Category: benzothiophene

Hsiao, Ya-Wen published the artcileA Pragmatic Approach Using First-Principle Methods to Address Site of Metabolism with Implications for Reactive Metabolite Formation, Recommanded Product: 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, the main research area is drug metabolism reactive metabolite formation.

A majority of xenobiotics are metabolized by cytochrome P 450 (CYP) enzymes. The discovery of drug candidates with low propensity to form reactive metabolites and low clearance can be facilitated by understanding CYP-mediated xenobiotic metabolism Being able to predict the sites where reactive metabolites form is beneficial in drug design to produce drug candidates free of reactive metabolite issues. Herein, we report a pragmatic protocol using first-principle d. functional theory (DFT) calculations for predicting sites of epoxidation and hydroxylation of aromatic substrates mediated by CYP. The method is based on the relative stabilities of the CYP-substrate intermediates or the substrate epoxides. Consequently, it concerns mainly the electronic reactivity of the substrates. Comparing to the exptl. findings, the presented protocol gave excellent first-ranked epoxidation site predictions of 83%, and when the test was extended to CYP-mediated sites of aromatic hydroxylation, satisfactory results were also obtained (73%). This indicates that our assumptions are valid and also implies that the intrinsic reactivities of the substrates are in general more important than their binding poses in proteins, although the protocol may benefit from the addition of docking information.

Journal of Chemical Information and Modeling published new progress about Aflatoxins Role: PKT (Pharmacokinetics), 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, Recommanded Product: 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Zhang, Ting-Yu published the artcileCopper-Catalyzed Selective ortho-C-H/N-H Annulation of Benzamides with Arynes: Synthesis of Phenanthridinone Alkaloids, Recommanded Product: 4,5,6,7-Tetrahydrobenzo[b]thiophene-3-carboxylic acid, the main research area is copper catalyst annulation benzamide aryne; phenanthridinone alkaloid preparation.

An efficient and convenient copper-catalyzed method was developed to achieve direct ortho-C-H/N-H annulation to synthesize phenanthridinones with arynes. This method highlights an emerging strategy to transform inert C-H bonds into versatile functional groups in organic synthesis and provides a new way to synthesize phenanthridinone alkaloids efficiently.

Organic Letters published new progress about Alkynes, arynes Role: RCT (Reactant), RACT (Reactant or Reagent). 19156-54-8 belongs to class benzothiophene, name is 4,5,6,7-Tetrahydrobenzo[b]thiophene-3-carboxylic acid, and the molecular formula is C9H10O2S, Recommanded Product: 4,5,6,7-Tetrahydrobenzo[b]thiophene-3-carboxylic acid.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Wang, Li-Sheng published the artcileIodine-Mediated Multicomponent Cascade Cyclization and Sulfenylation/Selenation: Synthesis of Imidazo[2,1-a]isoquinoline Derivatives, Recommanded Product: 3-Acetylthiophene, the main research area is aryl methyl ketone isoquinolinamine sodium arylsulfinate multicomponent cyclization sulfenylation; isoquinolinamine aryl methyl ketone diphenyldiselane multicomponent cascade cyclization selenation; imidazo isoquinoline preparation green chem iodine mediator.

A novel multicomponent cascade cyclization and sulfenylation/selenation using aryl Me ketones, isoquinolin-1-amine, and sodium arylsulfinates/1,2-diphenyldiselane to synthesize imidazo[2,1-a]isoquinoline derivatives in one-pot via the construction of two C-N bonds and one C-S/C-Se bond has been reported. This multicomponent reaction realizes simultaneous C(sp3)-H amination and sulfenylation/selenation, avoiding complicated prior substrate preparation This process has simple operating conditions and good substrate compatibility.

Organic Letters published new progress about Aralkyl 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, Recommanded Product: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Tamuli, Kashyap J. published the artcileRecyclable Itaconic Acid with Water as Green Catalytic System: Synthesis of Substituted 1,5-Benzodiazepine Derivatives at Room Temperature, Synthetic Route of 1468-83-3, the main research area is benzodiazepine green preparation; phenylenediamine ketone cyclocondensation itaconic acid catalyst.

Herein, a water-mediated and metal-free mild protocol was described for the synthesis of 1,5-benzodiazepine derivatives I [R = i-Pr, Ph, 3-thienyl, etc.; R1 = H, 7-Me, 8-Me, 7-Cl, 8-Cl] via cyclocondensation reaction of o-phenylenediamines and ketones by using biodegradable naturally occurring itaconic acid (20 mol%) in 30 min with excellent yields. Major advantages of this method were reusable catalyst, metal free, toxic solvent free, tedious work-up free, no further purifications with column chromatog. and short reaction time.

ChemistrySelect published new progress about Aromatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Synthetic Route of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Zhao, Peng published the artcileDirect Synthesis of 2,3-Diaroyl Quinolines and Pyridazino[4,5-b]quinolines via an I2-Promoted One-Pot Multicomponent Reaction, COA of Formula: C6H6OS, the main research area is pyridazino diaroyl quinoline preparation iodine enaminone ketone aryl amine.

The first synthesis of 2,3-diaroyl quinolines via a formal [3 + 2 + 1] cycloaddition of enaminones, aryl Me ketones, and aryl amines is disclosed. This reaction efficiently affords a 1,4-dicarbonyl scaffold, which is a useful building block for constructing complex fused heterocycles. Furthermore, the 1,4-dicarbonyl scaffold was used directly to prepare pyridazino[4,5-b]quinoline skeletons in one-pot.

Organic Letters published new progress about Aromatic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Gupta, Shivangi published the artcileCuO NPs catalyzed synthesis of quinolines, pyridines, and pyrroles via dehydrogenative coupling strategy, Application In Synthesis of 1468-83-3, the main research area is hydroxymethyl aniline ketone copper nanocatalyst oxidative coupling reaction; quinoline preparation; hydroxypropanamine ketone copper nanocatalyst oxidative coupling reaction; pyridine preparation; hydroxyethanamine ketone copper nanocatalyst oxidative coupling reaction; pyrrole preparation.

Copper oxide nanoparticles catalyzed efficient synthesis of quinolines, pyridines, and pyrroles via alc. dehydrogenative coupling strategy are reported. Employing this catalytic system, various functionalized quinolines, pyridines, and pyrroles were synthesized efficiently from different amino alcs. with a diverse range of ketones. A number of control experiments were performed to shed light on the mechanism. This catalyst was recycled up to 6th run and notably, no significant loss was observed in its catalytic activity.

Journal of Catalysis published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Application In Synthesis of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Maji, Ankur published the artcileWell-Defined Phosphine-Free Manganese(II)-Complex-Catalyzed Synthesis of Quinolines, Pyrroles, and Pyridines, Formula: C6H6OS, the main research area is quinoline pyrrole pyridine preparation density functional theory; amino alc ketone manganese complex catalyst.

Herein, authors report a simple, phosphine-free, and inexpensive catalytic system based on a manganese(II) complex for synthesizing different important N-heterocycles such as quinolines, pyrroles and pyridines from amino alcs. and ketones. Several control experiments, kinetic studies, and DFT calculations were carried out to support the plausible reaction mechanism. Authors also detected two potential intermediates in the catalytic cycle using ESI-MS anal. Based on these studies, a metal-ligand cooperative mechanism was proposed.

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

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Chitrakar, Ravi published the artcileDesign, synthesis and anticancer activity of sulfenylated imidazo-fused heterocycles, Recommanded Product: 3-Acetylthiophene, the main research area is arylsulfenyl benzimadazole preparation antitumor SAR; Anticancer agents; Chemotherapeutic agents; Human cancer cell lines; Metabolically stable; Sulfinylated Imidazo[1,2-a]pyridine.

The design, synthesis and study of anticancer properties of sulfenylated 2-phenylimidazo[1,2-a]pyridines I [R = H, Me, Cl, Ph; Ar = (E)-styryl, 4-methylsulfanylphenyl, 1-naphthyl, etc.; Ar1 = Ph, 4-ClPh, 1-naphthyl] and their analogs were prepared A set of twenty sulfenylated imidazo[1, 2-a]pyridine derivatives I were synthesized. Whereby elusive amendmented to the imidazo[1,2-a]pyridine motif confer dramatic changes in functional affinity of a novel action to modulate anticancer activity in seven different human cancer cell lines i.e.: MDA MB 231 (breast), HepG2 (liver), Hela (cervical), A549 (lung), U87MG (glioblastoma), SKMEL-28 (skin melanoma) and DU-145 (prostate) by employing MTT assay. Among the series, compounds I [R = H, Ar = 1-naphthyl, Ar1 = Ph; R = H, Ar = (E)-styryl, Ar1 = Ph; R = H, Ar = 4-methylsulfanylphenyl, Ar1 = Ph] showed potent activity towards human liver cancer cells HepG2. Cell cycle anal. results revealed that these compounds I [R = H, Ar = 1-naphthyl, Ar1 = Ph; R = H, Ar = (E)-styryl, Ar1 = Ph; R = H, Ar = 4-methylsulfanylphenyl, Ar1 = Ph] arrested the cell cycle at G2/M phase and induced apoptosis in human liver cancer cells HepG2. It was further confirmed by Hoechst staining, Measurement of mitochondrial membrane potential (ΔΨm) and Annexin V-FITC assay.

Bioorganic & Medicinal Chemistry Letters published new progress about Aminopyridines Role: RCT (Reactant), RACT (Reactant or Reagent). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Recommanded Product: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Das, Siuli published the artcileMetal-Ligand Cooperative Approach To Achieve Dehydrogenative Functionalization of Alcohols to Quinolines and Quinazolin-4(3H)-ones under Mild Aerobic Conditions, Quality Control of 1468-83-3, the main research area is quinoline preparation cooperative metal ligand catalyzed dehydrogenative functionalization alc; quinazolinone preparation cooperative metal ligand catalyzed dehydrogenative functionalization alc.

A simple metal-ligand cooperative approach for the dehydrogenative functionalization of alcs. to various substituted quinolines and quinazolin-4(3H)-ones under relatively mild reaction conditions (≤90 °C) is reported. Simple and easy-to-prepare air-stable Cu(II) complexes featuring redox-active azo-aromatic scaffolds, 2-arylazo-(1,10-phenanthroline) (L1,2), are used as catalyst. A wide variety of substituted quinolines and quinazolin-4(3H)-ones were synthesized in moderate to good isolated yields via dehydrogenative coupling reactions of various inexpensive and easily available starting materials under aerobic conditions. A few control experiments and deuterium labeling studies were carried out to understand the mechanism of the dehydrogenative coupling reactions, which indicate that both copper and the coordinated azo-aromatic ligand participate in a cooperative manner during the catalytic cycle.

Journal of Organic Chemistry published new progress about Acetophenones 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

Passera, Alessandro published the artcileThe Manganese(I)-Catalyzed Asymmetric Transfer Hydrogenation of Ketones: Disclosing the Macrocylic Privilege, Name: 3-Acetylthiophene, the main research area is chiral aryl alkyl alc synthesis asym transfer hydrogenation acetophenone; ligand designed manganese catalyzed asym transfer hydrogenation acetophenone; alcohols; asymmetric catalysis; hydrogenation; ligand design; manganese.

The bis(carbonyl) manganese(I) complex [Mn(CO)2(ligand)]Br with a chiral (NH)2P2 macrocyclic ligand catalyzes the asym. transfer hydrogenation of polar double bonds with 2-propanol as the hydrogen source. Ketones (43 substrates) are reduced to alcs. in high yields (up to >99%) and with excellent enantioselectivities (90-99% ee). A stereochem. model based on attractive CH-π interactions is proposed.

Angewandte Chemie, International Edition published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Name: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem