Category: esters-buliding-blocks

Cdc7 Kinase Inhibitors: 5-Heteroaryl-3-Carboxamido-2-Aryl Pyrroles as Potential Antitumor Agents. 1. Lead Finding was written by Menichincheri, Maria;Albanese, Clara;Alli, Cristina;Ballinari, Dario;Bargiotti, Alberto;Caldarelli, Marina;Ciavolella, Antonella;Cirla, Alessandra;Colombo, Maristella;Colotta, Francesco;Croci, Valter;D’Alessio, Roberto;D’Anello, Matteo;Ermoli, Antonella;Fiorentini, Francesco;Forte, Barbara;Galvani, Arturo;Giordano, Patrizia;Isacchi, Antonella;Martina, Katia;Molinari, Antonio;Moll, Jurgen K.;Montagnoli, Alessia;Orsini, Paolo;Orzi, Fabrizio;Pesenti, Enrico;Pillan, Antonio;Roletto, Fulvia;Scolaro, Alessandra;Tato, Marco;Tibolla, Marcellino;Valsasina, Barbara;Varasi, Mario;Vianello, Paola;Volpi, Daniele;Santocanale, Corrado;Vanotti, Ermes. And the article was included in Journal of Medicinal Chemistry in 2010.Computed Properties of C9H10O3S This article mentions the following:

Cdc7 serine/threonine kinase is a key regulator of DNA synthesis in eukaryotic organisms. Cdc7 inhibition through siRNA or prototype small mols. causes p53 independent apoptosis in tumor cells while reversibly arresting cell cycle progression in primary fibroblasts. This implies that Cdc7 kinase could be considered a potential target for anticancer therapy. We previously reported that pyrrolopyridinones are potent and selective inhibitors of Cdc7 kinase, with good cellular potency and in vitro ADME properties but with suboptimal pharmacokinetic profiles. Here we report on a new chem. class of 5-heteroaryl-3-carboxamido-2-substituted pyrroles that offers advantages of chem. diversification and synthetic simplification. This work led to the identification of (aminopyrimidinyl)phenylpyrrolecarboxamide I, with biochem. data and ADME profile similar to the originally reported pyrrolopyridinones but characterized by superior efficacy in an in vivo model. Derivative I represents a new lead compound worthy of further investigation toward the ultimate goal of identifying a clin. candidate. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8Computed Properties of C9H10O3S).

Ethyl 3-oxo-3-(thiophen-2-yl)propanoate (cas: 13669-10-8) 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.Computed Properties of C9H10O3S

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

GCMS and FTIR spectral analysis of aqueous methylparathion biotransformation by the microbial mpd strains of Pseudomonas aeruginosa and Fusariumspp was written by Krishnaswamy, Usharani. And the article was included in Archives of Microbiology in 2021.Formula: C6H12O2 This article mentions the following:

This study aimed to find out the effective biotreatment processes of aqueous methyl parathion in stipulations of its biotransformation by potential indigenous mpd strains of Pseudomonas aeruginosa and Fusariumspp. Microbial biotransformation study of methyl parathion in contaminated synthetic wastewater at optimum conditions by P. aeruginosa mpd-5 (at temperature 33 °C, pH 7, under the aerobic condition with inoculum d. of 10⁸cells/mL) and by Fusarium spp mpd-1 (at temperature 30 °C, pH 7, under the aerobic condition with inoculum d. of 25 mgL^-1 dry biomass) was carried out. The major biodegradation compounds formed during the biotreatment process were analyzed by spectral studies using GCMS and FTIR. GCMS anal. of bacterial transformed compounds was p-nitrophenol, dimethylaminophenol, and glycyl-L-proline of 2-(3-methylpiperidino-4-5, 6-benzothiazin-4-one) and 2, 5-piperazinodione 3, 6-bis (2-methylpropyl). And the fungal transformed compounds were observed to be p-nitrophenol, phenol,2,4-Bis(1,1-Dimethylethyl), beta-L-arabinopyranoside-Me, Cyclobutanethiol, 3-2(4)-thiophenone, dihydro-5-(1-methylethyl), Benzene,1,3-bis(1,1-di-Me ethyl), Butanoic acid, 2-Me Me ester, and L-(+)-Ascorbic acid. The FTIR spectra of the mol. and the products of methyl parathion are observed to be changed in structures. It can be concluded from the aforementioned results and discussions that P. aeruginosa mpd-5 and Fusarium spp mpd-1 can be used in the biotreatment of pesticide wastewater having the high methyl parathion concentration and is possible by the indigenous microbial strains; they utilize as phosphate and carbon source of energy. Hence the strains can be used as a whole microbial cell, or its bioactive metabolites can be applied for the biotreatment of pesticide wastewater and potentially degrade methylparathion. In the experiment, the researchers used many compounds, for example, Methyl2-methylbutyrate (cas: 868-57-5Formula: C6H12O2).

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. 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.Formula: C6H12O2

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

4-[4-(4-Fluorophenyl)-2-methyl-5-oxo-2,5-dihydroisoxazol-3-yl]pyridinium iodide-4-[3-(4-fluorophenyl)-2-methyl-5-oxo-2,5-dihydroisoxazol-4-yl]pyridinium iodide (0.6/0.4) was written by Margutti, Simona;Schollmeyer, Dieter;Laufer, Stefan. And the article was included in Acta Crystallographica, Section E: Structure Reports Online in 2008.Synthetic Route of C10H11FO2 This article mentions the following:

The crystal structure of 4-[4-(4-fluorophenyl)-2-methyl-5-oxo-2,5-dihydroisoxazol-3-yl]pyridinium iodide-4-[3-(4-fluorophenyl)-2-methyl-5-oxo-2,5-dihydroisoxazol-4-yl]pyridinium iodide (0.6/0.4), C₁₆H₁₆FN₂O₂⁺·I^–, was determined as part of a study of the biol. activity of isoxazolone derivatives as p38 mitogen-activated protein kinase (MAPK) inhibitors. The x-ray crystal structure of 4-[4-(4-fluorophenyl)-2-Me-5-oxo-2,5-dihydroisoxazol-3-yl]pyridinium iodide showed the regioisomer 4-[3-(4-fluorophenyl)-2-Me-5-oxo-2,5-dihydroisoxazol-4-yl]pyridinium iodide. The synthesis of the former compound was achieved by reacting 4-(4-fluorophenyl)-3-(4-pyridyl)isoxazol-5(2H)-one after treatment with Et₃N in DMF, with iodomethane. The unexpected formation of the regioisomer could be explained by a rearrangement occurring via aziridine of the isoxazolone compound The regioisomers have site occupancies of 0.632(4)/0.368(4). The 2 6 members rings make a dihedral angle of 66.8(2)°. Crystallog. data are given. In the experiment, the researchers used many compounds, for example, Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2Synthetic Route of C10H11FO2).

Ethyl 2-(4-fluorophenyl)acetate (cas: 587-88-2) 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.Synthetic Route of C10H11FO2

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

Preservation of the Conformational Structures of Single-Polymer Crystals in Solution was written by Itoh, Takahito;Suzuki, Tatsuya;Kondo, Fumiaki;Suzuki, Takumi;Uno, Takahiro;Kubo, Masataka;Tohnai, Norimitsu;Sanda, Fumio;Miyata, Mikiji. And the article was included in Macromolecules (Washington, DC, United States) in 2022.Computed Properties of C11H20O4 This article mentions the following:

We have found that the cis-conformational structures in single-polymer crystals obtained by solid-state polymerization are retained in solution A soluble alternating copolymer was accidentally obtained during our research employing a series of 7,7,8,8-tetrakis(alkoxycarbonyl)-p-quinodimethanes (1) with alkoxy groups such as methoxy(1a(Me)), ethoxy(1b(Et)), propoxy(1c(Pr)), isopropoxy(1d(iPr)), butoxy(1e(Bu)), isobutoxy(1f(iBu)), pentyloxy(1g(Pen)), hexyloxy(1h(Hex)), and dodecyloxy(1i(Dod)). Thus, 1a(Me), 1b(Et), 1c(Pr), 1e(Bu), and 1g(Pen) with linear alkoxy groups afforded 1:1 charge-transfer complex crystals with 7,7,8,8-tetracyanoquinodimethane (3), while 1d(iPr), 1f(iBu), 1h(Hex), and 1i(Dod) with branching or linear long-chain alkoxy groups did not. The former crystals topochem. underwent photochem. and thermal copolymerizations via a radical mechanism to yield cis-conformational alternating copolymer crystals according to X-ray crystallog. Attractively, the rates of thermal copolymerization were found to increase roughly with an increase in the chain length of the linear alkoxy groups and/or a decrease in the reacting exomethylene carbon distances between 1 and 3. This finding led us to carry out a spontaneous copolymerization of 1g(Pen) with 3 in solution, resulting in the first synthesis of a soluble alternating copolymer during our research. Spectral analyses of the soluble copolymer of 1g(Pen) with 3, together with geometry optimization and spectroscopic simulations, proved that the cis-conformational structure was retained in solution as well as in the solid state. This provides the first spectral observation of a cis-conformational structure in solution with respect to the alternating copolymers of the p-quinodimethane derivatives In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2Computed Properties of C11H20O4).

malonic acid dibutyl ester (cas: 1190-39-2) 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. 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.Computed Properties of C11H20O4

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

Gas chromatographic analysis of different homologous series of acids esterified in aqueous solutions with butyl and propyl alcohols was written by Molnar-Perl, I.;Pinter-Szakacs, M.;Morvai, M.;Fabian-Vonsik, V.. And the article was included in Journal of Chromatography in 1988.Recommanded Product: 1190-39-2 This article mentions the following:

Fatty acids and aliphatic and aromatic di- and polycarboxylic acids were esterified with aliphatic alcs. in the presence of water and a mineral acid as catalyst. The efficiency of derivatization as well as the detector responses obtained with two alcs. are compared with each other to establish the optimum conditions for various series of acids. The molar ratios of water/alc. which yielded quant. esterifications are given, as is the maximum water content of the esterifying mixture permitted in order for esterification to proceed to completion. The optimum conditions for a reasonable ester yield in the presence of anhydrous Na₂SO₄ are also presented. In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2Recommanded Product: 1190-39-2).

malonic acid dibutyl ester (cas: 1190-39-2) 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. 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.Recommanded Product: 1190-39-2

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

CrCl₂ mediated allylation of N-protected α-amino aldehydes. A versatile synthesis of polypeptides containing a hydroxyethylene isostere was written by Ciapetti, Paola;Taddei, Maurizio;Ulivi, Paola. And the article was included in Tetrahedron Letters in 1994.Computed Properties of C16H24N2O4 This article mentions the following:

Substituted allylic bromides react with N-protected amino aldehydes to give intermediate products for the synthesis of hydroxyethylene dipeptide isosteres. The low stereoselectivity of this reaction can be improved using aldehydes protected with hindered groups. This reaction can be efficiently applied to oligopeptide aldehydes. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Computed Properties of C16H24N2O4).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) 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. 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.Computed Properties of C16H24N2O4

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

Reactions of vanillin and vanillal esters with 6-quinolylamine and phenidone was written by Gusak, K. N.;Kozlov, N. G.. And the article was included in Russian Journal of General Chemistry in 2005.Name: 4-Formyl-2-methoxyphenyl isobutyrate This article mentions the following:

2-Alkoxy-4-(11-oxo-9-phenyl-7,8,9,10,11,12-hexahydrobenzo[b][4,7]phenanthrolin-12-yl)phenyl esters, e.g., I, were prepared by condensation of vanillin or vanillal alkanoates with 6-quinolylamine and Phenidone. According to the ¹H NMR spectra, the target products were formed as mixtures of diastereomers. In the experiment, the researchers used many compounds, for example, 4-Formyl-2-methoxyphenyl isobutyrate (cas: 20665-85-4Name: 4-Formyl-2-methoxyphenyl isobutyrate).

4-Formyl-2-methoxyphenyl isobutyrate (cas: 20665-85-4) 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. 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.Name: 4-Formyl-2-methoxyphenyl isobutyrate

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

Copper-Catalyzed Methyl Esterification Reactions via C-C Bond Cleavage was written by Zhu, Yan;Yan, Hong;Lu, Linhua;Liu, Defu;Rong, Guangwei;Mao, Jincheng. And the article was included in Journal of Organic Chemistry in 2013.Recommanded Product: 2327-45-9 This article mentions the following:

The highly effective synthesis of Me esters from benzylic alcs., aldehydes, or acids via copper-catalyzed C-C cleavage from tert-Bu hydroperoxide is reported in this paper for the first time. Our protocol is easily accessible and practical, making it a possible supplement for the traditional way. In the experiment, the researchers used many compounds, for example, Methyl 5-methoxy-2-nitrobenzoate (cas: 2327-45-9Recommanded Product: 2327-45-9).

Methyl 5-methoxy-2-nitrobenzoate (cas: 2327-45-9) 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.Recommanded Product: 2327-45-9

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

An efficient synthesis of optically active α-(t-butoxycarbonylamino)-aldehydes from α-amino acids was written by Fehrentz, Jean Alain;Castro, Bertrand. And the article was included in Synthesis in 1983.Application of 87694-53-9 This article mentions the following:

BocNHCHRCON(OMe)Me (I; Boc = Me₃CO₂C; R = Me, CH₂CHMe₂, CHMeEt, CHMe₂, CH₂Ph, CHMeOCH₂Ph) were reduced by LiAlH₄ to give BocNHCHRCH(OLi)N(OMe)Me, which were hydrolyzed in situ to give title aldehydes BocNHCHRCHO. I were prepared by condensing BocNHCHRCO₂H with HN(OMe)Me.HCl by BOP in CH₂Cl₂ containing Et₃N. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Application of 87694-53-9).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) 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. 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.Application of 87694-53-9

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

Gelation kinetics of RAFT radical copolymerization of methacrylate and dimethacrylate was written by Yu, Qiang;Gan, Qian;Zhang, Hongwen;Zhu, Shiping. And the article was included in ACS Symposium Series in 2009.Name: Benzyl benzodithioate This article mentions the following:

The gelation kinetics and network development in the RAFT copolymerization of oligo(ethylene glycol) Me ether methacrylate (OEGMEMA) and oligo(ethylene glycol) dimethacrylates (OEGDMA) were investigated using differential scanning calorimetry, solvent extraction/swelling technique, and dynamic mech. anal. A significant autoacceleration was observed in the RAFT copolymerization processes. For the RAFT systems with 2.56, 5.26, 8.11, and 11.11 mol% OEGDMA, the vinyl conversions at the onset of autoacceleration were ∼26, 21, 17, and 15%, resp., very close to the corresponding microgel points. This suggested that the highly branched chains and gels restricted the mobilities of propagating radicals and RAFT-capped chains, resulting in the autoacceleration. The gelation behavior in the RAFT process was different from that in conventional free radical polymerization The slow chain growth in the RAFT process allowed sufficient chain relaxation and uniform distribution of reacting species, which reduced intramol. crosslinking and limited microgel formation. Increasing OEGDMA concentration level resulted in earlier gelation and faster network development, giving rise to network products with higher crosslinking densities, higher glass transition temperatures, and deteriorated structural homogeneities. In the experiment, the researchers used many compounds, for example, Benzyl benzodithioate (cas: 27249-90-7Name: Benzyl benzodithioate).

Benzyl benzodithioate (cas: 27249-90-7) 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. 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.Name: Benzyl benzodithioate

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