Category: 220180-55-2

Shaaban, Saad; Li, Houhua; Otte, Felix; Strohmann, Carsten; Antonchick, Andrey P.; Waldmann, Herbert published their research in Organic Letters on December 4 ,2020. The article was titled 《Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex》.Reference of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate The article contains the following contents:

Axially chiral atropisomeric compounds are widely applied in asym. catalysis and medicinal chem., and efficient methods for their synthesis are in high demand. This applies in particular to atropisomers derived from five-membered aromatic rings because their lower barrier for rotation among the biaryl axis limits their asym. synthesis. We report here an enantioselective C-H functionalization method using our chiral RhJasCp complex for the synthesis of the biaryl atropisomer types that can be accessed from three different five-membered-ring heterocycles. In addition to this study using Methyl 4-fluorobenzo[b]thiophene-2-carboxylate, there are many other studies that have used Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2Reference of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate) was used in this study.

Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2) belongs to benzothiophene.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 selective estrogen receptor modulators, leukotriene synthesis inhibitors and antifungals, as well as in many natural products. Reference of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Li, Chung-Yen; Su, Chaochin; Wang, Hsiou-Hsuan; Kumaresan, Prabakaran; Hsu, Chia-Hsuan; Lee, I.-Ting; Chang, Wei-Chun; Tingare, Yogesh S.; Li, Ting-Yu; Lin, Chia-Feng; Li, Wen-Ren published an article on January 31 ,2014. The article was titled 《Design and development of cyclometalated ruthenium complexes containing thiophenyl-pyridine ligand for dye-sensitized solar cells》, and you may find the article in Dyes and Pigments.SDS of cas: 220180-55-2 The information in the text is summarized as follows:

Two new cyclometalated Ru sensitizers NC102(1) and NC103(2), where the 2 NCS- ligands of the N3 analog were replaced with the 2-thiophen-2-yl-pyridine and 2-benzo[b]thiophen-2-yl-pyridine ligands, resp., were designed and synthesized for dye-sensitized solar cell applications. The effects of these 2 ligands on the photophys. behavior of Ru complexes were studied by their optical, electrochem., and photovoltaic properties. The sensitizer NC103(2) with the fluoride substitution in the ligand exhibited the best cell performance with a short-circuit current (Jsc) of 9.45 mA/cm2, an open-circuit voltage (Voc) of 630 mV, and a fill factor (FF) of 0.71, giving an overall power conversion efficiency of (η) 4.22% under simulated AM 1.5 irradiation In addition to this study using Methyl 4-fluorobenzo[b]thiophene-2-carboxylate, there are many other studies that have used Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2SDS of cas: 220180-55-2) was used in this study.

Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2) belongs to benzothiophene.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 selective estrogen receptor modulators, leukotriene synthesis inhibitors and antifungals, as well as in many natural products. SDS of cas: 220180-55-2

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Development and Process Intensification of an Efficient Flow-Cascade Reaction Sequence in the Synthesis of Afizagabar》 was written by Petho, Balint; Szilagyi, Gabor B.; Mengyel, Bela; Nagy, Tamas; Farkas, Ferenc; Katai-Fadgyas, Katalin; Volk, Balazs. Synthetic Route of C10H7FO2S And the article was included in Organic Process Research & Development on April 15 ,2022. The article conveys some information:

The traditional, batchwise pilot plant manufacturing process of a key intermediate drug candidate afizagabar (S44819) involved several kinds of transformations (besides a Dakin-West-type reaction, a ring closure and a keto reduction step). To mitigate some of the hazards associated with this sequence, a flow chem. approach was developed. First, a flow-cascade process was elaborated, which furnished the product with a throughput of 1.52 g/h with a HPLC purity of 95.6%. The bottleneck of the procedure in terms of output was the heterogeneous catalytic hydrogenation, therefore subsequent process intensification efforted primarily concentrated on this step. Finally, application of higher concentrations and an upscaled hydrogenation reactor combined with the corresponding adjustment of parameters of further reaction steps resulted in an efficient process with an effective product yield of 11.95 g/h and an increased HPLC purity (97.1%). The 4-step uninterrupted process described here was based on a newly developed heterogeneous flow reactor system and a custom-made liquid-liquid extractor, providing an instructive case study on handling hazardous processes in a safe and efficient way. After reading the article, we found that the author used Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2Synthetic Route of C10H7FO2S)

Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2) belongs to benzothiophene.Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Synthetic Route of C10H7FO2SIt has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as selective estrogen receptor modulators, leukotriene synthesis inhibitors and antifungals, as well as in many natural products.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Lee, Sunkyung; Lee, Hyunsuk; Yi, Kyu Yang; Lee, Byung Ho; Yoo, Sung-eun; Lee, Kyunghee; Cho, Nam Sook published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《4-Substituted (benzo[b]thiophene-2-carbonyl)guanidines as novel Na+/H+ exchanger isoform-1 (NHE-1) inhibitors》.Electric Literature of C10H7FO2S The author mentioned the following in the article:

A series of 4-substituted (benzo[b]thiophene-2-carbonyl)guanidines, e.g., I, was synthesized and evaluated for the NHE-1 inhibitory activity and cardioprotective efficacy both in vitro and in vivo. Several analogs exhibited a strong inhibition on NHE-1, and which was generally well correlated with their cardioprotective efficacy. Especially the 4-nitro and cyano compounds excellently improved the cardiac function and reduced infarct size against ischemia/reperfusion injury. In the part of experimental materials, we found many familiar compounds, such as Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2Electric Literature of C10H7FO2S)

Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2) belongs to benzothiophene.Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Electric Literature of C10H7FO2SIt has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as selective estrogen receptor modulators, leukotriene synthesis inhibitors and antifungals, as well as in many natural products.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Cai, Guiping; Yu, Wenying; Song, Dongmei; Zhang, Wenda; Guo, Jianpeng; Zhu, Jiawen; Ren, Yuhao; Kong, Lingyi published an article in European Journal of Medicinal Chemistry. The title of the article was 《Discovery of fluorescent coumarin-benzo[b]thiophene 1, 1-dioxide conjugates as mitochondria-targeting antitumor STAT3 inhibitors》.Safety of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate The author mentioned the following in the article:

STAT3 has been extensively studied as a potential antitumor target. Though studies on regulating STAT3 mainly focus on the inhibition of STAT3 phosphorylation at Tyr705 residue, the phosphorylation at Ser727 residue of STAT3 protein is also closely associated with the mitochondrial import of STAT3 protein. N, N-diethyl-7-aminocoumarin is a fluorescent mitochondria-targeting probe. In this study, a series of STAT3 inhibitors were developed by connecting N, N-diethyl-7-aminocoumarin fluorophore with benzo [b]thiophene 1, 1-dioxide moiety. All designed compounds displayed potent anti-proliferative activity against cancer cells. The representative compound 7a(I) was mainly accumulated in mitochondria visualized by its fluorescence. STAT3 phosphorylation was inhibited by I at both Tyr705 and Ser727 residues. I inhibited STAT3 phosphorylation whereas had no influence on the phosphorylation levels of STAT1, JAK2, Src and Erk1/2, indicating good selectivity of I. Moreover, I down-regulated the expression of STAT3 target genes Bcl-2 and Cyclin D1, increased ROS production and remarkably reduced the mitochondrial membrane potential to induce mitochondrial apoptotic pathway. Furthermore, I in vivo suppressed breast cancer 4T1 implanted tumor growth. Taken together, these results highlighted that I might be a promising mitochondria-targeting STAT3 inhibitor for cancer therapy. The experimental part of the paper was very detailed, including the reaction process of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2Safety of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate)

Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2) belongs to benzothiophene.Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Safety of Methyl 4-fluorobenzo[b]thiophene-2-carboxylateIt has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as selective estrogen receptor modulators, leukotriene synthesis inhibitors and antifungals, as well as in many natural products.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem