Category: esters-buliding-blocks

Potential anticancer agents. XXI. Synthesis and biological evaluation of some new triazene derivatives was written by Cornea, Felicia;Ionescu, D.;Zglobiu, Mariana;Botez, Georgeta;Dobre, V.;Niculescu-Duvaz, I.. And the article was included in Revue Roumaine de Chimie in 1980.Computed Properties of C10H13NO2 This article mentions the following:

Triazenes I (R = OH, alkoxy, OPh, amino, amino acid residue) (36 compounds) were prepared by diazotizing the amines and reaction with Me₂NH. Some I showed moderate activity against Walker 256 carcinosarcoma. II was similarly prepared and gave an increased life span of 35% in leukemia L1210-infected mice. In the experiment, the researchers used many compounds, for example, Ethyl 3-amino-4-methylbenzoate (cas: 41191-92-8Computed Properties of C10H13NO2).

Ethyl 3-amino-4-methylbenzoate (cas: 41191-92-8) 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.Computed Properties of C10H13NO2

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Structural insight into the optimization of ethyl 5-hydroxybenzo[g]indol-3-carboxylates and their bioisosteric analogues as 5-LO/m-PGES-1 dual inhibitors able to suppress inflammation was written by Bruno, Ferdinando;Errico, Suann;Pace, Simona;Nawrozkij, Maxim B.;Mkrtchyan, Arthur S.;Guida, Francesca;Maisto, Rosa;Olgac, Abdurrahman;D’Amico, Michele;Maione, Sabatino;De Rosa, Mario;Banoglu, Erden;Werz, Oliver;Fiorentino, Antonio;Filosa, Rosanna. And the article was included in European Journal of Medicinal Chemistry in 2018.Application In Synthesis of Ethyl 3-oxo-3-(m-tolyl)propanoate This article mentions the following:

The release of pro-inflammatory mediators, such as prostaglandines (PGs) and leukotrienes (LTs), arising from the arachidonic acid (AA) cascade, play a crucial role in initiating, maintaining, and regulating inflammatory processes. New dual inhibitors of 5-lipoxygenase (5-LO) and microsomal prostaglandin E₂ synthase-1 (mPGES-1), that block, at the same time, the formation of PGE₂ and LTs, are currently emerged as a highly interesting drug candidates for better pharmacotherapie of inflammation-related disorders. Following our previous studies, we here performed a detailed structure-based design of benzo[g]indol-3-carboxylate derivatives, disclosing several new key factors that affect both enzyme activity. Et 2-(3,4-dichlorobenzyl)-5-hydroxy-1H-benzo[g]indole-3-carboxylate (4b, RAF-01) and Et 2-(3,4-dichlorophenyl)-5-hydroxy-1H-benzo[g]indole-3-carboxylate (7h, RAF-02) emerged as the most active compounds of the series. Addnl., together with selected structure based analogs, both derivatives displayed significant in vivo anti-inflammatory properties. In conclusion, modeling and exptl. studies lead to the discovery of new candidate compounds prone to further developments as multi-target inhibitors of the inflammatory pathway. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Application In Synthesis of Ethyl 3-oxo-3-(m-tolyl)propanoate).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) 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. 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.Application In Synthesis of Ethyl 3-oxo-3-(m-tolyl)propanoate

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

Thermophysical properties of sulfur heterocycles: Thiane and thiophene derivatives was written by Temprado, Manuel;Roux, Maria Victoria;Jimenez, Pilar;Guzman-Mejia, Ramon;Juaristi, Eusebio. And the article was included in Thermochimica Acta in 2006.Category: esters-buliding-blocks This article mentions the following:

The present study reports a DSC study of the sulfur heterocyclic compounds: 2,2′-bithiophene [492-97-7]; 2,5-thiophenedicarboxylic acid [4282-31-9]; 3-acetylthiophene [1468-83-3]; 2-thiopheneacetic acid [1918-77-0]; 3-thiopheneacetic acid [6964-21-2]; 1,4-dithiane sulfone [139408-38-1]; 1,3-oxathiane-3,3-dioxide (1,3-oxathiane sulfone) [109577-03-9], and 1,4-oxathiane-4,4-dioxide (1,4-oxathiane sulfone) [107-61-9] in the temperature interval T = 268 K and the melting temperatures Temperatures, enthalpies, and entropies of fusion are reported. 1,4-Oxathiane sulfone presents solid-solid phase transitions near fusion. No addnl. solid-solid phase transitions were observed for the other solid compounds For the compounds that are solids over the temperature interval, the heat capacity of the condensed phase was measured. Heat capacities at T = 298.15 K for the liquids 2-acetylthiophene [88-15-3]; Me, 2-thiopheneacetate [19432-68-9]; Me, 3-thiopheneacetate [58414-52-1], and thiazole [288-47-1] were also measured. The C_p,m (298.15 K) values obtained in this work were compared with the available exptl. data and with values estimated with group contribution schemes. In the experiment, the researchers used many compounds, for example, Methyl 2-thienylacetate (cas: 19432-68-9Category: esters-buliding-blocks).

Methyl 2-thienylacetate (cas: 19432-68-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is 绾?valerolactone.Category: esters-buliding-blocks

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Exploiting excited-state aromaticity to design highly stable singlet fission materials was written by Fallon, Kealan J.;Budden, Peter;Salvadori, Enrico;Ganose, Alex M.;Savory, Christopher N.;Eyre, Lissa;Dowland, Simon;Ai, Qianxiang;Goodlett, Stephen;Risko, Chad;Scanlon, David O.;Kay, Christopher W. M.;Rao, Akshay;Friend, Richard H.;Musser, Andrew J.;Bronstein, Hugo. And the article was included in Journal of the American Chemical Society in 2019.Quality Control of Methyl 2-thienylacetate This article mentions the following:

Singlet fission, the process of forming two triplet excitons from one singlet exciton, is a characteristic reserved for only a handful of organic mols. due to the atypical energetic requirement for low energy excited triplet states. The predominant strategy for achieving such a trait is by increasing ground state diradical character; however, this greatly reduces ambient stability. Herein, we exploit Baird’s rule of excited state aromaticity to manipulate the singlet-triplet energy gap and create novel singlet fission candidates. We achieve this through the inclusion of a [4n] 5-membered heterocycle, whose electronic resonance promotes aromaticity in the triplet state, stabilizing its energy relative to the singlet excited state. Using this theory, we design a family of derivatives of indolonaphthyridine thiophene (INDT) with highly tunable excited state energies. Not only do we access novel singlet fission materials, they also exhibit excellent ambient stability, imparted due to the delocalized nature of the triplet excited state. Spin-coated films retained up to 85% activity after several weeks of exposure to oxygen and light, while analogous films of TIPS-pentacene showed full degradation after 4 days, showcasing the excellent stability of this class of singlet fission scaffold. Extension of our theor. anal. to almost ten thousand candidates reveals an unprecedented degree of tunability and several thousand potential fission-capable candidates, while clearly demonstrating the relationship between triplet aromaticity and singlet-triplet energy gap, confirming this novel strategy for manipulating the exchange energy in organic materials. In the experiment, the researchers used many compounds, for example, Methyl 2-thienylacetate (cas: 19432-68-9Quality Control of Methyl 2-thienylacetate).

Methyl 2-thienylacetate (cas: 19432-68-9) 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.Quality Control of Methyl 2-thienylacetate

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Translocator protein ligands based on N-methyl-(quinolin-4-yl)oxypropanamides with properties suitable for PET radioligand development was written by Brouwer, Chad;Jenko, Kimberly J.;Zoghbi, Sami S.;Morse, Cheryl L.;Innis, Robert B.;Pike, Victor W.. And the article was included in European Journal of Medicinal Chemistry in 2016.Application In Synthesis of Methyl 2-aminonicotinate This article mentions the following:

Modifications to an N-methyl-(quinolin-4-yl)oxypropanamide scaffold were explored to discover leads for developing new radioligands for PET imaging of brain TSPO (translocator protein), a biomarker of neuroinflammation. Whereas contraction of the quinolinyl portion of the scaffold or cyclization of the tertiary amido group abolished high TSPO affinity, insertion of an extra nitrogen atom into the 2-arylquinolinyl portion was effective in retaining sub-nanomolar affinity for rat TSPO, while also decreasing lipophilicity to within the moderate range deemed preferable for a PET radioligand. Replacement of a Ph group on the amido nitrogen with an iso-Pr group was similarly effective. Among others, compound 20 (N-methyl-N-phenyl-2-[2-(pyridin-2-yl)-1,8-naphthyridin-4-yloxy]propanamide) appears especially appealing for PET radioligand development, based on high selectivity and high affinity (K_i = 0.5 nM) for rat TSPO, moderate lipophilicity (logD = 2.48), and demonstrated amenability to labeling with carbon-11. In the experiment, the researchers used many compounds, for example, Methyl 2-aminonicotinate (cas: 14667-47-1Application In Synthesis of Methyl 2-aminonicotinate).

Methyl 2-aminonicotinate (cas: 14667-47-1) 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鎺?C閳ユ弲閳ユ彊 and O閳ユ弲閳ユ彊 angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C閳ユ彊閳ユ弲 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 Methyl 2-aminonicotinate

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

Identification of new shikonin derivatives as STAT3 inhibitors was written by Qiu, Han-Yue;Fu, Jiang-Yan;Yang, Min-Kai;Han, Hong-Wei;Wang, Peng-Fei;Zhang, Ya-Han;Lin, Hong-Yan;Tang, Cheng-Yi;Qi, Jin-Liang;Yang, Rong-Wu;Wang, Xiao-Ming;Zhu, Hai-Liang;Yang, Yong-Hua. And the article was included in Biochemical Pharmacology (Amsterdam, Netherlands) in 2017.Safety of Ethyl 2-(4-fluorophenyl)acetate This article mentions the following:

The signal transducer and activator of transcription 3 is a constitutively activated oncogenic protein in various human tumors and represents a valid target for anticancer drug design. In this study, the authors have achieved a new type of STAT3 inhibitors based on structural modifications on shikonin scaffold, guided by computational modeling. By tests, PMMB-187 exhibited a more outstanding profile than shikonin on a small panel of human breast cancer cells, especially for the MDA-MB-231 cells. For the cellular mechanisms research, PMMB-187 was found to induce cell apoptosis in MDA-MB-231 cells, associated with the reduction of mitochondrial membrane potential, production of ROS and alteration of the levels of apoptosis-related proteins. Furthermore, PMMB-187 inhibited constitutive/inducible STAT3 activation, transcriptional activity, nuclear translocation and downstream target genes expression in STAT3-dependent breast cancer cells MDA-MB-231. Besides, no obvious inhibitory effect on activation of STAT1 and STAT5 was observed with PMMB-187 treatment. Most notably, the in vivo studies further revealed that PMMB-187 could dramatically suppress the MDA-MB-231 cells xenografted tumor growth. The in vitro and in vivo results collectively suggest that PMMB-187 may serve as a promising lead compound for the further development of potential therapeutic anti-neoplastic agents. In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2Safety of Ethyl 2-(4-fluorophenyl)acetate).

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, including apples, durians, pears, bananas, pineapples, and strawberries. 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.Safety of Ethyl 2-(4-fluorophenyl)acetate

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

Mixed dialkylaluminum chlorides and mixed trimethylorganoaluminates in chemoselective 1,4-addition reactions to alkylidene malonic acid diethyl ester was written by Maas, Steffen;Kunz, Horst. And the article was included in Journal fuer Praktische Chemie (Weinheim, Germany) in 2000.Application of 10203-58-4 This article mentions the following:

Mixed (alkyl)methylaluminum chlorides (aryl)methylaluminum chlorides were formed by reaction of methylaluminum dichloride with organolithium or Grignard compounds and used for chemoselective 1,4-addition of higher alkyl, aryl, alkenyl and alkynyl groups to (alkylidene)propanedioates. Such aluminum reagents were prepared in situ; for example: (butyl)methylaluminum chloride, lithium butyltrimethylaluminate(1-), chloro(1-hexynyl)methylaluminum, chloro(ethenyl)methylaluminum. As an alternative, mixed trimethylorganoaluminates can also be applied for these Michael addition reactions. For conjugate addition of alkenyl groups to (alkylidene)propanedioates, alkenyl diisopropylalanes obtained from alkynes and diisopropylaluminum hydride proved the most efficient reagents. Using these novel mixed organoaluminum compounds, 灏?branched malonic (carboxylic) acid derivatives were obtained in good yields. The method offers a general access to 灏?branched carboxylic derivatives of quite diverse structure not dependent on the com. availability of the organoaluminum chlorides. In the experiment, the researchers used many compounds, for example, Diethyl isobutylmalonate (cas: 10203-58-4Application of 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.Application of 10203-58-4

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

Transesterification of diethyl malonate with n-butanol over HPWA/MCM-41 molecular sieves was written by Ajaikumar, S.;Backiaraj, M.;Mikkola, J.-P.;Pandurangan, A.. And the article was included in Journal of Porous Materials in 2013.Name: malonic acid dibutyl ester This article mentions the following:

Mesoporous Si-MCM-41 and Al-MCM-41 (Si/Al = 100) materials were synthesized via a hydrothermal method. Three different ratios (10, 20 and 30 wt%) of heteropoly tungstic acid (HPWA) was loaded on Si-MCM-41 by wet impregnation techniques. The characteristic structural features of the prepared materials were studied by various physico-chem. techniques such as X-ray diffraction (XRD), Nitrogen physisorption (BET), temperature programmed desorption of ammonia (TPD) and transmission electron microscopy (TEM). Transesterification of di-Et malonate (DEM) with n-butanol under autogenous conditions in a temperature range from 50 to 125鎺?was selected as the test reaction for the as synthesized materials. The reactants were fed with various mole ratios in order to determine the optimal feed composition leading to maximum yields of transesterified products. The results indicated that the conversion of di-Et malonate depends on the HPWA concentration on the support, temperature, reaction time and mole ratio of the reactants. Further, the catalytic efficiency of HPWA/MCM-41 was compared with that of Al-MCM-41. The solid acid HPWA/MCM-41 catalysts have several advantages in comparison to conventional mineral acid catalysts which are heterogeneous, eco-friendly, highly active and selective in the formation of transesters. In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2Name: malonic acid dibutyl ester).

malonic acid dibutyl ester (cas: 1190-39-2) 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, 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.Name: malonic acid dibutyl ester

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

Discovery of 4-((3’R,4’S,5’R)-6”-Chloro-4′-(3-chloro-2-fluorophenyl)-1′-ethyl-2”-oxodispiro[cyclohexane-1,2′-pyrrolidine-3′,3”-indoline]-5′-carboxamido)bicyclo[2.2.2]octane-1-carboxylic Acid (AA-115/APG-115): A Potent and Orally Active Murine Double Minute 2 (MDM2) Inhibitor in Clinical Development was written by Aguilar, Angelo;Lu, Jianfeng;Liu, Liu;Du, Ding;Bernard, Denzil;McEachern, Donna;Przybranowski, Sally;Li, Xiaoqin;Luo, Ruijuan;Wen, Bo;Sun, Duxin;Wang, Hengbang;Wen, Jianfeng;Wang, Guangfeng;Zhai, Yifan;Guo, Ming;Yang, Dajun;Wang, Shaomeng. And the article was included in Journal of Medicinal Chemistry in 2017.Synthetic Route of C10H17NO2 This article mentions the following:

The authors previously reported the design of spirooxindoles with two identical substituents at the carbon-2 of the pyrrolidine core as potent MDM2 inhibitors. In this paper the authors describe an extensive structure-activity relationship study of this class of MDM2 inhibitors, which led to the discovery of 60 (AA-115/APG-115, 4-((3R,4S,5R)-6”-chloro-4-(3-chloro-2-fluorophenyl)-1-ethyl-2”-oxodispiro[cyclohexane-1,2-pyrrolidine-3,3”-indoline]-5′-carboxamido)bicyclo[2.2.2]octane-1-carboxylic acid). Compound 60 has a very high affinity to MDM2 (K_i < 1 nM), potent cellular activity, and an excellent oral pharmacokinetic profile. Compound 60 is capable of achieving complete and long-lasting tumor regression in vivo and is currently in phase I clin. trials for cancer treatment. In the experiment, the researchers used many compounds, for example, Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate (cas: 135908-33-7Synthetic Route of C10H17NO2).

Methyl 4-aminobicyclo[2.2.2]octane-1-carboxylate (cas: 135908-33-7) 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. Esters contain a carbonyl center, which gives rise to 120鎺?C閳ユ弲閳ユ彊 and O閳ユ弲閳ユ彊 angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C閳ユ彊閳ユ弲 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 C10H17NO2

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

A practical approach to orthogonally connected oligopyrrole-peptide conjugates was written by Vazquez, Eugenio;Caamano, Ana M.;Castedo, Luis;Gramberg, Dieter;Mascarenas, Jose L.. And the article was included in Tetrahedron Letters in 1999.Electric Literature of C7H8N2O4 This article mentions the following:

A practical method for synthesizing an orthogonally connected oligopyrrole-peptide conjugate by coupling the oligopyrrole fragment to a selectively deprotected glutamic acid side-chain of a resin-bound peptide is described. For example, oligo(N-methylpyrrole)-peptide conjugate I (X = H₃CCO-Asp-Pro-Ala-Ala-Leu-Lys-Arg-Ala-Arg-Asn-Thr-Glu-Ala-Ala-Arg-Arg-Ser-Arg-Ala-) was prepared via standard solid-phase synthesis. These type of compounds may reproduce the DNA binding properties of natural proteins. In the experiment, the researchers used many compounds, for example, Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7Electric Literature of C7H8N2O4).

Ethyl 4-nitro-1H-pyrrole-2-carboxylate (cas: 5930-92-7) 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. 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.Electric Literature of C7H8N2O4

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