Month: December 2022

Zhang, Wenwen published the artcileMicrodroplets as Microreactors for Fast Synthesis of Ketoximes and Amides, Related Products of chlorides-buliding-blocks, the publication is Journal of Organic Chemistry (2019), 84(2), 851-859, database is CAplus and MEDLINE.

The formation of amide bonds is one of the most valuable transformations in organic synthesis. Beckmann rearrangement is a well-known method for producing secondary amides from ketoximes. This study demonstrates the rapid synthesis of ketoximes and amides in microdroplets. Many factors are found to affect the yield, such as microdroplet generation devices, temperature, catalysts, and concentrations of reactants. In particular, the temperature has a great influence on the synthesis of amide, which is demonstrated by a sharp ascendance to the yield when the temperature was increased to 45°. The best amide yield (93.3%) can be obtained by using coaxial flowing devices, a sulfonyl chloride compound as a catalyst, and heating to 55° in microdroplets. The yields can reach 78.7-91.3% for benzoylaniline and 87.2-93.4% for benzophenone oximes in several seconds in microdroplets compared to 10.1-66.1% and 82.5-93.3% in several hours in the bulk phase. Apart from the dramatically decreased reaction time and enhanced reaction yields, the microdroplet synthesis is also free of severe reaction environments (anhydrous and anaerobic conditions). In addition, the synthesis in microdroplets also saves reactants and solvents and reduces the waste amounts All of these merits indicate that the microdroplet synthesis is a high-efficiency green methodol.

Journal of Organic Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C11H15NOS, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Ming-Chuan published the artcileSynthesis and cytotoxicity of novel ursolic acid derivatives containing an acyl piperazine moiety, Name: 2-Chloroisonicotinic acid, the publication is European Journal of Medicinal Chemistry (2012), 128-135, database is CAplus and MEDLINE.

This study designed and synthesized a series of novel ursolic acid derivatives in an attempt to develop potent antitumor agents. Their structures were confirmed using MS, IR, ¹H NMR and ¹³C NMR. The inhibitory activities of the title compounds against the MGC-803 (gastric cancer cell) and Bcap-37 (breast cancer cell) human cancer cell lines were evaluated using standard MTT assay in vitro. The pharmacol. results showed that some of the compounds displayed moderate to high levels of antitumor activities against the tested cancer cell lines and that most exhibited more potent inhibitory activities compared with ursolic acid. The mechanism of 2-(4-(2,6-dichlorobenzoyl)piperazin-1-yl)ethyl 3β-hydroxyurs-12-en-28-oate was preliminarily investigated by acridine orange/ethidium bromide staining, Hoechst 33258 staining, TUNEL assay and flow cytometry, which revealed that the compound can induce cell apoptosis in MGC-803 cells.

European Journal of Medicinal Chemistry published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Name: 2-Chloroisonicotinic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Dong, Yanan published the artcileReductive cyanation of organic chlorides using CO₂ and NH₃ via Triphos-Ni(I) species, COA of Formula: C12H15ClO3, the publication is Nature Communications (2020), 11(1), 4096, database is CAplus and MEDLINE.

The reductive cyanation of organic chlorides RCl (R = C₆H₅, naphthalen-1-yl, cyclohexyl, etc.) using CO₂/NH₃ as the electrophilic CN source has been described. The use of tridentate phosphine ligand Triphos allows for the nickel-catalyzed cyanation of a broad array of aryl and aliphatic chlorides to produce the desired nitrile products RCN in good yields, and with excellent functional group tolerance. Cheap and bench-stable urea was also shown as suitable CN source, suggesting promising application potential. Mechanistic studies imply that Triphos-Ni(I) species are responsible for the reductive C-C coupling approach involving isocyanate intermediates. This method expands the application potential of reductive cyanation in the synthesis of functionalized nitrile compounds under cyanide-free conditions, which is valuable for safe synthesis of (isotope-labeled) drugs.

Nature Communications published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, COA of Formula: C12H15ClO3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Luo, Zhan-gang published the artcileDetermination of total cyanide in water by flow injection, Synthetic Route of 7080-50-4, the publication is Zhongguo Weisheng Jianyan Zazhi (2012), 22(7), 1510-1511, database is CAplus.

The objective of this paper is to establish a method for detection of total cyanide in water by flow injection. In this study, FSIV + flow injection was selected. The sample was decomposed in an acidic medium by UV-light. The hydrogen cyanide was separated by online distillation at 160 °C. The hydrogen cyanide reacted with chloramine T trihydrate while pH â‰?8 to produce hydrogen chloride, which reacted with pyridine-barbituric acid to give a red complex for detection at wavelength of 570 nm. Results show that this method had a good correlation (r>0.9990, n=6), the RSD% of standards and samples were both less than 5%. The spike recovery rate in samples was between 87% and 105% and the method detection limit was 0.97 μg/L. It was concluded that the method is rapid, accurate, highly sensitive and the results are satisfactory.

Zhongguo Weisheng Jianyan Zazhi published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C7H13ClNNaO5S, Synthetic Route of 7080-50-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Kok, Germaine Pui Yann published the artcileCu-Catalyzed [3 + 3] Cycloaddition of Isocyanoacetates with Aziridines and Stereoselective Access to α,γ-Diamino Acids, Name: Sodium chloro(tosyl)amide trihydrate, the publication is Organic Letters (2018), 20(17), 5112-5115, database is CAplus and MEDLINE.

We report herein an efficient Cu-catalyzed formal [3 + 3] cycloaddition of isocyanoacetates with readily available aziridines of different substitution patterns, which provides a practical access to valuable 1,4,5,6-tetrahydropyrimidine derivatives In particular, the use of enantiopure aziridines delivers disubstituted tetrahydropyrimidines bearing a 1,3-diamino unit in good yields as a single stereoisomer (>20:1 dr, > 99% ee). The heterocyclic products can also be easily converted to synthetically useful amino alc. derivatives or α,γ-diamino acids.

Organic Letters published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C7H13ClNNaO5S, Name: Sodium chloro(tosyl)amide trihydrate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Guo, Yan published the artcileDesign, synthesis, and evaluation of acetylcholinesterase and butyrylcholinesterase dual-target inhibitors against Alzheimer’s disease, Product Details of C8H6ClF3, the publication is Molecules (2020), 25(3), 489, database is CAplus and MEDLINE.

A series of novel derivatives based on G801-0274 were synthesized and evaluated, together with the known analogs, for their inhibitory activities towards acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The inhibitory activities of AChE and BChE were evaluated in vitro by Ellman method. The results show that some compounds have good inhibitory activity against AChE and BChE. Among them, compound -N-((1-Benzylpiperidin-4-yl)methyl)-2-Oxoindoline-5-carboxamide showed the strongest inhibitory effect on both AChE (AChE IC₅₀ = 0.39μM) and BChE (BChE IC₅₀ = 0.28μM). Enzyme inhibition kinetics and mol. modeling studies have shown that the above compound bind simultaneously to the peripheral anionic site (PAS) and the catalytic sites (CAS) of AChE and BChE and in addition, the cytotoxicity of this compound is lower than that of Tacrine, indicating its suitability as anti-Alzheimer’s disease (anti-AD) agents. In summary, these data suggest that compound N-((1-Benzylpiperidin-4-yl)methyl)-2-Oxoindoline-5-carboxamide is a promising multipotent agent for the treatment of AD.

Molecules published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Product Details of C8H6ClF3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zhou, Zhiguo published the artcilePhotochromic organoboron-based dithienylcyclopentene modulated by fluoride and mercuric(II) ions, Product Details of C15H14Cl2S2, the publication is ChemPhysChem (2007), 8(9), 1289-1292, database is CAplus and MEDLINE.

Organoboron-functionalized 1,2-dithienylcyclopentene [1-(5-chloro-2-methylthien-3-yl)-2-[5-(dimesitylboryl)-2-methylthien-3-yl]cyclopentene] was prepared, characterized by x-ray crystallog., et al. and found to show photochromism (via photocyclization). Its absorption spectra can be modulated by fluoride and mercuric ions. The maximum of the photostationary state shifts from 560 to 490 nm upon the addition of fluoride anions and to 450 nm upon the addition of mercuric cations. The modulation mechanism was studied.

ChemPhysChem published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C9H6FNO, Product Details of C15H14Cl2S2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Kou, Wen-Ting published the artcilePost-synthetic modification of metal-organic frameworks for chiral gas chromatography, Name: ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, the publication is Journal of Materials Chemistry A: Materials for Energy and Sustainability (2018), 6(37), 17861-17866, database is CAplus.

Chiral metal-organic frameworks (MOFs) show great potential in chiral catalysis and separation However, their application is still hindered by the limited availability of chiral MOFs and chiral recognition centers due to the great challenges for direct synthesis of chiral MOFs with designed chiral recognition sites. Here we report a post-synthesis approach for the facile preparation of chiral MOFs for chiral gas chromatog. Five chiral MOFs with an identical parent framework but different chiral recognition sites were synthesized via grafting various chiral recognition sites of ligands onto MIL-101-NH₂. The chiral MOF-coated capillary columns gave good resolution for the separation of diverse racemates with superior separation to the com. chiral capillary columns. The results reveal that the post-synthesis approach is convenient to fabricate target chiral MOFs with pre-designed functions with the ability to avoid blind synthesis of chiral MOFs via direct synthesis and to facilitate the evolution of chiral stationary phases in chiral chromatog.

Journal of Materials Chemistry A: Materials for Energy and Sustainability published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Name: ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Wen-Shan published the artcileDesign, synthesis and biological evaluation of pyridine derivatives as selective SHP2 inhibitors, Related Products of chlorides-buliding-blocks, the publication is Bioorganic Chemistry (2020), 103875, database is CAplus and MEDLINE.

SHP2 is a non-receptor protein tyrosine phosphatase encoded by the PTPN11 gene, which affects the transduction of multiple signaling pathways, including RAS-ERK, PI3K-AKT and JAK-STAT. SHP2 also plays an important role in the programmed cell death pathway (PD-1/PD-L1). Studies have shown that SHP2 is associated with a variety of cancers, including breast, liver and gastric cancers. Therefore, the development of SHP2 inhibitors has attracted extensive attention. In this study, based on the known inhibitor 1 (SHP099), novel SHP2 inhibitors were designed by means of scaffold hopping, and 35 pyridine derivatives as SHP2 inhibitors were found. The in vitro enzyme activity assay was performed on these compounds, and multiple selective SHP2 inhibitors with activity potency similar to that of SHP099 were obtained. Among them, compound (2-(4-(aminomethyl)piperidin-1-yl)-5-(2,3-dichlorophenyl)pyridin-3-yl)methanol (11a) was the most potent and highly selective SHP2 inhibitor with an in vitro enzyme activity IC₅₀ value of 1.36 μM. Fluorescence titration assay verified that 11a bound directly to SHP2 protein. Subsequently, cell assay of representative compounds showed that these compounds could effectively inhibit the proliferation of Ba/F₃ cells. In addition, the pharmacokinetic characteristics of the designed compounds were analyzed by the in silico ADMET prediction. Mol. docking study provided more detailed information on the binding mode of compounds and SHP2 protein. In brief, this study reported for the first time that pyridine derivatives as novel SHP2 inhibitors had good inhibitory activity and selectivity, providing new clues for the development of small mol. SHP2 inhibitors.

Bioorganic Chemistry published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Wang, Bin published the artcileTBN-mediated regio- and stereoselective sulfonylation & oximation (oximosulfonylation) of alkynes with sulfonyl hydrazines in EtOH/H₂O, Formula: C7H3Cl2F3O2S, the publication is Green Chemistry (2019), 21(2), 205-212, database is CAplus.

Terminal aryl alkynes such as phenylacetylene underwent regioselective and diastereoselective cascade sulfonylation and oximation reactions with arylsulfonyl hydrazides such as 4-MeC₆H₄SO₂NHNH₂ mediated by tert-Bu nitrite (TBN), hydrazine hydrate, and imidazole in 40:1 EtOH:H₂O to yield (Z)-α-sulfonyl aryl Me ketoximes such as (Z)-4-MeC₆H₄SO₂CH₂C(:NOH)Ph. The mechanism was studied through identification of byproducts and radical inhibition and deuterium incorporation studies.

Green Chemistry published new progress about 32333-53-2. 32333-53-2 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Sulfonyl chlorides,Benzene, name is 4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride, and the molecular formula is C4H6O3, Formula: C7H3Cl2F3O2S.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics