to control marine pollution.

Environmental Science & Technology published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Peng, Guilong published the artcileActivation of peroxymonosulfate by phosphite: Kinetics and mechanism for the removal of organic pollutants, Name: 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Chemosphere (2021), 129016, database is CAplus and MEDLINE.

In this study, phosphite (HPO^2-₃) was used as a novel activator to activate peroxymonosulfate (PMS) for acid orange 7 (AO7) removal. Under the optimized conditions, the decolorization efficiency of AO7 was 82.1% within 60 min with rate constant values (k_obs) of 0.0301 min^-1. Besides, effects of the solution pH and the co-existing inorganic anions including Cl^–, HCO^–₃, HPO^2-₄ and SO^2-₄ on AO7 removal were also investigated. Except for SO^2-₄, other examined co-existing inorganic anions displayed favorable effects on the removal of AO7. Furthermore, the mechanism for PMS activation by the HPO^2-₃ was deeply elucidated by radical scavenger including ethanol (EtOH), tert-butanol (TBA), L-histidine and tiron, and ESR (ESR) studies. It was proposed that singlet oxygen (¹O₂) would be the dominant reactive oxygen species (ROS) in the HPO2-3/PMS system for contamination degradation at neutral pH condition. The findings of this study provided useful information for the application of the substances in industrial wastewaters to activate PMS for organic contaminants degradation and in particular for HPO^2-₃-rich electroplating wastewater treatment.

Chemosphere published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Name: 2,2,6,6-Tetramethylpiperidin-4-one.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem