Tag: 100-200

《Two Scalable Syntheses of 3-(Trifluoromethyl)cyclobutane-1-carboxylic Acid》 was written by Song, Zhiguo J.; Qi, Ji; Emmert, Marion H.; Wang, Jinxing; Yang, Xuezhi; Xiao, Dong. Quality Control of Ethyl oxalyl monochlorideThis research focused ontrifluoromethylcyclobutane carboxylic acid preparation scalable. The article conveys some information:

Two efficient synthetic methods for preparation of 3-(trifluoromethyl)cyclobutane-1-carboxylic acid are reported starting from readily available 4-oxocyclobutane precursors. These cyclobutanones can be converted to their CF3 carbinols upon treatment with TMSCF3 and a fluoride source. The bis-carboxylate system was deoxygenated by treatment of Bu3SnH and provided desired compound 3-(trifluoromethyl)cyclobutane-1-carboxylic acid upon decarboxylation. In the monocarboxylate system, the triflate could be efficiently eliminated; subsequent hydrogenation afforded cis-3-(trifluoromethyl)cyclobutane-1-carboxylic acid. In addition to this study using Ethyl oxalyl monochloride, there are many other studies that have used Ethyl oxalyl monochloride(cas: 4755-77-5Quality Control of Ethyl oxalyl monochloride) was used in this study.

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.Quality Control of Ethyl oxalyl monochloride

Referemce:
Ester – Wikipedia,
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《Structure-Activity Relationship Studies of Tetrahydroquinolone Free Fatty Acid Receptor 3 Modulators》 was written by Ulven, Elisabeth Rexen; Quon, Tezz; Sergeev, Eugenia; Barki, Natasja; Brvar, Matjaz; Hudson, Brian D.; Dutta, Palash; Hansen, Anders Hoejgaard; Bielefeldt, Line Oe.; Tobin, Andrew B.; McKenzie, Christine J.; Milligan, Graeme; Ulven, Trond. Category: esters-buliding-blocks And the article was included in Journal of Medicinal Chemistry on April 9 ,2020. The article conveys some information:

Free fatty acid receptor 3 (FFA3, previously GPR41) is activated by short-chain fatty acids, mediates health effects of the gut microbiota, and is a therapeutic target for metabolic and inflammatory diseases. The shortage of well-characterized tool compounds has however impeded progress. Herein, we report structure-activity relationship of an allosteric modulator series and characterization of physicochem. and pharmacokinetic properties of selected compounds, including previous and new tools. Two representatives, 57 (TUG-1907) and 63 (TUG-2015), showed improved solubility and preserved potency. Of these, 57, with EC50 = 145 nM and a solubility of 33μM, showed high clearance in vivo but is a preferred tool in vitro. In contrast, 63, with EC50 = 162 nM and a solubility of 9μM, showed lower clearance and seems better suited for in vivo studies. Using 57, we demonstrate for the first time that FFA3 activation leads to calcium mobilization in murine dorsal root ganglia. In the experiment, the researchers used Methyl 3-oxovalerate(cas: 30414-53-0Category: esters-buliding-blocks)

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.Category: esters-buliding-blocks

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

《Organocatalytic Atroposelective Synthesis of N-N Axially Chiral Indoles and Pyrroles by De Novo Ring Formation》 was written by Chen, Ke-Wei; Chen, Zhi-Han; Yang, Shuang; Wu, Shu-Fang; Zhang, Yu-Chen; Shi, Feng. Application of 30414-53-0 And the article was included in Angewandte Chemie, International Edition on April 19 ,2022. The article conveys some information:

The first highly atroposelective construction of N-N axially chiral indole scaffolds I [R = H, 4-F, 6-MeO, 7-Br, etc.; R1 = H, Me; R2 = CO2Me, CO2Et, Ph, etc.; R3 = Me, Et, i-Pr, Bn; R4 = Ph, 2-FC6H4, 3-FC6H4, etc.] was established via a new strategy of de novo ring formation. This strategy made use of the organocatalytic asym. Paal-Knorr reaction of well-designed N-aminoindoles with 1,4-diketones, thus affording N-pyrrolylindoles in high yields and with excellent atroposelectivities (up to 98% yield, 96% ee). In addition, this strategy was applicable for the atroposelective synthesis of N-N axially chiral bispyrroles II [R5 = Ph, 3-ClC6H4, 3-MeOC6H4, 1-naphthyl, 2-naphthyl; R6 = Me, Et, Bn; R7 = Me, Et, i-Pr; R8 = Ph, 2-FC6H4, 3-thienyl, etc.; R9 = Me, Et, i-Pr, Bn] (up to 98% yield, 97% ee). More importantly, such N-N axially chiral heterocycles could be converted into chiral organocatalysts with applications in asym. catalysis, and some mols. display potent anticancer activity. This work not only provided a new strategy for the atroposelective synthesis of N-N axially chiral mols. but also offers new members of the N-N atropisomer family with promising applications in synthetic and medicinal chem. In the part of experimental materials, we found many familiar compounds, such as Methyl 3-oxovalerate(cas: 30414-53-0Application of 30414-53-0)

Methyl 3-oxovalerate(cas: 30414-53-0) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Application of 30414-53-0

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

Recommanded Product: 16982-21-1In 2012 ,《Synthesis and structure-activity relationships of tri-substituted thiazoles as RAGE antagonists for the treatment of Alzheimer’s disease》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Lee, Yun Suk; Kim, Hee; Kim, Young-Ho; Roh, Eun Joo; Han, Hogyu; Shin, Kye Jung. The article contains the following contents:

A series of thiazole derivatives were designed, and prepared to develop RAGE antagonist for the treatment of Alzheimer’s disease (AD). SAR studies were performed to optimize inhibitory activity on Aβ-RAGE binding. SAR studies showed that introducing an amino group at part A was essential for inhibitory activity on Aβ-RAGE binding. Compounds selected from Aβ-RAGE binding screening displayed inhibitory activity on Aβ transport across BBB. They also showed inhibitory activity against Aβ-induced NF-κB activation. These results indicated that our derivatives had a potential as therapeutic agents for the treatment of AD. In the experiment, the researchers used Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Recommanded Product: 16982-21-1)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Recommanded Product: 16982-21-1

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

HPLC of Formula: 6149-41-3In 2004 ,《Theoretical study of the thermolysis reaction of methyl β-hydroxycarboxylates in the gas phase》 was published in Journal of Physical Organic Chemistry. The article was written by Sanchez, Claudia; Quijano, Jairo; Notario, Rafael. The article contains the following contents:

Theor. studies on the thermolysis in the gas phase of three Me β-hydroxycarboxylates RR’C(OH)CH2COOCH3, Me 3-hydroxypropanoate (primary alc., I), Me 3-hydroxybutanoate (secondary alc., II) and Me 3-hydroxy-3-methylbutanoate (tertiary alc., III), were carried out using ab initio theor. methods at the MP2/6-31G(d) and MP2/6-311+G(d,p) levels of theory. The pathways describe a mechanism via a six-membered cyclic transition state, with the formation of an aldehyde or a ketone and an enol intermediate, followed by the tautomerization of this intermediate to Me acetate. The progress of the reactions was followed by means of the Wiberg bond indexes. The results indicate that the transition states are late, and the proton transfer is the more advanced process. The kinetic parameters calculated for the reactions studied agree well with the available exptl. results. A theor. study on the kinetic deuterium isotope primary and α- and β-secondary effects was also carried out. In the experiment, the researchers used many compounds, for example, 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

Product Details of 403-33-8In 2021 ,《Sequential Ir/Cu-Mediated Method for the Meta-Selective C-H Radiofluorination of (Hetero)Arenes》 was published in Journal of the American Chemical Society. The article was written by Wright, Jay S.; Sharninghausen, Liam S.; Preshlock, Sean; Brooks, Allen F.; Sanford, Melanie S.; Scott, Peter J. H.. The article contains the following contents:

This article describes a sequential Ir/Cu-mediated process for the meta-selective C-H radiofluorination of (hetero)arene substrates. In the first step, Ir-catalyzed C(sp2)-H borylation affords (hetero)aryl pinacolboronate (BPin) esters. The intermediate organoboronates are then directly subjected to copper-mediated radiofluorination with [18F]tetrabutylammonium fluoride to afford fluorine-18 labeled (hetero)arenes in high radiochem. yield and radiochem. purity. This entire process is performed on a bench top without Schlenk or glove box techniques and circumvents the need to isolate (hetero)aryl boronate esters. The reaction was automated on a TracerLab FXFN module with 1,3-dimethoxybenzene and a meta-tyrosine derivative The products, [18F]1-fluoro-3,5-dimethoxybenzene and an 18F-labeled meta-tyrosine derivative, were obtained in 37 ± 5% isolated radiochem. yield and >99% radiochem. purity and 25% isolated radiochem. yield and 99% radiochem. purity, and 0.52 Ci/μmol (19.24 GBq/μmol) molar activity (Am), resp. In the experiment, the researchers used Methyl 4-fluorobenzoate(cas: 403-33-8Product Details of 403-33-8)

Methyl 4-fluorobenzoate(cas: 403-33-8) can be used in the synthesis of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH2-substituted benzyl moiety.Product Details of 403-33-8

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Recommanded Product: Benzyl acrylateIn 2020 ,《Iridium(I)-Catalyzed α-C(sp3)-H Alkylation of Saturated Azacycles》 was published in Journal of the American Chemical Society. The article was written by Verma, Pritha; Richter, Jeremy M.; Chekshin, Nikita; Qiao, Jennifer X.; Yu, Jin-Quan. The article contains the following contents:

Saturated azacycles are commonly encountered in bioactive compounds and approved therapeutic agents. The development of methods for functionalization of the α-methylene C-H bonds of these highly privileged building blocks is of great importance, especially in drug discovery. While much effort has been dedicated towards this goal of using a directed C-H activation approach, the development of directing groups that are both general, as well as practical, remains a significant challenge. Herein, the design and development of novel amidoxime directing groups is described for Ir(I)-catalyzed α-C(sp3)-H alkylation of saturated azacycles using readily available olefins as coupling partners. This protocol extends the scope of saturated azacycles to piperidines, azepane, and tetrahydroisoquinoline that are incompatible with our previously reported directing group. A variety of olefin coupling partners, including previously unreactive di-substituted terminal olefins and internal olefins, are compatible with this transformation. The selectivity for a branched α-C(sp3)-alkylation product is also observed for the first time when acrylate is used as the reaction partner. The development of practical, one-step installation and removal protocols further add to the utility of amidoxime directing groups. In the experiment, the researchers used many compounds, for example, Benzyl acrylate(cas: 2495-35-4Recommanded Product: Benzyl acrylate)

Benzyl acrylate(cas: 2495-35-4) is a reagent that can be used in the preparation of 2-(Phosphonomethyl)pentanedioic Acid, a selective glutamate carboxypeptidase 2 (GCP-II) inhibitor. It can also be used in the preparation of high refractive index polyacrylates.Recommanded Product: Benzyl acrylate

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

SDS of cas: 119-36-8In 2022 ,《Topical delivery of salicylates》 appeared in Drug Delivery and Translational Research. The author of the article were Yeoh, Soo Chin; Goh, Choon Fu. The article conveys some information:

A review. Salicylates have a long history of use for pain relief. Salicylic acid and Me salicylate are among the widely used topical salicylates namely for keratolytic and anti-inflammatory actions, resp. The current review summarises both passive and active strategies, including emerging technologies employed to enhance skin permeation of these two salicylate compounds The formulation design of topical salicylic acid targets the drug retention in and on the skin based on the different indications including keratolytic, antibacterial and photoprotective actions, while the investigations of topical delivery strategies for Me salicylate are limited. The pharmacokinetics and metabolism of both salicylate compounds are discussed. The current overview and future perspectives of the topical delivery strategies are also highlighted for translational considerations of formulation designs.Methyl Salicylate(cas: 119-36-8SDS of cas: 119-36-8) was used in this study.

Methyl Salicylate(cas: 119-36-8) is a natural herbivore-induced plant volatile. It is a naturally occurring product in trees, legumes, exotic plants, vegetables, berries, and the primary constituent of the oil of wintergreen.Methyl Salicylate is produced from salicylic acid.SDS of cas: 119-36-8

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

Reference of tert-Butyl carbamateIn 2022 ,《Synthesis and biological evaluation of 4-(pyridine-4-oxy)-3-(tetrahydro-2H-pyran-4-yl)-pyrazole derivatives as novel, potent of ALK5 receptor inhibitors》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Wang, Zhenwei; Zhang, Yan; Wang, Hai; Wang, Xiaowei; Yu, Zhuangzhuang; Zhao, Liwen. The article conveys some information:

A novel series of 4-(pyridine-4-oxy)-3-(tetrahydro-2H-pyran-4-yl)-pyrazole derivatives I [R = 4-[4-(2-hydroxyethyl)piperazin-1-yl]-3-(trifluoromethyl)anilino, (2,2-difluoro-1,3-benzodioxol-5-yl)amino, [2-(3-cyanoazetidin-1-yl)-4-pyridyl]amino, etc.] was synthesized and identified as transforming growth factor type β receptor I (TGF-β R1, also known as activin-like kinase 5 or ALK5) inhibitors. Among them, compound I [R = 4-[4-(2-hydroxyethyl)piperazin-1-yl]-3-(trifluoromethyl)anilino] inhibited ALK5 autophosphorylation and NIH3T3 cell activity with IC50 values of 25 nM and 74.6 nM, resp. Compound I [R = 4-[4-(2-hydroxyethyl)piperazin-1-yl]-3-(trifluoromethyl)anilino] also showed favorable pharmacokinetic profile and ameliorated hERG inhibition. More importantly, 30 mg/kg oral administration of compound I [R = 4-[4-(2-hydroxyethyl)piperazin-1-yl]-3-(trifluoromethyl)anilino] could significantly induced tumor growth inhibition in CT26 xenograft model without obvious toxicity. In the experiment, the researchers used many compounds, for example, tert-Butyl carbamate(cas: 4248-19-5Reference of tert-Butyl carbamate)

tert-Butyl carbamate(cas: 4248-19-5) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Reference of tert-Butyl carbamate

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

《Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles》 was written by Liu, Jianzhong; Zhang, Cheng; Zhang, Ziyao; Wen, Xiaojin; Dou, Xiaodong; Wei, Jialiang; Qiu, Xu; Song, Song; Jiao, Ning. Recommanded Product: 36016-38-3 And the article was included in Science (Washington, DC, United States) in 2020. The article conveys some information:

The Schmidt reaction has been an efficient and widely used synthetic approach to amides and nitriles since its discovery in 1923. However, its application often entails the use of volatile, potentially explosive, and highly toxic azide reagents. Here, we report a sequence whereby triflic anhydride and formic and acetic acids activate the bulk chem. nitromethane to serve as a nitrogen donor in place of azides in Schmidt-like reactions. This protocol further expands the substrate scope to alkynes and simple alkyl benzenes for the preparation of amides and nitriles. In addition to this study using N-tert-Butoxycarbonylhydroxylamine, there are many other studies that have used N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Recommanded Product: 36016-38-3) was used in this study.

N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Recommanded Product: 36016-38-3

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