Month: February 2023

Aminopyrazine Inhibitors Binding to an Unusual Inactive Conformation of the Mitotic Kinase Nek2: SAR and Structural Characterization was written by Whelligan, Daniel K.;Solanki, Savade;Taylor, Dawn;Thomson, Douglas W.;Cheung, Kwai-Ming J.;Boxall, Kathy;Mas-Droux, Corine;Barillari, Caterina;Burns, Samantha;Grummitt, Charles G.;Collins, Ian;van Montfort, Rob L. M.;Aherne, G. Wynne;Bayliss, Richard;Hoelder, Swen. And the article was included in Journal of Medicinal Chemistry in 2010.Formula: C6H8S This article mentions the following:

We report herein the first systematic exploration of inhibitors of the mitotic kinase Nek2. Starting from HTS hit aminopyrazine I, compounds with improved activity were identified using structure-based design. Our structural biol. investigations reveal two notable observations. First, I and related compounds bind to an unusual, inactive conformation of the kinase which to the best of our knowledge has not been reported for other types of kinase inhibitors. Second, a phenylalanine residue at the center of the ATP pocket strongly affects the ability of the inhibitor to bind to the protein. The implications of these observations are discussed, and the work described here defines key features for potent and selective Nek2 inhibition, which will aid the identification of more advanced inhibitors of Nek2. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Formula: C6H8S).

3-Ethylthiophene (cas: 1795-01-3) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Formula: C6H8S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Catalytic activity and mechanistic investigation of 1D 2-picolinic acid based Cu(II) coordination polymer in the selective construction of 1,4-disubstituted triazoles was written by Aier, Merangmenla;Gayen, Firdaus Rahaman;Puzari, Amrit. And the article was included in Scientific Reports in 2022.COA of Formula: C6H4S This article mentions the following:

The catalytic activity of 1D 2-picolinic acid based Cu(II) coordination polymer (CP1) in click reaction to selectively generate 1,4-disubstituted 1,2,3-triazoles has been evaluated. The CP1 catalyst loading of 2 mol% was applied successfully in the reactions of primary azides with diverse terminal alkynes in green solvent (aqueous ethylene glycol). Moreover, the one-pot, multicomponent click reaction involving benzyl bromide, sodium azide, and phenylacetylene was also catalyzed by CP1. The findings show that 2-picolinic acid based Cu(II) coordination polymer catalytic systems are highly efficient for green click triazoles synthesis. DFT calculation supported the plausible mechanism involved in the CP1 catalyzed click reaction. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6COA of Formula: C6H4S).

2-Ethynylthiophene (cas: 4298-52-6) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.COA of Formula: C6H4S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Palladium-Catalyzed Alkynylation of Enones with Alkynylsilanes via C-C Bond Activation was written by Liu, Yu-Wen;Li, Ling-Jun;Xu, Hui;Dai, Hui-Xiong. And the article was included in Journal of Organic Chemistry in 2022.SDS of cas: 4298-52-6 This article mentions the following:

The synthesis of 1,3-enynes via palladium-catalyzed cross coupling between enone derivatives and alkynylsilanes was reported. The employment of appropriate pyridine-oxazoline ligand is the key to the C-C cleavage and the high E/Z stereoselectivity. This protocol features broad substrate scope and wide functional-group tolerance, affording the desired products in moderate-to-good yields. Late-stage diversification of natural product β-ionone further demonstrated the synthetic utility of this protocol. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6SDS of cas: 4298-52-6).

2-Ethynylthiophene (cas: 4298-52-6) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.SDS of cas: 4298-52-6

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Correction to “Predicting Flash Points of Pure Compounds and Mixtures with COSMO-RS” [Erratum to document cited in CA164:106271] was written by Reinisch, Jens;Klamt, Andreas. And the article was included in Industrial & Engineering Chemistry Research in 2016.Name: 2-Methylbenzo[b]thiophene This article mentions the following:

The final conversion within eq 4 in the original manuscript is incorrect; The correct equation has been given. There is an analog error in eq 11; The corrected equation has been given. In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Name: 2-Methylbenzo[b]thiophene).

2-Methylbenzo[b]thiophene (cas: 1195-14-8) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Name: 2-Methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

A Broadly Applicable Method for Pd-Catalyzed Carboperfluoro-alkylation of Terminal and Internal Alkynes: A Convenient Route to Tri- and Tetrasubstituted Olefins was written by Domanski, Sylwester;Chaladaj, Wojciech. And the article was included in ACS Catalysis in 2016.Recommanded Product: Benzo[b]thiophen-3-ylboronic acid This article mentions the following:

Perfluoroalkyl-substituted tri- and tetrasubstituted aryl alkenes and alkenes were prepared by three-component Pd-catalyzed difunctionalization of internal and terminal alkynes with iodoperfluoroalkanes and (aryl) boronic acids in the presence of a palladium BINAP-substituted palladacycle precatalyst; reactions of terminal and internal aryl alkynes yielded products with high regio- and stereoselectivities, while dialkyl alkynes yielded mixtures of regioisomeric tetrasubstituted alkenes with high stereoselectivities. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6Recommanded Product: Benzo[b]thiophen-3-ylboronic acid).

Benzo[b]thiophen-3-ylboronic acid (cas: 113893-08-6) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Recommanded Product: Benzo[b]thiophen-3-ylboronic acid

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Syntheses and properties of 1-(2-ethyl-1-benzofuran-3-yl)-2-(2-methyl-1-benzothiophene-3-yl) Perfluorocyclopentene was written by Tian, Zhaoyan;Sun, Fengxia;Pu, Shouzhi. And the article was included in Applied Mechanics and Materials in 2014.Application In Synthesis of 2-Methylbenzo[b]thiophene This article mentions the following:

An unsym. diarylethene compound 1-(2-methyl-1-benzofuran-3-yl)-2-[2-methyl-1-benzothiophene-3-yl] Perfluorocyclopentene was synthesized and its photochromism was investigated, the results showed that this compound exhibited reversible photochromism, inducing cyclization and cycloreversion reactions upon alternating irradiation with UV and visible light both in solution and in PMMA film. When irradiated 297 nm UV light, the maximum absorption was observed at 498 nm and 509 nm in hexane solution and in PMMA film, resp. In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Application In Synthesis of 2-Methylbenzo[b]thiophene).

2-Methylbenzo[b]thiophene (cas: 1195-14-8) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Application In Synthesis of 2-Methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Antibacterial effect of lichen substances and related compounds VI. Dibenzothiophene, fluorene, and carbazole derivatives was written by Natori, Shinsaku;Ito, Masao;Nakagome, Takenari. And the article was included in Pharmaceutical Bulletin in 1957.Category: benzothiophene This article mentions the following:

Since isosteric compounds often show similar biol. effects, the preceding study was extended to derivatives of compounds having S, SO, SO₂, CH₂, CO, or NH in place of the O of dibenzofuran. About 40 such compounds were synthesized by familiar methods. Five less well-known syntheses are described. The 2-Br derivative of dibenzothiophene 5-dioxide (I) (3.5 g.) heated 7 hrs. at 200° in an autoclave with 0.2 g. powd. Cu and 70 cc. concentrated NH₄OH yielded on cooling 1.8 g. 2-H₂N derivative of I, m. 269-70° (BuOH), previously prepared (Brown, et al., C.A. 47, 12346i) by the reduction of the 2-O₂N derivative of I. Cyclohexanone condensed with m-O₂NC₆H₄NHNH₂ and the product cyclized in the presence of HCl gave a mixture of 5- and 7-O₂N derivatives of 1,2,3,4-tetrahydrocarbazole (II), and chromatography separated the 5-O₂N derivative, m. 153° (hot C₆H₆ with rapid cooling) or 116° (hot C₆H₆ with gradual cooling), dimorphic forms. The 2-O₂N derivative of II dehydrogenated with chloranil and the product purified by chromatography in C₆H₆ over Al₂O₃ gave the 2-O₂N derivative of carbazole (III), m. 174-5° (C₆H₆), and this catalytically reduced (Pd-C) in EtOH gave the 2-H₂N derivative of III, m. 226-38° (decomposition); trinitrobenzene complex, m. 186-8° (EtOH). The 4-O₂N derivative of III reduced by Sn and HCl gave the HCl salt of the 4-H₂N derivative of III, m. above 300°; free base, m. 230-50° (decomposition); trinitrobenzene complex, m. 216-20° (EtOH). Other compounds prepared and tested were: dibenzothiophene, its 2-Br, 2-H₂N, 2-AcNH, 2,8-Br₂, 2,8-(H₂N)₂, 2,8-(AcNH)₂, 3-O₂N, 3-H₂N, 3-AcNH, and 3,7-(O₂N)₂ derivatives; dibenzothiophene 5-oxide, its 3-O₂N, 3-H₂N, 3,7-(O₂N)₂ derivatives; I, its 2-Br, 2-AcNH, 3-O₂N, 3-H₂N, 3-AcNH, 2,8-Br₂, 2,8-(H₂N)₂, and 2,8-(AcNH)₂ derivatives; fluorene, its 2-O₂N, and 2-H₂N derivatives; fluorenone, its 2-O₂N, and 2-H₂N derivatives; II, its 7-O₂N, 5-H₂N, and 7-H₂N derivatives; and III, its 4-O₂N, and 9-Ac derivatives The antibacterial activities of these 40 compounds were tested and recorded as above, and compared with those of the corresponding dibenzofuran derivatives In the experiment, the researchers used many compounds, for example, Dibenzo[b,d]thiophen-3-amine (cas: 25288-76-0Category: benzothiophene).

Dibenzo[b,d]thiophen-3-amine (cas: 25288-76-0) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Toluene dioxygenase-catalyzed cis-dihydroxylation of benzo[b]thiophenes and benzo[b]furans: synthesis of benzo[b]thiophene 2,3-oxide was written by Boyd, Derek R.;Sharma, Narain D.;Brannigan, Ian N.;Evans, Timothy A.;Haughey, Simon A.;McMurray, Brian T.;Malone, John F.;McIntyre, Peter B. A.;Stevenson, Paul J.;Allen, Christopher C. R.. And the article was included in Organic & Biomolecular Chemistry in 2012.Quality Control of 2-Methylbenzo[b]thiophene This article mentions the following:

Enzymic cis-dihydroxylation of benzo[b]thiophene, benzo[b]furan and several Me substituted derivatives was found to occur in both the carbocyclic and heterocyclic rings. Relative and absolute configurations and enantiopurities of the resulting dihydrodiols were determined Hydrogenation of the alkene bond in carbocyclic cis-dihydrodiols and ring-opening epimerization/reduction reactions of heterocyclic cis/trans-dihydrodiols were also studied. The relatively stable heterocyclic dihydrodiols of benzo[b]thiophene and benzo[b]furan showed a strong preference for the trans configuration in aqueous solutions The 2,3-dihydrodiol metabolite of benzo[b]thiophene was utilized as a precursor in the chemoenzymic synthesis of the unstable arene oxide, benzo[b]thiophene 2,3-oxide. In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Quality Control of 2-Methylbenzo[b]thiophene).

2-Methylbenzo[b]thiophene (cas: 1195-14-8) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.Quality Control of 2-Methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Surface modification by polyzwitterions of the sulfabetaine-type, and their resistance to biofouling was written by Schoenemann, Eric;Laschewsky, Andre;Wischerhoff, Erik;Koc, Julian;Rosenhahn, Axel. And the article was included in Polymers (Basel, Switzerland) in 2019.Reference of 1072-53-3 This article mentions the following:

Films of zwitterionic polymers are increasingly explored for conferring fouling resistance to materials. Yet, the structural diversity of polyzwitterions is rather limited so far, and clear structure-property relationships are missing. Therefore, we synthesized a series of new polyzwitterions combining ammonium and sulfate groups in their betaine moieties, so-called poly(sulfabetaine)s. Their chem. structures were varied systematically, the monomers carrying methacrylate, methacrylamide, or styrene moieties as polymerizable groups. High molar mass homopolymers were obtained by free radical polymerization Although their solubilities in most solvents were very low, brine and lower fluorinated alcs. were effective solvents in most cases. A set of sulfabetaine copolymers containing about 1 mol % (based on the repeat units) of reactive benzophenone methacrylate was prepared, spin-coated onto solid substrates, and photo-cured. The resistance of these films against the nonspecific adsorption by two model proteins (bovine serum albumin-BSA, fibrinogen) was explored, and directly compared with a set of references The various polyzwitterions reduced protein adsorption strongly compared to films of poly(nbutyl methacrylate) that were used as a neg. control. The poly(sulfabetaine)s showed generally even somewhat higher anti-fouling activity than their poly(sulfobetaine) analogs, though detailed efficacies depended on the individual polymer-protein pairs. Best samples approach the excellent performance of a poly(oligo(ethylene oxide) methacrylate) reference In the experiment, the researchers used many compounds, for example, 1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3Reference of 1072-53-3).

1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is also used in the manufacturing of dyes such as thioindigo.Reference of 1072-53-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Cu-Catalyzed asymmetric addition of alcohols to β,γ-alkynyl-α-imino esters for the construction of linear chiral N,O-ketals was written by Sheng, Cheng;Ling, Zheng;Luo, Yicong;Zhang, Wanbin. And the article was included in Nature Communications in 2022.Quality Control of 2-Ethynylthiophene This article mentions the following:

Herein, a Cu-catalyzed asym. addition of alcs. to β,γ-alkynyl-α-imino esters was developed under mild conditions, providing the corresponding linear chiral N,O-ketals I [R¹ = n-Bu, Ph, 2-thienyl, etc.; R² = Me, Et, n-Pr, n-Bu; R³ = Me, Et, cyclobutyl, Bn, etc.] with up to 96% ee. The method tolerated some variation in the β,γ-alkynyl-α-imino esters and alc. scope, including some glucose and natural amino acid derivatives Computational results indicated that the Boc group of the substrates assist in the extraction of hydrogen atoms from the alcs. to promote the addition reactions. These products could be synthesized on a gram-scale and can be used in several transformations. This asym. addition system provided an efficient, mild, gram-scale, and transition-metal-catalyzed synthesis of linear chiral N,O-ketals. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6Quality Control of 2-Ethynylthiophene).

2-Ethynylthiophene (cas: 4298-52-6) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Quality Control of 2-Ethynylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem