Category: benzothiophene

Tian, Qing published the artcileSynthesis of quinazolin-4(3H)-ones via electrochemical decarboxylative cyclization of α-keto acids with 2-aminobenzamides, Quality Control of 1468-83-3, the main research area is aryl quinazolinone green preparation; alpha keto acid aminobenzamide electrochem decarboxylative cyclization.

Herein, an environmentally benign electrochem. protocol had been disclosed for the synthesis of quinazolin-4(3H)-one derivatives I [Ar = 3-thienyl, Ph, 2-naphthyl, etc.; R1 = H, 7-F, 7-Cl, 7-Me, 6-Me, 6-MeO; R2 = H, Me, Ph, etc.] from readily available α-keto acids and 2-aminobenzamides. This decarboxylative cyclization process proceeded conveniently in the absence of any homogeneous metal catalysts, bases, or external oxidants. This protocol also featured CO2 byproducts, mild reaction conditions (room temperature and air atm.), and a wide variety of substrate scope, including an array of 2,3-disubstituted quinazolinone products I [Ar = Ph; R1 = H; R2 = n-Bu, iso-Bu, Ph, 2-MeC6H4, Bn, phenethyl].

Molecular Catalysis published new progress about Anhydrides, cyclic Role: RCT (Reactant), RACT (Reactant or Reagent). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Quality Control of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Sun, Lincong published the artcileRhodium(III)-catalyzed asymmetric [4+1] spiroannulations of O-pivaloyl oximes with α-diazo compounds, COA of Formula: C6H6OS, the main research area is spirocyclic imine preparation enantioselective; pivaloyl oxime diazo homophthalimide spirocyclization rhodium catalyst.

Chiral Rh (III) catalysts can catalyze the asym. [4+1] spiroannulation of O-pivaloyl oximes with α-diazo homophthalimides under redox-neutral and acid/base-neutral conditions, leading to formation of chiral spirocyclic imines as a result of C-H activation and N-O cleavage. The reaction proceeded with high efficiency and features broad substrate scope, mild reaction conditions, and high to excellent enantioselectivities.

Chemical Communications (Cambridge, United Kingdom) published new progress about Cyclic imines Role: SPN (Synthetic Preparation), PREP (Preparation). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, COA of Formula: C6H6OS.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Zhao, Jinwu published the artcileMetal-Free Synthesis of Imidazo[2,1-b]thiazoles from Thioimidazoles and Ketones Mediated by Selectfluor, Related Products of benzothiophene, the main research area is imidazole thiazole preparation thioimidazole ketone Selectfluor.

This paper presents a practical and efficient strategy for the preparation of imidazol[2,1-b]-thiazoles from thioimidazoles and ketones mediated by Selectfluor. The proposed mechanism suggests that this transformation took place through electrophilic thiolation at an α-carbon of ketones by sulfur cation, which was produced by the oxidation of thioimidazole by Selectfluor. This metal-free protocol tolerated various ketones, including Me ketones or non-Me ketones, aryl ketones or aliphatic ketones. Steric hindrance of the substituents at the α-position of ketones or on the aromatic ring of aryl ketones had significant influence on the yields of imidazol[2,1-b]-thiazoles. Thioimidazole and benzothioimidazoles were well tolerated while 5-substituted benzothioimidazoles provided the mixture of the corresponding 6-substituted and 7-substituted benzoimidazo[2,1-b]thiazole products.

European Journal of Organic Chemistry published new progress about Aliphatic ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Related Products of benzothiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Chakraborty, Gargi published the artcileDehydrogenative Synthesis of Quinolines, 2-Aminoquinolines, and Quinazolines Using Singlet Diradical Ni(II)-Catalysts, HPLC of Formula: 1468-83-3, the main research area is quinoline biomimetic synthesis; aminoquinoline biomimetic synthesis; quinazoline biomimetic synthesis; nickel complex diamine singlet diradical oxidative condensation coupling catalyst.

Simple, straightforward, and atom economic methods for the synthesis of quinolines, 2-aminoquinolines, and quinazolines via biomimetic dehydrogenative condensation/coupling reactions, catalyzed by well-defined inexpensive and easy to prepare singlet diradical Ni(II)-catalysts featuring two antiferromagnetically coupled singlet diradical diamine type ligands are described. Various polysubstituted quinolines, 2-aminoquinolines, and quinazolines were synthesized in moderate to good yields from different low-cost and readily accessible starting materials. Several control experiments were carried out to get insight into the reaction mechanism which shows that the nickel and the coordinated diamine ligands participate in a synergistic way during the dehydrogenation of alcs.

Journal of Organic Chemistry published new progress about Acetonitriles Role: RCT (Reactant), RACT (Reactant or Reagent) (phenylacetonitriles). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, HPLC of Formula: 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Li, Jianing published the artcileVisible-Light-Driven Oxidative Cleavage of Alkenes Using Water-Soluble CdSe Quantum Dots, Related Products of benzothiophene, the main research area is cadmium selenide quantum dot preparation; alkene cadmium selenide catalyst oxidative cleavage; carbonyl compound preparation; aryl sulfide cadmium selenide catalyst photooxidation; sulfoxide preparation; CdSe; alkene oxidation; photocatalysis; quantum dots; sulfide oxidation.

The oxidative cleavage of C=C bonds is an important chem. reaction, which is a popular reaction in the photocatalytic field. However, high catalyst-loading and low turnover number (TON) are general shortcomings in reported visible-light-driven reactions. Herein, the direct oxidative cleavage of C=C bonds through water-soluble CdSe quantum dots (QDs) is described under visible-light irradiation at room temperature with high TON (up to 3.7×104). Under the same conditions, water-soluble CdSe QDs could also oxidize sulfides to sulfoxides with 51-84% yields and TONs up to 3.4×104. The key features of this photocatalytic protocol include high TONs, wide substrates scope, low catalyst loadings, simple and mild reaction conditions, and mol. O2 as the oxidant.

ChemSusChem published new progress about Aromatic compounds, sulfoxides Role: SPN (Synthetic Preparation), PREP (Preparation). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Related Products of benzothiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Jinno, Norimasa published the artcileContribution of cytochrome P450 and UDT-glucuronosyltransferase to the metabolism of drugs containing carboxylic acid groups: risk assessment of acylglucuronides using human hepatocytes, Product Details of C13H8Cl2O4S, the main research area is cytochrome P450 UGT inhibitor metabolism acylglucuronide risk assessment hepatocyte; (�-borneol; 1-aminobenzotriazole; UDP-glucuronosyltransferase; acylglucuronide; cytochrome P450; human hepatocyte.

1. In order to evaluate the inhibition activity of 1-aminobenzotriazole (ABT) and (-)-borneol (borneol) against cytochrome P 450 (CYP) and UDP-glucuronosyltransferase (UGT), the substrates of these metabolic enzymes were incubated with ABT and borneol in human hepatocytes. We found that 3 mM ABT and 300 μM borneol were the most suitable exptl. levels to specifically inhibit CYP and UGT. 2. Montelukast, mefenamic acid, flufenamic acid, diclofenac, tienilic acid, gemfibrozil, ibufenac and repaglinide were markedly metabolized in human hepatocytes, and the metabolism of gemfibrozil, mefenamic acid and flufenamic acid was inhibited by borneol. With regard to repaglinide, montelukast, diclofenac and tienilic acid, metabolism was inhibited by ABT. Ibufenac was partly inhibited by both inhibitors. Zomepirac, tolmetin, ibuprofen, indomethacin and levofloxacin were moderately metabolized by human hepatocytes, and the metabolism of zomepirac, ibuprofen and indomethacin was equally inhibited by both ABT and borneol. The metabolism of tolmetin was strongly inhibited by ABT, and was also inhibited weakly by borneol. Residual drugs, telmisartan, valsartan, furosemide, naproxen and probenecid were scarcely metabolized. 3. Although we attempted to predict the toxicol. risks of drugs containing carboxylic groups from the combination chem. stability and CLint via UGT, the results indicated that this combination was not sufficient and that clin. daily dose is important.

Xenobiotica published new progress about Carboxylic acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, Product Details of C13H8Cl2O4S.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Wang, Yutong published the artcileEffect of lipid on formation of Maillard and lipid-Maillard meaty flavor compounds in heated cysteine-xylose-methyl linoleate system, Product Details of C6H6OS, the main research area is cysteine xylose methyl linoleate lipid Maillard meaty flavor compound.

The effect of lipid level and reaction temperature and time on the heated cysteine-xylose reaction to form meaty flavors was investigated. The presence of 1% or 2% Me linoleate inhibited the formation of volatile sulfur-containing compounds and heterocyclic compounds via the Maillard reaction, that is Maillard compounds However, the former was better because of the moderate inhibition and more compounds generated from the lipid-Maillard interaction, that is lipid-Maillard compounds Partial least squares-discriminant anal. suggested the lipid-Maillard compounds were the main markers during varying dosage of Me linoleate, reaction temperature (100-140°C) and reaction time (30-180 min). Lower temperatures increased formation of the Maillard compounds (eg, 2-furfurylthiol) or lipid-Maillard compounds (eg, 2-pentylpyridine) with reaction time. However, high temperatures caused their amounts changed in a curve or irregularly due to the complications from the Maillard and lipid oxidization reactions. By comparing time-courses of the levels of cysteine and Cys-Amadori compounds, and 294 and 420 nm UV absorbance values in the reaction systems under 120°C with or without 2% Me linoleate, it was revealed that the underlying lipid effect mechanism was to initially inhibit and later attend the Maillard reaction, leading to less formation of the Maillard compounds and generation of the lipid-Maillard compounds

Flavour and Fragrance Journal published new progress about Heterocyclic compounds Role: TEM (Technical or Engineered Material Use), USES (Uses). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Product Details of C6H6OS.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Liu, Yitong published the artcileAnthraquinones inhibit cytochromes P450 enzyme activity in silico and in vitro, COA of Formula: C13H8Cl2O4S, the main research area is anthraquinone cytochrome enzyme activity human liver microsome; QSAR; aloe-emodin; anthraquinone; cytochrome P450 enzyme; emodin; human liver microsome; human recombinant enzyme; inhibition; rhein.

Anthraquinones exhibit various pharmacol. activities (e.g., antioxidant and laxative) and are commonly found in consumer products including foods, dietary supplements, drugs, and traditional medicines. Despite their widespread use, there are limited data available on their toxicokinetic properties. Cytochrome P 450 enzymes (CYPs) in the liver play major roles in metabolizing exogenous chems. (e.g., pharmaceuticals, food ingredients, and environmental pollutants) and endogenous biomols. (e.g., steroid hormones and cholesterol). Inhibition of CYP activities may lead to serious interactions among these compounds Here, in silico (quant. structure-activity relationship modeling) and in vitro (human recombinant enzymes and liver microsomes) methods were used to identify inhibitors of five major CYP isoforms (CYP1A2, CYP2C9, CYP2C19, CYP2D6, and CYP3A4) among 22 anthraquinones. First, in silico prediction and in vitro human recombinant enzyme assays were conducted for all compounds, and results showed that most of the anthraquinones were potent CYP1A2 inhibitors. Second, five selected anthraquinones (emodin, aloe-emodin, rhein, purpurin, and rubiadin) were further evaluated in human liver microsomes. Finally, plasma concentrations of the five anthraquinones in animal and humans were identified in the literature and compared to their in vitro inhibition potency (IC50 values) towards CYP activities. Emodin, rhein, and aloe-emodin inhibited activities of multiple CYPs in human liver microsomes and potential in vivo inhibition may occur due to their high plasma concentrations These in silico and in vitro results enabled rapid identification of potential CYP inhibitors and prioritized future in-depth studies.

Journal of Applied Toxicology published new progress about Anthraquinones Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, COA of Formula: C13H8Cl2O4S.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Manns, Michael P. published the artcileRecent developments in autoimmune liver diseases, Category: benzothiophene, the main research area is review autoimmune liver disease.

A review with 141 references Several diseases are regarded as autoimmune liver diseases. Apart from the cholestatic liver diseases, primary biliary cirrhosis, primary sclerosing cholangitis, these include autoimmune hepatitis, hepatitis as part of the autoimmune polyendocrine syndrome type 1 (APS-1) and particular overlap syndromes such as autoimmune cholangitis (also called anti-mitochondrial antibody neg. primary biliary cirrhosis [PBC]), overlap syndrome chronic active hepatitis (CAH)/PBC and the overlap syndrome primary sclerosing hepatitis (PSC)/CAH. In addition, auto-antibodies may be observed during the course of chronic viral hepatitis, in particular chronic hepatitis C and D. Finally, a small number of drug-induced liver diseases is immune mediated. The author also discusses recent progress in the field of autoimmune hepatitis including APS-1 and autoimmunity in viral hepatitis and immune-mediated drug-induced liver disease.

Journal of Gastroenterology and Hepatology published new progress about Autoantibodies Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, Category: benzothiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Robin, Marie-Anne published the artcileAntigenic targets in tienilic acid hepatitis. Both cytochrome P450 2C11 and 2C11-tienilic acid adducts are transported to the plasma membrane of rat hepatocytes and recognized by human sera, Name: 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, the main research area is neoantigen tienilate cytochrome P 450 hepatitis.

Patients with tienilic acid hepatitis exhibit autoantibodies that recognize unalkylated cytochrome P 450 2C9 in humans but recognize 2C11 in rats. The aim of this study was to determine whether the immune reaction is also directed against neoantigens. Rats were treated with tienilic acid and hepatocytes were isolated. Immunoprecipitation, immunoblotting, and flow cytometry experiments were performed with an anti-tienilic acid or an anti-cytochrome P 450 2C11 antibody. Cytochrome P 450 2C11 was the main microsomal or plasma membrane protein that was alkylated by tienilic acid. Inhibitors of vesicular transport decreased flow cytometric recognition of both unalkylated and tienilic acid-alkylated cytochrome P 450 2C11 on the plasma membrane of cultured hepatocytes. Tienilic acid hepatitis sera that were preadsorbed on microsomes from untreated rats (to remove autoantibodies), poorly recognized untreated hepatocytes in flow cytometry experiments, but better recognized tienilic acid-treated hepatocytes. This recognition was decreased by adsorption with tienilic acid or by pre-exposure to the anti-tienilic acid or the anti-cytochrome P 450 2C11 antibody. The authors conclude that cytochrome P 450 2C11 is alkylated by tienilic acid and follows a vesicular route to the plasma membrane. Tienilic acid hepatitis sera contain antibodies against this tienilic acid adduct, in addition to the previously described anti-cytochrome P 450 autoantibodies.

Journal of Clinical Investigation published new progress about Autoantibodies Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, Name: 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem