Tag: 200-300

Convenient Electrophilic Fluorination of Functionalized Aryl and Heteroaryl Magnesium Reagents was written by Yamada, Shigeyuki;Gavryushin, Andrei;Knochel, Paul. And the article was included in Angewandte Chemie, International Edition in 2010.Computed Properties of C9H7BrS This article mentions the following:

A simple, convenient, and highly versatile one-pot method for converting aromatic and heteroaromatic bromides into corresponding fluorides is developed. This procedure allows a direct access to fluorinated pyridines, thiophenes, pyrroles and isoquinolines as well as to sterically congested fluorine-substituted benzenes, which are otherwise difficult to prepare In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Computed Properties of C9H7BrS).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) 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, and sertaconazole, and also BTCP.Computed Properties of C9H7BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Design, synthesis, and biological evaluation of benzo[b]thiophene 1,1-dioxide derivatives as potent STAT3 inhibitors was written by Li, Wen-Zhen;Xi, Hui-Zhi;Wang, Yi-Jie;Ma, Hong-Bo;Cheng, Zhi-Qiang;Yang, Yu;Wu, Meng-Ling;Liu, Ting-Mei;Yang, Wen;Wang, Qin;Liao, Meng-Ya;Xia, Yong;Zhang, Yi-Wen. And the article was included in Chemical Biology & Drug Design in 2021.Formula: C10H7BrO2S This article mentions the following:

As a member of the signal transducer and activator of transcription (STAT) family, STAT3 plays a critical role in several biol. pathways such as cell proliferation, migration, survival, and differentiation. Due to abnormal continuous activation in tumors, inhibition of STAT3 has emerged as an attractive approach for the treatment of various cancer cells. Herein, we report a series of novel STAT3 inhibitors based on benzo[b]thiophene 1,1-dioxide scaffold and evaluated their anticancer potency. Among them, compound I exhibited the best activity against cancer cells. Compound I induced apoptosis and blocked the cell cycle. Meanwhile, I reduced intracellular ROS content and caused the loss of mitochondrial membrane potential. Further research revealed that I significantly blocked STAT3 phosphorylation and STAT3-dependent dual-luciferase reporter gene experiments showed that compound I has a marked inhibition of STAT3-mediated Firefly luciferase activity. Mol. modeling studies revealed compound I occupied the pocket well with the SH2 domain in a favorable conformation. In the experiment, the researchers used many compounds, for example, Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0Formula: C10H7BrO2S).

Methyl 5-bromobenzo[b]thiophene-2-carboxylate (cas: 7312-11-0) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. 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.Formula: C10H7BrO2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Enhanced Performance of Benzothieno[3,2-b]thiophene (BTT)-Based Bottom-Contact Thin-Film Transistors was written by Huang, Peng-Yi;Chen, Liang-Hsiang;Chen, Yu-Yuan;Chang, Wen-Jung;Wang, Juin-Jie;Lii, Kwang-Hwa;Yan, Jing-Yi;Ho, Jia-Chong;Lee, Cheng-Chung;Kim, Choongik;Chen, Ming-Chou. And the article was included in Chemistry – A European Journal in 2013.Related Products of 6287-82-7 This article mentions the following:

Three new benzothieno[3,2-b]thiophene (BTT; 1) derivatives, which were end-functionalized with Ph (BTT-P; 2), benzothiophenyl (BTT-BT; 3), and benzothieno[3,2-b]thiophenyl groups (BBTT; 4; dimer of 1), were synthesized and characterized in organic thin-film transistors (OTFTs). A new and improved synthetic method for BTTs was developed, which enabled the efficient realization of new BTT-based semiconductors. The crystal structure of BBTT was determined by single-crystal x-ray diffraction. Within this family, BBTT, which had the largest conjugation of the BTT derivatives exhibited the highest p-channel characteristic, with a carrier mobility ≤0.22 cm² V^-1 s^-1 and a current on/off ratio of 1 × 10⁷, as well as good ambient stability for bottom-contact/bottom-gate OTFT devices. The device characteristics were correlated with the film morphologies and microstructures of the corresponding compounds 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

The Baeyer-Villiger reaction of some acetylthianaphthene derivatives was written by Matsuki Yasuo;Fujieda, Kunimi. And the article was included in Nippon Kagaku Zasshi in 1967.COA of Formula: C8H4Br2S This article mentions the following:

3-Bromothianaphthene (82.7 g.) in 500 ml. CHCl3 treated with 64 g. Br in 50 ml. CHCl3 for 20 hrs. gave 110.3 g. 2,3-dibromothianaphthene (I). Bromination of thianaphthene yielded 86.2% I. Oxidation of I with H2O2 in AcOHAc2O gave 90% I 1,1-dioxide, m. 156-7°. Similarly 6-acetyl-2,3-dibromothianaphthene 1,1-dioxide (II), m. 187-7.5°, and 6-acetyl-3-bromothianaphthene 1,1-dioxide (III), m. 176-6.5°, were prepared 6-Acetyl-2,3-dibromothianaphthene (IV) (6.6 g.) treated with 0.036 mole F3CCO2H (V) and 0.03 mole H2O2 gave 3.2 g. recovered IV, 0.1 g. 6-acetoxy-2,3-dibromothianaphthene, m. 193-4°, and 2.0 g. II. Similarly 6-acetyl-3-bromothianaphthene (VI) gave 98% III. Treating 1 mole IV with 5 moles F3CCO2OH yielded a 4:1 mixture of II and 6-acetoxy-2,3-dibromothianaphthene 1,1-dioxide, of which hydrolysis gave 2,3-dibromo-6-hydroxythianaphthene 1,1-dioxide, m. 280°. Similarly VI gave a 4:5 mixture of III and 6-acetoxy-3-bromothianaphthene 1,1-dioxide, of which hydrolyis yielded 6-hydroxythianaphthene 1,1-dioxide (VII), m. 228-8.5°. The mechanism of formation of VII is discussed. Oxidation of 2.5 g. VI with 1.3 g. SeO2 in aqueous dioxane yielded 3-bromo-6-thianaphthenylglyoxal, m. 254-5°; quinoxaline derivative m. >300°. Treating VI with 1.28 g. NaN3 5 ml. HOAc, and 0.5 g. concentrated H2SO4 yielded 88.6% 6-acetamido-3-bromothianaphthene, m. 145-6°, and 8% 6-amino-3-bromothianaphthene sulfate, m. 240-5° (decomposition). 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. 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.COA of Formula: C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photochemical cycloadditions of 2,3-dihalobenzo[b]thiophenes: stereochemical and mechanistic results was written by Neckers, D. C.;Wagenaar, F. L.;Hauenstein, D.;Jacobson, R. A.. And the article was included in Journal of Organic Chemistry in 1983.Related Products of 6287-82-7 This article mentions the following:

Photocycloaddition of CH₂:CHBr (I) to II (R = Cl) with Ph₂CO as sensitizer and 2,6-di-tert-butyl-p-cresol as inhibitor gave 75% III (R¹ = Br, R² = H)/III (R¹ = H, R² = Br) as a 1:1 mixture With cis-ClCH:CHCl (cis–IV) instead of I, the reaction gave V (R³ = Cl, R⁴ = H); with trans–IV a 2nd product (V; R³ = H, R⁴ = Cl) was also obtained. The dehydrochlorination of V was described. The photoreaction of I with II (R = Br) gave only VI (R⁵ = CH₂CHBr₂); dehydrobromination of the side chain of this product was carried out. The photoreaction of cis–IV and C₂H₄ with I (R = Br) gave VI (R⁵ = CHClCHClBr, CH₂CH₂Br, resp.). X-ray analyses were 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. 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.Related Products of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Mechanistic study on rearrangement cascades starting from annulated 2-aza-hepta-2,4-dienyl-6-ynyl anions: formation of aniline and azepine derivatives was written by Lyaskovskyy, Volodymyr;Froehlich, Roland;Wuerthwein, Ernst-Ulrich. And the article was included in Chemistry – A European Journal in 2007.Related Products of 6287-82-7 This article mentions the following:

Deprotonation of benzothiophene-derived alkynyl imine 11 with lithium diisopropylamide (LDA) and subsequent transmetalation with ZnCl₂ etherate furnished azepine 12 upon aqueous workup. Similarly, alkynyl benzaldimine 1a gave a mixture of benzazepine 13 and naphthylamine 14. Allylic benzonitriles 15a,b reacted to produce naphthylamine 16 upon deprotonation with LDA at room temperature In an analogous manner, imino benzonitrile 17 may be converted into 4-amino isoquinoline 18 by means of an intramol. nucleophilic attack on the nitrile function upon treatment with LDA. The allylic benzonitriles 19a,b were prepared by LDA treatment of alkynyl imine 11. They were further converted to amino dibenzothiophene 20 by LDA deprotonation and aqueous workup. These various transformations represent tile key steps of a multistep reaction cascade, which was previously postulated on the basis of quantum chem. calculations Thus, all features of this complex rearrangement mechanism could now be confirmed exptl. DFT calculations support the lower reactivity of zinc species in the ring-opening step compared to the lithium intermediates. All new compounds were completely characterized by spectroscopic data, including X-ray diffraction studies for the key compounds 12, 19a, and 20. 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. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is also used in the manufacturing of dyes such as thioindigo.Related Products of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The diyne reaction of 3,3′-bis(phenylethynyl)-2,2′-bithiophene derivatives via rhodium complexes. A novel approach to condensed benzo[2,1-b:3,4-b’]dithiophenes was written by Dahlmann, Uwe;Neidlein, Richard. And the article was included in Helvetica Chimica Acta in 1997.COA of Formula: C8H4Br2S This article mentions the following:

Benzodithiophenes I [R₂ = H₂, (CH)₄; R¹ = H, Ph, CO₂Me] and benzotrithiophenes II [R, R¹ = H; R₂, R¹₂ = (CH)₄] were prepared Thus, treating bis(phenylethynyl)bithiophenes III [R, R¹ = H; R₂, R¹₂ = (CH)₄], easily available via Pd(II)-catalyzed alkynylation of the corresponding dibromobithiophenes, with [Rh(PPh₃)₃Cl] yields cyclic Rh complexes which smoothly react with appropriate R²CCR² or S to give the target compounds in good yields. 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. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.COA of Formula: C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and properties of a new photochromic diarylethene 1-(2-methylbenzothiophene-3-yl)-2-[2-methy-5-(4-methoxyl-3-formyl) phenyl-3-thienyl] perfluorocyclopentene was written by Feng, Yuchuan;Li, Jie. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2014.Recommanded Product: 3-Bromo-2-methylbenzo[b]thiophene This article mentions the following:

A novel photochromic diarylethene 1-(2-methylbenzothiophene-3-yl)-2- [2-methy-5-(4-methoxyl-3-formyl)phenyl-3-thienyl] perfluorocyclopentene has been synthesized. Its properties, including photochromic behavior and fluorescent features, have been investigated in detail. This diarylethene showed good photochromism both in solution and PMMA film and exhibited good fluorescence switching. Its also exhibits optical record property. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Recommanded Product: 3-Bromo-2-methylbenzo[b]thiophene).

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.Recommanded Product: 3-Bromo-2-methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photochromism and fluorescence properties of 1,2-bis(2-alkyl-1-benzothiophene-3-yl)perhydrocyclopentenes was written by Yamaguchi, Tadatsugu;Hosaka, Manabu;Shinohara, Keigo;Ozeki, Toru;Fukuda, Mitsuhiro;Takami, Shizuka;Ishibashi, Yukihide;Asahi, Tsuyoshi;Morimoto, Masakazu. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2014.Safety of 3-Bromo-2-methylbenzo[b]thiophene This article mentions the following:

Three 1,2-bis(2-alkyl-1-benzothiophene-3-yl)perhydrocyclopentenes with different alkyl chain lengths (Me, Et, and propyl) at the reactive carbons were synthesized, and their photophys. properties were compared with those of 1,2-bis(2-alkyl-1-benzothiophene-3-yl)perfluorocyclopentenes. The structures of the perhydrocyclopentenes were analyzed by X-ray crystallog., and their cyclization/cycloreversion reaction and fluorescence quantum yields, and fluorescence lifetimes were measured by steady-state spectroscopy and the time-correlated single photon counting method, resp. From these results, we found the following three differences between perhydrocyclopentenes and perfluorocyclopentenes. (1) For the closed-ring isomers, the absorption bands of the perhydrocyclopentenes (around 450 nm) shifted to a shorter wavelength than those of the perfluorocyclopentenes (around 530 nm) because of the acceptor nature of the perfluorocyclopentene moiety. (2) The cyclization/cycloreversion quantum yields of the perhydrocyclopentenes were slightly larger than those of the perfluorocyclopentenes in hexane. (3) Interestingly, the fluorescence of both the open- and closed-ring isomers was observed only for the perhydrocyclopentenes, and the lifetimes of the closed-ring isomers were estimated to be <30 ps. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Safety of 3-Bromo-2-methylbenzo[b]thiophene).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) 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 also used in the manufacturing of dyes such as thioindigo.Safety of 3-Bromo-2-methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Benzo[b]thiophene Fusion Enhances Local Borepin Aromaticity in Polycyclic Heteroaromatic Compounds was written by Messersmith, Reid E.;Yadav, Sangeeta;Siegler, Maxime A.;Ottosson, Henrik;Tovar, John D.. And the article was included in Journal of Organic Chemistry in 2017.Reference of 6287-82-7 This article mentions the following:

This report documents the synthesis, characterization, and computational evaluation of two isomeric borepin-containing polycyclic aromatics The syntheses of these two isomers involved sym. disubstituted alkynes that were reduced to Z-olefins followed by borepin formation either through an isolable stannocycle intermediate or directly from the alkene via the trapping of a transient dilithio intermediate. Comparisons of their magnetic, crystallog., and computational characterization to literature compounds gave valuable insights about the aromaticity of these sym. fused [b,f]borepins. The fusion of benzo[b]thiophene units to the central borepin cores forced a high degree of local aromaticity within the borepin moieties relative to other known borepin-based polycyclic aromatics Each isomer had unique electronic responses in the presence of fluoride anions. The exptl. data demonstrate that the local borepin rings in these two compounds have a relatively high amount of aromatic character. Results from quantum chem. calculations provide a more comprehensive understanding of local and global aromatic characters of various rings in fused ring systems built upon boron heterocycles. 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 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, sertaconazole, and also BTCP.Reference of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem