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Cytosolic phospholipase A2alpha (cPLA2alpha) is an important enzyme of the inflammation cascade. Therefore, inhibitors of cPLA2alpha are assumed to be promising drug candidates for the treatment of inflammatory disorders. Recently we have found that indole-5-carboxylic acid with a 3-(4-octylphenoxy)-2-(phenoxycarbonylamino) propyl substituent in position 1 is an inhibitor of cPLA2alpha. We have now synthesized a corresponding derivative with the indole heterocycle replaced by an indazole (4) employing an analogous reaction sequence as for the synthesis of the indole derivative. Besides, a more convergent synthesis for 4 was established using an aziridine as central intermediate. Furthermore, a chiral-pool based enantioselective synthesis was developed for the synthesis of (R)- and (S)-4. Starting compound for both enantiomers was the (R)-serine derived oxazolidine (R)-25. Compound 4 proved to be a moderate inhibitor of cPLA2alpha, with the S-enantiomer being twice as active as the R-enantiomer. The racemate 4 and the enantiomers (R)- and (S)-4 showed a high in vitro metabolic stability in rat liver S9 fractions. This journal is the Partner Organisations 2014.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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The anthranilic acid derivative or the salt thereof represented by the general formula wherein R1 and R2 are hydrogen atom, or the like; R3 is a phenyl, cycloalkyl or bicyclic heterocyclic group which may be substituted, or the like; R4 is a phenyl, cycloalkyl or pyridyl group which may be substituted, or the like; X1 is an alkylene or alkenylene group which may be substituted or a bond; X2 is the general formula -X3-X4- or -X4-X3-, wherein X3 is a sulfur atom, an imino group or a bond, or the like; X4 means an alkylene or alkenylene group which may be substituted or a bond; is useful for a remedy such as rheumatoid arthritis, osteoarthritis and carcinoma, because it shows MMP-13 production inhibitory effect.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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New Advances in Chemical Research, May 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic, and theoretical assessments of solvent structures and transition states. COA of Formula: C8H4Br2S, C8H4Br2S. A document type is Article, introducing its new discovery., COA of Formula: C8H4Br2S

The reaction of aryllithium reagents prepared by halogen metal exchange or direct metallation with alpha,alpha,alpha-trifluoro-N,N-dimethylacetamide give the corresponding aryltrifluoromethylketones in good yield.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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PURPOSE: A compound for an organic optoelectronic device is provided to efficiently inject or transfer electrons, and to offer high electrochemical stability, lifetime, and efficiency. CONSTITUTION: A compound is denoted by chemical formula 1. In the chemical formula 1: X^2 is N, B, or P; X^1 is O, S, S (O), S (O2), or NR’; R^1-R^9 are hydrogen, deuterium, a substituted or non-substituted C1-10 alkyl group, a substituted or non-substituted C6-30 aryl group, or a substituted or non-substituted C2-30 heteroaryl group; L^1 is a substituted or non-substituted C6-30 arylene group, or a substituted or non-substituted C2-30 heteroarylene group; and L^2 and L^3 are a single bond, a substituted or non-substituted C2-10 alkenylene group, a substituted or non-substituted C2-10 alkynylene group, a substituted or non-substituted C6-30 arylene group, or a substituted or non-substituted C2-30 heteroarylene group.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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GPR40 partial agonism is a promising new mechanism for the treatment of type 2 diabetes mellitus with clinical proof of concept. Most of the GPR40 agonists in the literature have a carboxylic acid functional group, which may pose a risk for idiosyncratic drug toxicity. A novel series of GPR40 agonists containing a tetrazole as a carboxylic acid bioisostere was identified. This series of compounds features a benzo[b]thiophene as the center ring, which is prone to oxidation during phase 1 metabolism. Following SAR optimization targeting GPR40 agonist activity and intrinsic clearance in microsomes (human and rat), potent and metabolically stable compounds were selected for in vivo evaluation. The compounds are efficacious at lowering blood glucose in a SD rat oGTT model.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

The Best Chemistry compound: Methyl 6-bromobenzo[b]thiophene-2-carboxylate

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STAT3 is an attractive therapeutic target for cancer therapy. However, due to low potency or poor druggability, none of its inhibitors are clinically available. Herein, a series of aminobenzo[b]thiophene 1, 1-dioxides with good drug-likeness properties were designed, synthesized and evaluated as STAT3 inhibitors. Most of them exhibited higher antitumor activity than the small-molecule STAT3 inhibitor, Stattic. Compound 15 was the most potent and had an IC50range in 0.33?0.75 muM in various cancer cell lines. The overexpressed and IL-6 induced phosphorylation levels of STAT3 were both inhibited by 15 without influencing the phosphorylation levels of the upstream kinases Src and Jak2. 15 also suppressed the expressions of STAT3 downstream gene, Bcl-2. 15 effectively increased the ROS levels of cancer cells, induced cancer cell apoptosis and abolished the colony formation ability of cancer cells without affecting bypass kinase p-Erk. Furthermore, 15 in vivo induced significant antitumor responses, and exhibited less toxicity than Doxorubicin. Together, this study described a class of new STAT3 inhibitors as antitumor agents.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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TTK kinase was identified by in-house siRNA screen and pursued as a tractable, novel target for cancer treatment. A screening campaign and systematic optimization, supported by computer modeling led to an indazole core with key sulfamoylphenyl and acetamido moieties at positions 3 and 5, respectively, establishing a novel chemical class culminating in identification of 72 (CFI-400936). This potent inhibitor of TTK (IC50 = 3.6 nM) demonstrated good activity in cell based assay and selectivity against a panel of human kinases. A co-complex TTK X-ray crystal structure and results of a xenograft study with TTK inhibitors from this class are described.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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A series of new S,C-ylides derived from benzo[b]thiophene and beta-dicarbonyldiazocompounds were prepared and characterised. NMR (1H,13C) studies revealed that ylides substituted additionally at position 2 of the thiophene ring can exist as pairs of diastereoisomers, not interchangeable at room temperature. The slow exchange between two sites was attributed to the restricted rotation about the ylidic S-C bond. The crystal structure determined for one ylide demonstrated different molecular environment for two parts of the beta-dicarbonyl ylidic substituent with respect to the benzothiophene ring. The prepared ylides were found to be much less reactive than the previously studied thiophenium S,C-ylides.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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The present invention is directed to chemical processes for preparing 2-aryl-6-hydroxy-3-[4-(2-aminoethoxyl)benzoyl]benzoyl]benzo[b]-thiophenes.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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This invention relates to compounds of formula (I) where R1 to R12,–W–V–,–X–Y–, m and n have the values defined in claim 1, their preparation and use as pharmaceuticals.

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Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem