Month: November 2022

Synthesis and biological evaluation of 4-phenoxy-phenyl isoxazoles as novel acetyl-CoA carboxylase inhibitors was written by Wu, Xin;Yu, Yongbo;Huang, Tonghui. And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2021.Category: ethers-buliding-blocks The following contents are mentioned in the article:

Acetyl-CoA carboxylase (ACC) is a crucial enzyme in fatty acid metabolism, which plays a major role in the occurrence and development of certain tumors. Herein, one potential ACC inhibitor () was identified through high-throughput virtual screening (HTVS), and a series of 4-phenoxy-Ph isoxazoles were synthesized for structure-activity relationship (SAR) studies. Among these compounds, exhibited the most potent ACC inhibitory activity (IC50=99.8 nM), which was comparable to that of CP-640186. Moreover, the antiproliferation assay revealed that compound exhibited the strongest cytotoxicity, with IC50 values of 0.22μM (A549), 0.26μM (HepG2), and 0.21μM (MDA-MB-231), resp. The preliminary mechanistic studies on and suggested that the compounds decreased the malonyl-CoA levels, arrested the cell cycle at the G0/G1 phase, and induced apoptosis in MDA-MB-231 cells. Overall, these results indicated that the 4-phenoxy-Ph isoxazoles are potential for further study in cancer therapeutics as ACC inhibitors. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Category: ethers-buliding-blocks).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. 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, including apples, durians, pears, bananas, pineapples, and strawberries. 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.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Model Compounds Study for the Mechanism of Horseradish Peroxidase-Catalyzed Lignin Modification was written by Yang, Dongjie;Wang, Yalin;Huang, Wenjing;Li, Zhixian;Qiu, Xueqing. And the article was included in Applied Biochemistry and Biotechnology in 2020.Application of 103-16-2 The following contents are mentioned in the article:

Horseradish peroxidase (HRP) has demonstrated high activity for the modification of lignin. In this paper, several lignin model compounds with different functional groups and linkages are selected to investigate the reactivity of HRP-catalyzed lignin modification. The phenolic groups of lignin model compounds are indispensable for the HRP-catalyzed modification process. The introduction of the sulfomethylated Me group or methoxyl group could facilitate or inhibit the modification, resp. The oxidative coupling activity of α-O-4 lignin model compounds is higher than that of β-O-4 compounds Meanwhile, the free energy obtained by d. functional theory (DFT) is used to verify the results of the exptl. study, and the order of preference for linkages is β-5 > β-β > β-O-4 in most cases. In addition, electron cloud d. and steric hindrance of lignin model compounds have crucial effects on the oxidation and modification processes. Finally, the mechanism of HRP-catalyzed lignin modification is proposed. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Application of 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Application of 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Model Compounds Study for the Mechanism of Horseradish Peroxidase-Catalyzed Lignin Modification was written by Yang, Dongjie;Wang, Yalin;Huang, Wenjing;Li, Zhixian;Qiu, Xueqing. And the article was included in Applied Biochemistry and Biotechnology in 2020.Application of 103-16-2 The following contents are mentioned in the article:

Horseradish peroxidase (HRP) has demonstrated high activity for the modification of lignin. In this paper, several lignin model compounds with different functional groups and linkages are selected to investigate the reactivity of HRP-catalyzed lignin modification. The phenolic groups of lignin model compounds are indispensable for the HRP-catalyzed modification process. The introduction of the sulfomethylated Me group or methoxyl group could facilitate or inhibit the modification, resp. The oxidative coupling activity of α-O-4 lignin model compounds is higher than that of β-O-4 compounds Meanwhile, the free energy obtained by d. functional theory (DFT) is used to verify the results of the exptl. study, and the order of preference for linkages is β-5 > β-β > β-O-4 in most cases. In addition, electron cloud d. and steric hindrance of lignin model compounds have crucial effects on the oxidation and modification processes. Finally, the mechanism of HRP-catalyzed lignin modification is proposed. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Application of 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. 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. 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 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Oxoammonium salts are catalysing efficient and selective halogenation of olefins, alkynes and aromatics was written by Wang, Weijin;Li, Xinyao;Yang, Xiaoxue;Ai, Lingsheng;Gong, Zhiwen;Jiao, Ning;Song, Song. And the article was included in Nature Communications in 2021.Recommanded Product: 103-16-2 The following contents are mentioned in the article:

Herein, TEMPO (2,2,6,6-tetramethylpiperidine nitroxide) and its derivatives are disclosed as active catalysts for electrophilic halogenation of olefins e.., prop-1-en-1-ylbenzene, alkynes R¹CCR² (R¹ = octyl, Ph; R² = H, Me, n-Bu, Ph), and aromatics R³H (R³ = 3-(carboxymethyl)-4-methoxybenzen-1-yl, 2-[ethoxy(oxo)methane]-1H-indol-3-yl, 5-phenylthiophen-2-yl, etc.). These catalysts are stable, readily available, and reactive enough to activate haleniums including Br⁺, I⁺ and even Cl⁺ reagents. This catalytic system is applicable to various halogenations including haloarylation of olefins or dibromination of alkynes, which were rarely realized in previous Lewis base catalysis or Lewis acid catalysis. The high catalytic ability is attributed to a synergistic activation model of electrophilic halogenating reagents, where the carbonyl group and the halogen atom are both activated by present TEMPO catalysis. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Recommanded Product: 103-16-2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. 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.Recommanded Product: 103-16-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Oxoammonium salts are catalysing efficient and selective halogenation of olefins, alkynes and aromatics was written by Wang, Weijin;Li, Xinyao;Yang, Xiaoxue;Ai, Lingsheng;Gong, Zhiwen;Jiao, Ning;Song, Song. And the article was included in Nature Communications in 2021.Category: ethers-buliding-blocks The following contents are mentioned in the article:

Herein, TEMPO (2,2,6,6-tetramethylpiperidine nitroxide) and its derivatives are disclosed as active catalysts for electrophilic halogenation of olefins e.., prop-1-en-1-ylbenzene, alkynes R¹CCR² (R¹ = octyl, Ph; R² = H, Me, n-Bu, Ph), and aromatics R³H (R³ = 3-(carboxymethyl)-4-methoxybenzen-1-yl, 2-[ethoxy(oxo)methane]-1H-indol-3-yl, 5-phenylthiophen-2-yl, etc.). These catalysts are stable, readily available, and reactive enough to activate haleniums including Br⁺, I⁺ and even Cl⁺ reagents. This catalytic system is applicable to various halogenations including haloarylation of olefins or dibromination of alkynes, which were rarely realized in previous Lewis base catalysis or Lewis acid catalysis. The high catalytic ability is attributed to a synergistic activation model of electrophilic halogenating reagents, where the carbonyl group and the halogen atom are both activated by present TEMPO catalysis. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Category: ethers-buliding-blocks).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. 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. 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.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Anchoring vs Bridging: New Findings on Polymer Additives in Bicontinuous Microemulsions was written by Maccarrone, Simona;Allgaier, Juergen;Frielinghaus, Henrich;Richter, Dieter. And the article was included in Langmuir in 2014.Electric Literature of C10H22O3 The following contents are mentioned in the article:

We show for the first time the effect of telechelic polymers as additives in bicontinuous microemulsions. We combined macroscopic observations of the phase behavior with microscopic measurements of the structure by small-angle neutron scattering (SANS) to recover the two elastic moduli, κ and κ̅, namely the bending rigidity and saddle-splay modulus. On the basis of these results, we could classify the effect of telechelic polymers along with confinement, expressed as the ratio of the polymer end-to-end distance R_ee and the oil-water domain size d. Their unique property to anchor at two points in the membrane (bridging) acts like a switch from antibooster to booster of the surfactant efficiency (between low and ultralow confinement). In the region of medium confinement, all telechelic polymers are in the bridging configuration and we have a maximum of the boosting effect, while at high confinement, the reversed behavior is found where anchoring and/or bridging do not play any role anymore. This study involved multiple reactions and reactants, such as 2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4Electric Literature of C10H22O3).

2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4) belongs to ethers. 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. 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.Electric Literature of C10H22O3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthesis of acyclic quaternary ammonium compounds containing ω-alkoxyethyl and 2-hydroxyethyl substituents at the nitrogen atom was written by Tcarkova, K. V.;Belus, S. K.;Artyushin, O. I.;Kharlamov, A. V.;Bondarenko, N. A.. And the article was included in Russian Chemical Bulletin in 2015.Recommanded Product: 2-(2-(Hexyloxy)ethoxy)ethanol The following contents are mentioned in the article:

A series of acyclic sym. quaternary ammonium chlorides Me₂(HOCH₂CH₂)N⁺(CH₂CH₂O)_nR Cl^– (n = 1, R = n-C₉H₁₉; n = 2, R = n-C₆H₁₃; n = 3, R = n-C₃H₇) was synthesized by alkylation of the corresponding tertiary amines Me₂N(CH₂CH₂O)_nR with ethylene chlorohydrin in a two-phase system, using water as a solvent. The tertiary amines were synthesized in a heterogeneous system organic phase-aqueous phase, using an aqueous solution of Me₂NH and a solid alkali. The intermediate monoethers of ethylene, di and triethylene glycol were obtained in high yield via a phase-transfer alkylation in dioxane, using solid KOH. The proton and carbon atom signals in the NMR spectra of the synthesized amines and ammonium chlorides were assigned based on the data of heteronuclear correlations (¹H, ¹³C). This study involved multiple reactions and reactants, such as 2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4Recommanded Product: 2-(2-(Hexyloxy)ethoxy)ethanol).

2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4) belongs to ethers. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Recommanded Product: 2-(2-(Hexyloxy)ethoxy)ethanol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Gene expression programming strategy for estimation of flash point temperature of non-electrolyte organic compounds was written by Gharagheizi, Farhad;Ilani-Kashkouli, Poorandokht;Farahani, Nasrin;Mohammadi, Amir H.. And the article was included in Fluid Phase Equilibria in 2012.Reference of 112-59-4 The following contents are mentioned in the article:

The accuracy and predictability of correlations and models to determine the flammability characteristics of chem. compounds are of drastic significance in various chem. industries. In the present study, the main focus is on introducing and applying the gene expression programming (GEP) math. strategy to develop a comprehensive empirical method for this purpose. This work deals with presenting an empirical correlation to predict the flash point temperature of 1471 (non-electrolyte) organic compounds from 77 different chem. families. The parameters of the correlation include the mol. weight, critical temperature, critical pressure, acentric factor, and normal b.p. of the compounds The obtained statistical parameters including root mean square of error of the results from DIPPR 801 data (8.8, 8.9, 8.9 K for training, optimization and prediction sets, resp.) demonstrate improved accuracy of the results of the presented correlation with respect to previously-proposed methods available in open literature. This study involved multiple reactions and reactants, such as 2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4Reference of 112-59-4).

2-(2-(Hexyloxy)ethoxy)ethanol (cas: 112-59-4) belongs to ethers. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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 112-59-4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Ethanol treatment suppresses the yellowing of fresh-cut yam by repressing the phenylpropanoid pathway and bisdemethoxycurcumin biosynthesis was written by Guo, Shuang;Zhao, Xiaoyan;Ma, Yue;Zhang, Yan;Wang, Dan. And the article was included in Postharvest Biology and Technology in 2021.Application of 33171-05-0 The following contents are mentioned in the article:

An ethanol treatment (10% volume/volume) inhibited the yellowing of fresh-cut yam during storage. The ethanol treatment also prevented bisdemethoxycurcumin formation, and reduced the contents of metabolites in fresh-cut yam during storage at 25°C. Ethanol treatment also inhibited the activities of key enzymes in the phenylpropanoid pathway, including phenylalanine ammonia lyase (PAL), cinnamic acid-4-hydroxylase (C4H), and 4-coumarate-CoA ligase (4CL), and decreased the transcription level expressions of PAL, C4H, and 4CL compared to the control. The expressions of diketide-CoA synthase, curcumin synthase 3, and curcumin synthase were also reduced by ethanol treatment compared to the control, in agreement with the absence of bisdemethoxycurcumin in fresh-cut yam treated with ethanol. These findings suggest that ethanol can be used to attenuate the yellowing of fresh-cut yam stored at 25°C, which may be related to ethanol inhibition of the phenylpropanoid pathway and bisdemethoxycurcumin biosynthesis. This study involved multiple reactions and reactants, such as Bisdemethoxycurcumin (cas: 33171-05-0Application of 33171-05-0).

Bisdemethoxycurcumin (cas: 33171-05-0) belongs to ethers. 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. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Application of 33171-05-0

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Design, synthesis and cytotoxicity evalufation of substituted benzimidazole conjugated 1,3,4-oxadiazoles was written by Quy, Nguyen Phu;Hue, Bui Thi Buu;Do, Kiep Minh;Quy, Ha Thi Kim;De, Tran Quang;Phuong, Tran Thi Bich;Trang, Pham Cong;Quoc, Nguyen Cuong;Morita, Hiroyuki. And the article was included in Chemical & Pharmaceutical Bulletin in 2022.Application of 109-85-3 The following contents are mentioned in the article:

Two series of 2-substituted benzimidazole conjugated 1,3,4-oxadiazole derivatives were designed, synthesized and evaluated for their cytotoxic activities against the three human cancer cell lines (cervical cancer (HeLa), breast cancer (MCF-7) and lung cancer (A549)). As the results 14 compounds demonstrated consistent to stronger cytotoxicities compared to the control 5-fluorouracil (5-FU) towards the tested cell lines including 4c (HeLa); 4b, 4e, 4h, 7i-j, 7m-n, 7s (MCF-7); 7b (MCF-7, A549); 7h (HeLa, MCF-7); and 4d, 4i, 7c (HeLa, MCF-7, A549), with the IC₅₀ ranging from 2.7 to 38 μM. Notably, compound 4b illustrated almost 5-fold activity against the MCF-7 while 4d, 4i were 9- and 8-fold (HeLa), 4.5- and 13-fold (MCF-7), 4.7- and 4-fold (A549) increase in activity compared to 5-FU, resp., and were found as lead compounds These findings suggest that compounds 4b, 4d and 4i merit further characterization and can serve as promising scaffolds in the discovery of new potent anticancer agents. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Application of 109-85-3).

2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. 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. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Application of 109-85-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem