Month: February 2023

Copper-catalyzed asymmetric 1,6-conjugate addition of in situ generated para-quinone methides with β-ketoesters was written by Wang, Yi-Feng;Wang, Chao-Jie;Feng, Qing-Zhou;Zhai, Jing-Jing;Qi, Suo-Suo;Zhong, Ai-Guo;Chu, Ming-Ming;Xu, Dan-Qian. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Application of 13669-10-8 This article mentions the following:

A Cu-catalyzed asym. 1,6-conjugate addition of in situ generated para-quinone methides (p-QMs) with β-ketoester has been developed to construct a ketoester skeleton bearing an adjacent tertiary-quaternary carbon stereocenter in good yields and high enantioselectivities. This is the first example of metal-catalyzed asym. transformations of the in situ generated p-QMs, avoiding using pre-synthesized p-QMs requiring bulky 2,6-substitutions and highlighting a new dual catalytic activation with the chiral bis(oxazoline)-metal complex acting as a normal Lewis acid to activate the β-ketoesters and a source of Bronsted acid responsible for generating the p-QMs in situ. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Application of 13669-10-8).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Application of 13669-10-8

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthesis and 3D quantitative SAR study of quinazoline derivatives containing a 1,3,4-oxadiazole moiety as efficient inhibitors against Xanthomonas axonopodis pv. citri was written by Wang, Xiaobin;Yan, Jinghua;Wang, Mengqi;Liu, Menghan;Zhang, Juping;Chen, Lijuan;Xue, Wei. And the article was included in Molecular Diversity in 2018.Related Products of 587-88-2 This article mentions the following:

A series of quinazoline derivatives containing a 1,3,4-oxadiazole moiety I [R¹ = H, 6-Cl, 8-Me; R² = Ph, 4-ClC₆H₅, PhOCH₂, etc.] were synthesized and evaluated for their antibacterial activities against Xanthomonas axonopodis pv. citri (Xac) and Ralstonia solanacearum (Rs). Antibacterial bioassays indicated that most of target compounds exhibited significant antibacterial activities against Xac and Rs in-vitro. Strikingly, compounds I [R¹ = H; R² = C₆H₅OCH₂, 4-O₂NC₆H₅, 2-MeC₆H₅CH₂, 4-FC₆H₅CH₂, 4-ClC₆H₅CH₂, 4-FC₆H₅OCH₂, 4-ClC₆H₅OCH₂], [R¹ = 6-Cl; R² = C₆H₅OCH₂, 4-O₂NC₆H₅, 2-MeC₆H₅CH₂, 4-FC₆H₅CH₂, 4-ClC₆H₅CH₂, 4-ClC₆H₅OCH₂] and [R¹ = 8-Me; R² = 4-FC₆H₅CH₂, 4-ClC₆H₅CH₂, 4-FC₆H₅OCH₂, 4-ClC₆H₅OCH₂] showed antibacterial activity against Xac, with EC₅₀ values ranging from 14.42 to 38.91 μg/mL, which are better than that of bismerthiazol (39.86 μg/mL). Based on the antibacterial activity against Xac,comparative mol. filed anal. and comparative mol. similarity index anal. models were generated to investigate the structure-activity relationship of title compounds against Xac. The anal. results indicated that the above models exhibited good predictive accuracy and could be used as practical tools for guiding the design and synthesis of more potent quinazoline derivatives containing a 1,3,4-oxadiazole moiety. In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2Related Products of 587-88-2).

Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Related Products of 587-88-2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A NbO-type metal-organic framework exhibiting high deliverable capacity for methane storage was written by Song, Chengling;Ling, Yajing;Feng, Yunlong;Zhou, Wei;Yildirim, Taner;He, Yabing. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2015.Product Details of 313648-56-5 This article mentions the following:

A Cu-based NbO-type metal-organic framework ZJNU-50 constructed from a tetracarboxylate incorporating phenylethyne as a spacer exhibited an exceptionally high methane working capacity of 184 cm³ (STP) cm^-3 for methane storage. The value is among the highest reported for MOF materials. In the experiment, the researchers used many compounds, for example, Dimethyl 5-ethynylisophthalate (cas: 313648-56-5Product Details of 313648-56-5).

Dimethyl 5-ethynylisophthalate (cas: 313648-56-5) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Product Details of 313648-56-5

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Influence of the alkylsulfonylamino substituent located at the 6-position of 2,2-dimethylchromans structurally related to cromakalim: From potassium channel openers to calcium entry blockers? was written by Florence, Xavier;Desvaux, Vincent;Goffin, Eric;de Tullio, Pascal;Pirotte, Bernard;Lebrun, Philippe. And the article was included in European Journal of Medicinal Chemistry in 2014.Synthetic Route of C8H4N2O This article mentions the following:

The present study described the synthesis of original R/S-6-alkylsulfonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyrans bearing a 3- or 4-substituted phenylthiourea or phenylurea moiety at the 4-position. Their biol. effects were evaluated both on insulin-secreting and smooth muscle cells and were compared to those of reference K_ATP channel activators such as (±)-cromakalim, diazoxide and previously synthesized cromakalim analogs. The study aimed at exploring the influence of the introduction of an alkylsulfonylamino substituent at the 6-position of 2,2-dimethylchromans to improve biol. activity, tissue selectivity but also hydrophilicity of dihydrobenzopyran derivatives Several compounds are equipotent or even more potent than (±)-cromakalim and diazoxide at inhibiting the insulin releasing process. Most of the newly synthesized and more hydrophilic dihydrobenzopyrans also exhibited a marked vasorelaxant activity although they were less potent than (±)-cromakalim. Addnl. pharmacol. and radioisotopic studies suggested that R/S-N-3-chlorophenyl-N’-(3,4-dihydro-6-methylsulfonylamino-2,2-dimethyl-2H-1-benzopyran-4-yl)thiourea did not act as a potassium channel opener but rather as a Ca²⁺ entry blocker. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Synthetic Route of C8H4N2O).

3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Synthetic Route of C8H4N2O

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Copper-Catalyzed Formal Dehydrogenative Coupling of Carbonyls with Polyfluoroarenes Leading to β-C-H Arylation was written by Xie, Weilong;Kim, Dongwook;Chang, Sukbok. And the article was included in Journal of the American Chemical Society in 2020.Reference of 868-57-5 This article mentions the following:

We herein communicate a formal dehydrogenative coupling of carbonyls with polyfluoroarenes enabled by Cu catalysis. Silyl enol ethers initially prepared from carbonyls are postulated to undergo the copper-mediated oxidative dehydrogenative coupling with polyfluoroarenes via a radical pathway. Including cyclic and linear ketones, aldehydes, and esters, a broad range of β-aryl carbonyl products were efficiently obtained in high regio- and stereoselectivity with excellent functional group tolerance. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Reference of 868-57-5).

Methyl2-methylbutyrate (cas: 868-57-5) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Reference of 868-57-5

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electrophilic fluorination with N,N’-difluoro-2,2′-bipyridinium salt and elemental fluorine was written by Adachi, Kenji;Ohira, Yutaka;Tomizawa, Ginjiro;Ishihara, Sumi;Oishi, Satoshi. And the article was included in Journal of Fluorine Chemistry in 2003.Name: Methyl 2-fluoro-3-oxopentanoate This article mentions the following:

N,N’-Difluoro-2,2′-bipyridinium bis(tetrafluoroborate) (MEC-31) was shown to be a highly reactive electrophilic fluorinating agent with the highest effective fluorine content in its class. We have developed the perfect recycled fluorination system with MEC-31 for the lower-cost industrial fluorination and for an environment. MEC-31 can be completely recycled including the counter-anion. We found the fluorination of 2-naphthol in liquid CO₂ with MEC-31 in the presence of catalytic amount of NaOTf proceeded quant. without the generation of byproduct. In the fluorination of 1,3-dicarbonyl compounds with elemental fluorine, we found the introduction method of fluorine gas would be very important in order to make a reaction efficient. As fluorination goes on, the quantity of 1,3-dicarbonyl compounds of the starting material is reduced gradually, and therefore the quantity of fluorine must be reduced by the method to control the flow rate or the concentration of fluorine gas diluted with nitrogen, together the fluorination to proceed efficiently. In the experiment, the researchers used many compounds, for example, Methyl 2-fluoro-3-oxopentanoate (cas: 180287-02-9Name: Methyl 2-fluoro-3-oxopentanoate).

Methyl 2-fluoro-3-oxopentanoate (cas: 180287-02-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Name: Methyl 2-fluoro-3-oxopentanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Catalytic Enantioselective Synthesis of Highly Functionalized Difluoromethylated Cyclopropanes was written by Bos, Maxence;Huang, Wei-Sheng;Poisson, Thomas;Pannecoucke, Xavier;Charette, Andre B.;Jubault, Philippe. And the article was included in Angewandte Chemie, International Edition in 2017.Formula: C10H11FO2 This article mentions the following:

The first catalytic asym. synthesis of highly functionalized difluoromethylated cyclopropanes is described. The method, based on a rhodium-catalyzed cyclopropanation of difluoromethylated olefins, gives access to a broad range of cyclopropanes bearing ester, ketone, or nitro functional groups. By using Rh₂((S)-BTPCP)₄ as a catalyst, the corresponding products were obtained in high yields and high diastereo- and enantioselectivities (up 20:1 d.r. and 99 % ee). This methodol. allowed preparation of enantioenriched difluoromethylcyclopropanes for the first time. Thus, e.g., α-nitro diazo ketone I + α-(difluoromethyl)styrene → II (93%, 11.5:1 d.r., 99% ee) in presence of Rh₂((S)-BTPCP)₄ (III). In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2Formula: C10H11FO2).

Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Formula: C10H11FO2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The de novo design and synthesis of cyclic urea inhibitors of factor Xa: optimization of the S4 ligand was written by Galemmo, Robert A. Jr.;Wells, Brian L.;Rossi, Karen A.;Alexander, Richard S.;Dominguez, Celia;Maduskuie, Thomas P.;Stouten, Pieter F. W.;Wright, Matthew R.;Aungst, Bruce J.;Wong, Pancras C.;Knabb, Robert M.;Wexler, Ruth R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2000.Synthetic Route of C8H4N2O This article mentions the following:

In this report refinements to the S4 ligand group leads to I, an inhibitor of fXa with good potency in vitro and an improved pharmacokinetic profile in rabbit. The x-ray crystallog. study of a representative analog confirms our binding model for this series. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Synthetic Route of C8H4N2O).

3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Synthetic Route of C8H4N2O

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Multifunctional poly(amine-ester)-type hyperbranched polymers: lipase-catalyzed green synthesis, characterization, biocompatibility, drug loading and anticancer activity was written by Xu, Fangli;Zhong, Jiaren;Qian, Xueqi;Li, Yanyan;Lin, Xianfu;Wu, Qi. And the article was included in Polymer Chemistry in 2013.Recommanded Product: Dimethyl decanedioate This article mentions the following:

Hyperbranched polymers (HBPs) have attracted more and more attention because of their specially branched architecture and interesting properties. A series of novel poly(amine-ester)-type HBPs were synthesized through CALB-catalyzed polycondensation between triethanolamine (TEOA) and diesters after the optimization of reaction conditions. The precise structure including degree of branching, components percentage, and the controllable terminal structures at the outer surface were determined by FTIR, ¹H NMR, ¹³C NMR, 2D NMR and GPC. The interesting multifunctionality displayed by the poly(amine-ester)-type HBPs was investigated. These HBPs could be degraded efficiently under the catalysis of lipase in weak acid buffer. The amphiphilic HBPs with hydroxyl terminals were able to form multimol. micelles with 250-400 nm diameter, and 0.042 g L^-1 CMC. They were nontoxic to COS-7 cells, while they could effectively inhibit the growth of cancer cells HepG2 with IC₅₀ of 130 μg mL^-1 after an anticancer drug was encapsulated within the micelles. All these results indicated the prepared poly(amine-ester)-type HBPs can serve as multifunctional biomaterials for biomedical applications. In the experiment, the researchers used many compounds, for example, Dimethyl decanedioate (cas: 106-79-6Recommanded Product: Dimethyl decanedioate).

Dimethyl decanedioate (cas: 106-79-6) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Recommanded Product: Dimethyl decanedioate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electronic Cigarette Refill Fluids Sold Worldwide: Flavor Chemical Composition, Toxicity, and Hazard Analysis was written by Omaiye, Esther E.;Luo, Wentai;McWhirter, Kevin J.;Pankow, James F.;Talbot, Prue. And the article was included in Chemical Research in Toxicology in 2020.Reference of 118-61-6 This article mentions the following:

Flavor chems. in electronic cigarette (EC) fluids, which may neg. impact human health, have been studied in a limited number of countries/locations. To gain an understanding of how the composition and concentrations of flavor chems. in ECs are influenced by product sale location, we evaluated refill fluids manufactured by one company (Ritchy LTD) and purchased worldwide. Flavor chems. were identified and quantified using gas chromatog./mass spectrometry (GC/MS). We then screened the fluids for their effects on cytotoxicity (MTT assay) and proliferation (live-cell imaging) and tested authentic standards of specific flavor chems. to identify those that were cytotoxic at concentrations found in refill fluids. A total of 126 flavor chems. were detected in 103 bottles of refill fluid, and their number per/bottle ranged from 1-50 based on our target list. Two products had none of the flavor chems. on our target list, nor did they have any nontargeted flavor chems. A total of 28 flavor chems. were present at concentrations ≥1 mg/mL in at least one product, and 6 of these were present at concentrations ≥10 mg/mL. The total flavor chem. concentration was ≥1 mg/mL in 70% of the refill fluids and ≥10 mg/mL in 26%. For sub-brand duplicate bottles purchased in different countries, flavor chem. concentrations were similar and induced similar responses in the in vitro assays (cytotoxicity and cell growth inhibition). The levels of furaneol, benzyl alc., ethyl maltol, Et vanillin, corylone, and vanillin were significantly correlated with cytotoxicity. The margin of exposure calculations showed that pulegone and estragole levels were high enough in some products to present a nontrivial calculated risk for cancer. Flavor chem. concentrations in refill fluids often exceeded concentrations permitted in other consumer products. These data support the regulation of flavor chems. in EC products to reduce their potential for producing both cancer and noncancer toxicol. effects. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxybenzoate (cas: 118-61-6Reference of 118-61-6).

Ethyl 2-hydroxybenzoate (cas: 118-61-6) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Reference of 118-61-6

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics