Month: October 2022

《Unconventional Reactivity with DABCO-Bis(sulfur dioxide): C-H Bond Sulfenylation of Imidazopyridines》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Le Bescont, Julie; Breton-Patient, Chloe; Piguel, Sandrine. Application In Synthesis of 1-Iodo-2-methoxybenzene The article mentions the following:

This work highlights the unexpected and unprecedented outcome of the reactivity with DABCO-bis(sulfur dioxide). The use of this reagent led to the exclusive introduction of a sulfur atom on the C-3 position of imidazopyridines instead of a sulfone group. The reaction methodol. turned out to be robust, scalable and suitable for various imidazopyridines and aryl iodides both bearing substituents with different electronic and steric properties (38 examples). Beyond the fact that this synthetic method complements the previously reported protocols for sulfenylation reactions, this work is meant to underline the unconventional role of DABCO-bis(sulfur dioxide). Thus, e.g., 2-phenylimidazo[1,2-a]pyridine + PhI + DABSO → I (68%) in presence of CuI/phenanthroline and tBuOK in DMF at 140°. A polemic in response to the work of D. Yang et al. (2018), who reported the preparation of sulfones under similar conditions. The results came from multiple reactions, including the reaction of 1-Iodo-2-methoxybenzene(cas: 529-28-2Application In Synthesis of 1-Iodo-2-methoxybenzene)

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.Application In Synthesis of 1-Iodo-2-methoxybenzene

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

《Development of a Robust Protocol for the Synthesis of 6-Hydroxybenzofuran-3-carboxylic Acid》 was written by Gallou, Isabelle; Erb, Bernhard; Marti, Michael; Nuzzo, Gian-Luca; Jager, Andreas; Seeger, Manuela; Chassagne, Pierre; Aronow, Jonas; Cortes-Clerget, Margery; Gallou, Fabrice. Recommanded Product: m-Methoxyphenol And the article was included in Organic Process Research & Development in 2020. The article conveys some information:

Benzofuran scaffolds are fundamental moieties found in a variety of biol. active natural products and synthetic drugs. In the course of one of our development programs, we needed to develop a practical and cost-effective manufacturing approach to such a benzofuran scaffold. Here we report a highly robust four-step, one-pot process that provides access to a 6-hydroxybenzofuran-3-carboxylic acid structure. An 1H NMR monitoring study allowed a better understanding of the overall sequence of events and the nature of the detected intermediates. After six steps, including the optimized tandem process, the desired hydroxylated benzofuran was obtained in 40% yield with a purity above 99%. In the experimental materials used by the author, we found m-Methoxyphenol(cas: 150-19-6Recommanded Product: m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneRecommanded Product: m-Methoxyphenol

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

Thomas, Sajesh P.; Thomas, Reshmi; Groenbech, Thomas Bjoern E.; Bondesgaard, Martin; Mamakhel, Aref H.; Birkedal, Victoria; Iversen, Bo B. published their research in Journal of Physical Chemistry Letters in 2021. The article was titled 《Bandgap tuning in molecular alloy crystals formed by weak chalcogen interactions》.Related Products of 882-33-7 The article contains the following contents:

We demonstrate systematic tuning in the optical bandgaps of mol. crystals achieved by the generation of mol. alloys/solid solutions of a series of di-Ph dichalcogenides-characterized by weak chalcogen bonding interactions involving S, Se, and Te atoms. Despite the variety in chalcogen bonding interactions found in this series of dichalcogenide crystals, they show isostructural interaction topologies, enabling the formation of solid solutions The alloy crystals exhibit Vegard’s law-like trends of variation in their unit cell dimensions and a nonlinear trend for the variation in optical bandgaps with respect to their compositions Energy-dispersive X-ray and spatially resolved Raman spectroscopic studies indicate significant homogeneity in the domain structure of the solid solutions Quantum periodic calculations of the projected d. of states provide insights into the bandgap tuning in terms of the mixing of states in the alloy crystal phases. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7Related Products of 882-33-7)

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Related Products of 882-33-7 Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other.

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

Yue, Wen-Jun; Day, Craig S.; Martin, Ruben published their research in Journal of the American Chemical Society in 2021. The article was titled 《Site-Selective Defluorinative sp3 C-H Alkylation of Secondary Amides》.Computed Properties of C7H9BO3 The article contains the following contents:

A site-selective defluorinative sp3 C-H alkylation of secondary amides that rapidly and reliably incorporates gem-difluoroalkene motifs into previously unfunctionalized sp3 sites was disclosed. This protocol was distinguished by its mild conditions, wide scope and exquisite site-selectivity, thus unlocking a new platform to introduce carbonyl isosteres at saturated hydrocarbon sites. In the experimental materials used by the author, we found 3-Methoxyphenylboronic acid(cas: 10365-98-7Computed Properties of C7H9BO3)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Computed Properties of C7H9BO3

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

In 2022,Patricio, Rui P. S.; Videira, Paula A.; Pereira, Florbela published an article in Bioorganic & Medicinal Chemistry. The title of the article was 《A computer-aided drug design approach to discover tumour suppressor p53 protein activators for colorectal cancer therapy》.Synthetic Route of C28H28O3 The author mentioned the following in the article:

Colorectal cancer (CRC) is the third most detected cancer and the second foremost cause of cancer deaths in the world. Intervention targeting p53 provides potential therapeutic strategies, but thus far no p53-based therapy has been successfully translated into clin. cancer treatment. Here we developed a Quant. Structure-Activity Relationships (QSAR) classification models using empirical mol. descriptors and fingerprints to predict the activity against the p53 protein, using the potency value with the active or inactive label, were developed. These models were built using in total 10,505 mols. that were extracted from the ChEMBL, ZINC and Reaxys databases, and recent literature. Three machine learning (ML) techniques e.g., Random Forest, Support Vector Machine, Convolutional Neural Network were explored to build models for p53 inhibitor prediction. The performances of the models were successfully evaluated by internal and external validation. Moreover, based on the best in silico p53 model, a virtual screening campaign was carried out using 1443 FDA-approved drugs that were extracted from the ZINC database. A list of virtual screening hits was assented on base of some limits established in this approach, such as: (1) probability of being active against p53; (2) applicability domain; (3) prediction of the affinity between the p53, and ligands, through mol. docking. The most promising according to the limits established above was dihydroergocristine. This compound revealed cytotoxic activity against a p53-expressing CRC cell line with an IC50 of 56.8μM. This study demonstrated that the computer-aided drug design approach can be used to identify previously unknown mols. for targeting p53 protein with anti-cancer activity and thus pave the way for the study of a therapeutic solution for CRC. The experimental part of the paper was very detailed, including the reaction process of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Synthetic Route of C28H28O3)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Synthetic Route of C28H28O3

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

In 2022,Bhat, Mashooq A.; Al-Omar, Mohamed A.; Naglah, Ahmed M.; Al-Dhfyan, Abdullah published an article in Polish Journal of Chemical Technology. The title of the article was 《Facile synthesis and anticancer activity of novel dihydropyrimidinone derivatives》.Application of 4637-24-5 The author mentioned the following in the article:

The enaminone, (2E)-3-(dimethylamino)-1-(3,4,5-trimethoxyphenyl) prop-2-en-1-one was prepared by refluxing 3,4,5-trimethoxy acetophenone with DMF dimethylacetal (DMF-DMA) without solvent for 12 h. The dihydropyrimidinone derivatives (1-9) were prepared by reacting enaminone, substituted benzaldehydes and urea in glacial acetic acid. The compounds (1-9) were synthesized in significant yield using one step multicomponent reaction. Structures of all the novel synthesized compounds were characterized and confirmed by various spectroscopic methods. The compounds were evaluated for their anti-cancer activity against HepG2 cancer cell line. Compound 9 displayed significant anti-cancer activity. During the apoptotic assay, it showed a significant increase in necrosis from 1.97% to 12.18% as compared to the control. Mechanism of anti-proliferation was performed by cell cycle distribution assay, which showed a decrease in G2+M from 12.90 to 8.13 as compared to control. The experimental process involved the reaction of N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Application of 4637-24-5)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Application of 4637-24-5

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

In 2022,Su, Xiao-Xuan; Chen, Yue-Ru; Wu, Jia-Qiang; Wu, Xiong-Zhi; Li, Kun-Tao; Wang, Xiao-Na; Sun, Jia-Wei; Wang, Honggen; Ou, Tian-Miao published an article in European Journal of Medicinal Chemistry. The title of the article was 《Design, synthesis, and evaluation of 9-(pyrimidin-2-yl)-9H-carbazole derivatives disrupting mitochondrial homeostasis in human lung adenocarcinoma》.Recommanded Product: 60656-87-3 The author mentioned the following in the article:

Since more than 85% of lung cancer cases are non-small cell lung cancer (NSCLC), finding novel agents with anti-tumor activities is meaningful for NSCLC patients. Mitochondria is essential for cellular energy metabolism in cancer, and regulating mitochondrial bioenergetics is emerging as a practical approach for cancer treatment and prevention. The carbazole scaffold is an active structure showing anti-cancer biol. activity, and the structural diversity has been expanded through the improvement and optimization of synthesizing methods. To find novel carbazole derivatives with great anti-tumor potential and explore structures variety, we designed and synthesized a series of 9-(pyrimidin-2-yl)-9H-carbazole derivatives based on the previously reported Cp*Rh(III)/H+ tandem catalytic system. With thoroughly bioactivity exploration, we found benzo[d] [1,3]dioxol-5-yl(9-(pyrimidin-2-yl)-9H-carbazol-1-yl)methanone (compound 5n) showed notable activity in disrupting the mitochondrial homeostasis, induced cell cycle arrest and apoptosis in human adenocarcinoma cells, and finally showed anti-tumor activity in an NSCLC-xenograft mice model. In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Recommanded Product: 60656-87-3) was used in this study.

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Recommanded Product: 60656-87-3

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

SDS of cas: 33100-27-5In 2020 ,《Transforming Porous Organic Cages into Porous Ionic Liquids via a Supramolecular Complexation Strategy》 appeared in Angewandte Chemie, International Edition. The author of the article were Jie, Kecheng; Onishi, Nicole; Schott, Jennifer A.; Popovs, Ilja; Jiang, De-en; Mahurin, Shannon; Dai, Sheng. The article conveys some information:

Porous liquids are a type of porous materials that engineer permanent porosity into unique flowing liquids, exhibiting promising functionalities for a variety of applications. Here a Type I porous liquid is synthesized by transforming porous organic cages into porous ionic liquids via a supramol. complexation strategy. Simple phys. mixing of 18-crown-6 with task-specific anionic porous organic cages affords a porous ionic liquid with anionic porous organic cages as the anionic parts and 18-crown-6/potassium ion complexes as the cationic parts. In contrast, mixing of 15-crown-5 and anionic porous organic cages in a 2:1 ratio gives only solids, while the addition of excess 15-crown-5 affords a Type II porous liquid The permanent porosity in the cage-based porous liquids has been also confirmed by mol. simulation, positron (e+) annihilation lifetime spectroscopy, and enhanced gas sorption capacity compared with pure crown ethers. In the experimental materials used by the author, we found 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5SDS of cas: 33100-27-5)

1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5) is a member of crown ether Ligands. Crown-ethers are macrocyclic polyethers capable of forming host-guest complexes, especially with inorganic and organic cations. Crown-ethers can incorporate protonated primary amine compounds by formation of ion-dipole bonds with the oxygen atoms of the chiral selector. Crown-ethers have been widely used for the separation of several pharmaceuticals both in aqueous and non-aqueous media. SDS of cas: 33100-27-5

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

Quality Control of N,N-Dimethylformamide Dimethyl AcetalIn 2020 ,《Discovery of novel heat shock protein (Hsp90) inhibitors based on luminespib with potent antitumor activity》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Jung, Juyoung; Kwon, Jinsun; Hong, Soojung; Moon, An-Na; Jeong, Jinah; Kwon, Sungwook; Kim, Jeong-ah; Lee, Myoungjae; Lee, Hongsub; Lee, Jin Hee; Lee, Jeewoo. The article conveys some information:

A series of isosteric surrogates of the 4-Ph group in luminespib were investigated as new scaffolds of the Hsp90 inhibitor for the discovery of novel antitumor agents. Among the synthesized surrogates of isoxazole and pyrazole, compounds 4a, 5e and 12b exhibited potent Hsp90 inhibition in ATPase activity and Her2 degradation assays and significant antitumor activity in A2780 and HCT116 cell lines. Animal studies indicated that compared to luminespib, their activities were superior in A2780 or NCI-H1975 tumor xenograft models. A mol. modeling study demonstrated that compound 4a could fit nicely into the N-terminal ATP binding pocket. In the experiment, the researchers used N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Quality Control of N,N-Dimethylformamide Dimethyl Acetal)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Quality Control of N,N-Dimethylformamide Dimethyl Acetal

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

Name: 1,4,7,10,13-PentaoxacyclopentadecaneIn 2020 ,《Sorption of Metal Ions from Aqueous Solutions by Crown Ethers》 was published in Russian Journal of Physical Chemistry B. The article was written by Gromov, V. F.; Gerasimov, G. N.; Ikim, M. I.; Spiridonova, E. Yu.; Trakhtenberg, L. I.. The article contains the following contents:

The sorption of copper and lead ions by polymeric sorbents based on crosslinked polyacrylamide containing chem. bound or immobilized 15-crown-5 and 18-crown-6 was studied, as was the effect of various parameters on the efficiency of metal sorption from aqueous solutions It is shown that the sorption capacity of these sorbents increases dramatically with an increase in the content of crown ethers in them from 3 to 6 wt %. When aging sorbents containing 6 wt % 15-crown-5 or 18-crown-6, in an aqueous solution of copper chloride or lead acetate, resp., the salt concentration in the solution decreases by 3-4 orders of magnitude. When aging sorbents based on 18-crown-6 in a solution containing equivalent amounts of lead acetate or copper sulfate, the amount of absorbed copper did not exceed 5% of the amount of extracted lead, which indicates the high selectivity of such sorbents. In addition to this study using 1,4,7,10,13-Pentaoxacyclopentadecane, there are many other studies that have used 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5Name: 1,4,7,10,13-Pentaoxacyclopentadecane) was used in this study.

1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5) is a member of crown ether Ligands. Crown-ethers are macrocyclic polyethers capable of forming host-guest complexes, especially with inorganic and organic cations. Crown-ethers can incorporate protonated primary amine compounds by formation of ion-dipole bonds with the oxygen atoms of the chiral selector. Crown-ethers have been widely used for the separation of several pharmaceuticals both in aqueous and non-aqueous media. Name: 1,4,7,10,13-Pentaoxacyclopentadecane

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