Tag: 200-300

EED-Targeted PROTACs Degrade EED, EZH2, and SUZ12 in the PRC2 Complex was written by Hsu, Jessie Hao-Ru;Rasmusson, Timothy;Robinson, James;Pachl, Fiona;Read, Jon;Kawatkar, Sameer;O’ Donovan, Daniel H.;Bagal, Sharan;Code, Erin;Rawlins, Philip;Argyrou, Argyrides;Tomlinson, Ronald;Gao, Ning;Zhu, Xiahui;Chiarparin, Elisabetta;Jacques, Kelly;Shen, Minhui;Woods, Haley;Bednarski, Emma;Wilson, David M.;Drew, Lisa;Castaldi, M. Paola;Fawell, Stephen;Bloecher, Andrew. And the article was included in Cell Chemical Biology in 2020.Formula: C13H12O2 The following contents are mentioned in the article:

Deregulation of the PRC2 complex, comprised of the core subunits EZH2, SUZ12, and EED, drives aberrant hypermethylation of H3K27 and tumorigenicity of many cancers. Although inhibitors of EZH2 have shown promising clin. activity, preclin. data suggest that resistance can be acquired through secondary mutations in EZH2 that abrogate drug target engagement. To address these limitations, we have designed several hetero-bifunctional PROTACs (proteolysis-targeting chimera) to efficiently target EED for elimination. Our PROTACs bind to EED (pK_D ~9.0) and promote ternary complex formation with the E3 ubiquitin ligase. The PROTACs potently inhibit PRC2 enzyme activity (pIC₅₀ ~8.1) and induce rapid degradation of not only EED but also EZH2 and SUZ12 within the PRC2 complex. Furthermore, the PROTACs selectively inhibit proliferation of PRC2-dependent cancer cells (half maximal growth inhibition [GI₅₀] = 49-58 nM). In summary, our data demonstrate a therapeutic modality to target PRC2-dependent cancer through a PROTAC-mediated degradation mechanism. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Formula: C13H12O2).

4-Benzyloxyphenol (cas: 103-16-2) belongs to ethers. 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. 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: C13H12O2

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

Sulfenate Esters of Simple Phenols Exhibit Enhanced Activity against Biofilms was written by Walsh, Danica J.;Livinghouse, Tom;Durling, Greg M.;Chase-Bayless, Yenny;Arnold, Adrienne D.;Stewart, Philip S.. And the article was included in ACS Omega in 2020.Formula: C13H12O2 The following contents are mentioned in the article:

The recalcitrance exhibited by microbial biofilms to conventional disinfectants has motivated the development of new chem. strategies to control and eradicate biofilms. The activities of several small phenolic compounds and their trichloromethylsulfenyl ester derivatives were evaluated against planktonic cells and mature biofilms of Staphylococcus epidermidis and Pseudomonas aeruginosa. Some of the phenolic parent compounds are well-studied constituents of plant essential oils, for example, eugenol, menthol, carvacrol, and thymol. The potency of sulfenate ester derivatives was markedly and consistently increased toward both planktonic cells and biofilms. The mean fold difference between the parent and derivative min. inhibitory concentration against planktonic cells was 44 for S. epidermidis and 16 for P. aeruginosa. The mean fold difference between the parent and derivative biofilm eradication concentration for 22 tested compounds against both S. epidermidis and P. aeruginosa was 3. This work demonstrates the possibilities of a new class of biofilm-targeting disinfectants deploying a sulfenate ester functional group to increase the antimicrobial potency toward microorganisms in biofilms. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Formula: C13H12O2).

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. 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.Formula: C13H12O2

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

Sulfenate Esters of Simple Phenols Exhibit Enhanced Activity against Biofilms was written by Walsh, Danica J.;Livinghouse, Tom;Durling, Greg M.;Chase-Bayless, Yenny;Arnold, Adrienne D.;Stewart, Philip S.. And the article was included in ACS Omega in 2020.Name: 4-Benzyloxyphenol The following contents are mentioned in the article:

The recalcitrance exhibited by microbial biofilms to conventional disinfectants has motivated the development of new chem. strategies to control and eradicate biofilms. The activities of several small phenolic compounds and their trichloromethylsulfenyl ester derivatives were evaluated against planktonic cells and mature biofilms of Staphylococcus epidermidis and Pseudomonas aeruginosa. Some of the phenolic parent compounds are well-studied constituents of plant essential oils, for example, eugenol, menthol, carvacrol, and thymol. The potency of sulfenate ester derivatives was markedly and consistently increased toward both planktonic cells and biofilms. The mean fold difference between the parent and derivative min. inhibitory concentration against planktonic cells was 44 for S. epidermidis and 16 for P. aeruginosa. The mean fold difference between the parent and derivative biofilm eradication concentration for 22 tested compounds against both S. epidermidis and P. aeruginosa was 3. This work demonstrates the possibilities of a new class of biofilm-targeting disinfectants deploying a sulfenate ester functional group to increase the antimicrobial potency toward microorganisms in biofilms. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Name: 4-Benzyloxyphenol).

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. Polyesters are important plastics, with monomers linked by ester moieties. 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.Name: 4-Benzyloxyphenol

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

Synthesis of Vixotrigine, a Voltage- and Use-Dependent Sodium Channel Blocker. Part 2: Development of a Late-Stage Process was written by Chen, Robbie;Couming, Vincent;Guzowski, John Jr.;Irdam, Erwin;Kiesman, William F.;Kwok, Daw-Iong Albert;Liang, Wenli;Mack, Tamera;O’Brien, Erin M.;Opalka, Suzanne M.;Patience, Daniel;Sahli, Stefan;Walker, Donald G.;Osei-Yeboah, Frederick;Gu, Chaozhan;Zhang, Xin;Stockli, Markus;Stucki, Thiemo;Matzinger, Hanspeter;Kuhn, Roman;Thut, Michael;Grohmann, Markus;Haefner, Benjamin;Lotz, Joerg;Nonnenmacher, Michael;Cerea, Paolangelo. And the article was included in Organic Process Research & Development in 2020.Recommanded Product: 4-Benzyloxyphenol The following contents are mentioned in the article:

As vixotrigine (I·HCl) entered a later clin. phase for trigeminal neuralgia, the development of a sustainable late-stage process was required to meet the supply needs for formulation optimization, phase 3 clin. trials, and registration stability batches (this is the expected com. formulation). In this article, authors describe how the process was streamlined from the early supply route and a comprehensive control strategy was established. Process improvements included improving safety and scalability for a temperature-sensitive Grignard reaction, simplifying unit operations, removal of heterogenous conditions, and route redesign to afford a high yielding, one-pot sequential alkylation and amidation. Improvement in the salt formation step, combined with wet milling, resulted in improved particle properties with enhanced flow properties of the final active pharmaceutical ingredient. The process mass intensity was improved 65% while maintaining drug substance purity at more than 99.8%. This new process has been scaled up to generate metric ton quantities of drug substance. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Recommanded Product: 4-Benzyloxyphenol).

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. 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.Recommanded Product: 4-Benzyloxyphenol

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

Synthesis of Vixotrigine, a Voltage- and Use-Dependent Sodium Channel Blocker. Part 2: Development of a Late-Stage Process was written by Chen, Robbie;Couming, Vincent;Guzowski, John Jr.;Irdam, Erwin;Kiesman, William F.;Kwok, Daw-Iong Albert;Liang, Wenli;Mack, Tamera;O’Brien, Erin M.;Opalka, Suzanne M.;Patience, Daniel;Sahli, Stefan;Walker, Donald G.;Osei-Yeboah, Frederick;Gu, Chaozhan;Zhang, Xin;Stockli, Markus;Stucki, Thiemo;Matzinger, Hanspeter;Kuhn, Roman;Thut, Michael;Grohmann, Markus;Haefner, Benjamin;Lotz, Joerg;Nonnenmacher, Michael;Cerea, Paolangelo. And the article was included in Organic Process Research & Development in 2020.HPLC of Formula: 103-16-2 The following contents are mentioned in the article:

As vixotrigine (I·HCl) entered a later clin. phase for trigeminal neuralgia, the development of a sustainable late-stage process was required to meet the supply needs for formulation optimization, phase 3 clin. trials, and registration stability batches (this is the expected com. formulation). In this article, authors describe how the process was streamlined from the early supply route and a comprehensive control strategy was established. Process improvements included improving safety and scalability for a temperature-sensitive Grignard reaction, simplifying unit operations, removal of heterogenous conditions, and route redesign to afford a high yielding, one-pot sequential alkylation and amidation. Improvement in the salt formation step, combined with wet milling, resulted in improved particle properties with enhanced flow properties of the final active pharmaceutical ingredient. The process mass intensity was improved 65% while maintaining drug substance purity at more than 99.8%. This new process has been scaled up to generate metric ton quantities of drug substance. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2HPLC of Formula: 103-16-2).

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. 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.HPLC of Formula: 103-16-2

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

‘Lignin and extractives first’ conversion of lignocellulosic residual streams using UV light from LEDs was written by Hynynen, Jonna;Riddell, Alexander;Achour, Abdenour;Takacs, Zoltan;Wallin, Mats;Parkaas, Jim;Bernin, Diana. And the article was included in Green Chemistry in 2021.Application In Synthesis of 4-Benzyloxyphenol The following contents are mentioned in the article:

Lignocellulosic biomass, especially lignin and extractives, has the potential to substitute fossil precursors in the chem. industry. The conversion of lignin has been intensively researched, but challenges remain as high temperatures and increased pressure are commonly used, which is not energy efficient. Lignin and wood extractives bear chromophoric groups that can absorb light in the UV region, which enables photochem. reactions. UV light emitting diodes (UV-LEDs) are an emerging technol.; they are cheap, versatile, and energy-efficient compared to existing mercury lamps. UV-LEDs were used in this study as a proof of concept for the valorization of a lignocellulosic residual stream from the pulp and paper industry, sawdust. In a process at ambient temperature and pressure and without the use of a catalyst, we have shown that lignin and extractives can be valorised using light from UV-LEDs. Simplified lignin model compounds were used to pinpoint chem. reactions during irradiation, and to ease the anal. of the sawdust samples. The rate of conversion upon irradiation of the model compounds was found to be 0.7-2.3 g L^-1 h^-1, depending on the concentration of the starting compounds This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Application In Synthesis of 4-Benzyloxyphenol).

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. 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 In Synthesis of 4-Benzyloxyphenol

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

‘Lignin and extractives first’ conversion of lignocellulosic residual streams using UV light from LEDs was written by Hynynen, Jonna;Riddell, Alexander;Achour, Abdenour;Takacs, Zoltan;Wallin, Mats;Parkaas, Jim;Bernin, Diana. And the article was included in Green Chemistry in 2021.SDS of cas: 103-16-2 The following contents are mentioned in the article:

Lignocellulosic biomass, especially lignin and extractives, has the potential to substitute fossil precursors in the chem. industry. The conversion of lignin has been intensively researched, but challenges remain as high temperatures and increased pressure are commonly used, which is not energy efficient. Lignin and wood extractives bear chromophoric groups that can absorb light in the UV region, which enables photochem. reactions. UV light emitting diodes (UV-LEDs) are an emerging technol.; they are cheap, versatile, and energy-efficient compared to existing mercury lamps. UV-LEDs were used in this study as a proof of concept for the valorization of a lignocellulosic residual stream from the pulp and paper industry, sawdust. In a process at ambient temperature and pressure and without the use of a catalyst, we have shown that lignin and extractives can be valorised using light from UV-LEDs. Simplified lignin model compounds were used to pinpoint chem. reactions during irradiation, and to ease the anal. of the sawdust samples. The rate of conversion upon irradiation of the model compounds was found to be 0.7-2.3 g L^-1 h^-1, depending on the concentration of the starting compounds This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2SDS of cas: 103-16-2).

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. 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.SDS of cas: 103-16-2

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

Determination of the surface thermodynamic characteristics and the structural isomer separation ability of new synthesized phenylbenzoate-based three-ring calamitic liquid crystals by inverse gas chromatography was written by Cakar, Ayse Erdogan;Cakar, Fatih;Ocak, Hale;Karavelioglu, Selvi;Eran, Belkiz Bilgin;Cankurtaran, Ozlem. And the article was included in Journal of Molecular Structure in 2022.Quality Control of 4-Benzyloxyphenol The following contents are mentioned in the article:

Two different new calamitic liquid crystals (LCs), 4-[4-(((S)-3,7-dimethyloctyloxy)phenoxy)carbonyl]phenyl 4-(n-decyloxy)benzoate (DPDEB) and 4-[4-(((S)-3,7-dimethyloctyloxy)phenoxy)carbonyl]phenyl 4-(n-dodecyloxy)benzoate (DPDOB) were synthesized and characterized using ¹H-NMR, and ¹³C-NMR. The LC behavior of the target compounds was investigated by optical polarization microscopy (PM) and differential scanning calorimetry (DSC). The selectivity coefficients, a, of the structural isomers at infinite dilution for the DPDEB and DPDOB LCs were determined for Bu acetate, Bu alc. and amyl alc. isomers. Surface energy anal. has been performed using inverse gas chromatog. (IGC). By using suitable solvents, the surface properties and separation power of isomers of DPDEB and DPDOB LCs were determined between 303.2 and 323.2 K. Experiments with LC’s have been conducted at infinite dilution to the specific adsorption enthalpy and the specific adsorption free energy. IGC measurements exhibited values of acidity constants (K_A) of 0.033 and 0.057 and basic constants (K_D) of 0.176 and 0.242 for DPDEB and DPDOB, resp. It has been found that all LCs show basic character. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Quality Control of 4-Benzyloxyphenol).

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. 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.Quality Control of 4-Benzyloxyphenol

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

Determination of the surface thermodynamic characteristics and the structural isomer separation ability of new synthesized phenylbenzoate-based three-ring calamitic liquid crystals by inverse gas chromatography was written by Cakar, Ayse Erdogan;Cakar, Fatih;Ocak, Hale;Karavelioglu, Selvi;Eran, Belkiz Bilgin;Cankurtaran, Ozlem. And the article was included in Journal of Molecular Structure in 2022.Synthetic Route of C13H12O2 The following contents are mentioned in the article:

Two different new calamitic liquid crystals (LCs), 4-[4-(((S)-3,7-dimethyloctyloxy)phenoxy)carbonyl]phenyl 4-(n-decyloxy)benzoate (DPDEB) and 4-[4-(((S)-3,7-dimethyloctyloxy)phenoxy)carbonyl]phenyl 4-(n-dodecyloxy)benzoate (DPDOB) were synthesized and characterized using ¹H-NMR, and ¹³C-NMR. The LC behavior of the target compounds was investigated by optical polarization microscopy (PM) and differential scanning calorimetry (DSC). The selectivity coefficients, a, of the structural isomers at infinite dilution for the DPDEB and DPDOB LCs were determined for Bu acetate, Bu alc. and amyl alc. isomers. Surface energy anal. has been performed using inverse gas chromatog. (IGC). By using suitable solvents, the surface properties and separation power of isomers of DPDEB and DPDOB LCs were determined between 303.2 and 323.2 K. Experiments with LC’s have been conducted at infinite dilution to the specific adsorption enthalpy and the specific adsorption free energy. IGC measurements exhibited values of acidity constants (K_A) of 0.033 and 0.057 and basic constants (K_D) of 0.176 and 0.242 for DPDEB and DPDOB, resp. It has been found that all LCs show basic character. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Synthetic Route of C13H12O2).

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. Polyesters are important plastics, with monomers linked by ester moieties. 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 C13H12O2

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

Catalytic hydrogenolysis of lignin β-O-4 aryl ether compound and lignin to aromatics over Rh/Nb₂O₅ under low H₂ pressure was written by Guan, Weixiang;Chen, Xiao;Hu, Haoquan;Tsang, Chi-Wing;Zhang, Jie;Lin, Carol Sze Ki;Liang, Changhai. And the article was included in Fuel Processing Technology in 2020.Computed Properties of C13H12O2 The following contents are mentioned in the article:

The increasing risk of fossil fuels depletion due to surging energy demand has accelerated the search of alternative renewable sources. Lignin, one of the major components of lignocellulosic biomass, is the only abundant renewable natural resource for aromatic compounds In this work, the effects of metals and process parameters were discussed via the catalytic hydrogenolysis of β-O-4 lignin model compound, 2-phenethyl Ph ether. The best results were obtained over Rh/Nb₂O₅ with an overall conversion of 99.3% and exceptional selectivity of 98.9% to aromatic products when the hydrogenolysis was carried out at 260° and 0.1 MPa H₂ for 4 h. The high efficiency is mainly attributed to the cooperation between Rh and NbOx at the perimeter sites, in which Rh particles are responsible for the dissociation of H₂ and NbOx for activating C-O bonds. With respect to depolymerize of ash wood lignin, the liquid products were mostly aromatics over Rh/Nb₂O₅ under 0.1 MPa H₂. The results achieved in this work provide a promising prospect towards valorization of lignin into production of valuable aromatic compounds under low hydrogen pressure. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Computed Properties of C13H12O2).

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. 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.Computed Properties of C13H12O2

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