Tag: 200-300

Redox-Neutral Borylation of Aryl Sulfonium Salts via C-S Activation Enabled by Light was written by Huang, Chen;Feng, Jie;Ma, Rui;Fang, Shuaishuai;Lu, Tao;Tang, Weifang;Du, Ding;Gao, Jian. And the article was included in Organic Letters in 2019.Synthetic Route of C12H16BBrO2 This article mentions the following:

Reported here is a novel photoinduced strategy for the borylation of aryl sulfonium salts using bis(pinacolato)diboron as the B source. This method exploits redox-neutral aryl sulfoniums to gain access to aryl radicals via C-S bond activation upon photoexcitation under transition-metal-free conditions. Therefore, it grants access to diverse arylboronate esters with good performance from easily available aryl sulfoniums accompanied by mild conditions, operational simplicity, and easy scalability. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Synthetic Route of C12H16BBrO2).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Synthetic Route of C12H16BBrO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

An Improved And Efficient Process For The Scalable Preparation Of Optically Pure Trans-2-Aminocyclohexanols was written by Xue, Feng;Li, Chang-Gong;Zhu, Yong;Lou, Tian-Jun. And the article was included in Journal of Chemical Research in 2014.Formula: C13H19NO This article mentions the following:

An improved and efficient process has been developed for a green and scalable preparation of optically pure (1R,2R)- and (1S,2S)-trans-2-aminocyclohexanols. The process utilized hot water to promote the aminolysis of cyclohexene oxide by benzylamine to afford racemic trans-2-(benzylamino)cyclohexanols, which were resolved by sequential and repeated use of (R)- and (S)-mandelic acid. Finally, after treatment of the two salts sequentially with HCl and NaOH and recovery of mandelic acid, liberation was achieved of the optically pure trans-2-benzylaminoaminocyclohexanols which were smoothly debenzylated using a low loading of a Pd/C catalyst to the trans-2-aminocyclohexanols. The synthetic route has been successfully applied to large-scale (1 mol) preparations in good yield. In the experiment, the researchers used many compounds, for example, Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6Formula: C13H19NO).

Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Formula: C13H19NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Metabolomic profiling of Dezhou donkey seminal plasma related to freezability was written by Wang, Zhaofei;Yu, Jie;Zhong, Shuai;Fan, Zhaobin;Wang, Fuwen;Ji, Chuanliang;Wang, Yantao;Lei, Chuzhao;Dang, Ruihua;Zhao, Fuwei. And the article was included in Reproduction in Domestic Animals in 2022.Product Details of 10083-24-6 This article mentions the following:

Donkeys are indispensable livestock in China because they have transport function and medicinal value. With the popularization of artificial insemination on donkeys, semen cryopreservation technol. has gradually become a research hotspot. Seminal plasma is a necessary medium for transporting sperm and provides energy and nutrition for sperm. Seminal plasma metabolites play an important role in the process of sperm freezing, and also have an important impact on sperm motility and fertilization rate after freezing and thawing. In this study, liquid chromatog.-tandem mass spectrometry (LC-MS/MS) anal. was used to compare the metabolic characteristics of seminal plasma of high freezability (HF) and low freezability (LF) male donkeys. We identified 672 metabolites from donkey seminal plasma, of which 33 metabolites were significantly different between the two groups. Metabolites were identified and categorized according to their major chem. classes, including homogeneous non-metal compounds, nucleosides, nucleotides, and analogs, organosulfur compounds, phenylpropanoids and polyketide, organoheterocyclic compounds, organic oxygen compounds, benzenoids, organic acids and derivatives, lipids and lipid-like mols., organooxygen compounds, alkaloids and derivatives, organic nitrogen compounds The results showed that the contents of phosphatidylcholine, piceatannol and enkephalin in donkey semen of HF group were significantly higher than those of LF group (p < .05), while the contents of taurocholic and lysophosphatidic acid were significantly lower than those of LF group (p < .05). The different metabolites were mainly related to sperm biol. pathway response and oxidative stress. These metabolites may be considered as candidate biomarkers for different fertility in jacks. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6Product Details of 10083-24-6).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Product Details of 10083-24-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Thieno[3,2-b]pyrrole-5-carboxamides as New Reversible Inhibitors of Histone Lysine Demethylase KDM1A/LSD1. Part 2: Structure-Based Drug Design and Structure-Activity Relationship was written by Vianello, Paola;Sartori, Luca;Amigoni, Federica;Cappa, Anna;Faga, Giovanni;Fattori, Raimondo;Legnaghi, Elena;Ciossani, Giuseppe;Mattevi, Andrea;Meroni, Giuseppe;Moretti, Loris;Cecatiello, Valentina;Pasqualato, Sebastiano;Romussi, Alessia;Thaler, Florian;Trifiro, Paolo;Villa, Manuela;Botrugno, Oronza A.;Dessanti, Paola;Minucci, Saverio;Vultaggio, Stefania;Zagarri, Elisa;Varasi, Mario;Mercurio, Ciro. And the article was included in Journal of Medicinal Chemistry in 2017.SDS of cas: 224309-64-2 This article mentions the following:

The balance of methylation levels at histone H3 lysine 4 (H3K4) is regulated by KDM1A (LSD1). KDM1A is overexpressed in several tumor types, thus representing an emerging target for the development of novel cancer therapeutics. The authors have previously described the identification of thieno[3,2-b]pyrrole-5-carboxamides, as novel reversible inhibitors of KDM1A, whose preliminary exploration resulted in compound (I) with biochem. IC₅₀ = 160 nM. The authors now report the structure-guided optimization of this chem. series, based on multiple ligand/KDM1A-CoRest co-crystal structures, which led to several extremely potent inhibitors. In particular, compounds N-[3-(methoxymethyl)-2-[[4-[[(3R)-pyrrolidin-3-yl]- methoxy]phenoxy]methyl]phenyl]-4-methyl-thieno[3,2-b]-pyrrole-5-carboxamide hydrochloride (46), 4-ethyl-N-[3-(methoxymethyl)-2-[[4-[[(3R)-pyrrolidin-3-yl]-methoxy]phenoxy]methyl]phenyl]thieno[3,2-b]pyrrole-5-carboxamide (49) and N-[3-(ethoxymethyl)-2-[[4-[[(3R)-pyrrolidin-3-yl]methoxy]-phenoxy]methyl]phenyl]-4-methyl-thieno[3,2-b]pyrrole-5-carboxamide hydrochloride (50) showed single digit nanomolar IC₅₀ values for in vitro inhibition of KDM1A, with high selectivity in secondary assays. In THP-1 cells these compounds transcriptionally affected the expression of genes regulated by KDM1A, such as CD14, CD11b, and CD86. Moreover, 49 and 50 showed a remarkable anti-clonogenic cell growth effect on MLL-AF9 human leukemia cells. In the experiment, the researchers used many compounds, for example, tert-Butyl (4-hydroxycyclohexyl)carbamate (cas: 224309-64-2SDS of cas: 224309-64-2).

tert-Butyl (4-hydroxycyclohexyl)carbamate (cas: 224309-64-2) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.SDS of cas: 224309-64-2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Piceatannol antagonizes lipolysis by promoting autophagy-lysosome-dependent degradation of lipolytic protein clusters in adipocytes was written by Kwon, Jung Yeon;Kershaw, Jonathan;Chen, Chih-Yu;Komanetsky, Susan M.;Zhu, Yuyan;Guo, Xiaoxuan;Myer, Phillip R.;Applegate, Bruce;Kim, Kee-Hong. And the article was included in Journal of Nutritional Biochemistry in 2022.HPLC of Formula: 10083-24-6 This article mentions the following:

Overly elevated circulating non-esterified fatty acids (NEFAs) is an emerging health concern of obesity-associated energy disorders. However, methods to reduce circulating NEFAs remain elusive. The present study determined the effect of piceatannol, a naturally occurring stilbene, on adipocyte lipolysis and its underlying mechanism. Differentiated 3T3-L1 adipocytes, brown adipocytes and isolated white adipose tissue were treated with various concentrations of piceatannol for 1.5-h both in the basal and stimulated lipolysis conditions. Piceatannol significantly inhibited NEFAs and glycerol release with a concomitant reduction of ATGL, CGI-58 and PLIN1 expression in adipocytes. Using a series of inhibitor assays, piceatannol-induced degradation of these proteins was found to be mediated by upregulation of the autophagy-lysosome pathway. Moreover, we demonstrated that piceatannol is capable of stimulating autophagy in vitro. Importantly, piceatannol administration tended to lower fasting-induced serum glycerol levels in healthy mice. Furthermore, piceatannol administration lowered lipolysis, central adiposity and hyperinsulinemia in diet-induced obese mice. Our study provides profound evidence of a novel inhibitory role of piceatannol in lipolysis through autophagy-lysosome-dependent degradation of the key lipolytic proteins in adipocytes. This study offers a mechanistic foundation for investigating the potential of piceatannol-containing foods in reducing lipolysis and its associated metabolic disorders. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6HPLC of Formula: 10083-24-6).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.HPLC of Formula: 10083-24-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The effect of phenyl ring on the physical properties of liquid crystals containing 4-pyridyl terminal group was written by Chen, Ran;Qin, Yuanyuan;An, Zhongwei;Chen, Xinbing;Chen, Pei. And the article was included in Liquid Crystals in 2018.Quality Control of 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane This article mentions the following:

Liquid crystals with 4-pyridyl end group containing one triple bond and phenylenes was synthesized. Their structures were confirmed by traditional spectroscopic methods. The properties were measured by differential scanning calorimetry (DSC), polarising optical microscopy (POM), Abbe refractometer and an elec. constants instrument. The results showed that all of the compounds exhibit nematic phase. The addition of a phenylene to the mol. skeleton brings about an obvious increase of the mesophase intervals (from 8.8 to 95.5) and birefringence (up to 0.33), as well as minus or plus effect of dielec. anisotropies depending on the position of the phenylene. D. Functional Theory (DFT) calculations of mol. conformation, polarisability and dipole moment were used to further study the mol. structure-property relationship. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Quality Control of 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Quality Control of 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Piceatannol Protects Brain Endothelial Cell Line (bEnd.3) against Lipopolysaccharide-Induced Inflammation and Oxidative Stress was written by Zhou, Yan;Khan, Haroon;Hoi, Maggie Pui Man;Cheang, Wai San. And the article was included in Molecules in 2022.Recommanded Product: (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol This article mentions the following:

Dysfunction of the blood-brain barrier (BBB) is involved in the pathogenesis of many cerebral diseases. Oxidative stress and inflammation are contributing factors for BBB injury. Piceatannol, a natural ingredient found in various plants, such as grapes, white tea, and passion fruit, plays an important role in antioxidant and anti-inflammatory responses. In this study, we examined the protective effects of piceatannol on lipopolysaccharide (LPS) insult in mouse brain endothelial cell line (bEnd.3) cells and the underlying mechanisms. The results showed that piceatannol mitigated the upregulated expression of adhesion mols. (ICAM-1 and VCAM-1) and iNOS in LPS-treated bEnd.3 cells. Moreover, piceatannol prevented the generation of reactive oxygen species in bEnd.3 cells stimulated with LPS. Mechanism investigations suggested that piceatannol inhibited NF-κB and MAPK activation. Taken together, these observations suggest that piceatannol reduces inflammation and oxidative stress through inactivating the NF-κB and MAPK signaling pathways on cerebral endothelial cells in vitro. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6Recommanded Product: (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Recommanded Product: (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Suzuki-Miyaura Cross-Coupling of 1,8-Diaminonaphthalene (dan)-Protected Arylboronic Acids was written by Mutoh, Yuichiro;Yamamoto, Kensuke;Saito, Shinichi. And the article was included in ACS Catalysis in 2020.COA of Formula: C16H20B2N2O2 This article mentions the following:

Suzuki-Miyaura cross-coupling reaction of 1,8-diaminonaphthalene (dan)-protected arylboronic acids in the presence of KOt-Bu, which does not require the removal of the dan moiety is reported. Notably, the use of aryl-B(dan) in the Suzuki-Miyaura reaction provides a complementary solution to the protodeboronation problems. The base KOt-Bu plays a crucial role for the promotion of these cross-coupling reactions as it enables the formation of a borate salt. This reaction protocol was extended to the one-pot sequential Suzuki-Miyaura cross-coupling reaction of 4-[(pin)B]C₆H₄-B(dan), wherein the “less reactive” aryl-B(dan) moiety was cross-coupled preferentially. In the experiment, the researchers used many compounds, for example, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6COA of Formula: C16H20B2N2O2).

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.COA of Formula: C16H20B2N2O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides was written by Chen, Tiffany Q.;MacMillan, David W. C.. And the article was included in Angewandte Chemie, International Edition in 2019.HPLC of Formula: 68716-49-4 This article mentions the following:

Here, we demonstrate that a metallaphotoredox-catalyzed cross-electrophile coupling mechanism provides a unified method for the α-arylation of diverse activated alkyl chlorides, including α-chloroketones, α-chloroesters, α-chloroamides, α-chlorocarboxylic acids, and benzylic chlorides. This strategy, which is effective for a wide variety of aryl bromide coupling partners, is predicated upon a halogen atom abstraction/nickel radical-capture mechanism that is generically successful across an extensive range of carbonyl substrates. The construction and use of arylacetic acid products have further enabled two-step protocols for the delivery of valuable building blocks for medicinal chem., such as aryldifluoromethyl and diarylmethane motifs. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4HPLC of Formula: 68716-49-4).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.HPLC of Formula: 68716-49-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Modification of wine phenolic profiles by gibberellic acid application in Cabernet Gernischt grapevines before anthesis was written by Song, Jianqiang;Zhang, Ang;Gao, Fei;Liang, Haizhong;Li, Mingqing;Zhang, Jie;Wang, Genjie;Qu, Huige;Cheng, Shiwei;Ruan, Shili;Li, Jiming. And the article was included in Journal of the Science of Food and Agriculture.Related Products of 10083-24-6 This article mentions the following:

Vitis vinifera L. Cabernet Gernischt grapes from the Yantai wine region of China usually form dense clusters and contain low phenolic content. We applied five concentrations (ranged from 5 to 25 mg L-1) of gibberellic acid (GA3) to Cabernet Gernischt before anthesis to decrease cluster compactness in two consecutive vintages. Yield indexes, grape maturity, and wine phenolic compounds were determined RESULTS : GA3 application significantly reduced cluster compactness, bunch weight, and yield per vine, but it did not significantly improve fruit ripening. The levels of total phenolics, total tannins, and total anthocyanins in wine were enhanced by GA3 application, with 10 and 15 mg L-1 GA3 treatments consistently producing a significant increase in the concentrations of mavidin, cyanidin, and their derivatives Specifically, trans-resveratrol was consistently significantly increased by 15 mg L-1 GA3 application. Principal component anal. of phenolic compounds demonstrated the differences among wines produced from GA3 treatment groups and the control. Overall, wine phenolic profiles could be significantly modified by application of low concentrations of GA3 before anthesis. Application of high levels of GA3 is not recommended due to significant yield decrease. 2022 Society of Chem. Industry. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6Related Products of 10083-24-6).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Related Products of 10083-24-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts