Tag: 100-200

Cheng, Chi-Yuan; Brinzari, Tatiana V.; Hao, Zhigang; Wang, Xiaotai; Pan, Long published an article in 2021. The article was titled 《Understanding Methyl Salicylate Hydrolysis in the Presence of Amino Acids》, and you may find the article in Journal of Agricultural and Food Chemistry.SDS of cas: 119-36-8 The information in the text is summarized as follows:

Me salicylate, the major flavor component in wintergreen oil, is commonly used as food additives. It was found that amino acids can unexpectedly expedite Me salicylate hydrolysis in an alk. environment, while the detailed mechanism of this reaction merits investigation. Herein, the role of amino acid, more specifically, glycine, in Me salicylate hydrolysis in aqueous solution was explored. 1H NMR spectroscopy, combined with d. functional theory calculations, was employed to investigate the Me salicylate hydrolysis in the presence and absence of glycine at pH 9. The addition of glycine was found to accelerate the hydrolysis by an order of magnitude at pH 9, compared to that at pH 7. The end hydrolyzed product was confirmed to be salicylic acid, suggesting that glycine does not directly form an amide bond with Me salicylate via aminolysis. Importantly, our results indicate that the ortho-hydroxyl substituent in Me salicylate is essential for its hydrolysis due to an intramol. hydrogen bond, and the carboxyl group of glycine is crucial to Me salicylate hydrolysis. This study gains a new understanding of Me salicylate hydrolysis that will be helpful in finding ways of stabilizing wintergreen oil as a flavorant in consumer food products that also contain amino acids. The experimental part of the paper was very detailed, including the reaction process of Methyl Salicylate(cas: 119-36-8SDS of cas: 119-36-8)

Methyl Salicylate(cas: 119-36-8) has been used: as a component of clarifying solution for treating Mongolian gerbil cochlea intact for immunofluorescence analysis, as a plant elicitor to test its effect on reducing the whitefly population from tomato plants.SDS of cas: 119-36-8

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《Novel composite oxygen-containing resins with effective adsorption towards anilines: physical and chemical adsorption》 was written by Xu, Chao; Yu, Wenhao; Zheng, Kexin; Ling, Chen; Yu, Shitao; Jiang, Long. Electric Literature of C4H5ClO3 And the article was included in Journal of Chemical Technology and Biotechnology in 2020. The article conveys some information:

The adsorption resins have been successfully used for the treatment of various types of industrial wastewater due to their excellent advantages of high degree of harmlessness, wonderful resource utilization effect, and adjustable material structure. However, the adsorption capacity of traditional resin to the high polarity aniline has been limited since the adsorption mainly relies on hydrophobic adsorption. In this study, novel oxygen-containing resins were prepared by modifying a benzene skeleton through chem. functional groups screening and phys. structure regulation. The influences of functional groups to the precursor resins were thoroughly studied and the adsorption capacity of the dihydrofuran-2,5-dione modified resins was 7.9% higher than the precursor resins, exhibiting the unparalleled adsorption activity to p-aminobenzoic acid (PABA). Subsequently, a series of dihydrofuran-2,5-dione modified crosslinking resins named FSG1-5 were prepared with various phys. structures. The resin FSG-2 exhibited the best adsorption property, as the adsorption capacity to p-aminobenzoic acid was 28.3% higher than H-103 (a com. hyper-cross-linked resin). On the basis of the comparison of kinetics, thermodn., and resin’s physicochem. structure, FSG-2 could achieve efficient adsorption to aniline compounds by phys. adsorption, such as π-π conjugation, mol. size effect, and chem. adsorption, including hydrogen bonding and acid-base effect enhanced the adsorption interaction, which laid a theor. foundation for the design and preparation of new materials. In the part of experimental materials, we found many familiar compounds, such as Ethyl oxalyl monochloride(cas: 4755-77-5Electric Literature of C4H5ClO3)

Ethyl oxalyl monochloride(cas: 4755-77-5) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Electric Literature of C4H5ClO3

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Ester – Wikipedia,
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《Structure optimization of positive allosteric modulators of GABAB receptors led to the unexpected discovery of antagonists/potential neg. allosteric modulators》 was written by Mugnaini, Claudia; Brizzi, Antonella; Mostallino, Rafaela; Castelli, Maria Paola; Corelli, Federico. HPLC of Formula: 609-08-5 And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020. The article conveys some information:

Pos. allosteric modulators (PAMs) of GABAB receptor represent an interesting alternative to receptor agonists such as baclofen, as they act on the receptor in a more physiol. way and thus are devoid of the side effects typically exerted by the agonists. Based on our interest in the identification of new GABAB receptor PAMs, we followed a merging approach to design new chemotypes starting from selected active compounds, such as GS39783, rac-BHFF, and BHF177, and we ended up with the synthesis of four different classes of compounds The new compounds were tested alone or in the presence of 10 μM GABA using [35S]GTPγS binding assay to assess their functionality at the receptor. Unexpectedly, a number of them significantly inhibited GABA-stimulated GTPγS binding thus revealing a functional switch with respect to the prototype mols. Further studies on selected compounds will clarify if they act as neg. modulators of the receptor or, instead, as antagonists at the orthosteric binding site. In addition to this study using Diethyl 2-methylmalonate, there are many other studies that have used Diethyl 2-methylmalonate(cas: 609-08-5HPLC of Formula: 609-08-5) was used in this study.

Diethyl 2-methylmalonate(cas: 609-08-5) belongs to aliphatic hydrocarbons. Aliphatic hydrocarbons belong to the most abundant fraction in crude oil. Aliphatics molecules are linear or branched open-chain structures such as n-alkanes, isoalkanes, cycloalkanes (naphthenes), terpenes and steranes.HPLC of Formula: 609-08-5

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Ester – Wikipedia,
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《Design, synthesis, and evaluation of novel 3-, 4-substituted, and 3,4-di substituted quinazoline derivatives as antimicrobial agents》 was published in Revista de Chimie (Bucharest, Romania) in 2020. These research results belong to El-Essawy, Farag A.; Alharthi, Abdulrahman I.; Alotaibi, Mshari A.; Wahba, Nancy E.; Boshta, Nader M.. Computed Properties of C8H14O4 The article mentions the following:

A novel series of 3-, 4-substituted, and 3,4-di substituted quinazoline derivatives were prepared via various cyclized regents and most of the newly prepared compounds evaluated for their antimicrobial activities in vitro against Gram-pos., Gram-neg. bacterial strains and fungi strains. The structures of the quinazoline derivatives have been confirmed using spectroscopic analyses (IR, NMR, and EI-MS). Some of the synthesized derivatives displayed a moderate antimicrobial activity in comparison with reference drugs, for example compounds 13d, 15a, 17b, 18b, 18d, 25, and 29a-c. Among the synthesized compounds, the pyrimidoqunazoline derivative 6c elicited the highest activity. In the part of experimental materials, we found many familiar compounds, such as Diethyl 2-methylmalonate(cas: 609-08-5Computed Properties of C8H14O4)

Diethyl 2-methylmalonate(cas: 609-08-5) belongs to aliphatic hydrocarbons. Aliphatic hydrocarbons belong to the most abundant fraction in crude oil. Aliphatics molecules are linear or branched open-chain structures such as n-alkanes, isoalkanes, cycloalkanes (naphthenes), terpenes and steranes.Computed Properties of C8H14O4

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Ester – Wikipedia,
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《Site-Selective 1,2-Dicarbofunctionalization of Vinyl Boronates through Dual Catalysis》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Sun, Shang-Zheng; Duan, Yaya; Mega, Riccardo S.; Somerville, Rosie J.; Martin, Ruben. Product Details of 2495-35-4 The article mentions the following:

A modular, site-selective photochem. 1,2-dicarbofunctionalization of vinyl boronate CH2:CHBpin with organic halides RBr and ArBr through dual catalysis afforded double addition products RCH2CHAr(Bpin) (4a-t; R = tBu, tertiary alkyl, cycloalkyl; Ar = substituted Ph, naphthyl). This reaction proceeds under mild conditions and is characterized by excellent chemo- and regioselectivity. It thus represents a complementary new technique for preparing densely functionalized alkyl boron architectures from simple and accessible precursors. In the experimental materials used by the author, we found Benzyl acrylate(cas: 2495-35-4Product Details of 2495-35-4)

Benzyl acrylate(cas: 2495-35-4) has been used in preparation of high refractive index polyacrylates. Benzyl acrylate is used in the preparation of heptanoic acid benzyl ester. It is used to prepare polybenzylacrylate using azobisisobutyronitrile as initiator.Product Details of 2495-35-4

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Ester – Wikipedia,
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In 2012,Alorati, Anthony D.; Gibb, Andrew D.; Mullens, Peter R.; Stewart, Gavin W. published 《An Efficient Process for the Large-Scale Synthesis of a 2,3,6-Trisubstituted Indole》.Organic Process Research & Development published the findings.Synthetic Route of C8H6FNO4 The information in the text is summarized as follows:

The efficient synthesis of a key trisubstituted indole intermediate 1 is described. The synthetic route required the use of an aryl Grignard reagent which was not com. available, and the large-scale formation of this fragment and the thermal evaluation for this step is presented. The key step in the sequence was a Truce-Smiles rearrangement to provide an advanced ketone intermediate which, upon reduction, cyclized to the desired indole 1. Design of experiment (DoE) optimization of this reduction is also presented. In total >50 kg of target indole 1 were synthesized in 55% overall yield over five steps using this new route. In the experimental materials used by the author, we found Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Synthetic Route of C8H6FNO4)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Synthetic Route of C8H6FNO4Methyl 4-fluoro-3-nitrobenzoate is used to prepare dimethyl 3-nitro-3′,4-oxydibenzoate by reacting with 3-hydroxy-benzoic acid methyl ester.

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

In 2011,Gallardo-Godoy, Alejandra; Gever, Joel; Fife, Kimberly L.; Silber, B. Michael; Prusiner, Stanley B.; Renslo, Adam R. published 《2-Aminothiazoles as Therapeutic Leads for Prion Diseases》.Journal of Medicinal Chemistry published the findings.Computed Properties of C4H7NO2S The information in the text is summarized as follows:

2-Aminothiazoles are a new class of small mols. with antiprion activity in prion-infected neuroblastoma cell lines. We report here structure-activity studies undertaken to improve the potency and physiochem. properties of 2-aminothiazoles, with a particular emphasis on achieving and sustaining high drug concentrations in the brain. The results of this effort include the generation of informative structure-activity relationships (SAR) and the identification of lead compounds that are orally absorbed and achieve high brain concentrations in animals. The new aminothiazole analog (5-methylpyridin-2-yl)-[4-(3-phenylisoxazol-5-yl)-thiazol-2-yl]-amine (27), for example, exhibited an EC50 of 0.94 μM in prion-infected neuroblastoma cells (ScN2a-cl3) and reached a concentration of ∼25 μM in the brains of mice following three days of oral administration in a rodent liquid diet. The studies described herein suggest 2-aminothiazoles as promising new leads in the search for effective therapeutics for prion diseases. In the experimental materials used by the author, we found Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Computed Properties of C4H7NO2S)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Computed Properties of C4H7NO2S

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In 2004,Khokhar, Shaista S.; Wirth, Thomas published 《Nucleophile-selective selenocyclizations》.European Journal of Organic Chemistry published the findings.HPLC of Formula: 6149-41-3 The information in the text is summarized as follows:

Electrophilic cyclizations are one of the major strategies for cyclofunctionalizations of alkenes. Selective selenocyclizations can be performed by adjusting various factors in such reactions. The nature of the electrophile, the counterion, solvents, and external additives coordinating to the electrophilic species are used to control the course of such cyclizations with high degrees of efficiency. Investigations reported here have been extended towards stereoselective reactions using chiral selenium electrophiles. For example, the stereoselective selenocyclization of chiral selenium electrophile I with α-(hydroxymethyl)-γ-(methylene)benzenebutanoic acid (II) gave furanone III. In the experimental materials used by the author, we found Methyl 3-hydroxypropanoate(cas: 6149-41-3HPLC of Formula: 6149-41-3)

Methyl 3-hydroxypropanoate(cas: 6149-41-3) belongs to esters with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. 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. HPLC of Formula: 6149-41-3

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

In 1957,Journal of the American Chemical Society included an article by Henry, David W.; Leete, Edward. Formula: C8H9NO4. The article was titled 《Amine oxides. I. Gramine oxide》. The information in the text is summarized as follows:

Gramine (I) (17.4 g.) in 40 cc. EtOH treated with 28.2 cc. 30% aqueous H2O2 and cooled gave 18.5 g. N-oxide (II) of I containing 1 mole H2O2 of crystallization, m. 135-6° (decomposition) (rapid heating), 121-2° (decomposition) (slow heating); recrystallization of II.H2O2 from EtOH did not remove the H2O2. If the excess H2O2 in a similar oxidation run was decomposed with a small amount of 10% Pt-C no crystallization occurred, but the addition of H2O2 to the solution precipitated II.H2O2. Samples of II.H2O2 were pale brown after several months and contained a slightly lower percentage of H2O2. I.MeI (1.0 g.) added to 80 mg. Na in 3.3 g. Me2NOH at room temperature and evaporated after 19 hrs. in vacuo, and the semisolid residue extracted with 20 cc. H2O left 0.24 g. I; the aqueous filtrate was shown to contain II by paper chromatography. Rf values for II, I, and I.MeI: 0.78, 0.72, 0.56 (15% aqueous NH4OH); 0.79, 0.76, 0.61 (6:5 Me2CO-7.5% NH4OH); 0.89, 1.0, 1.0 (1.3:1 PrOH-H2O). All reactions with II in this investigation were performed with the product obtained by the decomposition of II.H2O with 10% Pt-C; all weights of II refer to the II.H2O2. II (0.1 g.) in 20 cc. H2O treated with 5 g. Zn dust and 10 cc. glacial AcOH, stirred 0.5 hr., and filtered, the filtrate added to aqueous KOH, and the precipitate isolated with Et2O yielded 0.72 g. I, m. 133°. II (1.0 g.) in 20 cc. MeOH evaporated at 10° in vacuo, the pale brown residual sirup heated 10 min. at 125°, the tarry residue extracted with Et2O, the extract concentrated to 10 cc., diluted with 20 cc. pentane, and chromatographed on Al2O3 yielded 0.15 g. O-skatyl-N,N-dimethylhydroxylamine (III), m. 93-4° (pentane). II refluxed with a variety of solvents 1 hr. and evaporated in vacuo, and the residue chromatographed on Al2O3 gave III (solvent and % yield given): PhMe 16, HCONMe2 25, dioxane 37, MeCN containing a trace pyridine 61. III (42 mg.) added to 42 mg. LiAlH4 in 20 cc. Et2O, refluxed 1 hr., treated with wet Et2O, filtered, and evaporated, and the residue dissolved in MeOH and treated with 1,3,5-C6H3(NO2)3 (IV) gave the IV-skatole adduct, orange needles, m. 184-5°. II (2.0 g.) refluxed 3 hrs. with 40 cc. piperidine and evaporated in vacuo gave 1.59 g. 3-piperidinomethylindole (V), m. 158-9° (EtOH). Aqueous II and piperidine warmed at 100° gave V. Aqueous I.MeI treated with piperidine at room temperature gave immediately a precipitate of the piperidino derivative II refluxed with Et2NH yielded 3-diethylaminomethylindole, m. 102.5-104°. II refluxed in Me2NH gave I. II and morpholine gave at 100° 3-morpholinomethylindole, m. 119-21°. PhNHMe and II gave at 100° 3-(N-methyl-N-phenylaminomethyl)indole, m. 85-6.5°, in 58% yield. II (1.6 g.) in 20 cc. MeOH added to 0.17 g. Na in 20 cc. MeOH, refluxed 1 min., cooled to room temperature, treated with 0.65 g. NaHCO3 and 0.2 cc. H2O, and evaporated in vacuo, the vapors condensed in a Dry Ice trap, and the condensate treated with picric acid gave the picrate of Me2NOH, yellow needles, m. 160-1° (EtOH); the residue extracted with Et2O, and the extract dried, and evaporated gave 0.72 g. 3-methoxymethylindole (VI), m. 97-8° (pentane). II and NaOEt yielded 59% 3-ethoxymethylindole (VII),. m. 62-3°. II (1.0 g.) refluxed 2 hrs. with 25 cc. iso-BuOH and evaporated and the residue chromatographed on Al2O3 with 1:3 Et2O-pentane to pure Et2O yielded 3-(isobutoxymethyl)indole, b0.0005 120°, n25D 1.5574, which was also obtained in 44% yield from I with EtI and iso-BuONa; later elution of the column and sublimation of the resulting semisolid at 80°/0.0002 mm. gave III, m. 92-3°. III, VII, and Et2O-insoluble, apparently polymeric material, was obtained by refluxing II and EtOH. II (1.0 g.) in 50 cc. H2O added dropwise with stirring to refluxing 50 cc. 10% aqueous NaOH and 50 cc. Et2O, and the Et2O layer worked up after 4 hrs. refluxing gave 0.11 g. 3-hydroxymethylindole, m. 99-100° (pentane). II (1.0 g.) in 20 cc. H2O heated 20 hrs. at 100° and extracted with Et2O and the extract chromatographed on Al2O3 yielded 0.10 g. 3,3′-diindolylmethane, m. 163-4°, and much Et2O-insoluble polymeric material. The aqueous solution of a duplicate run treated at the end of the reaction with dimedon gave the CH2O derivative, m. 190-1°. II (1.0 g.) in 25 cc. H2O stirred 1.5 hrs. at 100° with 25 cc. PhMe, 10 g. NaCN, and 25 cc. saturated aqueous NaCN and the PhMe layer dried with K2CO3 and worked up gave a liquid residue which with IV in MeOH gave 1.36 g. IV adduct of 3-cyanomethylindole (VIII), orange needles, m. 135.5-37°. II treated with NaCN in MeOH gave a mixture of VIII and VI. II (1.0 g.) in 15 cc. MeNO2 treated with 0.10 g. Na in 2 cc. EtOH, refluxed 1 hr. with stirring, treated with 0.2 H2O, and evaporated in vacuo, and the residue extracted with Et2O, diluted with pentane, and chromatographed on Al2O3 yielded 0.27 g. 3-(2-nitroethyl)indole, m. 53.5-54°. II (1.0 g.) in 15 cc. H2O heated 2 hrs. at 100° with 1 cc. 4N HCl gave a white amorphous polymer which was also obtained from 3-hydroxymethylindole and acids; the aqueous filtrate evaporated, and the residual sirup treated with picric acid gave the picrate of IV, m. 160-1°. II treated with alc. picric acid gave only resinous material. In addition to this study using Dimethyl 1H-pyrrole-2,3-dicarboxylate, there are many other studies that have used Dimethyl 1H-pyrrole-2,3-dicarboxylate(cas: 2818-08-8Formula: C8H9NO4) was used in this study.

Dimethyl 1H-pyrrole-2,3-dicarboxylate(cas: 2818-08-8) belongs to pyrroles. Pyrroles are components of more complex macrocycles, including the porphyrinogens and products derived therefrom, including porphyrins of heme, the chlorins, bacteriochlorins, and chlorophylls. Porphobilinogen, a trisubstituted pyrrole, is the biosynthetic precursor to many natural products such as heme.Formula: C8H9NO4

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COA of Formula: C6H10O3On September 22, 2021 ,《Enantioselective Synthesis of Nitrogen-Nitrogen Biaryl Atropisomers via Copper-Catalyzed Friedel-Crafts Alkylation Reaction》 was published in Journal of the American Chemical Society. The article was written by Wang, Xiao-Mei; Zhang, Peng; Xu, Qi; Guo, Chang-Qiu; Zhang, De-Bing; Lu, Chuan-Jun; Liu, Ren-Rong. The article contains the following contents:

Nitrogen-nitrogen bonds containing motifs are ubiquitous in natural products and bioactive compounds However, the atropisomerism arising from a restricted rotation around an N-N bond is largely overlooked. Here, a method to access the first enantioselective synthesis of N-N biaryl atropisomers via a Cu-bisoxazoline-catalyzed Friedel-Crafts alkylation reaction is described. A wide range of axially chiral N-N bisazaheterocycle compounds were efficiently prepared in high yields with excellent enantioselectivities via desymmetrization and kinetic resolution Heating experiments showed that the axially chiral bisazaheterocycle products have high rotational barriers. The experimental process involved the reaction of Methyl 3-oxovalerate(cas: 30414-53-0COA of Formula: C6H10O3)

Methyl 3-oxovalerate(cas: 30414-53-0) belongs to ketone compounds. Ketone compounds have important physiological properties. They are found in several sugars and in compounds for medicinal use, including natural and synthetic steroid hormones. Molecules of the anti-inflammatory agent cortisone contain three ketone groups.COA of Formula: C6H10O3

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