Category: esters-buliding-blocks

Discovery of an Orally Efficacious MYC Inhibitor for Liver Cancer Using a GNMT-Based High-Throughput Screening System and Structure-Activity Relationship Analysis was written by Kant, Rajni;Yang, Ming-Hui;Tseng, Chih-Hua;Yen, Chia-Hung;Li, Wei-You;Tyan, Yu-Chang;Chen, Marcelo;Tzeng, Cherng-Chyi;Chen, Wei-Cheng;You, Kaiting;Wang, Wen-Chieh;Chen, Yeh-Long;Chen, Yi-Ming Arthur. And the article was included in Journal of Medicinal Chemistry in 2021.Quality Control of Ethyl 2-hydroxybenzoate This article mentions the following:

Glycine-N-Me transferase (GNMT) downregulation results in spontaneous hepatocellular carcinoma (HCC). Overexpression of GNMT inhibits the proliferation of liver cancer cell lines and prevents carcinogen-induced HCC, suggesting that GNMT induction is a potential approach for anti-HCC therapy. Herein, we used Huh7 GNMT promoter-driven screening to identify a GNMT inducer. Compound K78 was identified and validated for its induction of GNMT and inhibition of Huh7 cell growth. Subsequently, we employed structure-activity relationship anal. and found a potent GNMT inducer, K117. K117 inhibited Huh7 cell growth in vitro and xenograft in vivo. Oral administration of a dosage of K117 at 10 mpk (milligrams per kg) can inhibit Huh7 xenograft in a manner equivalent to the effect of sorafenib at a dosage of 25 mpk. A mechanistic study revealed that K117 is an MYC inhibitor. Ectopic expression of MYC using CMV promoter blocked K117-mediated MYC inhibition and GNMT induction. Overall, K117 is a potential lead compound for HCC- and MYC-dependent cancers. In the experiment, the researchers used many compounds, for example, Ethyl 2-hydroxybenzoate (cas: 118-61-6Quality Control of Ethyl 2-hydroxybenzoate).

Ethyl 2-hydroxybenzoate (cas: 118-61-6) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.Quality Control of Ethyl 2-hydroxybenzoate

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

Identification of chemical components from essential oils and aqueous extracts of some medicinal plants and their nematicidal effects on Meloidogyne incognita was written by Ardakani, A. S.;Hosseininejad, S. A.. And the article was included in Journal of Basic & Applied Zoology in 2022.HPLC of Formula: 105-87-3 This article mentions the following:

Essential oils from aerial parts of Achillea wilhelmsii, Tanacetum polycephalum and Teucrium polium were isolated by using Clevenger-type apparatus and tested at different concentrations for their nematicidal activity against the second stage juvenile (J2) of Meloidogyne incognita in vitro condition. The chem. components of the essential oils and seed extracts of each plant (0.2 g) were extracted with maceration with methanol/acetic acid mixture (85:15, volume/volume). Anal. was done by Gas Chromatog., GC-Mass Spectrometry) and HPLC. Identified chem. components were tested after this on J2 of M. incognitain. NMR spectroscopy was done to investigate the properties of organic mols. by drawing their spectrum using Broker AVANCE AQS-300 MHz. Significant difference was achieved on nematicidal activity of essential oils based on the plant species and oil concentrations GC and GC-MS led to identification of 41, 39 and 45 major compounds from T. polium, T. polycephalum and A. wilhelmsii oils, resp. A number of 10 components with different ranges of percentage were recorded in all of the tested plants oils. Use of HPLC resulted in identification of 4, 3 and 2 chem. compounds in the extracts of A. wilhelmsii, T. polycephalum and T. polium, resp. The nematicidal activity of com. polyphenols at the concentration of 1100 ppm showed 58.3, 48.9, 28.2 and 26.8 percentages J2 mortalities by catechin, coumarin, gallic acid and chlorogenic, resp. Nematotoxicity test of com. terpenoids showed the highest J2 mortalities (more than 80%), in concentrations of 100 and 200 ppm limonene, β-pinene and α-pinene. However, it was less than 30% of J2 mortality caused by terpinen-4-ol, α-terpineol and linalool. Compounds such as Limonene, β-pinene and α-pinene were detected in all of the tested plants, A. wilhelmsii, T. polycephalum and T. polium, having an effective nematicidal action vs. terpinen-4-ol, α-terpineol and linalool. In the experiment, the researchers used many compounds, for example, (E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3HPLC of Formula: 105-87-3).

(E)-3,7-Dimethylocta-2,6-dien-1-yl acetate (cas: 105-87-3) 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.HPLC of Formula: 105-87-3

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

Expanding chemical space by para-C-H arylation of arenes was written by Maiti, Sudip;Li, Yingzi;Sasmal, Sheuli;Guin, Srimanta;Bhattacharya, Trisha;Lahiri, Goutam Kumar;Paton, Robert S.;Maiti, Debabrata. And the article was included in Nature Communications in 2022.Quality Control of (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate This article mentions the following:

A robust catalytic system that displayed unique efficacy toward para-arylation of highly functionalized substrates such as drug entities, giving access to structurally diversified biaryl scaffolds, e.g., I was developed. This diversification process provided access to an expanded chem. space for further exploration in drug discovery. Further, the applicability of the transformation was realized through the synthesis of drug mols. bearing a biphenyl fragment. Computational and exptl. mechanistic studies further provided insight into the catalytic cycle operative in this versatile C-H arylation protocol. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Quality Control of (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) 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. Quality Control of (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

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

Novel hyperbranched molecules containing pyrrole units from diacetylene compounds was written by Godinez Sanchez, J.;Fomina, L.;Rumsh, L.. And the article was included in Polymer Bulletin (Heidelberg, Germany) in 2010.Category: esters-buliding-blocks This article mentions the following:

Novel hyperbranched mols. containing pyrrole units were obtained from ortho-, meta-, and para-diaminodiphenyldiacetylenes, as AB₂ type monomers by one-step polymerization Diacetylenic fragments reacted with terminal aminogroups in the presence of copper chloride to give pyrrole units. Diaminodiphenyldiacetylene monomers have been synthesized from ethynilanilines in three steps. The novel monomers and hyperbranched mols. were characterized by NMR, IR and thermal anal. In the experiment, the researchers used many compounds, for example, tert-Butyl (3-ethynylphenyl)carbamate (cas: 185619-66-3Category: esters-buliding-blocks).

tert-Butyl (3-ethynylphenyl)carbamate (cas: 185619-66-3) 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. 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.Category: esters-buliding-blocks

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

Mechanism of boron carbide particles improving the wear resistance of UHMWPE: Structure-property relationship was written by Liu, Zhipeng;Du, Yue;Ma, Haixia;Li, Jiangshan;Zhang, Xixiang;Zhu, Enci;Shi, Chunliang;Zhu, Zhihua;Zhao, Shicheng. And the article was included in Polymer in 2022.HPLC of Formula: 6683-19-8 This article mentions the following:

Inorganic particles are often used to enhance the wear resistance of UHMWPE, but the mechanism of the “enhancement effect” of inorganic particles improving the wear resistance of UHMWPE is ambiguous. In this paper, boron carbide particles(B₄C) were used to improve the wear resistance of UHMWPE, it was found that the wear resistance of UHMWPE was increased by up to 46% with appropriate filler loading of B₄C. Subsequently, the mechanism of B₄C improving the wear resistance of UHMWPE was studied and illustrated from the perspective of structure-property relationship. The B₄C particles act as exotic entanglement points, forming an entanglement network of particle-coupling agent-matrix, improving the degree of entanglement of mol. chains in the amorphous region of UHMWPE, thus improving the shear resistance of the matrix and reducing the structure damage caused by strong shearing during friction. Meanwhile, the highly entangled mol. chains prevented the transition of the interphase to the crystalline region, thus increasing the content of the interphase of UHMWPE and consequently alleviating the structural damage during the friction. Furthermore, B₄C particles played the role of load bearing, which enhanced the compression resistance of UHMWPE then reduced the structure damage caused by compression in the normal upward during friction. This paper could be helpful to better understand the role of fillers on the wear resistance of UHMWPE and provide theor. guidance to improve the wear resistance of UHMWPE and other materials. In the experiment, the researchers used many compounds, for example, 2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8HPLC of Formula: 6683-19-8).

2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. 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.HPLC of Formula: 6683-19-8

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

Effect of fatty acids on the flavor formation of fish sauce was written by Ding, Anzi;Zhu, Meng;Qian, Xiaoqing;Shi, Liu;Huang, Huang;Xiong, Guangquan;Wang, Jun;Wang, Lan. And the article was included in LWT–Food Science and Technology in 2020.Synthetic Route of C6H10O2 This article mentions the following:

An appropriate fish model helps track changes of lipid and fatty acid during fermentation Here we selected three freshwater fish (Culter alburnus, Carassius auratus and Ietalurus Punetaus) as the fermentative materials of fish sauce due to their significantly different contents of lipid and unsaturated fatty acid. The electronic nose showed that the flavor profiles of sauce samples prepared with different fish were dramatically different. A total of 71 volatile compounds of fish sauce were detected by solid-phase microextraction-gas chromatog.-mass spectrometry (SPME-GC/MS). Then nine key flavor compounds, including 3-methylbutanal, 3-methyl-1-butanol, 3-(methylthio)propanal, 1-octen-3-ol, phenylacetaldehyde, nonanal, di-Me trisulfide, decanal and hexanol, were screened based on odor activity values. According to correlation anal. between fatty acid profiles and fish sauce aroma, possible pathways of oleic acid (C18:1) and linoleic acid (C18:2) oxidation were suggested: oleic acid undergone the auto-oxidation to mainly form 10- hydroperoxide and 11- hydroperoxide, and (or) secondary form 8-hydroperoxide, then converted to nonanal, octanal and decanal; linoleic acid undergone the enzymic oxidation to form 10-L(S)-hydroperoxy-cis-9, trans-11-octadecadieuoic acid, then converted to 1-octen-3-ol. In the experiment, the researchers used many compounds, for example, 5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7Synthetic Route of C6H10O2).

5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7) 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. 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.Synthetic Route of C6H10O2

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

Creation through Immobilization: A New Family of High Performance Heterogeneous Bifunctional Iminophosphorane (BIMP) Superbase Organocatalysts was written by Goldys, Anna M.;Nunez, Marta G.;Dixon, Darren J.. And the article was included in Organic Letters in 2014.SDS of cas: 10203-58-4 This article mentions the following:

An immobilized chiral bifunctional iminophosphorane superbase organocatalyst I has been developed and applied in a range of challenging enantioselective reactions. A unique feature of this novel catalytic system is that the final step creation of the iminophosphorane occurs at the point of immobilization. The utility of the immobilized catalyst system was demonstrated in the nitro-Mannich reaction of ketimines as well as the conjugate addition of high pK_a 1,3-dicarbonyl pro-nucleophiles to nitrostyrene. Catalyst recycling was also demonstrated. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4SDS of cas: 10203-58-4).

Diethyl isobutylmalonate (cas: 10203-58-4) 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. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.SDS of cas: 10203-58-4

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

Characterization of key odorants in Langyatai Baijiu with Jian flavour by sensory-directed analysis was written by Du, Jingyi;Li, Yueming;Xu, Jianchun;Huang, Mingquan;Wang, Juan;Chao, Jinfu;Wu, Jihong;Sun, Huibin;Ding, Haimei;Ye, Hong. And the article was included in Food Chemistry in 2021.Reference of 695-06-7 This article mentions the following:

A study was carried out to determine systematically the key aroma-active compounds of Langyatai Baijiu with Jian flavor (LBJF) using sensory omics anal. (SOA). A total of 56 odorants were screened out using gas chromatog.-olfactometry-mass spectrometry (GC-O-MS)/Osme anal. Among them, 15 aroma-active components were first identified. After quantitation, 30 odorants had odor activity values (OAVs) > 1.0 in LBJF. Recombinant and omission experiments proved that the esters, alcs., acids, especially Et hexanoate, gamma-nonalactone, and di-Me trisulfide, were critical to the flavor of LBJF. The basic and com. liquors had obvious differences in the skeleton compositions of esters and acids. This study uncovers the characteristics of Jian flavor Baijiu (JFB) and provides a scientific basis for the quality control of JFB, which is helpful for the development of Chinese Baijiu flavor styles. In the experiment, the researchers used many compounds, for example, 5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7Reference of 695-06-7).

5-Ethyldihydrofuran-2(3H)-one (cas: 695-06-7) 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 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.Reference of 695-06-7

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

Expedient synthesis of biologically important sulfonylmethyl pyrimidines was written by Blades, Kevin;Demeritt, Julie;Fillery, Shaun;Foote, Kevin M.;Greenwood, Ryan;Gregson, Clare;Hassall, Lorraine A.;McGuire, Thomas M.;Pike, Kurt G.;Williams, Emma. And the article was included in Tetrahedron Letters in 2014.Safety of Methyl 2-(methylsulfonyl)acetate This article mentions the following:

Two novel synthetic strategies that allow rapid diversification of the sulfone moiety in sulfonylmethyl pyrimidines, a class of compounds with a wide range of biol. activity, which are of interest in a wide variety of drug discovery programs, are described. In the experiment, the researchers used many compounds, for example, Methyl 2-(methylsulfonyl)acetate (cas: 62020-09-1Safety of Methyl 2-(methylsulfonyl)acetate).

Methyl 2-(methylsulfonyl)acetate (cas: 62020-09-1) 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. 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. Safety of Methyl 2-(methylsulfonyl)acetate

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

Comparative analysis of eastern and western drying-oil binding media used in polychromic artworks by pyrolysis-gas chromatography/mass spectrometry under the influence of pigments was written by Wang, Na;He, Ling;Zhao, Xiang;Simon, Stefan. And the article was included in Microchemical Journal in 2015.Product Details of 106-79-6 This article mentions the following:

The mostly used drying-oils as binding media in historical artworks of eastern tung-oil and western linseed-oil, poppy-oil, walnut-oil are comparatively identified by online methylated pyrolysis-gas chromatog./mass spectrometry (Py-GC/MS). Based on the anal. of un-pigmented and pigmented reference samples after treated by natural aging, hydro-thermal aging and UV aging, resp., the characteristic pyrolysis products of all drying-oils are classed into mono-carboxylic acids (C6-8, 14, 16, 18, 20), di-carboxylic acids (2C6-12), glycerol, erythritol, 2-tridecanone, 8-hydroxy-octanoic acid, 3-octyl-oxiraneoctanoic acid and 2,6,10-trimethyl-9-undecenoic acid. Both benzene derivative and 9,10-dihydroxy-octadecanoic acid are suggested as the marked components for distinguishing eastern and western drying-oil. The investigated pigments of malachite, cinnabar, azurite and ochre do not show obvious influence on the detection of characteristic pyrolysis products of drying-oil, but they are proved to accelerate the aging and hydrolyzing rate of drying-oil, especially the pigment of cinnabar. The established online methylated Py-GC/MS procedure and the summarized data have been successfully applied on the identification of raw tung-oil and boiled tung-oil in historical painting samples collected from Drum Tower (Ming Dynasty), Bell Tower (Ming Dynasty), and Thousand-Buddha Cliff Grotto (Tang Dynasty). It is believed that the established Py-GC/MS procedure is able to provide wide application in archeol. research. In the experiment, the researchers used many compounds, for example, Dimethyl decanedioate (cas: 106-79-6Product Details of 106-79-6).

Dimethyl decanedioate (cas: 106-79-6) 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. 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.Product Details of 106-79-6

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