Month: February 2023

Discovery of Unforeseen Energy-Transfer-Based Transformations Using a Combined Screening Approach was written by Strieth-Kalthoff, Felix;Henkel, Christian;Teders, Michael;Kahnt, Axel;Knolle, Wolfgang;Gomez-Suarez, Adrian;Dirian, Konstantin;Alex, Wiebke;Bergander, Klaus;Daniliuc, Constantin G.;Abel, Bernd;Guldi, Dirk M.;Glorius, Frank. And the article was included in Chem in 2019.Name: 4-Bromobenzo[b]thiophene This article mentions the following:

A two-dimensional screening protocol, combining “mechanism-based” and “reaction-based” screening and its application to the field of visible light photocatalysis. To this end, two energy-transfer-based cycloaddition reactions could be realized: a notably endergonic energy transfer process allowed for the dearomative cycloaddition of benzothiophenes and related heterocycles. Moreover, by sensitization of enone moieties, a [2+2]-cycloaddition to alkynes and an unexpected cycloaddition-rearrangement cascade were discovered. Advanced spectroscopic techniques (in particular transient absorption spectroscopy and pulse radiolysis) were utilized to investigate the underlying photophys. processes and gain insight into reaction kinetics. Combining these results with further mechanistic anal. can eventually turn out to be helpful upon knowledge-driven development of improved systems. Such screening approaches can thus provide complementary access toward novel and more efficient catalytic protocols. In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[b]thiophene (cas: 5118-13-8Name: 4-Bromobenzo[b]thiophene).

4-Bromobenzo[b]thiophene (cas: 5118-13-8) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Name: 4-Bromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Thallium(III) Trifluoroacetate-Trifluoroacetic Acid in the Chemistry of Polythiophenes. 2. Treatment of 3-Alkylthiophenes and Electron Paramagnetic Resonance Results was written by Tormo, Jordi;Moreno, F. Jesus;Ruiz, Jordi;Fajari, Lluis;Julia, Luis. And the article was included in Journal of Organic Chemistry in 1997.Safety of 3-Ethylthiophene This article mentions the following:

The treatment of thiophene and 3-alkylthiophenes with thallium(III) trifluoroacetate (TTFA) in trifluoroacetic acid (TFA) gives insoluble and dark powdery solids with oxygen content and elec. conductivities ranging from 10^-4 to 10^-6 Ω^-1 cm^-1. Polar and short fractions are negligible. All of them show semiconductivity (10^-3-10^-6 Ω^-1 cm^-1) when doped in iodine atm. ESR (EPR) spectra of either as-synthesized or I₂-treated solids display characteristic single and broad lines (ΔH_pp, 1.84-7.4 G) with Lorentzian shapes and g-values in the range 2.0028-2.0038. IR spectra show characteristic C-H out-of-plane deformations (780 cm^-1 for polythiophene and 820-825 cm^-1 for poly(3-alkylthiophenes)) in addition to a strong peak at 1650-1690 cm^-1 which has not been conclusively assigned. EPR spectra of some disubstituted and tetrasubstituted 2,2′-bithiophene radical cations have been observed and their g-values and coupling constants assigned when the corresponding parent compounds are photolyzed with UV light in TFA. Photolysis of 3-alkylthiophenes in TFA in the EPR instrument gave the radical cations of 4,4′-dialkyl-2,2′-bithiophenes. In no case, were EPR signals of the isomeric 3,3′-dialkyl- or 3,4′-dialkyl-2,2′-bithiophene radical cations observed, indicating that dimerization of 3-alkylthiophenes occurs through the less sterically hindered 5-position. The presence of two doublet species corresponding to both conformers, syn and anti, in the radical cations is associated with a large barrier to rotation about the C(2)-C(2′) bond. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Safety of 3-Ethylthiophene).

3-Ethylthiophene (cas: 1795-01-3) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Safety of 3-Ethylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Determination of individual sulfur-containing compounds in gas condensate and petrol by gas chromatography was written by Afanas’ev, I. P.;Gorshkova, T. A.;Arystanbekova, S. A.;Lapina, M. S.;Volynskii, A. B.. And the article was included in Journal of Analytical Chemistry in 2017.Reference of 1195-14-8 This article mentions the following:

A procedure is developed for the determination of more than 60 individual sulfur-containing compounds (SCC) in liquid hydrocarbon raw materials and in liquid fuels using gas chromatog. on a 25-m WCOT column, inner diameter 0.32 mm, with a nonpolar dimethylpolysiloxane stationary phase (layer thickness 5 μm) and chemiluminescence detection. SCC were identified by individual standard substances and published data. Quant. determination was carried out by the internal standard method. The results of determination of individual SCC in petrol and stable gas condensate are presented. The most high-boiling SCC found in significant amounts (more than 0.005 wt % of sulfur) were C₂-benzothiophenes (in petrol) and C₄-dibenzothiophenes (in gas condensate). In the experiment, the researchers used many compounds, for example, 2-Methylbenzo[b]thiophene (cas: 1195-14-8Reference of 1195-14-8).

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. 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.Reference of 1195-14-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Palladium-Catalyzed Carbonylative Sonogashira/Annulation Reaction: Synthesis of Indolo[1,2-b]isoquinolines was written by Li, Lin;Liu, Xin-Lian;Qi, Zhuang;Yang, Ai-Hua;Ma, Ai-Jun;Peng, Jin-Bao. And the article was included in Organic Letters in 2022.Category: benzothiophene This article mentions the following:

A palladium-catalyzed carbonylative Sonogashira/annulation reaction for the synthesis of indolo[1,2-b]isoquinolines I [Ar = Ph, 4-MeC₆H₄, 3,4-di-MeOC₆H₃, etc.; R¹ = H, 3-F, 2-F, 2-Cl, 3-Cl, 3-Me; R² = H, 8-F, 9-Me ] was developed. Tetracyclic 6/5/6/6 indoline skeletons I were synthesized in moderate to good yields from easily available 2-bromo-N-(2-iodophenyl)benzamides and terminal alkynes. Notably, this efficient methodol. established three C-C bonds and a C-N bond through a one-step transformation and provided a new method for the synthesis of indolo[1,2-b]isoquinoline derivatives I. In the experiment, the researchers used many compounds, for example, 3-Ethynylthiophene (cas: 67237-53-0Category: benzothiophene).

3-Ethynylthiophene (cas: 67237-53-0) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photopolymerizable compositions for preparing refractive index images was written by Anonymous. And the article was included in IP.com Journal in 2009.Formula: C26H26N2O2S This article mentions the following:

Both prior art WO-A-2005/124460 and WO-A-2005/124456 photopolymerizable compositions comprising an ethylenically unsaturated monomer, a photoinitiator system, in particular a borate photoinitiator, a triglyceride and preferably a co-initiator (sensitizer) which is usually a dye. Specific prefered borate photoinitiators and sensitizer dyes were identified. In the experiment, the researchers used many compounds, for example, 2,5-Bis(5-(tert-butyl)benzo[d]oxazol-2-yl)thiophene (cas: 7128-64-5Formula: C26H26N2O2S).

2,5-Bis(5-(tert-butyl)benzo[d]oxazol-2-yl)thiophene (cas: 7128-64-5) 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.Formula: C26H26N2O2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Structural and quantum chemical analysis of exciton coupling in homo- and heteroaggregate stacks of merocyanines was written by Bialas, David;Zitzler-Kunkel, Andre;Kirchner, Eva;Schmidt, David;Wuerthner, Frank. And the article was included in Nature Communications in 2016.Safety of 3-Ethylthiophene This article mentions the following:

Exciton coupling is of fundamental importance and determines functional properties of organic dyes in (opto-)electronic and photovoltaic devices. Here we show that strong exciton coupling is not limited to the situation of equal chromophores as often assumed. Quadruple dye stacks were obtained from two bis(merocyanine) dyes with same or different chromophores, resp., which dimerize in less-polar solvents resulting in the resp. homo- and heteroaggregates. The structures of the quadruple dye stacks were assigned by NMR techniques and unambiguously confirmed by single-crystal X-ray anal. The heteroaggregate stack formed from the bis(merocyanine) bearing two different chromophores exhibits remarkably different UV/vis absorption bands compared with those of the homo aggregate of the bis(merocyanine) comprising two identical chromophores. Quantum chem. anal. based on an extension of Kasha’s exciton theory appropriately describes the absorption properties of both types of stacks revealing strong exciton coupling also between different chromophores within the heteroaggregate. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Safety of 3-Ethylthiophene).

3-Ethylthiophene (cas: 1795-01-3) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Safety of 3-Ethylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Copper-Catalyzed Oxidative C-C Bond Cleavage of Alkyl-(Hetero)arenes Enabling Direct Access to Nitriles was written by Xue, Gaijun;Xie, Fukai;Liang, Hongliang;Chen, Guoliang;Dai, Wen. And the article was included in Organic Letters in 2022.Quality Control of 3-Ethylthiophene This article mentions the following:

The cleavage and functionalization of C-C bonds has emerged as a powerful tool for discovery of new transformations. Herein, authors report a protocol that enables direct synthesis of nitriles via copper-catalyzed oxidative cleavage and cyanation of C-C bonds in a wide variety of multicarbon alkyl-substituted (hetero)arenes. Detailed mechanistic studies reveal that a tandem oxidative process is involved in this transformation. In the experiment, the researchers used many compounds, for example, 3-Ethylthiophene (cas: 1795-01-3Quality Control of 3-Ethylthiophene).

3-Ethylthiophene (cas: 1795-01-3) 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 zileuton, raloxifene, and sertaconazole, and also BTCP.Quality Control of 3-Ethylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and evaluation of difluorophosphate salt electrolyte additives for lithium-ion batteries was written by Hall, David S.;Hynes, Toren;Aiken, Connor P.;Dahn, J. R.. And the article was included in Journal of the Electrochemical Society in 2020.Name: 1,3,2-Dioxathiolane 2,2-dioxide This article mentions the following:

The electrolyte additive lithium difluorophosphate improves the lifetime of lithium-ion cells. This work presents the synthesis and evaluation of alternative difluorophosphate salt electrolyte additives. Ammonium difluorophosphate is readily prepared via a solidstate, benchtop reaction of ammonium fluoride and phosphorus pentoxide that requires only gentle heating to initiate. The best yield of sodium difluorophosphate (NaFO) in the present study was obtained by reacting difluorophosphoric acid and sodium carbonate in 1,2-diemethoxyethane over 3 Å mol. sieves. Tetramethylammonium difluorophosphate was prepared from NaFO via cation-exchange with tetramethylammonium chloride. NaFO is here reported to be a very good electrolyte additive, with similar performance in NMC532/graphite pouch cells as the lithium salt. The benefi cial nature of both additives is attributable to the difluorophosphate anion. In contrast, ammonium and tetramethylammonium difluorophosphates are found to be poor electrolyte additives. For the former, this is suggested to be due to the formation of lithium nitride and hydrogen gas. In the experiment, the researchers used many compounds, for example, 1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3Name: 1,3,2-Dioxathiolane 2,2-dioxide).

1,3,2-Dioxathiolane 2,2-dioxide (cas: 1072-53-3) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Name: 1,3,2-Dioxathiolane 2,2-dioxide

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Development and validation of an HPLC method with fluorescence detection for the determination of fluorescent whitening agents migrating from plastic beverage cups was written by Alberto Lopes, Joao F.;Tsochatzis, Emmanouil D.;Emons, Hendrik;Hoekstra, Eddo. And the article was included in Food Additives & Contaminants, Part A in 2018.Application of 7128-64-5 This article mentions the following:

An HPLC method with fluorescence detection has been developed and validated for the quantification of six fluorescent whitening agents (FWA) in plastic beverage cups after extraction and in food simulants after migration at 70°C for 2 h. The sensitivity of the method was high with LODs ranging from 0.053 to 0.251 μg kg^-1 and LOQs from 0.107 to 0.504 μg kg^-1. Accuracy and precision were highly acceptable, with recoveries greater than 82% and RSDs (%) below 16%. The expanded combined uncertainty was found to be less than 23% for the measurements of all studied FWAs. In extracting the analytes from food contact materials (FCM), accelerated solvent extraction (ASE) and Soxhlet extraction were applied using ethanol as the extraction solvent. The results obtained for FWA in 10 different food plastic cups, made from different polymers, were compared. The ASE technique proved to be faster, more effective and efficient than Soxhlet extraction Migration tests with official food simulants from Regulation (EU) No 10/2011 showed that the substances studied could potentially migrate using the selected migration conditions. The most pronounced effect was observed in case of simulant D1 (50% w/v ethanol in water). The anal. method proved to be a simple, fast, sensitive and reliable tool for the simultaneous quantification of six of the most used FWAs in both FCM extracts and food simulants after migration experiments In the experiment, the researchers used many compounds, for example, 2,5-Bis(5-(tert-butyl)benzo[d]oxazol-2-yl)thiophene (cas: 7128-64-5Application of 7128-64-5).

2,5-Bis(5-(tert-butyl)benzo[d]oxazol-2-yl)thiophene (cas: 7128-64-5) 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 of 7128-64-5

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

A₃ adenosine receptor agonists containing dopamine moieties for enhanced inter-species affinity was written by Tosh, Dilip K.;Salmaso, Veronica;Campbell, Ryan G.;Rao, Harsha;Bitant, Amelia;Pottie, Eline;Stove, Christophe P.;Liu, Naili;Gavrilova, Oksana;Gao, Zhan-Guo;Auchampach, John A.;Jacobson, Kenneth A.. And the article was included in European Journal of Medicinal Chemistry in 2022.Name: 2-Ethynylthiophene This article mentions the following:

Following our study of 4′-truncated (N)-methanocarba-adenosine derivatives that displayed unusually high mouse (m) A₃AR affinity, we incorporated dopamine-related N⁶ substituents in the full agonist 5′-methylamide series. N⁶-(2-(4-Hydroxy-3-methoxy-phenyl)ethyl) derivative MRS7618 I displayed K_i (nM) 0.563 at hA₃AR (∼20,000-fold selective) and 1.54 at mA₃AR. 2-Alkyl ethers maintained A₃ affinity, but with less selectivity than 2-alkynes. Parallel functional assays of G protein-dependent and β-arrestin 2 (βarr2)-dependent pathways indicate these are full agonists but not biased. Through use of computational modeling, we hypothesized that Ph OH/OMe groups interact with polar residues, particularly Gln261, on the mA₃AR extracellular loops as the basis for the affinity enhancement. Although the pharmacokinetic indicated facile clearance of parent O-Me catechol nucleosides, prolonged mA₃AR activation in vivo was observed in a hypothermia model, suggested potential formation of active metabolites through demethylation. Selected analogs induced mouse hypothermia following i.p. injection, indicative of peripheral A₃AR agonism in vivo. In the experiment, the researchers used many compounds, for example, 2-Ethynylthiophene (cas: 4298-52-6Name: 2-Ethynylthiophene).

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 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.Name: 2-Ethynylthiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem