Month: January 2023

Synthesis of photochromic diarylethenes using a microflow system was written by Ushiogi, Yousuke;Hase, Tomoyuki;Iinuma, Yoshiharu;Takata, Atsushi;Yoshida, Jun-ichi. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2007.COA of Formula: C9H7BrS This article mentions the following:

An effective method for the synthesis of photochromic diarylethenes based on microflow systems has been developed, and the synthesis of unsym. diarylethenes which is difficult to achieve using conventional macro batch systems, has been accomplished. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9COA of Formula: C9H7BrS).

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. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.COA of Formula: C9H7BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Transition-Metal-Free Cross-Coupling of Benzothiophenes and Styrenes in a Stereoselective Synthesis of Substituted (E,Z)-1,3-Dienes was written by Siauciulis, Mindaugas;Ahlsten, Nanna;Pulis, Alexander P.;Procter, David J.. And the article was included in Angewandte Chemie, International Edition in 2019.Formula: C9H5NS This article mentions the following:

A transition metal-free one-pot stereoselective approach to substituted (E,Z)-1,3-dienes was developed by using an interrupted Pummerer reaction/ligand-coupling strategy. Readily available benzothiophene S-oxides, which can be conveniently prepared by oxidation of the parent benzothiophenes, undergo Pummerer coupling with styrenes. Reaction of the resultant sulfonium salts with alkyllithium/magnesium reagents generates underexploited hypervalent sulfurane intermediates that undergo selective ligand coupling, resulting in dismantling of the benzothiophene motif and the formation of decorated (E,Z)-1,3-dienes. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Formula: C9H5NS).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) 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.Formula: C9H5NS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

A novel aggregation-induced emission platform from 2,3-diphenylbenzo[b]thiophene S,S-dioxide was written by Guo, Jingjing;Hu, Shimin;Luo, Wenwen;Hu, Rongrong;Qin, Anjun;Zhao, Zujin;Tang, Ben Zhong. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Recommanded Product: 2,3-Dibromobenzo[b]thiophene This article mentions the following:

New aggregation-induced emission (AIE) luminogens with high solid-state emission efficiencies are developed by adopting a benzo[b]thiophene S,S-dioxide core, and steric and electronic effects on the AIE property are elucidated. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Recommanded Product: 2,3-Dibromobenzo[b]thiophene).

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. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Recommanded Product: 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Identification of Novel d-Amino Acid Oxidase Inhibitors by in Silico Screening and Their Functional Characterization in Vitro was written by Katane, Masumi;Osaka, Naoko;Matsuda, Satsuki;Maeda, Kazuhiro;Kawata, Tomonori;Saitoh, Yasuaki;Sekine, Masae;Furuchi, Takemitsu;Doi, Issei;Hirono, Shuichi;Homma, Hiroshi. And the article was included in Journal of Medicinal Chemistry in 2013.Reference of 70060-13-8 This article mentions the following:

D-Amino acid oxidase (DAO) is a degradative enzyme that is stereospecific for d-amino acids, including d-serine and d-alanine, which are potential coagonists of the N-methyl-d-aspartate (NMDA) receptor. Dysfunction of NMDA receptor-mediated neurotransmission has been implicated in the onset of various mental disorders such as schizophrenia. Hence, a DAO inhibitor that augments the brain levels of d-serine and/or d-alanine and thereby activates NMDA receptor function is expected to be an antipsychotic drug, for instance, in the treatment of schizophrenia. In the search for potent DAO inhibitor(s), a large number of compounds were screened in silico, and several compounds were estimated as candidates. These compounds were then characterized and evaluated as novel DAO inhibitors in vitro. The results reported in this study indicate that some of these compounds are possible lead compounds for the development of a clin. useful DAO inhibitor and have the potential to serve as active site probes to elucidate the structure-function relationships of DAO. In the experiment, the researchers used many compounds, for example, 5-Fluoro-1-benzothiophene-2-carboxylic acid (cas: 70060-13-8Reference of 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 also used in the manufacturing of dyes such as thioindigo.Reference of 70060-13-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Substituent and solvent effects on the fluorescent and photochromic properties of 2-(2-pyridyl)imidazole containing diarylethene derivatives was written by Peng, Xuefeng;Deng, Jian-Guo;Xu, Hai-Bing. And the article was included in RSC Advances in 2013.Related Products of 10243-15-9 This article mentions the following:

Five diarylethene derivatives with 2-(2-pyridyl)imidazole as the ethene bridges (PI-BTEs) were synthesized and characterized. The structures and performances of these PI-BTEs could be modified from not only the thiophene unit, but also the substituent on the imidazole nitrogen. Noteworthily, replacing the thiophene with the benzothiophene, the fatigue resistance is significantly improved, the center absorption bands of the closed forms shift from 572 nm (dithiophene derivative) to 550 nm (dibenzothiophene derivative) , and the colors of the solutions change from pale pink in dithiophene derivative to red-purple in dibenzothiophene derivative Addnl., the Stokes shift Δν values of dithiophene derivative in various solvents display good linear relationships with the donor number (DN) of the solvents, and the solvent polarity parameter Δf. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Related Products of 10243-15-9).

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 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 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis Development of the Selective Estrogen Receptor Degrader (SERD) LSZ102 from a Suzuki Coupling to a C-H Activation Strategy was written by Baenziger, Markus;Baierl, Marcel;Devanathan, Krishnaswamy;Eswaran, Sumesh;Fu, Peng;Gschwend, Bjoern;Haller, Michael;Kasinathan, Gopu;Kovacic, Nikola;Langlois, Audrey;Li, Yongfeng;Schuerch, Friedrich;Shen, Xiaodong;Wan, Yinbo;Wickendick, Regina;Xie, Siwei;Zhang, Kai. And the article was included in Organic Process Research & Development in 2020.Application of 90560-10-4 This article mentions the following:

The development of the synthetic process to the selective estrogen receptor degrader (SERD) drug candidate LSZ102 from the medicinal chem. synthesis to the streamlined large-scale manufacturing route is described. The synthesis of LSZ102 could be significantly improved in regard to overall yield, removal of all chromatog. purifications, and reduction in the number of steps by revisiting the original disconnection strategy. Key features of the final process include construction of the benzothiophene core via Higa cyclization, late-stage phenolation using a Pd-catalyzed hydroxylation of an aryl bromide, and end-game assembly through a Pd-catalyzed C-H activation step. The overall yield could be significantly improved, and the costs could be reduced. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Application of 90560-10-4).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) 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.Application of 90560-10-4

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Palladium-catalyzed synthesis of nitriles from N-phthaloyl hydrazones was written by Ano, Yusuke;Higashino, Masaya;Yamada, Yuki;Chatani, Naoto. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Application of 55219-11-9 This article mentions the following:

The Pd-catalyzed transformation of N-phthaloyl hydrazones into nitriles RC≡N [R = 3-pyridyl, 4-MeC₆H₄, 2-naphthyl, etc.] and R(Me)C=CHC≡N involving the cleavage of an N-N bond was reported. The use of N-heterocyclic carbene as a ligand was essential for the success of the reaction. N-Phthaloyl hydrazones prepared from aromatic aldehydes or cyclobutanones were applicable to this transformation, which gaves aryl nitriles RC≡N or alkenyl nitriles R(Me)C=CHC≡N, resp. 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 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.Application of 55219-11-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and photochromic activity of a new diarylethene bearing benzo[b]thiophene unit was written by Hossain, Mohammed Kamrul;Sanaullah, Abul Fazal Mohammad;Uddin, Mohammad Helal. And the article was included in Pakistan Journal of Scientific and Industrial Research, Series A: Physical Sciences in 2013.Synthetic Route of C9H7BrS This article mentions the following:

The synthesis of new photochromic compound 3-[2-(3,5-bismethoxymethoxymethylthiophen-2-yl)-3,3,4,4,5,5-hexafluorocyclopent-1-enyl]-2-methyl-benzo[b]thiophene was reported. In multistep synthesis from 2,4-dibromothiophene, benzo[b]thiophene was synthesized. This product exhibited photochromic properties upon irradiation with UV and visible light. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Synthetic Route 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.Synthetic Route of C9H7BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Reversibly Photo-Switchable Nucleosides: Synthesis and Photochromic Properties of Diarylethene-Functionalized 7-Deazaadenosine Derivatives was written by Singer, Marco;Jaeschke, Andres. And the article was included in Journal of the American Chemical Society in 2010.Application In Synthesis of 3-Bromo-2-methylbenzo[b]thiophene This article mentions the following:

Photochromic nucleosides, e.g. I, were designed that combine the structural features and mol. recognition properties of nucleic acids with the light-sensitivity of diaryl-ethenes. Target compounds, e.g. I, consist of a 7-deazaadenosine unit that is linked to a thiophene as the second aryl functionality via a 1,2-cyclopentenyl linker. These nucleoside analogs undergo a reversible electro-cyclic rearrangement, generating strongly colored closed-ring isomers upon irradiation with UV-light, while exposure to light in the visible range triggers the cyclo-reversion to the colorless opened-ring form. UV-vis spectroscopy, HPLC, and ¹H NMR measurements revealed recognition of complementary thymidine and up to 97% conversion to the thermally stable closed-ring isomers after illumination with UV-light. The required wavelength for ring closure was found to vary depending on the substituents attached to the thiophene moiety. In a first design step, we used this important feature of diaryl-ethenes, e.g. I, to shift the switching wavelength from initially 300 nm to 405 nm. In a second step, we generated a pair of orthogonal switches, differing enough in their resp. switching wavelengths to be controlled independently in the same sample. Finally, a mol. switch was developed that showed both photochromism and acidichromism, thereby illustrating the possibility to gate the spectral properties to multiple stimuli. These new photochromic nucleosides represent useful building blocks for the generation of light-sensitive nucleic acids either by inducing conformational changes upon isomerization or by exploring the different spectral properties of the closed and opened isomers, for example, for use as reversible fluorescence quenchers. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Application In Synthesis of 3-Bromo-2-methylbenzo[b]thiophene).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. It is also used in the manufacturing of dyes such as thioindigo.Application In Synthesis of 3-Bromo-2-methylbenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Geometry and Aromaticity in Highly Strained Heterocyclic Allenes: Characterization of a 2,3-Didehydro-2H-thiopyran was written by Nikitina, Asya F.;Sheridan, Robert S.. And the article was included in Organic Letters in 2005.COA of Formula: C9H5NS This article mentions the following:

The highly strained cyclic allene 2,3-didehydro-2H-thiopyran was generated by irradiation of matrix-isolated 2-benzothienylchlorocarbene and characterized by IR and UV/vis spectroscopy, in situ trapping, and DFT modeling. Calculations indicate that the allenic moiety in this system, although less aromatic in character, is relatively more stable than in the corresponding oxa system. It is suggested that the thio ring system can more readily accommodate the allenic geometry. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9COA of Formula: C9H5NS).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) 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 raloxifene, zileuton, sertaconazole, and also BTCP.COA of Formula: C9H5NS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem