Month: October 2022

《Quantum Chemical Modeling of the Adsorption of Crown Ethers of Different Structures on Surfaces of Lithium and Carbon》 was published in Russian Journal of Physical Chemistry A in 2020. These research results belong to Tulibaeva, G. Z.; Yarmolenko, O. V.; Shestakov, A. F.. Quality Control of 1,4,7,10,13-Pentaoxacyclopentadecane The article mentions the following:

Abstract: Theor. studies are performed of the adsorption of crown ethers of different structures (15-crown-5, dibenzo-18-crown-6 and 3-pentadecyl-2,4-dioxo-16-crown-5) on surfaces of lithium and carbon, the main anode materials in secondary lithium power sources. The energies of adsorption of these crown ethers and the bonding energies of lithium ions with crown ether in the free and adsorbed states are calculated using the PBE d. functional. It is shown that the mols. of 15-crown-5 and 3-pentadecyl-2,4-dioxo-16-crown-5 form flat structures, contributing to the stack folding of subsequent crown ether mols. There are steric hindrances for dibenzo-18-crown-6, since one of the benzene rings is oriented perpendicularly. It is found that 3-pentadecyl-2,4-dioxo-16-crown-5 promotes the transfer of lithium ion from the electrolyte volume to the surface of both lithium and carbon better than the other two crown ethers. In the experiment, the researchers used many compounds, for example, 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5Quality Control of 1,4,7,10,13-Pentaoxacyclopentadecane)

1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5) is a member of crown ether Ligands. Crown-ethers are macrocyclic polyethers capable of forming host-guest complexes, especially with inorganic and organic cations. Crown-ethers can incorporate protonated primary amine compounds by formation of ion-dipole bonds with the oxygen atoms of the chiral selector. Crown-ethers have been widely used for the separation of several pharmaceuticals both in aqueous and non-aqueous media. Quality Control of 1,4,7,10,13-Pentaoxacyclopentadecane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Macropinocytosis as a key determinant of peptidomimetic uptake in cancer cells》 was written by Yoo, Daniel Y.; Barros, Stephanie A.; Brown, Gordon C.; Rabot, Christian; Bar-Sagi, Dafna; Arora, Paramjit S.. Recommanded Product: tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Peptides and peptidomimetics represent the middle space between small mols. and large proteins-they retain the relatively small size and synthetic accessibility of small mols. while providing high binding specificity for biomol. partners typically observed with proteins. During the course of our efforts to target intracellular protein-protein interactions in cancer, we observed that the cellular uptake of peptides is critically determined by the cell line-specifically, we noted that peptides show better uptake in cancer cells with enhanced macropinocytic indexes. Here, we describe the results of our anal. of cellular penetration by different classes of conformationally stabilized peptides. We tested the uptake of linear peptides, peptide macrocycles, stabilized helixes, β-hairpin peptides, and cross-linked helix dimers in 11 different cell lines. Efficient uptake of these conformationally defined constructs directly correlated with the macropinocytic activity of each cell line: high uptake of compounds was observed in cells with mutations in certain signaling pathways. Significantly, the study shows that constrained peptides follow the same uptake mechanism as proteins in macropinocytic cells, but unlike proteins, peptide mimics can be readily designed to resist denaturation and proteolytic degradation Our findings expand the current understanding of cellular uptake in cancer cells by designed peptidomimetics and suggest that cancer cells with certain mutations are suitable mediums for the study of biol. pathways with peptide leads. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Recommanded Product: tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.The C-O bonds that comprise simple ethers are strong. Recommanded Product: tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Karale, Uttam B.; Shinde, Akash U.; Babar, Dattatraya A.; Sangu, Komal G.; Vagolu, Siva Krishna; Eruva, Vamshi K.; Jadav, Surender S.; Misra, Sunil; Dharmarajan, Sriram; Rode, Haridas B. published their research in Archiv der Pharmazie (Weinheim, Germany) in 2021. The article was titled 《3-Aryl-substituted imidazo[1,2-a]pyridines as antituberculosis agents》.Application In Synthesis of 1-Bromo-3-methoxybenzene The article contains the following contents:

3-Aryl-substituted imidazo[1,2-a]pyridines I [R1 = H, 6-Me, 7-Me, 8-Me; R2 = 4-tolyl, 2-naphthyl, 2-(4-methylanilino)-4-(trifluoromethyl)phenyl, etc.] were reported as potent antituberculosis agents. A small library of 3-aryl-substituted imidazo[1,2-a]pyridines I were synthesized using direct arylation followed by nitro reduction and finally Pd-catalyzed C-N coupling reactions. The compounds I thus obtained were evaluated against Mycobacterium tuberculosis H37Rv. Compound I [R1 = H, R2 = 3-cyanophenyl] was identified as an antituberculosis lead with a min. inhibitory concentration of 2.3μg/mL against M. tuberculosis H37Rv. This compound I [R1 = H, R2 = 3-cyanophenyl] showed a selectivity index of 35. The docking of compound I [R1 = H, R2 = 3-cyanophenyl] in the active site of the M. tuberculosis cytochrome bc1 complex cytochrome b subunit (Mtb QcrB) revealed key π-π interactions of I [R1 = H, R2 = 3-cyanophenyl] with the Tyr389 and Trp312 residues of Mtb QcrB. After reading the article, we found that the author used 1-Bromo-3-methoxybenzene(cas: 2398-37-0Application In Synthesis of 1-Bromo-3-methoxybenzene)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) is a compound useful in organic synthesis and other chemical processes. It is an intermediate used for pharmaceuticals, perfumes and agrochemicals.Application In Synthesis of 1-Bromo-3-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Moraes, Maiara C.; Lenardao, Eder J.; Barcellos, Thiago published their research in ARKIVOC (Gainesville, FL, United States) in 2021. The article was titled 《Synthesis of C4-substituted coumarins via Pechmann condensation catalyzed by sulfamic acid. Insights into the reaction mechanism by HRMS analysis》.SDS of cas: 150-19-6 The article contains the following contents:

A series of functionalized C4-substituted coumarins were synthesized by exploring the reaction of activated and non-activated phenols and β-ketoesters under solvent-free conditions in the presence of sulfamic acid as a Bronsted acid catalyst. Fifteen examples were prepared with moderate to excellent yields (50% to 90%) using 10 mol % of the catalyst. Furthermore, it was possible from the proposed methodol. to scale up the synthesis of coumarins to obtain up to 11 g of product. This work also provides a preliminary insight into the reaction mechanism using high-resolution mass spectrometry anal. The key cinnamic acid derivative intermediate was detected, implying that under the evaluated conditions, the mechanistic pathway starts with an aromatic electrophilic substitution followed by dehydration reaction and intramol. transesterification. In the part of experimental materials, we found many familiar compounds, such as m-Methoxyphenol(cas: 150-19-6SDS of cas: 150-19-6)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneSDS of cas: 150-19-6

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Brzeskiewicz, Jakub; Stanska, Barbara; Dabrowski, Piotr; Loska, Rafal published an article in 2021. The article was titled 《C-H Activation and Cross-Coupling of Acyclic Aldonitrone》, and you may find the article in European Journal of Organic Chemistry.Quality Control of 1-Bromo-3-methoxybenzene The information in the text is summarized as follows:

Palladium-catalyzed activation of C(sp2)-H bond in a readily E,Z-isomerizable aldonitrone, bearing an ester group at the C terminus, enabled its cross-coupling with a variety of aryl and heteroaryl bromides to give ketonitrones, including products with functional groups not compatible with the classical nitrone synthesis via condensation with hydroxylamines. The reactions proceeded with very high (usually complete) E selectivity. The key to obtaining good yields of the cross-coupling products was the use of sterically hindered carboxylic acid as additive and non-polar solvent (toluene), in which the starting nitrone exists mainly as E isomer. Further use of the obtained ketonitrones in dipolar cycloaddition or nucleophilic addition has also been demonstrated.1-Bromo-3-methoxybenzene(cas: 2398-37-0Quality Control of 1-Bromo-3-methoxybenzene) was used in this study.

1-Bromo-3-methoxybenzene(cas: 2398-37-0) can be used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.Quality Control of 1-Bromo-3-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Najafi-Taher, Roqya; Jafarzadeh kohneloo, Aarefeh; Eslami Farsani, Vahid; Mehdizade Rayeni, Neda; Moghimi, Hamid Reza; Ehsani, Amirhooshang; Amani, Amir published an article in 2022. The article was titled 《A topical gel of tea tree oil nanoemulsion containing adapalene versus adapalene marketed gel in patients with acne vulgaris: a randomized clinical trial》, and you may find the article in Archives of Dermatological Research.Name: 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid The information in the text is summarized as follows:

Adapalene is used for treatment of acne vulgaris, a common dermatol. disease. Nano-based carriers have been developed to improve solubility and bioavailability of adapalene and other acne treatment drugs. In our previous report, tea tree oil nanoemulsion containing adapalene gel (TTO NE + ADA Gel) showed appropriate phys. and biol. properties such as stability, viscosity, pH, size, morphol. and biocompatibility in an animal model. The present study was designed to assess efficacy and safety of the TTO NE + ADA Gel in comparison with 0.1% adapalene marketed gel (ADA Marketed Gel). A total of 100 patients were randomized to receive TTO NE + ADA Gel or ADA Marketed Gel, once daily at night, for 12 wk. Anal. for efficacy was conducted by acne lesion count (total, inflammatory and non-inflammatory) and acne severity index at weeks 4, 8 and 12 using generalized estimating equation along with the safety assessments in each measurement for assessing dryness, erythema, burning sensation and irritation. Significantly better reduction in total, inflammatory, and non-inflammatory acne lesions were reported for TTO NE + ADA Gel as compared to the ADA Marketed Gel overall and on each measurement occasion (p value < 0.001 for all). Mean acne severity index also reduced with TTO NE + ADA Gel significantly in comparison with ADA Marketed Gel (p value < 0.001). Dryness was the most common adverse effect reported in both groups and it was higher in TTO NE + ADA Gel group. In conclusion, TTO NE + ADA Gel compared to ADA Marketed Gel appears more effective in the treatment of acne vulgaris, with no important change in adverse effects. In the experiment, the researchers used many compounds, for example, 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Name: 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.Name: 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Min, Xiang-Ting; Mei, Yong-Kang; Chen, Bing-Zhi; He, Li-Bowen; Song, Ting-Ting; Ji, Ding-Wei; Hu, Yan-Cheng; Wan, Boshun; Chen, Qing-An published an article in 2022. The article was titled 《Rhodium-Catalyzed Deuterated Tsuji-Wilkinson Decarbonylation of Aldehydes with Deuterium Oxide》, and you may find the article in Journal of the American Chemical Society.Electric Literature of C9H10O2 The information in the text is summarized as follows:

The recent surge in the applications of deuterated drug candidates has rendered an urgent need for diverse deuterium labeling techniques. Herein, an efficient Rh-catalyzed deuterated Tsuji-Wilkinson decarbonylation of naturally available aldehydes with D2O is developed. In this reaction, D2O not only acts as a deuterated reagent and solvent but also promotes Rh-catalyzed decarbonylation. In addition, decarbonylative strategies for the synthesis of terminal monodeuterated alkenes from α,β-unsaturated aldehydes are within reach. The experimental part of the paper was very detailed, including the reaction process of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Electric Literature of C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Electric Literature of C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Zhang, Feng-Hua; Guo, Xiaochong; Zeng, Xianrong; Wang, Zhaobin published an article in 2022. The article was titled 《Catalytic Enantioconvergent Allenylation of Aldehydes with Propargyl Halides》, and you may find the article in Angewandte Chemie, International Edition.Category: ethers-buliding-blocks The information in the text is summarized as follows:

The Cr-catalyzed enantioconvergent allenylation of aldehydes with racemic propargyl halides to rapidly access a wide range of chiral α-allenols with adjacent axial and central chiralities. This method featured excellent regio-, diastereo- and enantioselectivity control with broad substrate scope, and provides facile access to all four stereoisomers when allied with a Mitsunobu reaction. Preliminary mechanistic studies supported radical-based reaction pathways. The synthetic utility was demonstrated by the application in late-stage functionalization and the formal total synthesis of (+)-varitriol. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Category: ethers-buliding-blocks)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Nicolaou, K. C.; Yu, Ruocheng; Lu, Zhaoyong; Alvarez, Fernando G. published an article in Journal of the American Chemical Society. The title of the article was 《Total Synthesis of Gukulenin B via Sequential Tropolone Functionalizations》.Quality Control of 2-(Benzyloxy)acetaldehyde The author mentioned the following in the article:

The synthesis of functionalized aromatic compounds is a central theme of research for modern organic chem. Despite the increasing finesse in the functionalization of five- and six-membered aromatic rings, their seven-membered-ring sibling, tropolone (2-hydroxy-2,4,6-cycloheptatrien-1-one), remains a challenging target for synthetic derivatization. This challenge primarily emanates from the unique structural and chem. properties of tropolonoid compounds, which often lead to unexpected and undesired reaction outcomes under conditions developed for the functionalizations of other aromatic moieties. Herein, the authors describe the total synthesis of one of the most complex natural tropolonoids, gukulenin B (I). The synthetic route features a series of site-selective aromatic C-H bond functionalizations and C-C bond formations, whose reaction conditions are judiciously tuned to allow uncompromised performance on the tropolone nucleus. The flexibility and modularity of the synthesis are expected to facilitate further synthetic and biol. studies of the gukulenin family of cytotoxins. In addition, the methods and tactics developed herein for the functionalization of the tropolone moiety could inspire and enable chemists of multiple disciplines to take advantage of this privileged yet underexplored structural motif. In the part of experimental materials, we found many familiar compounds, such as 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Quality Control of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Quality Control of 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

COA of Formula: C8H8O2In 2019 ,《Development of novel pyrazolones by using SiO2/ZnCl2 – green approach》 appeared in Journal of Chemical Sciences (Berlin, Germany). The author of the article were Neelima, G.; Lakshmi, K.; Sesha Maheswaramma, K.. The article conveys some information:

An efficient and green synthesis of substituted pyrazolone derivatives I [R = 2-MeO, 4-Cl, 3,4-di-MeO, etc.] was developed from 2,4-dinitrophenylhydrazine with aromatic aldehydes and Et acetoacetate in presence of silica-supported zinc chloride (SiO2/ZnCl2) as a recyclable Lewis acid catalyst. All the compounds I were tested for their antioxidant activity by using DPPH radical scavenging method. The results came from multiple reactions, including the reaction of 2-Methoxybenzaldehyde(cas: 135-02-4COA of Formula: C8H8O2)

2-Methoxybenzaldehyde(cas: 135-02-4) is found in cassia oil, cinnamon bark, and cinnamon bark oil. It is a clear colorless liquid with a strong aroma. It has been used to examine the acaricidal activity of Periploca sepium oil and its active component against Tyrophagus putrescentiae.COA of Formula: C8H8O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem