Month: November 2022

Design and Synthesis of Basic Selective Estrogen Receptor Degraders for Endocrine Therapy Resistant Breast Cancer was written by Lu, Yunlong;Gutgesell, Lauren M.;Xiong, Rui;Zhao, Jiong;Li, Yangfeng;Rosales, Carlo I.;Hollas, Michael;Shen, Zhengnan;Gordon-Blake, Jesse;Dye, Katherine;Wang, Yueting;Lee, Sue;Chen, Hu;He, Donghong;Dubrovyskyii, Oleksii;Zhao, Huiping;Huang, Fei;Lasek, Amy W.;Tonetti, Debra A.;Thatcher, Gregory R. J.. And the article was included in Journal of Medicinal Chemistry in 2019.Application In Synthesis of 4-Benzyloxyphenol The following contents are mentioned in the article:

The clin. steroidal selective estrogen receptor (ER) degrader (SERD), fulvestrant, is effective in metastatic breast cancer, but limited by poor pharmacokinetics, prompting the development of orally bioavailable, nonsteroidal SERDs, currently in clin. trials. These trials address local breast cancer as well as peripheral metastases, but patients with brain metastases are generally excluded because of the lack of blood-brain barrier penetration. A novel family of benzothiophene SERDs with a basic amino side arm (B-SERDs) was synthesized. Proteasomal degradation of ERα was induced by B-SERDs that achieved the objectives of oral and brain bioavailability, while maintaining high affinity binding to ERα and both potency and efficacy comparable to fulvestrant in cell lines resistant to endocrine therapy or bearing ESR1 mutations. A novel 3-oxyazetidine side chain was designed, leading to 37d, a B-SERD that caused endocrine-resistant ER+ tumors to regress in a mouse orthotopic xenograft model. 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 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.Application In Synthesis of 4-Benzyloxyphenol

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

Remote Site-Selective Radical C(sp³)-H Monodeuteration of Amides using D₂O was written by Wang, Lin;Xia, Yong;Derdau, Volker;Studer, Armido. And the article was included in Angewandte Chemie, International Edition in 2021.Product Details of 109-85-3 The following contents are mentioned in the article:

Site-selective incorporation of deuterium into biol. active compounds is of high interest in pharmaceutical industry. A mild and environmentally benign metal-free method for the remote selective radical C-H monodeuteration of aliphatic C-H bonds in various amides with inexpensive heavy water (D₂O) as the deuterium source were presented. The method uses the easily installed N-allylsulfonyl moiety as an N-radical precursor that generates the remote C-radical via site-selective 1,5- or 1,6-hydrogen atom transfer (HAT). Me thioglycolate, that readily exchanges its proton with D₂O, serves as the radical deuteration reagent and as a chain-carrier. The highly site-selective monodeuteration was applied to different types of unactivated sp³-C-H bonds and also to the deuteration of C-H bonds next to heteroatoms. The potential utility of this method was further demonstrated by the site-selective incorporation of deuterium into natural product derivatives and drugs. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Product Details of 109-85-3).

2-Methoxyethylamine (cas: 109-85-3) 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. 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.Product Details of 109-85-3

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

Carboline derivatives based on natural pityriacitrin as potential antifungal agents was written by Huang, Daye;Zhang, Zhigang;Li, Yanyan;Liu, Fang;Huang, Wenbo;Min, Yong;Wang, Kaimei;Yang, Jingzhong;Cao, Chunxia;Gong, Yan;Ke, Shaoyong. And the article was included in Phytochemistry Letters in 2022.Recommanded Product: 2-Methoxyethylamine The following contents are mentioned in the article:

Carboline alkaloids are a class of important heterocyclic natural products, which usually present extensive bioactivities. During the course of our research for active compounds from natural products, the pityriacitrin and pityriacitrin B belonged carboline alkaloids have been isolated from a Chinese Burkholderia sp. NBF227, which indicated potential antifungal activities. So, in order to develop these carboline alkaloids as potential fungicidal agents, a series of pityriacitrin derivatives were investigated for their antifungal activities against Phytophthora capsici, Sclerotinia sclerotiorum, Botrytis cinerea and Rhizoctonia solani, and the results demonstrated that compounds 4, 10 and 19 displayed broad-spectrum antifungal activities. In addition, in vivo bioassay also indicated that compounds 4 and 10 could protect the pepper leaves and grape fruits against infection by P. capsici and B. cinerea, resp. The possible mechanism of antifungal action for these compounds was also explored. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Recommanded Product: 2-Methoxyethylamine).

2-Methoxyethylamine (cas: 109-85-3) 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.Recommanded Product: 2-Methoxyethylamine

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

Chemo- and regioselective benzylic C(sp³)-H oxidation bridging the gap between hetero- and homogeneous copper catalysis was written by Nandi, Shantanu;Mondal, Shuvam;Jana, Ranjan. And the article was included in iScience in 2022.Application of 103-16-2 The following contents are mentioned in the article:

An expedient synthesis of privileged seven-membered lactones, dibenzo[c,e]oxepin-5(7H)-one through a highly chemoselective benzylic C(sp³)-H activation was disclosed. Remarkably, the formation of widely explored six-membered lactone via C(sp²)-H activation was suppressed under the present conditions. The reaction proceeded smoothly on use of inexpensive metallic copper catalyst and di-tert-Bu peroxide (DTBP). Owing to the hazards of stoichiometric DTBP, further, a sustainable metallic copper/rose bengal dual catalytic system coupled with mol. oxygen replacing DTBP was developed. A 1,5-aryl migration through Smiles rearrangement was realized from the corresponding diaryl ether substrates instead of expected eight-membered lactones. The present methodol. was scalable, applied to the total synthesis of cytotoxic and neuroprotective natural product alterlactone. The catalyst was recyclable and the reaction could be performed in a copper bottle without any added catalyst. 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 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.Application of 103-16-2

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

Chemo- and regioselective benzylic C(sp³)-H oxidation bridging the gap between hetero- and homogeneous copper catalysis was written by Nandi, Shantanu;Mondal, Shuvam;Jana, Ranjan. And the article was included in iScience in 2022.Recommanded Product: 4-Benzyloxyphenol The following contents are mentioned in the article:

An expedient synthesis of privileged seven-membered lactones, dibenzo[c,e]oxepin-5(7H)-one through a highly chemoselective benzylic C(sp³)-H activation was disclosed. Remarkably, the formation of widely explored six-membered lactone via C(sp²)-H activation was suppressed under the present conditions. The reaction proceeded smoothly on use of inexpensive metallic copper catalyst and di-tert-Bu peroxide (DTBP). Owing to the hazards of stoichiometric DTBP, further, a sustainable metallic copper/rose bengal dual catalytic system coupled with mol. oxygen replacing DTBP was developed. A 1,5-aryl migration through Smiles rearrangement was realized from the corresponding diaryl ether substrates instead of expected eight-membered lactones. The present methodol. was scalable, applied to the total synthesis of cytotoxic and neuroprotective natural product alterlactone. The catalyst was recyclable and the reaction could be performed in a copper bottle without any added catalyst. 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. 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: 4-Benzyloxyphenol

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

Curcumin extracts from Curcuma Longa – Improvement of concentration, purity, and stability in food-approved and water-soluble surfactant-free microemulsions was written by Degot, Pierre;Huber, Verena;Touraud, Didier;Kunz, Werner. And the article was included in Food Chemistry in 2021.Application of 33171-05-0 The following contents are mentioned in the article:

Curcumin was extracted from Curcuma Longa employing a green, bio-based, and food-agreed surfactant-free microemulsion (SFME) consisting of water, ethanol, and triacetin. Concerning the high solubility of curcumin in the examined ternary mixtures, it was attempted to produce highly concentrated tinctures of up to a total of ∼130 mg/mL curcuminoids in the solvent by repeatedly extracting fresh rhizomes in the same extraction mixture The amount of water had a significant influence on the number of cycles that could be performed as well as on the extraction of the different curcuminoids. In addition, the purity of single extracts was enhanced to 94% by investigating several purification steps, e.g. vacuum distillation and lyophilization. Through purification before extraction, the water insoluble curcumin extract could be solubilized indefinitely in an aqueous environment. Addnl. stability tests showed that solutions of curcumin can be stable up to five months when concealed from natural light. 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. 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.Application of 33171-05-0

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

Nucleophilic Thiols Reductively Cleave Ether Linkages in Lignin Model Polymers and Lignin was written by Klinger, Grace E.;Zhou, Yuting;Foote, Juliet A.;Wester, Abby M.;Cui, Yanbin;Alherech, Manar;Stahl, Shannon S.;Jackson, James E.;Hegg, Eric L.. And the article was included in ChemSusChem in 2020.Synthetic Route of C13H12O2 The following contents are mentioned in the article:

Lignin may serve as a renewable feedstock for the production of chems. and fuels if mild, scalable processes for its depolymerization can be devised. The use of small organic thiols represents a bioinspired strategy to cleave the β-O-4 bond, the most common linkage in lignin. In the present study, synthetic β-O-4 linked polymers were treated with organic thiols, yielding up to 90% cleaved monomer products. Lignin extracted from poplar was also treated with organic thiols resulting in mol. weight reductions as high as 65% (M_n) in oxidized lignin. Thiol-based cleavage of other lignin linkages was also explored in small-mol. model systems to uncover addnl. potential pathways by which thiols might depolymerize lignin. The success of thiol-mediated cleavage on model dimers, polymers, and biomass-derived lignin illustrates the potential utility of small redox-active mols. to penetrate complex polymer matrixes for depolymerization and subsequent valorization of lignin into fuels and chems. 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 typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. 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.Synthetic Route of C13H12O2

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

Nucleophilic Thiols Reductively Cleave Ether Linkages in Lignin Model Polymers and Lignin was written by Klinger, Grace E.;Zhou, Yuting;Foote, Juliet A.;Wester, Abby M.;Cui, Yanbin;Alherech, Manar;Stahl, Shannon S.;Jackson, James E.;Hegg, Eric L.. And the article was included in ChemSusChem in 2020.Related Products of 103-16-2 The following contents are mentioned in the article:

Lignin may serve as a renewable feedstock for the production of chems. and fuels if mild, scalable processes for its depolymerization can be devised. The use of small organic thiols represents a bioinspired strategy to cleave the β-O-4 bond, the most common linkage in lignin. In the present study, synthetic β-O-4 linked polymers were treated with organic thiols, yielding up to 90% cleaved monomer products. Lignin extracted from poplar was also treated with organic thiols resulting in mol. weight reductions as high as 65% (M_n) in oxidized lignin. Thiol-based cleavage of other lignin linkages was also explored in small-mol. model systems to uncover addnl. potential pathways by which thiols might depolymerize lignin. The success of thiol-mediated cleavage on model dimers, polymers, and biomass-derived lignin illustrates the potential utility of small redox-active mols. to penetrate complex polymer matrixes for depolymerization and subsequent valorization of lignin into fuels and chems. This study involved multiple reactions and reactants, such as 4-Benzyloxyphenol (cas: 103-16-2Related Products 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. 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.Related Products of 103-16-2

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

Development of novel urea-based ATM kinase inhibitors with subnanomolar cellular potency and high kinome selectivity was written by Dimitrov, Teodor;Anli, Cetin;Moschopoulou, Athina Anastasia;Kronenberger, Thales;Kudolo, Mark;Geibel, Christian;Schwalm, Martin Peter;Knapp, Stefan;Zender, Lars;Forster, Michael;Laufer, Stefan. And the article was included in European Journal of Medicinal Chemistry in 2022.Name: 2-Methoxyethylamine The following contents are mentioned in the article:

The ATM kinase is a key mol. regulating DNA damage response and can be targeted resulting in efficient radio- or chemosensitization. Due to the enormous size of this protein and the associated difficulties in obtaining high-quality crystal structures, we sought to develop an accurate in silico model to identify new targeting possibilities. We identified a urea group as the most beneficial chem. anchor point, which could undergo multiple interactions in the aspartate-rich hydrophobic region I of the atypical ATM kinase domain. Based on in silico data, we designed and synthesized a comprehensive set of novel urea-based inhibitors and characterized them in diverse biochem. assays. Using this strategy, we identified inhibitors with subnanomolar potency, which were further evaluated in cellular models, selectivity and early DMPK properties. Finally, the two lead compounds 34 and 39 exhibited subnanomolar cellular activity along with an excellent selectivity profile and favorable metabolic stability. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Name: 2-Methoxyethylamine).

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. 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.Name: 2-Methoxyethylamine

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

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.Reference of 103-16-2 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: 103-16-2Reference of 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. Polyesters are important plastics, with monomers linked by ester moieties. 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. Reference of 103-16-2

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