Month: December 2022

Wang, Man published the artcileNeighboring Thioether Participation in Bioinspired Radical Oxidative C(sp³)-H α-Oxyamination of Pyruvate Derivatives, Computed Properties of 219543-09-6, the publication is Organic Letters (2020), 22(22), 8941-8946, database is CAplus and MEDLINE.

A bioinspired radical oxidative α-oxyamination of pyruvate with an oxoammonium salt through multiple-site concerted proton-electron transfer process has been developed, which was facilitated by anchoring the mercapto chains as a “hopping” site at the γ-position of α-keto esters.

Organic Letters 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 C11H15NOS, Computed Properties of 219543-09-6.

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

Dai, Qiang published the artcileDirect Synthesis of Sulfinamides by the Copper-Catalyzed Electrophilic Amidation of Sulfenate Anions, Recommanded Product: 1-(Phenylsulfinyl)piperidine, the publication is Advanced Synthesis & Catalysis (2018), 360(6), 1123-1127, database is CAplus.

A method for the construction of sulfinamides, e.g., I, via the copper-catalyzed electrophilic amination of sulfenate anions using N-benzoyloxyamines as the amination reagents. This procedure featured with the capture of in-situ generated sulfenate anions from β-sulfinyl esters under mild conditions, which provides an efficient strategy for the synthesis of diverse sulfinamides in moderate to good yields.

Advanced Synthesis & Catalysis published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Recommanded Product: 1-(Phenylsulfinyl)piperidine.

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

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