Tag: 100-200

Discovery and Characterization of R/S-N-3-Cyanophenyl-N’-(6-tert-butoxycarbonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)urea, a New Histone Deacetylase Class III Inhibitor Exerting Antiproliferative Activity against Cancer Cell Lines was written by Schnekenburger, Michael;Goffin, Eric;Lee, Jin-Young;Jang, Jun Young;Mazumder, Aloran;Ji, Seungwon;Rogister, Bernard;Bouider, Nafila;Lefranc, Florence;Miklos, Walter;Mathieu, Veronique;de Tullio, Pascal;Kim, Kyu-Won;Dicato, Mario;Berger, Walter;Han, Byung Woo;Kiss, Robert;Pirotte, Bernard;Diederich, Marc. And the article was included in Journal of Medicinal Chemistry in 2017.Product Details of 16413-26-6 This article mentions the following:

A new series of (N-aryl-N’-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)ureas bearing an alkoxycarbonylamino group at the 6-position were synthesized and examined as putative anticancer agents targeting sirtuins in glioma cells. On the basis of computational docking combined to in vitro sirtuin 1/2 inhibition assays, we selected compound I [R/S-N-3-cyanophenyl-N’-(6-tert-butoxycarbonylamino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-yl)urea] which displays a potent antiproliferative activity on various glioma cell types, assessed by quant. video microscopy, eventually triggering senescence. The impact on normal glial cells was lower with a selectivity index of >10. Furthermore, human U373 and Hs683 glioblastoma cell lines served to demonstrate the inhibitory activity of I against histone deacetylase (HDAC) class III sirtuins 1 and 2 (SIRT1/2) by quantifying acetylation levels of histone and non-histone proteins. The translational potential of I was validated by an NCI-60 cell line screen and validation of growth inhibition of drug resistant cancer cell models. Eventually, the anticancer potential of I was validated in 3D glioblastoma spheroids and in vivo by zebrafish xenografts. In summary, compound I is the first representative of a new class of SIRT inhibitors opening new perspectives in the medicinal chem. of HDAC inhibitors. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Product Details of 16413-26-6).

3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. 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. 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.Product Details of 16413-26-6

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Isoindolinone ureas: a novel class of KDR kinase inhibitors was written by Curtin, Michael L.;Frey, Robin R.;Heyman, H. Robin;Sarris, Kathy A.;Steinman, Douglas H.;Holmes, James H.;Bousquet, Peter F.;Cunha, George A.;Moskey, Maria D.;Ahmed, Asma A.;Pease, Lori J.;Glaser, Keith B.;Stewart, Kent D.;Davidsen, Steven K.;Michaelides, Michael R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2004.Formula: C8H4N2O This article mentions the following:

A series of substituted isoindolinone ureas was prepared and evaluated for enzymic and cellular inhibition of KDR kinase activity. Several of these analogs, such as I, are potent inhibitors of KDR both enzymically (<50 nM) and cellularly (�00 nM). A 3D KDR/CDK2/MAP kinase overlay model with several structurally related tyrosine kinase inhibitors was used to predict the binding interactions of the isoindolinone ureas with the KDR active site. In the experiment, the researchers used many compounds, for example, 3-Cyanophenylisocyanate (cas: 16413-26-6Formula: C8H4N2O).

3-Cyanophenylisocyanate (cas: 16413-26-6) belongs to esters. 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. 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.Formula: C8H4N2O

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Iodide ion promotion of benzyl chloride-borate ester carbonylation reactions was written by Alper, Howard;Hamel, Nathalie;Smith, David J. H.;Woell, James B.. And the article was included in Tetrahedron Letters in 1985.SDS of cas: 587-88-2 This article mentions the following:

Esters RC₆H₄CH₂CO₂R¹ (R = H, p-Me, o-OMe, m-Me, p-F; R¹ = Et, CHMe₂, Bu, CMe₃) and R²CH₂CO₂R¹ (R² = 1-, 2-naphthyl) were isolated (54-100% yield) from the Rh(I)-catalyzed reaction of RC₆H₄CH₂Cl and R²CH₂Cl with B(OR¹)₃ and CO, in the presence of KI. In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2SDS of cas: 587-88-2).

Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2) belongs to esters. 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. 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.SDS of cas: 587-88-2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rh(III)-Catalyzed C-H Functionalization of N-Nitrosoanilines with α-Sulfonylcarbenes was written by Peng, Rui-jun;Chen, Lei;Zhang, Xue-jing;Yan, Ming. And the article was included in Advanced Synthesis & Catalysis in 2022.Reference of 62020-09-1 This article mentions the following:

A Rh(III)-catalyzed ortho C-H functionalization of N-nitrosoanilines with α-sulfonylcarbenes had been developed. The reaction was carried out under mild conditions and fuctionalized N-nitrosoanilines I [R¹ = H, 4-Me, 5-Cl, etc.; R² = Me, Et, i-Pr, Bn; R³ = Me, Ph, 4-MeC₆H₄; R⁴ = C(O)Me, CO₂Me, C(O)Ph, SO₂Ph, naphthalene-2-carbonyl] were obtained with good to excellent yields. The diverse transformations of the products to ortho-functionalized anilines and nitrogen heterocycles were achieved. Furthermore, a cascade reaction of N-nitrosoanilines and α-sulfonyl-α-diazo-ketones provided 3-sulfonyl-indoles II [R⁵ = H, 5-F, 6-Cl, etc.; R⁶ = Me, Bn; R⁷ = Me, Ph, 2-naphthyl; R⁸ = Me, Ph, 4-MeC₆H₄] efficiently. In the experiment, the researchers used many compounds, for example, Methyl 2-(methylsulfonyl)acetate (cas: 62020-09-1Reference of 62020-09-1).

Methyl 2-(methylsulfonyl)acetate (cas: 62020-09-1) belongs to esters. 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.Reference of 62020-09-1

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Analysis of volatile flavor compounds of γ-aminobutyric acid soybean paste was written by Li, Fu-xiao;Li, Dong-long;Wang, Hui-yi;Li, Qiu-feng;Liu, Ji-dong. And the article was included in Xiandai Shipin Keji in 2021.Synthetic Route of C10H20O2 This article mentions the following:

To evaluate the flavor difference between com. soybean paste and γ-aminobutyric acid (GABA) bean paste, headspace solid-phase microextraction (HS-SPME) and gas chromatog.-mass spectrometry (GC-MS) were used to measure and analyze the volatile components and the common indexes in nine com. soybean paste samples (S1-S9) and the GABA soybean paste sample (S10) . The key volatile components were determined by principal component anal. (PCA) and odor activity value (OAV) . The results showed that 144 compounds in eight categories were detected in 10 soybean paste samples and the content of γ-aminobutyric acid in S10 reached 1.87 mg/g, the pH value was 4.69, and the color was bright without impurities. Among them, esters, alcs. and acids accounted for more than 60% of the total volatile components. Addnl., the results of PCA of 41 common volatile substances were identified in 10 soybean paste samples, demonstrating that 2-methyl-butyraldehyde, 3-methyl-butyraldehyde, dimethyl-trisulfide and guaiacol significantly contributed to the flavor formation of bean paste. Besides, the GABA soybean paste has a rich variety of flavors, in which the contents of 2-pentylfuran, 2-ethyl-6-methylpyrazine, guaiacol and di-Me trisulfide (which exhibited aromas of mung bean, nut and clove) were significantly higher than other samples. This could be the reason for some differences in flavor substances between GABA soybean paste and other samples. The results of this study could provide theor. reference for the development of functional soybean paste and the flavor improvement in soybean paste products. In the experiment, the researchers used many compounds, for example, Isopentyl 3-methylbutanoate (cas: 659-70-1Synthetic Route of C10H20O2).

Isopentyl 3-methylbutanoate (cas: 659-70-1) belongs to esters. 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. Synthetic Route of C10H20O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Characterization of Key Aroma Compounds in Pellets of Different Hop Varieties (Humulus lupulus L.) by Means of the Sensomics Approach was written by Brendel, Sabrina;Hofmann, Thomas;Granvogl, Michael. And the article was included in Journal of Agricultural and Food Chemistry in 2019.Application of 868-57-5 This article mentions the following:

The use of hops in beer brewing is mainly based on its content of bitter acids and aroma compounds Due to the loss of volatile odorants during wort boiling, the so-called dry hopping is a possibility to intensify the hoppy aroma in the final beer. To clarify the potential of different hop varieties for aroma modulation of beer via dry hopping, key aroma compounds of three different hop varieties were characterized using the sensomics approach. Aroma extract dilution anal. revealed 41 aroma-active compounds, of which 39 were identified via gas chromatog.-olfactometry and gas chromatog.-mass spectrometry. The highest flavor dilution factor was determined for myrcene with a geranium-like odor. Fourteen substances were quantitated by stable isotope dilution anal. and further two odorants via the internal standard method; all of them revealed odor activity values (OAVs; ratio of concentration to odor threshold) �. Linalool, 3-methylbutanoic acid, myrcene, and di-Me trisulfide showed the highest OAVs (>1000) in all analyzed hop varieties. For validation of the anal. data, reconstitution models were prepared by adding all quantitated aroma compounds with OAVs �1 in their naturally occurring concentrations to cellulose as matrix. All three recombinates showed a very high similarity to the aroma profile of the resp. hop sample, confirming the correct identification and quantitation of all key aroma compounds In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Application of 868-57-5).

Methyl2-methylbutyrate (cas: 868-57-5) belongs to esters. 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. 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 of 868-57-5

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Effect of Copper-Based Fungicide Treatments on the Quality of Hop Produced in the Northeastern United States was written by Chrisfield, Benjamin J.;Gugino, Beth K.;Hopfer, Helene;Elias, Ryan J.. And the article was included in Journal of the American Society of Brewing Chemists in 2022.Electric Literature of C12H20O2 This article mentions the following:

The quality of hops is dictated in large part by the content of flavor and aroma compounds These compounds vary in concentration and are affected by agricultural practises. Previous research has found that the application of Bordeaux Mixture may impact the aroma quality of hops by altering concentrations of varietal thiols. The impact of copper fungicides other than Bordeaux Mixture and in hop production areas outside of the Pacific Northwest in the United States has yet to be evaluated. Herein we study the effects of application frequency of a copper (II) hydroxide fungicide on markers of hop quality in hops grown in the Northeastern United States. Copper fungicide application was found to significantly increase the total copper content of hop cones, regardless of application frequency; however, traditional markers of hop quality, including yield, essential oil composition, and acid content, were not affected. Beer consumers were unable to discriminate between beers dry-hopped with conventional or copper-treated hops based on aroma but were able to discriminate based on in-mouth perception. These findings suggest that the use of copper (II) hydroxide for the mitigation of fungal pathogens in hops grown in the Northeastern United States is unlikely to adversely affect final hop yield, acid content, or thiol quality. In the experiment, the researchers used many compounds, for example, (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3Electric Literature of C12H20O2).

(E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3) belongs to esters. 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. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Electric Literature of C12H20O2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Characterization of aroma compounds of four brandies by aroma extract dilution analysis was written by Zhao, Yuping;Li, Jiming;Xu, Yan;Fan, Wenlai;Jiang, Wenguang. And the article was included in American Journal of Enology and Viticulture in 2009.Application In Synthesis of Ethyl 2-hydroxy-3-phenylpropanoate This article mentions the following:

Aroma compounds in two VSOP and two XO brandies were identified by gas chromatog.-mass spectrometry (GC-MS) and gas chromatog.-olfactometry (GC-O) after fractionation. A total of 109 aroma compounds were detected by GC-O in the four brandy samples on DB-wax and HP-5 columns. Aroma extract dilution anal. (AEDA) was further used to identify the most important aroma compounds Results showed that esters could be the most important aroma compounds, particularly Et esters. Various alcs., aldehydes, acetals, furan derivatives, lactones, and phenolic compounds were also identified. According to flavor dilution (FD) factors, the most significant aroma compounds were 2-methylpropanol, 3-methylbutanol, Et hexanoate, Et heptanoate, Et octanoate, β-damascenone, and trans-β-methyl-γ-octalactone (FD â‰?024). These compounds contributed to fruity, sweet, and coconut-like aromas, with the exception of 2-methylpropanol and 3-methylbutanol, which imparted a fusel note. 1,1-Diethoxyethane and cis-β-methyl-γ-octalactone, with cream- and coconut-like aromas, were the important aroma compounds (FD 1024) in two of the brandies. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0Application In Synthesis of Ethyl 2-hydroxy-3-phenylpropanoate).

Ethyl 2-hydroxy-3-phenylpropanoate (cas: 15399-05-0) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. 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. Application In Synthesis of Ethyl 2-hydroxy-3-phenylpropanoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

One-Pot Synthesis of Substituted 2-Amino Isonicotinic Acids: Reminiscent of the Guareschi-Thorpe Condensation was written by Jin, Xiangle;Xing, Lidong;Deng, Daniel Da;Yan, Jun;Fu, Yan;Dong, Weitong. And the article was included in Journal of Organic Chemistry in 2022.Application In Synthesis of Ethyl 2-oxo-2-(2-oxocyclopentyl)acetate This article mentions the following:

This work describes a concise manner to make a wide variety of mono- or disubstituted 2-amino isonicotinic acids via the corresponding 2,4-dioxo-carboxylic acid Et esters and Et 3-amino-3-iminopropionate hydrochloride. The reaction likely proceeds through an in situ decarboxylation process and is reminiscent to the Guareschi-Thorpe Condensation. In the experiment, the researchers used many compounds, for example, Ethyl 2-oxo-2-(2-oxocyclopentyl)acetate (cas: 39163-39-8Application In Synthesis of Ethyl 2-oxo-2-(2-oxocyclopentyl)acetate).

Ethyl 2-oxo-2-(2-oxocyclopentyl)acetate (cas: 39163-39-8) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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. Application In Synthesis of Ethyl 2-oxo-2-(2-oxocyclopentyl)acetate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Design, synthesis and evaluation of antimycotic and fungicidal activities of novel substituted 1-[(2-benzyl-1,3-dioxolan-4-yl)methyl]-1H-imidazoles was written by Talismanov, V. S.;Popkov, S. V.;Zykova, S. S.;Karmanova, O. G.;Tsaplin, G. V.. And the article was included in Journal of Pharmaceutical Sciences and Research in 2018.Product Details of 587-88-2 This article mentions the following:

In vitro tests of substituted 1-(1,3-dioxolan-4-ylmethyl)-1H-imidazoles I (R¹ = H, 4-Cl; R² = C₆H₅, 4-FC₆H₄, 1-naphthyl, etc.) showed high antimycotic activity against pathogens of C. albicans and S. salmonicolor, as well as opportunistic pathogens of F. oxysporum and F. moniliforme. The target compounds were derived by cyclization of substituted ketones with 3-chloro-1,2-propanediol followed by alkylation of the derived 4-chloromethyl-1,3-dioxolanes of sodium salts of imidazole. In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2Product Details of 587-88-2).

Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2) belongs to esters. 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. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Product Details of 587-88-2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics