Tag: 100-200

Hitting on the move: Targeting intrinsically disordered protein states of the MDM2-p53 interaction was written by Neochoritis, Constantinos G.;Atmaj, Jack;Twarda-Clapa, Aleksandra;Surmiak, Ewa;Skalniak, Lukasz;Kohler, Lisa-Maria;Muszak, Damian;Kurpiewska, Katarzyna;Kalinowska-Tluscik, Justyna;Beck, Barbara;Holak, Tad A.;Domling, Alexander. And the article was included in European Journal of Medicinal Chemistry in 2019.Category: alcohols-buliding-blocks This article mentions the following:

Intrinsically disordered proteins are an emerging class of proteins without a folded structure and currently disorder-based drug targeting remains a challenge. p53 is the principal regulator of cell division and growth whereas MDM2 consists its main neg. regulator. The MDM2-p53 recognition is a dynamic and multistage process that amongst other, employs the dissociation of a transient α-helical N-terminal ”lid” segment of MDM2 from the proximity of the p53-complementary interface. Several small mol. inhibitors have been reported to inhibit the formation of the p53-MDM2 complex with the vast majority mimicking the p53 residues Phe19, Trp23 and Leu26. Recently, the authors have described the transit from the 3-point to 4-point pharmacophore model stabilizing this intrinsically disordered N-terminus by increasing the binding affinity by a factor of 3. Therefore, the authors performed a thorough SAR anal., including chiral separation of key compound which was evaluated by FP and 2D NMR. Finally, p53-specific anticancer activity towards p53-wild-type cancer cells was observed for several representative compounds In the experiment, the researchers used many compounds, for example, (2,4-Dichlorophenyl)methanol (cas: 1777-82-8Category: alcohols-buliding-blocks).

(2,4-Dichlorophenyl)methanol (cas: 1777-82-8) 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. 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.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A switchable-oxidative cellulose filter paper bearing immobilized Mn^(III)-salen complex for alcohol oxidation was written by Long, Wei;Sevbitov, Andrei;Abdalkareem Jasim, Saade;Kravchenko, Olga;Al-Gazally, Moaed E.;Chupradit, Supat;Kzar, Hamzah H.;Kazemnejadi, Milad. And the article was included in Arabian Journal of Chemistry in 2022.Electric Literature of C7H7ClO This article mentions the following:

Surface modifications of polysaccharide filter papers can alter their catalytic properties significantly. In particular, polysaccharides have gained increasing interest in the development of heterogeneous catalysts. This wok introduces a new approach to the heterogeneous/ sustainable catalytic system preparation based on a catalytic filter paper modified by silylation followed by immobilization of a Mn(III)-salen complex as a novel “catalytic filtration” or “portable catalysis”. Oxidation of alcs. as well as direct conversion of alcs. to Schiff bases and oximes were performed by filtration and passing the reactants through the modified filter paper. Oxidation of benzyl alc. in the presence of mol. oxygen and NaOCl, selectively leads to aldehydes and carboxylic acids, resp. The direct conversion of alcs. to Schiff bases and oximes resulted in the formation of insoluble products on the filter paper. Another advantage of the modified filter paper was its stability and reusability for several times with preservation of the catalytic activity and swellability, which no shrinkage during consecutive wetting-drying cycles was observed Also, a deep study was conducted over mechanism, reusability/stability, and control experiments of the alc. oxidation This study gave new insights into the catalytic propensities of a cellulose filter paper via filtration of reactants. In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Electric Literature of C7H7ClO).

(4-Chlorophenyl)methanol (cas: 873-76-7) 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. 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.Electric Literature of C7H7ClO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis of potent and highly selective inhibitors of human tryptase was written by Slusarchyk, William A.;Bolton, Scott A.;Hartl, Karen S.;Huang, Ming-Hsing;Jacobs, Glenn;Meng, Wei;Ogletree, Martin L.;Pi, Zulan;Schumacher, William A.;Seiler, Steven M.;Sutton, James C.;Treuner, Uwe;Zahler, Robert;Zhao, Guohua;Bisacchi, Gregory S.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2002.SDS of cas: 142253-56-3 This article mentions the following:

The serine protease tryptase is implicated in allergic and inflammatory diseases and associated with asthma. The synthesis and SAR of a series of N1-activated-4-carboxy azetidinones are described, resulting in identification of BMS-363131 (I) as a potent inhibitor of human tryptase (IC₅₀<1.7 nM) with high selectivity (>3000-fold) for tryptase vs. related serine proteases including trypsin. In the experiment, the researchers used many compounds, for example, 1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3SDS of cas: 142253-56-3).

1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3) 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. 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.SDS of cas: 142253-56-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Effects of different thermal processing methods on nutrients and flavor of Toona sinensis was written by Zhang, Le;Wang, Zhaogai;Shi, Guanying;Zhao, Lili;Jiang, Pengfei;Wang, Xuzeng. And the article was included in Journal of Food Processing and Preservation in 2022.Reference of 3391-86-4 This article mentions the following:

The nutrients, bioactives, and flavor compounds of Toona sinensis (TS) processed by blanching, steaming, roasting, and frying were analyzed. It was found that the loss of nutrients, bioactives, and flavor compounds was highest for fried TS and lowest for steamed TS. The thermal processing method had a significant impact on the quality characteristics of processed TS. Eleven new compounds were identified in raw and processed TS, while 2-mercapto-3,4-dimethyl-2,3-dihydrothiophene had the highest odor activity value (OAV) among the volatiles in all the samples. The principal component anal. (PCA) results indicated that the volatile compounds profiles in different processed TS were completely different. Eight compounds identified by the partial least square discriminant anal. (PLS-DA) method were the markers to distinguish the different processed TS. Steaming was the most suitable thermal processing method for TS. This study provides the theor. basis for the selection of optimized processing methods for TS. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Reference of 3391-86-4).

Oct-1-en-3-ol (cas: 3391-86-4) 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. 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.Reference of 3391-86-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Impact of chiral tebuconazole on the flavor components and color attributes of Merlot and Cabernet Sauvignon wines at the enantiomeric level was written by Zhao, Shanshan;Li, Minmin;Simal-Gandara, Jesus;Tian, Jian;Chen, Jieyin;Dai, Xiaofeng;Kong, Zhiqiang. And the article was included in Food Chemistry in 2022.Application In Synthesis of 2,2′-Oxybis(ethan-1-ol) This article mentions the following:

The impact of chiral tebuconazole on the flavor and appearance of Merlot and Cabernet Sauvignon wines were systematically studied. Gas chromatog.-ion mobility spectrometry and headspace-solid phase microextraction coupled with gas chromatog. mass spectrometry qual. and quant. identified the flavor components, and a photog. colorimeter was used for color attribute anal. Tebuconazole enantiomers had different effects on the flavor and appearance of young wines, especially R-tebuconazole. The flavor differences were mainly manifested in fruity and floral characteristics of the wine due to changes in the concentrations of acids, alcs., and esters; R-tebuconazole alters the concentrations of key flavor compounds to the greatest extent. Tebuconazole treatment changes the color of young wines, with the final red shade of wine being control group > rac-tebuconazole ≥ S-tebuconazole > R-tebuconazole. Since chiral tebuconazole neg. alters wine, grapes treated with chiral pesticides should be subject to stricter quality control during processing. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6Application In Synthesis of 2,2′-Oxybis(ethan-1-ol)).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Application In Synthesis of 2,2′-Oxybis(ethan-1-ol)

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Aerobic Oxidation of Alcohols Catalyzed by in Situ Generated Gold Nanoparticles inside the Channels of Periodic Mesoporous Organosilica with Ionic Liquid Framework was written by Karimi, Babak;Bigdeli, Akram;Safari, Ali Asghar;Khorasani, Mojtaba;Vali, Hojatollah;Khodadadi Karimvand, Somaiyeh. And the article was included in ACS Combinatorial Science in 2020.Safety of (2,4-Dichlorophenyl)methanol This article mentions the following:

In situ generated gold nanoparticles inside the nanospaces of periodic mesoporous organosilica with an imidazolium framework (Au@PMO-IL) were found to be highly active, selective, and reusable catalysts for the aerobic oxidation of activated and nonactivated alcs. under mild reaction conditions. The catalyst was characterized by nitrogen adsorption-desorption measurement, thermogravimetric anal. (TGA), transmission electron microscopy (TEM), elemental anal. (EA), diffuse reflectance IR Fourier transform spectroscopy (DRIFT), XPS, and inductively coupled plasma at. emission spectroscopy (ICP-AES). The catalyst exhibited excellent catalytic activity in the presence of either Cs₂CO₃ (35°) or K₂CO₃ (60°) as reaction bases in toluene as a reaction solvent. Under both reaction conditions, various types of alcs. (up to 35 examples) including activated benzylic, primary and secondary aliphatic, heterocyclic, and challenging cyclic aliphatic alcs. converted to the expected carbonyl compounds in good to excellent yields and selectivity. The catalyst was also recovered and reused for at least seven reaction cycles. Data from three independent leaching tests indicated that amounts of leached gold particles were negligible (<0.2 ppm). It is believed that the combination of bridged imidazolium groups and confined nanospaces of PMO-IL might be a major reason explaining the remarkable stabilization and homogeneous distribution of in situ generated gold nanoparticles, thus resulting in the highly active and recyclable catalyst system. In the experiment, the researchers used many compounds, for example, (2,4-Dichlorophenyl)methanol (cas: 1777-82-8Safety of (2,4-Dichlorophenyl)methanol).

(2,4-Dichlorophenyl)methanol (cas: 1777-82-8) 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. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Safety of (2,4-Dichlorophenyl)methanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ligand Conformational Bias Drives Enantioselective Modification of a Surface-Exposed Lysine on Hsp90 was written by Cuesta, Adolfo;Wan, Xiaobo;Burlingame, Alma L.;Taunton, Jack. And the article was included in Journal of the American Chemical Society in 2020.Recommanded Product: 142253-56-3 This article mentions the following:

Targeted covalent modification of surface-exposed lysines is challenging due to their low intrinsic reactivity and high prevalence throughout the proteome. Strategies for optimizing the rate of covalent bond formation by a reversibly bound inhibitor (k_inact) typically involve increasing the reactivity of the electrophile, which increases the risk of off-target modification. Here, we employ an alternative approach for increasing k_inact of a lysine-targeted covalent Hsp90 inhibitor, independent of the reversible binding affinity (K_i) or the intrinsic electrophilicity. Starting with a noncovalent ligand, we appended a chiral, conformationally constrained linker, which orients an arylsulfonyl fluoride to react rapidly and enantioselectively with Lys58 on the surface of Hsp90. Biochem. experiments and high-resolution crystal structures of covalent and noncovalent ligand/Hsp90 complexes provide mechanistic insights into the role of ligand conformation in the observed enantioselectivity. Finally, we demonstrate selective covalent targeting of cellular Hsp90, which results in a prolonged heat shock response despite concomitant degradation of the covalent ligand/Hsp90 complex. Our work highlights the potential of engineering ligand conformational constraints to dramatically accelerate covalent modification of a distal, poorly nucleophilic lysine on the surface of a protein target. In the experiment, the researchers used many compounds, for example, 1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3Recommanded Product: 142253-56-3).

1-Boc-Azetidine-3-yl-methanol (cas: 142253-56-3) 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. 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: 142253-56-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cu-Catalyzed N- and O-Arylation of 2-, 3-, and 4-Hydroxypyridines and Hydroxyquinolines was written by Altman, Ryan A.;Buchwald, Stephen L.. And the article was included in Organic Letters in 2007.Application of 107818-20-2 This article mentions the following:

With use of Cu-based catalysts, 2- and 4-hydroxypyridines were N-arylated in modest to excellent yields. In the case of 2-hydroxypyridine, the use of 4,7-dimethoxy-1,10-phenanthroline expanded the scope of previous literature reports to include the use of N-containing heteroaryl halides, and 2-substituted aryl halides. In addition, by using a copper catalyst based on 2,2,6,6-tetramethylheptane-3,5-dione, the first N-arylations of 4-hydroxypyridines and O-arylations of 3-hydroxypyridines with aryl bromides and iodides have been accomplished. In the experiment, the researchers used many compounds, for example, Thieno[3,2-b]pyridin-7-ol (cas: 107818-20-2Application of 107818-20-2).

Thieno[3,2-b]pyridin-7-ol (cas: 107818-20-2) 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. 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.Application of 107818-20-2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Water tolerant base free Copper (I) catalyst for the selective aerobic oxidation of primary alcohols was written by Lagerspets, Emi;Abba, Donatella;Sharratt, Joseph;Eronen, Aleksi;Repo, Timo. And the article was included in Molecular Catalysis in 2022.Category: alcohols-buliding-blocks This article mentions the following:

Authors report here a base free copper(I) catalyst for the selective aerobic oxidation of primary alcs. to their corresponding aldehydes and various diols to their corresponding lactones or lactols. In the presence of the in situ generated Cu(I)-catalyst with 2,2′-dipyridylamine (dpa) as a ligand and 2,2,6,6-tetramethylpiperdine-N-oxyl (TEMPO) as a persistent radical, the oxidation reaction proceeds under true aerobic conditions, at ambient temperature, utilizing air as the oxidant and without added base. High catalytic activity without over oxidation was achieved for numerous primary alcs. (aliphatic, allylic, benzylic and diols) with different substitution patterns. The catalyst’s stability is unique among reported Cu(I)-catalysts. It is not moisture or air sensitive, and is capable of e.g. oxidizing aliphatic and benzyl alcs. in a water/acetonitrile solution in moderate or in quant. yield (> 99%) in 3 h. In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Category: alcohols-buliding-blocks).

(4-Chlorophenyl)methanol (cas: 873-76-7) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Syntheses of methylpyridine derivatives. VI. Reaction of 2,6-lutidine 1-oxide with phosphoryl chloride was written by Kato, Tetsuzo. And the article was included in Yakugaku Zasshi in 1955.Related Products of 1122-71-0 This article mentions the following:

2,6-Me₂C₅H₃N → O.HCl (8 g.) and 23 g. POCl₃ heated 20 min. at 100°, 30 min. at 120-30°, and 4 hrs. at 145-50% the POCl₃ removed in vacuo, the residue poured into 150 ml. ice water, made alk. with Na₂CO₃ and extracted with Et₂O gave 6 g. product, fractionation of which yielded 4.5 g. composed mainly of 4,2,6-ClMe₂C₅H₂N, b₉₀ 108-13° (picrate, m. 166-7°; HCl salt, m.p. above 260°), and a small amount of 6,2-Me(ClCH₂) C₅H₃N (XV); XV.picrate, m. 162-4°. XV (5 g.), b₆₅ 118-20°, in 50 ml. PhMe and 4.7 g. PhCH₂CN at 0° treated portionwise with 2.8 g. NaNH₂, heated 1 hr. at 100-10°, the product poured into ice water, extracted with C₆H₆ and distilled to give 4 g. R²CH₂CHPhCN (XVI, R² = 6-methyl-2-pyridyl), b₃ 163-9°; XVI.H₂O, m. 52-60°; XVI picrate, m. 156-8°. XVI (2 g.) treated with 8 ml. 98% H₂SO₄ with cooling, let stand 1 day, the product poured into 50 ml. ice water, neutralized with Na₂CO₃, extracted with CHCl₃ and Et₂O added to give 1.4 g. R²CH₂CHPhCONH₂ (XVII), plates, m. 158° (from Me₂CO). XVII (2 g.) in 30 ml. EtOH refluxed 4 hrs. while passing in dry HCl gas (XVIII), the NH₄Cl and EtOH removed, the residue neutralized with Na₂CO₃ and extracted with Et₂O gave 1.4 g. R²CH₂CHPhCO₂Et (XIX), b₂ 140-2°. XIX (0.7 g.) and 5 ml. 10% HCl refluxed 30 min., the product concentrated in vacuo, neutralized with Na₂CO₃ and extd with Me₂CO gave 0.2 g. R²CH₂CHPhCO₂H (XX), needles, m. 105-15°. XX (0.5 g.) in 1 ml. 15% K₂CO₃ heated on a water bath, the product mixed with 1 g. Ca(OH)₂ and dry distilled to give 0.5 g. 6,2-Me(PhCH₂CH₂)C₅H₃N, b₁₂ 155-8°; picrate, m. 118-19°. 6,2-Me(HOCH₂)C₅H₃N (1.2 g.) in 10 ml. CHCl₃ treated dropwise with 1.3 g. SOCl₂ in 10 ml. CHCl₃, refluxed 30 min., the solvent and SOCl₂ removed and the residue recrystallized from Me₂CO gave 1.4 g. XV.HCl, m. 146-53°; XV picrate, m. 163-4°. In the experiment, the researchers used many compounds, for example, 6-Methyl-2-pyridinemethanol (cas: 1122-71-0Related Products of 1122-71-0).

6-Methyl-2-pyridinemethanol (cas: 1122-71-0) 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. 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.Related Products of 1122-71-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts