Month: January 2023

Thieme Chemistry Journal Awardees – Where are They Now?The Influence of Electron-Withdrawing Groups at the 2- and 2′-Positions of Dibenzothienylethenes on Molecular Switching was written by Hofsaess, Robert;Rombach, David;Wagenknecht, Hans-Achim. And the article was included in Synlett in 2017.Quality Control of 3-Bromo-2-methylbenzo[b]thiophene This article mentions the following:

Three dibenzothienylethenes that carry a Me, a trifluoromethyl, or a fluoro substituent in the 2- and 2′-position were synthesized in short multistep syntheses, resp. The trifluoromethyl and fluoromethyl substituents significantly improve the absorption properties of the corresponding open and closed isomers (both in the UV-A and in the visible range). The increasing electron deficiency (i) enlarges the portion of the closed and colored diarylethene isomer in the corresponding photostationary states and slows down the closing and opening isomerisation, (ii) the switching reactions, both closing and opening, are slowed down, and (iii) the switching quantum yields are lowered. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Quality Control of 3-Bromo-2-methylbenzo[b]thiophene).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) 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.Quality Control of 3-Bromo-2-methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Highly emissive B←N unit containing four-coordinate C,N-Chelated organoboron compound for the detection of fluoride ions was written by Yan, Ni;Wang, Fengyan;Wei, Junji;Song, Jiale;Yan, Luke;Luo, Jishun;Fang, Zhongyuan;Wang, Zhijun;Zhang, Weidong;He, Gang. And the article was included in Dyes and Pigments in 2019.Synthetic Route of C8H4Br2S This article mentions the following:

The highly emissive B←N unit containing four-coordinate C,N-chelated organoboron compound, 2 was synthesized. This air and moisture stable compound can be used as a turn-off type fluorescent fluoride (F^–) sensor in THF with good selectivity and reversibility. The DFT calculation and the fluorescence quenching titration results showed that the mechanism of the sensing process was based on a competing reaction: the formation of 2-F with the stronger B-F bond in an open form took the place of 2 with B←N bond in a closed form when F^– was introduced, leading to significant absorption changing and fluorescence quenching. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Synthetic Route of C8H4Br2S).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) 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 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.Synthetic Route of C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Sensitive Assays by Nucleophile-Induced Rearrangement of Photoactivated Diarylethenes was written by Fredrich, Sebastian;Bonasera, Aurelio;Valderrey, Virginia;Hecht, Stefan. And the article was included in Journal of the American Chemical Society in 2018.Application of 10243-15-9 This article mentions the following:

Upon light-induced isomerization, diarylethenes (DAEs) equipped with reactive aldehyde moieties rearrange selectively in the presence of amines, accompanied by decoloration. In a comprehensive study, the probe structure was optimized with regard to its inherent reactivity in the nucleophile-triggered rearrangement reaction. Detailed structure-reactivity relationships could be derived, in particular with regard to the type of integrated (het)aryl moieties as well as the location of the formyl residue, and the probes’ intrinsic reactivity with primary and secondary amines was optimized. Utilizing an ancillary base, the initially formed rearrangement product can engage in a subsequent catalytic cycle, leading to an amplified decoloration process. This addnl. catalytic pathway allows us to enhance the sensitivity of our method and successfully discriminate between amines and thiols. Moreover, probes that exhibit strong analyte-induced fluorescence modulation have been designed to further decrease the detection limit by using a more sensitive read-out. The optimized DAE probes are promising mol. components for future programmable sensing materials and devices. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Application of 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Application of 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Efficient synthesis of 2,3-diarylbenzo[b]thiophene molecules through palladium (0) Suzuki-Miyaura cross-coupling reaction and their antithrombolytic, biofilm inhibition, hemolytic potential and molecular docking studies was written by Sial, Nosheen;Rasool, Nasir;Rizwan, Komal;Altaf, Ataf Ali;Ali, Shaukat;Malik, Ayesha;Zubair, Muhammad;Akhtar, Arusa;Kausar, Samia;Shah, Syed Adnan Ali. And the article was included in Medicinal Chemistry Research in 2020.Reference of 6287-82-7 This article mentions the following:

A series of 2,3-diaryldibenzo[b]thiophene derivatives I [R = 4-(methylsulfanyl)phenyl, 3-chloro-4-fluorophenyl, 5-methylthiophen-2-yl, etc.] have been synthesized via Suzuki coupling reactions in moderate to good yields (59-79%). The synthesized compounds I were evaluated for their antithrombolytic, biofilm inhibition, and hemolytic potential. All compounds I showed significant biol. potential. Compound I [R = 3-cyano-4-(trifluoromethyl)phenyl] revealed excellent antithrombolytic (87.24%) and biofilm inhibition (99.64%) activity. Compound I (R = 4-methoxyphenyl) exhibited an outstanding hemolytic potential (84.53%). The docking studies uncovered that studied compounds interact with streptokinase and plasminogen via hydrogen bonding, π-anion, π-π stacked interactions, and π-sigma bonding type interactions. The results revealed that synthesized benzo[b]thiophene derivatives I could be a potential source of therapeutic agents. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Reference of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) 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 also used in the manufacturing of dyes such as thioindigo.Reference of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Isoxazolines by cycloadditions of mesitonitrile oxide with benzo[b]thiophene S-oxide and S,S-dioxide. Structural studies, theoretical explanations, and kinetics was written by Bened, Armand;Durand, Robert;Pioch, Daniel;Geneste, Patrick;Declercq, Jean Paul;Germain, Gabriel;Rambaud, Joelle;Roques, Raymond;Guimon, Claude;Pfister Guillouzo, Genevieve. And the article was included in Journal of Organic Chemistry in 1982.COA of Formula: C8H4Br2S This article mentions the following:

1,3-Dipolar cycloadditions were examined for 2,4,6-Me₃C₆H₂CNO with benzo[b]thiophene S-oxide and S,S-dioxide derivatives having a Me, piperidino, Cl or Br substituent on the active thiophene double bond. These dipolarophiles are more reactive than the original S compound The S-oxide and S,S-dioxide derivatives show nearly the same ability to form adducts. Between the 2 possible regioisomers, only the 2,3-dihydrobenzo[b]thieno[2,3-d]isoxazolines (e.g., I) are formed. The regioselectivity is discussed in terms of frontier MO interactions on the basis of the photoelectron spectra and CNDO/S calculations There is no stereoselectivity with the S-oxides, and both syn and anti adducts are obtained. The Cl and Br derivatives do not form adducts. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7COA of Formula: C8H4Br2S).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.COA of Formula: C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Design, synthesis, and evaluation of novel 3,4-isoxazolediamide derivatives for the combination treatment of azole-resistant candidiasis was written by Liu, Lei;Sun, Yixiang;Gao, Zixuan;Yin, Wenbo;Jiang, Hong;Wu, Tianxiao;Sun, Yin;Qin, Qiaohua;Zhao, Dongmei;Cheng, Maosheng. And the article was included in Archiv der Pharmazie (Weinheim, Germany).SDS of cas: 70060-13-8 This article mentions the following:

Herein, the structural optimization and structure-activity relationship studies of 3,4-isoxazolediamide analogs I [R¹ = 4-FC₆H₄, 3-isoxazole, benzo(b)thien-2-yl, etc.] and II [R² = NHMe, NH(i-Pr), NMe₂, etc.] were reported. As a new class of fungal Hsp90 inhibitor, compound I [R¹ = 5-(morpholinomethyl)isoxazol-3-yl] was found to have good synergistic effects with fluconazole and to avoid potential mammalian toxicity. It also showed remarkable metabolic stability in vitro. Collectively, compound I [R¹ = 5-(morpholinomethyl)isoxazol-3-yl] could be a promising lead compound for drug discovery targeting fungal Hsp90 and deserves further investigation. In the experiment, the researchers used many compounds, for example, 5-Fluoro-1-benzothiophene-2-carboxylic acid (cas: 70060-13-8SDS of cas: 70060-13-8).

5-Fluoro-1-benzothiophene-2-carboxylic acid (cas: 70060-13-8) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.SDS of cas: 70060-13-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Diisobutylaluminum Hydride Promoted Selectivity-Switchable Synthesis of Benzothiophene Oxides and Benzothiophenes via an Al-Li-Dimetalated Intermediate was written by Uchida, Seiya;Kinoshita, Hidenori;Miura, Katsukiyo. And the article was included in Organic Letters in 2020.Product Details of 6287-82-7 This article mentions the following:

Author developed an efficient and direct method for synthesis of benzothiophene oxides I (R = H, 6-Me, 6-F, etc.) from 1-bromo-2-[2-(trimethylsilyl)ethynyl]benzenes and thionyl chloride as an easily accessible source of the sulfinyl group. Benzothiophenes II (R = H, 6-Me, 6-F, etc.) were also synthesized selectively by simply increasing the amount of thionyl chloride. These methods achieved efficient syntheses of various benzothiophene oxides and benzothiophenes. The further modification of the benzothiophene oxides obtained was also demonstrated. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Product Details of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. It is also used in the manufacturing of dyes such as thioindigo.Product Details of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and Properties of Symmetric and Unsymmetric Dibenzothienopyrroles was written by Balaji, Ganapathy;Valiyaveettil, Suresh. And the article was included in Organic Letters in 2009.Related Products of 6287-82-7 This article mentions the following:

Sym. and unsym. heteroacenes containing thiophene and pyrrole rings were synthesized. The unsym. heteroacene was synthesized in two steps involving an unexpected palladium catalyzed amination of benzo[b]thiophene with alkyl or aryl amines followed by a copper catalyzed coupling. The sym. heteroacene was obtained by a palladium catalyzed amination reaction and also by a copper catalyzed amidation reaction. The crystal structure, photophys. and electrochem. properties of sym. and unsym. heteroacenes are described. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Related Products of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) 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, and sertaconazole, and also BTCP.Related Products of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Approaches to benzo[b]thiophenes by gas-phase pyrolysis of methyl 2-(alkylthio)cinnamates was written by Brown, Andrew;Cadogan, J. I. G.;MacPherson, Andrew D.;McNab, Hamish. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2007.Application of 55219-11-9 This article mentions the following:

Flash vacuum pyrolysis (FVP) of 3-[2-(tert.-butylthio)phenyl]propenoate at 700° (0.01 Torr) unexpectedly gave a mixture of benzo[b]thiophene (15%) Me 2,3-dihydrobenzo[b]thiophene-2-carboxylate (21%), and thiocoumarin (28%). Control experiments show that thiophenoxyls cyclize efficiently to benzo[b]thiophene under similar conditions. It follows that FVP of S-tert.-Bu derivatives of thiophenols, is not an efficient means of generating thiophenoxyl radicals owing to competing hydrogen capture processes. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Application of 55219-11-9).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) 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, sertaconazole, and also BTCP.Application of 55219-11-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Combining Structural Rugosity and Crystal Packing Comparison: A Route to More Polymorphs? was written by Montis, Riccardo;Hursthouse, Michael B.;Kendrick, John;Howe, Jason;Whitby, Richard J.. And the article was included in Crystal Growth & Design in 2022.Reference of 10243-15-9 This article mentions the following:

In this study, we have combined structural comparisons and the rugosity model to investigate exptl. and predicted crystal structures from previous results of a crystal structure prediction study on a group of three rigid, planar small mols., 2-methyl-, 3-methyl-, and 2,3-dimethyl-benzo[b]thiophene 1,1-dioxide. The results of the crystal structure comparisons provided some insights into the possibility that pairs of predictions, close in energy, might be related by potential phase transitions. In particular, we observed that for some pairs of predictions, a transformation from one type of crystal packing to the other would require only small shifts between adjacent mols. This raised the question of whether only a few of these predictions can effectively be exptl. isolated. The calculations of the structural rugosity, a parameter that correlates surface rugosity with ease of crystallization, indicated smooth surfaces only for a few predictions. With the aim to isolate new polymorphs, we performed a small exptl. study, limited to a few common solvents and crystallizations from the melt. Crystallizations from the melt selectively produced single crystals of new polymorphs for the 3-methyl- and the 2,3-methyl-benzothiophene derivatives These showed good correlations with the above calculations, suggesting that the combination of crystal structure anal. and exptl. screening might represent a useful approach in polymorphism screenings. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Reference of 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) 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. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Reference of 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem