Month: October 2022

HPLC of Formula: 20880-92-6On March 23, 2022, Wang, Xuyong; Tong, Wen-Yan; Huang, Bing; Cao, Si; Li, Yunlong; Jiao, Jingchao; Huang, Hang; Yi, Qiu; Qu, Shuanglin; Wang, Xi published an article in Journal of the American Chemical Society. The article was 《Convergent Synthesis of 1,4-Dicarbonyl Z-Alkenes through Three-Component Coupling of Alkynes, α-Diazo Sulfonium Triflate, and Water》. The article mentions the following:

A general protocol for the convergent synthesis of 1,4-dicarbonyl Z-alkenes RC(O)C(R1)=CHR2 (R = Ph, 4-methoxyphenyl, thiophene-2-yl, 2-chloropyridin-4-yl, etc.; R1 = Me, t-Bu, cyclohexyl, etc.; R2 = acetyl, ethoxycarbonyl, benzoyl, etc.) form alkynes RCCR1 using α-diazo sulfonium triflate (CH3)2S+C(=N2)(R2)O-S(O)2CF3 and water was reported. The C=O, C=C, and C-H bonds are formed under mild conditions with a wide range of functional groups tolerated. The reaction exhibits excellent Z-selectivity and complete regioselectivity. The resulting 1,4-dicarbonyl Z-alkenes can smoothly undergo follow-up conversion to a variety of heteroaromatic scaffolds e.g., I. Moreover, the reaction also provides a facile access to the corresponding deuterated Z-alkenes RC(O)C(R1)=CDR2 and deuterated heteroarenes II with a high level of deuterium incorporation (90-97% D-inc.) by directly using D2O, thus rendering the method highly valuable. The comprehensive mechanistic studies indicate that a free carbyne radical intermediate is formed via the photocatalytic single electron transfer process, and KH2PO4 plays a crucial role in significant improvements on yield and selectivity based on d.-functional theory calculations, providing a new direction for radical coupling reactions of diazo compounds In the experiment, the researchers used ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6HPLC of Formula: 20880-92-6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.HPLC of Formula: 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

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SDS of cas: 2525-05-5On November 30, 2010 ,《The synthesis, structure and activity evaluation of pyrogallol and catechol derivatives as Helicobacter pylori urease inhibitors》 appeared in European Journal of Medicinal Chemistry. The author of the article were Xiao, Zhu-Ping; Ma, Tao-Wu; Fu, Wei-Chang; Peng, Xiao-Chun; Zhang, Ai-Hua; Zhu, Hai-Liang. The article conveys some information:

Some pyrogallol and catechol derivatives were synthesized, and their urease inhibitory activity was evaluated by using acetohydroxamic acid (AHA), a well known Helicobacter pylori urease inhibitor, as pos. control. The assay results indicate that many compounds showed potential inhibitory activity against H. pylori urease. 4-(4-Hydroxyphenethyl)phen-1,2-diol (I) was found to be the most potent urease inhibitor with IC50s of 1.5 ± 0.2 μM for extracted fraction and 4.2 ± 0.3 μM for intact cell, at least 10 times and 20 times lower than those of AHA (IC50 of 17.2 ± 0.9 μM, 100.6 ± 13 μM), resp. This finding indicates that I would be a potential urease inhibitor and deserves further research. Mol. dockings of I into H. pylori urease active site were performed to understand the observed activity. In the experiment, the researchers used many compounds, for example, 4-Butylbenzene-1,2-diol(cas: 2525-05-5SDS of cas: 2525-05-5)

4-Butylbenzene-1,2-diol(cas: 2525-05-5) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry.SDS of cas: 2525-05-5 Organoboron compounds are less toxic than organostannane reagents, and unlike alkynylzinc and magnesium, many organoboron compounds possess remarkable oxidative and thermal stabilities.

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Recommanded Product: 401797-00-0On March 9, 2016, Zhang, Teng; Manna, Kuntal; Lin, Wenbin published an article in Journal of the American Chemical Society. The article was 《Metal-Organic Frameworks Stabilize Solution-Inaccessible Cobalt Catalysts for Highly Efficient Broad-Scope Organic Transformations》. The article mentions the following:

New and active earth-abundant metal catalysts are critically needed to replace precious metal-based catalysts for sustainable production of commodity and fine chems. We report here the design of highly robust, active, and reusable cobalt-bipyridine- and cobalt-phenanthroline-based metal-organic framework (MOF) catalysts for alkene hydrogenation and hydroboration, aldehyde/ketone hydroboration, and arene C-H borylation. In alkene hydrogenation, the MOF catalysts tolerated a variety of functional groups and displayed unprecedentedly high turnover numbers of ∼2.5 × 106 and turnover frequencies of ∼1.1 × 105 h-1. Structural, computational, and spectroscopic studies show that site isolation of the highly reactive (bpy)Co(THF)2 species in the MOFs prevents intermol. deactivation and stabilizes solution-inaccessible catalysts for broad-scope organic transformations. Computational, spectroscopic, and kinetic evidence further support a hitherto unknown (bpy•-)CoI(THF)2 ground state that coordinates to alkene and dihydrogen and then undergoing σ-complex-assisted metathesis to form (bpy)Co(alkyl)(H). Reductive elimination of alkane followed by alkene binding completes the catalytic cycle. MOFs thus provide a novel platform for discovering new base-metal mol. catalysts and exhibit enormous potential in sustainable chem. catalysis. The results came from multiple reactions, including the reaction of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Recommanded Product: 401797-00-0)

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.Recommanded Product: 401797-00-0

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Guan, Zhipeng; Zhu, Shuxiang; Wang, Siyuan; Wang, Huamin; Wang, Siyuan; Zhong, Xingxing; Bu, Faxiang; Cong, Hengjiang; Lei, Aiwen published an article on January 18 ,2021. The article was titled 《Electrochemical Oxidative Carbon-Atom Difunctionalization: Towards Multisubstituted Imino Sulfide Ethers》, and you may find the article in Angewandte Chemie, International Edition.Formula: C3H5F3O The information in the text is summarized as follows:

Ethers (C-O/S) are ubiquitously found in a wide array of functional mols. and natural products. Nonetheless, the synthesis of imino sulfide ethers, containing an N(sp2)=C(sp2)-O/S fragment, still remains a challenge because of its sensitivity to acid. Developed here in is an unprecedented electrochem. oxidative carbon-atom difunctionalization of isocyanides, providing a series of novel multisubstituted imino sulfide ethers. Under metal-free and external oxidant-free conditions, isocyanides react smoothly with simple and readily available mercaptans and alcs. [e.g., 4-fluorobenzenethiol + Et isocyanoacetate + methanol → (Z)-I (80% isolated)]. Importantly, the procedure exhibited high stereoselectivities, excellent functional-group tolerance, and good efficiency on large-scale synthesis, as well as further derivatization of the products. The results came from multiple reactions, including the reaction of 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Formula: C3H5F3O)

3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2) is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.Formula: C3H5F3O

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Gupta, Sampa; Maurya, Pooja; Upadhyay, Akanksha; Kushwaha, Pragati; Krishna, Shagun; Siddiqi, Mohammad Imran; Sashidhara, Koneni V.; Banerjee, Dibyendu published an article in European Journal of Medicinal Chemistry. The title of the article was 《Synthesis and bio-evaluation of indole-chalcone based benzopyrans as promising antiligase and antiproliferative agents》.Reference of 5-(tert-Butyl)-4-hydroxyisophthalaldehyde The author mentioned the following in the article:

DNA replication and repair are complex processes accomplished by the concerted action of a network of enzymes and proteins. DNA ligases play a crucial role in these processes by catalyzing the nick joining between DNA strands. As compared to normal cells, elevated levels of human DNA ligase I (hLigI) is reported in some cancers. The authors studied the inhibition of hLigI mediated DNA nick sealing activity followed by the antiproliferative activity of novel indole-chalcone based benzopyran compounds on cancer cells. One mol. called compound 27 ((E)-2-amino-8-(tert-butyl)-4-(2-methyl-1H-indol-3-yl)-6-(3-oxo-3-(thien-2-yl)prop-1-en-1-yl)-4H-chromene-3-carbonitrile) showed a notable preference for inhibition of hLigI as compared to other ligases and showed enhanced cytotoxicity against colon cancer (DLD-1) cells as compared to normal cells. Mechanistic studies showed that compound 27 directly interacts with hLigI in a competitive manner and did not interact with the DNA substrate during ligation. This novel and potent hLigI inhibitor showed significant inhibition of both monolayer culture as well as 3D culture of DLD-1 cells that mimic solid tumor. It also affected the migration of DLD-1 cells indicating the potential anti-metastatic activity. This novel hLigI inhibitor could therefore serve as a promising lead for anticancer drug development. In the part of experimental materials, we found many familiar compounds, such as 5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2Reference of 5-(tert-Butyl)-4-hydroxyisophthalaldehyde)

5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2) belongs to phenols.Reference of 5-(tert-Butyl)-4-hydroxyisophthalaldehydeDeprotonation of a phenol forms a corresponding negative phenolate ion or phenoxide ion, and the corresponding salts are called phenolates or phenoxides (aryloxides according to the IUPAC Gold Book).

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Alcohol – Wikipedia,
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In 1959,Bureau of Mines Report of Investigations included an article by Beckering, W.; Fowkes, W. W.. Related Products of 2525-05-5. The article was titled 《Infrared spectra of hydroxy-aromatic organic compounds》. The information in the text is summarized as follows:

In characterizing tars obtained by the low-temperature carbonization of North Dakota lignite, IR spectra have been an invaluable aid in both qual. and quant. examination A group of 98 spectra represents 97 compounds, largely phenolic materials. In the experiment, the researchers used many compounds, for example, 4-Butylbenzene-1,2-diol(cas: 2525-05-5Related Products of 2525-05-5)

4-Butylbenzene-1,2-diol(cas: 2525-05-5) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. Organoboron compounds are less toxic than organostannane reagents, and unlike alkynylzinc and magnesium, many organoboron compounds possess remarkable oxidative and thermal stabilities. Related Products of 2525-05-5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Angewandte Chemie, International Edition included an article by Ling, Liang; He, Yuan; Zhang, Xue; Luo, Meiming; Zeng, Xiaoming. Safety of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. The article was titled 《Hydrogenation of (Hetero)aryl Boronate Esters with a Cyclic (Alkyl)(amino)carbene-Rhodium Complex: Direct Access to cis-Substituted Borylated Cycloalkanes and Saturated Heterocycles》. The information in the text is summarized as follows:

The authors herein report the hydrogenation of substituted aryl- and heteroaryl boronate esters for the selective synthesis of cis-substituted borylated cycloalkanes and saturated heterocycles. A cyclic (alkyl)(amino)carbene-ligated Rh complex with two di-Me groups at the ortho-alkyl scaffold of the carbene showed high reactivity in promoting the hydrogenation, thereby enabling the hydrogenation of (hetero)arenes with retention of the synthetically valuable boronate group. This process constitutes a clean, atom-economic, as well as chemo- and stereoselective route for the generation of cis-configured, diversely substituted borylated cycloalkanes and saturated heterocycles that are usually elusive and difficult to prepare In the part of experimental materials, we found many familiar compounds, such as 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Safety of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.Safety of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Alcohol – Wikipedia,
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Obst, Jon K.; Wang, Jun; Jian, Kunzhong; Williams, David E.; Tien, Amy H.; Mawji, Nasrin; Tam, Teresa; Yang, Yu Chi; Andersen, Raymond J.; Chi, Kim N.; Montgomery, Bruce; Sadar, Marianne D. published their research in ACS Pharmacology & Translational Science on December 13 ,2019. The article was titled 《Revealing Metabolic Liabilities of Ralaniten To Enhance Novel Androgen Receptor Targeted Therapies》.Name: (R)-Oxiran-2-ylmethanol The article contains the following contents:

Inhibition of the androgen receptor (AR) is the mainstay treatment for advanced prostate cancer. Ralaniten (formally EPI-002) prevents AR transcriptional activity by binding to its N-terminal domain (NTD) which is essential for transcriptional activity. Ralaniten acetate (EPI-506) the triacetate pro-drug of ralaniten, remains the only AR-NTD inhibitor to have entered clin. trials (NCT02606123). While well tolerated, the trial was ultimately terminated due to poor pharmacokinetic properties and resulting pill burden. Here we discovered that ralaniten was glucuronidated which resulted in decreased potency. Long-term treatment of prostate cancer cells with ralaniten results in upregulation of UGT2B enzymes with concomitant loss of potency. This has proven to be a useful model with which to facilitate the development of more potent second-generation AR-NTD inhibitors. Glucuronidated metabolites of ralaniten were also detected in the serum of patients in Phase 1 clin. trials. Therefore, we tested an analog of ralaniten (EPI-045) which was resistant to glucuronidation and demonstrated superiority to ralaniten in our resistant model. These data support that analogs of ralaniten designed to mitigate glucuronidation may optimize clin. responses to AR-NTD inhibitors. In addition to this study using (R)-Oxiran-2-ylmethanol, there are many other studies that have used (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Name: (R)-Oxiran-2-ylmethanol) was used in this study.

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Name: (R)-Oxiran-2-ylmethanol

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Alcohol – Wikipedia,
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Sashidhara, Koneni V.; Kumar, Manoj; Khedgikar, Vikram; Kushwaha, Priyanka; Modukuri, Ram K.; Kumar, Abdhesh; Gautam, Jyoti; Singh, Divya; Sridhar, Balasubramaniam; Trivedi, Ritu published an article on January 10 ,2013. The article was titled 《Discovery of Coumarin-Dihydropyridine Hybrids as Bone Anabolic Agents》, and you may find the article in Journal of Medicinal Chemistry.SDS of cas: 153759-59-2 The information in the text is summarized as follows:

The concept of mol. hybridization led us to discover a novel series of coumarin-dihydropyridine hybrids that have potent osteoblastic bone formation in vitro and that prevent ovariectomy-induced bone loss in vivo. In this context, among all the compounds screened for alk. phosphatase activity, four compounds 10, 14, 18, and 22 showed significant activity at picomolar concentrations A series of other in vitro data strongly suggested compound 18 as the most promising bone anabolic agent, which was further evaluated for in vivo studies. From these studies compound 18 proved to be useful, which at low oral dose of 1 (mg/kg)/day body weight increased bone mass d. and volume, expression of osteogenic genes (RUNX2, BMP-2, and ColI), bone formation rate (BFR), and mineral apposition rate (MAR), improved the trabecular microarchitecture, and decreased bone turn over markers in an ovariectomized rodent model for postmenopausal osteoporosis. The results came from multiple reactions, including the reaction of 5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2SDS of cas: 153759-59-2)

5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2) belongs to phenols.SDS of cas: 153759-59-2Deprotonation of a phenol forms a corresponding negative phenolate ion or phenoxide ion, and the corresponding salts are called phenolates or phenoxides (aryloxides according to the IUPAC Gold Book).

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《(2-Fluoroallyl)pyridinium tetrafluoroborates: novel fluorinated electrophiles for Pd-catalyzed allylic substitution》 were Bobrova, Angelina Yu.; Novikov, Maxim A.; Tomilov, Yury V.. And the article was published in Organic & Biomolecular Chemistry in 2021. Recommanded Product: 4,4-Diethoxybutan-1-amine The author mentioned the following in the article:

An efficient two-step approach to 2-fluoroallyl amines was developed that involves the synthesis of (2-fluoroallyl)pyridinium tetrafluoroborates from readily available gem-bromofluorocyclopropanes and the application of the former as novel and stable 2-fluoroallyl electrophiles for Pd-catalyzed allylic substitution.4,4-Diethoxybutan-1-amine(cas: 6346-09-4Recommanded Product: 4,4-Diethoxybutan-1-amine) was used in this study.

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Recommanded Product: 4,4-Diethoxybutan-1-amine

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