Category: benzofurans

On August 13, 2019, Chen, Qingcai; Zhao, Jun; Zhao, Xiaowei; Chen, Xiangfeng; Zong, Zaiwei; Lu, Hui published a patent.Application of 60770-67-4 The title of the patent was Nitrogen-containing heterocyclic compound, preparation method and application. And the patent contained the following:

The invention disclosed a kind of nitrogen-containing heterocyclic compound,its preparation method and application as potassium ion competitive acid retardant or gastric acid secretion inhibitor. The claimed compound is shown in structure I (ring A = saturated or unsaturated five member ring; X1,X2,X3 = C, N, O, S, etc.; a,b = bridge atom C or N; R1 = -SO2R4, -(CH2)nR4, or -CHR4R5; R4 = aryl, arylalkyl, arylalkenyl, benzocyclo, etc.; R5 = halo, nitro, cyano, etc.; n = 0, 1-6 integers; R2 = aryl, arylalkyl, heteroaryl, etc.; R3 = H, alkyl cycloalkyl). The claimed compound is prepared via multiple steps (example procedure given). The prepared compound has proton pump H+/K+-ATP enzyme inhibition effect, and is used for preventing and treating diseases related to inhibition of gastric acid secretion, such as peptic ulcer, zollinger-ellison syndrome, gastritis, erosive esophagitis, reflux esophagitis, symptomatic gastroesophageal reflux disease and the like. The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).Application of 60770-67-4

The Article related to nitrogen containing heterocycle preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazoles and other aspects.Application of 60770-67-4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On January 15, 2021, Kobayashi, Jun-ichi; Hirasawa, Hideaki; Fujimori, Yoshikazu; Nakanishi, Osamu; Kamada, Noboru; Ikeda, Tetsuya; Yamamoto, Akitoshi; Kanbe, Hiroki published an article.Recommanded Product: 1459793-02-2 The title of the article was Identification of N-acyl-N-indanyl-α-phenylglycinamides as selective TRPM8 antagonists designed to mitigate the risk of adverse effects. And the article contained the following:

Transient receptor potential melastatin 8 (TRPM8), a temperature-sensitive ion channel responsible for detecting cold, is an attractive mol. target for the treatment of pain and other disorders. We have previously discovered a selective TRPM8 antagonist, KPR-2579, which inhibited bladder afferent hyperactivity induced by acetic acid instillation into the bladder. However, addnl. studies have revealed potential adverse effects with KPR-2579, such as the formation of a reactive metabolite, CYP3A4 induction, and convulsions. In this report, we describe the optimization of α-phenylglycinamide derivatives to mitigate the risk of these adverse effects. The optimal compound 13x exhibited potent inhibition against icilin-induced wet-dog shakes and cold-induced frequent voiding in rats, with a wide safety margin against the potential side effects. The experimental process involved the reaction of (S)-2,3-Dihydrobenzofuran-3-amine hydrochloride(cas: 1459793-02-2).Recommanded Product: 1459793-02-2

The Article related to trpm8 antagonist adverse event, cyp3a4 induction, oab, phenylglycinamide, reactive metabolite, trpm8, trpm8 antagonist, Pharmacology: Drug Interactions and General Pharmacology and other aspects.Recommanded Product: 1459793-02-2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On October 6, 2005, El-Gezawy, Hani; Rettig, Wolfgang; Danel, Andrzej; Jonusauskas, Gediminas published an article.HPLC of Formula: 53724-96-2 The title of the article was Probing the Photochemical Mechanism in Photoactive Yellow Protein. And the article contained the following:

Selectively bridged model compounds related to the chromophore in photoactive yellow protein have been synthesized where the single bond adjacent to the benzene ring (bond 1) and where both bond 1 and the adjacent double bond (bond 2) are bridged. They were compared to the nonbridged reference compound regarding their photophys. properties using steady-state and time-resolved fluorescence at various temperatures Quantum chem. calculations were addnl. performed and showed that several conformers are populated in the ground state. The neutral model compounds show that the nonradiative deactivation channel is linked to both single- and double-bond twisting. The relative importance of single-bond twisting is increased for the corresponding deprotonated hydroxy compounds with an enhanced donor character. The simultaneous photochem. activity of both single and double bonds explains the ease of photochem. isomerization in the confined environment of the natural PYP protein and also of the primary step in the vision process in rhodopsin. The experimental process involved the reaction of Ethyl 6-methoxy-3-methylbenzofuran-2-carboxylate(cas: 53724-96-2).HPLC of Formula: 53724-96-2

The Article related to photoactive yellow protein photochem photophys chromophore model bridged compound, General Biochemistry: Proteins and Their Constituents and other aspects.HPLC of Formula: 53724-96-2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On May 22, 2009, Hong, Hui; Xu, Xiang; Yu, Jiaxin; Singh, Rajinder; Darwish, Ihab S.; Thota, Sambaiah published a patent.Electric Literature of 53724-96-2 The title of the patent was Preparation of phenylpiperidinyloxypyridine derivatives for use as therapeutic agents in metabolic disorders. And the patent contained the following:

Title compounds I [B = substituted aryl or heteroaryl; E = CO, SO2, or bond; T = alkyl-OR10, alkyl-C(O)R10, alkyl-S(O)p, etc.; Y = (un)substituted amine; each R4 independently = halo, CN. NO2, alkyl, etc.; or two R4 on the same carbon optionally combine to form oxo; R10 = H, alkyl, haloalkyl, etc.; m = 0 to 4; n = 0 to 3; p = 0 to 2; provided that when B = Ph, then E is not CO], and their pharmaceutically acceptable salts, are prepared and disclosed as therapeutic agents in metabolic disorders. Thus, e.g., II was prepared by deprotection of tert-Bu 1-(pyridin-4-ylmethyl)piperidin-4-ylcarbamate followed by amidation with 6-chloropicolinic acid, and etherification with 1-(4-(trifluoromethyl)phenyl)piperidin-4-ol. Select I were evaluated for their ability to activate AMPK using enzyme-linked immunosorbent assays, e.g., II demonstrated an EC50 value of 0.1-0.5 μM. The experimental process involved the reaction of Ethyl 6-methoxy-3-methylbenzofuran-2-carboxylate(cas: 53724-96-2).Electric Literature of 53724-96-2

The Article related to pyridine phenylpiperidinyloxy derivative preparation metabolic disorder, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Electric Literature of 53724-96-2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On August 29, 2013, Reiser, Ulrich; Bader, Gerd; Spevak, Walter; Steffen, Andreas; Parkes, Alastair L. published a patent.Recommanded Product: 60770-67-4 The title of the patent was Preparation of 5-alkynylpyridines as SMAC mimetics. And the patent contained the following:

This invention relates to 5-alkynyl-pyridines I [R1 = H or alkyl; R2, R21 = H, (fluoro)alkyl; R3 = (un)substituted C6-10 aryl, 5-14 membered heteroaryl; R4 = H, (un)substituted C6-10 aryl, 5-14 membered heteroaryl, etc.; R5 = H, halo, alkyl, etc.; or R4 and R5 taken together form C6-10 aryl, 5-14 membered heteroaryl], to their use as SMAC mimetics, pharmaceutical compositions containing them, and their use as a medicaments for the treatment and/or prevention of diseases characterized by excessive or abnormal cell proliferation and associated conditions such as cancer. Over two-hundred compounds I were prepared E.g., a multi-step synthesis of II, starting from 5,6-dibromopyridin-2-amine and ethynyl-tri(propan-2-yl)silane, was described. Exemplified compounds I were tested in XIAP BIR3 and cIAP1 BIR3 binding assays (data given). The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).Recommanded Product: 60770-67-4

The Article related to alkynylpyridine preparation smac mimetic antitumor, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Recommanded Product: 60770-67-4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On July 21, 2005, Nilsson, Magnus; Zhou, Xiao-Xiong; Oden, Lourdes; Classon, Bjorn; Noren, Rolf; Grabowska, Urszula; Jackson, Philip; Fallon, Philip; Carr, Andrew; Liley, Mark; Tozer, Matt; Johnson, Tony; Diaz, Victor; Crespo, Laia; Kangasmetsa, Jussi; Bonnaud, Thierry published a patent.Recommanded Product: Ethyl 6-methoxy-3-methylbenzofuran-2-carboxylate The title of the patent was Preparation of N- oxohexahydrofuropyrrole amino acid amides as cathepsin K inhibitors.. And the patent contained the following:

Title compounds [I; 1 of R1, R2 = halo, the other = H, halo; R3 = (fluoro)alkyl; R4 = H; R3R4C = (substituted) spirocycloalkyl, heterocyclyl; R5 = H, Me; E = CO, SOm, NR5SOm, NR5CO, CO2; R6 = stable (substituted) mono- or bicyclic carbocyclyl, heterocyclyl; m = 0-2], were prepared Thus, title compound (II) (multistep preparation given) inhibited cathepsin K with Ki = 5.3 nM. The experimental process involved the reaction of Ethyl 6-methoxy-3-methylbenzofuran-2-carboxylate(cas: 53724-96-2).Recommanded Product: Ethyl 6-methoxy-3-methylbenzofuran-2-carboxylate

The Article related to oxohexahydrofuropyrrole amino acid amide preparation cathepsin k inhibitor, osteoporosis gingivitis periodontitis pagets disease treatment amino acid amide, Amino Acids, Peptides, and Proteins: Amino Acids and other aspects.Recommanded Product: Ethyl 6-methoxy-3-methylbenzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On March 10, 2010, Deng, Yong; Wu, Chenglong; Shen, Yi; Wan, Jie published a patent.Application of 60770-67-4 The title of the patent was Simple and green method for synthesis of (E)-3-(benzofuran-5-yl)acrylic acid ester. And the patent contained the following:

A process for preparation of (E)-3-(benzofuran-5-yl)acrylic acid ester from p-halophenol and 2-haloacetaldehyde or 2-haloacetal is disclosed. The claimed (E)-3-(benzofuran-5-yl)acrylic acid ester is shown in structure I (R = C1-12 alkyl or cycloalkyl, (un)substituted benzyl, allyl, (un)substituted C6-10 aryl). (E)-3-(benzofuran-5-yl)acrylic acid ester is prepared from p-halophenol and 2-haloacetaldehyde or 2-haloacetal via substitution reaction, Bronsted acid or Lewis acid catalyzed Friedel-Crafts reaction to form 5-halobenzofuran, further Heck reaction with acrylic acid ester to provide the title compound The obtained (E)-3-(benzofuran-5-yl)acrylic acid ester can be further reduced, hydrolyzed, or hydrogenized for give the corresponding derivatives The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).Application of 60770-67-4

The Article related to benzofuranylacrylic acid ester preparation substitution friedel crafts heck, Heterocyclic Compounds (One Hetero Atom): Furans and other aspects.Application of 60770-67-4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Emmett, Edward J.; Hayter, Barry R.; Willis, Michael C. published an article in 2014, the title of the article was Palladium-catalyzed synthesis of ammonium sulfinates from aryl halides and a sulfur dioxide surrogate. A gas- and reductant-free process.SDS of cas: 60770-67-4 And the article contains the following content:

Described herein is a simple reaction system consisting of the sulfur dioxide surrogate DABSO, triethylamine, and a palladium(0) catalyst for effective conversion of a broad range of aryl and heteroaryl halides into the corresponding ammonium sulfinates. Key features of this gas- and reductant-free reaction include the low loadings of palladium (1 mol%) and ligand (1.5 mol%) which can be employed, and the use of iso-Pr alc. as both a solvent and formal reductant. The ammonium sulfinate products are converted in situ into a variety of sulfonyl-containing functional groups, including sulfones, sulfonyl chlorides, and sulfonamides. © Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).SDS of cas: 60770-67-4

The Article related to aryl halide dabso butyl bromoacetate sulfonylation palladium catalyst, bytylacetate sulfone preparation, alcohols, arenes, palladium, sulfonamides, synthetic methods, General Organic Chemistry: Synthetic Methods and other aspects.SDS of cas: 60770-67-4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Gravatt, Christopher S.; Johannes, Jeffrey W.; Ghosh, Avipsa published an article in 2021, the title of the article was Photoredox-mediated, nickel-catalyzed trifluoromethylthiolation of aryl and heteroaryl iodides.Electric Literature of 60770-67-4 And the article contains the following content:

The area of trifluoromethylthiolation of aryl halides RI (R = 4-CH3C6H4, 9H-fluoren-2-yl, 4-phenylmorpholine, etc.) has been extensively explored, the current methods require complex and/or air-sensitive catalysts. A method employing a bench-stable nickel(II) salt and an iridium photocatalyst that can mediate the trifluoromethylthiolation of a wide range of electronically diverse aryl and heteroaryl iodides, likely via a Ni(I)/Ni(III) catalytic cycle is reported. The reaction has broad functional group tolerance and potential for application in medicinal chem., as demonstrated by a latestage functionalization approach to access (racemic)-Monepantel. The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).Electric Literature of 60770-67-4

The Article related to trifluoro arene preparation, aryl iodide silver trifluoromethanethiolate trifluoromethylthiolation nickel catalyst, General Organic Chemistry: Synthetic Methods and other aspects.Electric Literature of 60770-67-4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

On April 3, 2019, Holt, Connor; Alachouzos, Georgios; Frontier, Alison J. published an article.Quality Control of 5-Iodobenzofuran The title of the article was Leveraging the Halo-Nazarov Cyclization for the Chemodivergent Assembly of Functionalized Haloindenes and Indanones. And the article contained the following:

In this report, we describe a halo-Prins/aryl halo-Nazarov cyclization strategy that employs readily available starting materials, inexpensive reagents, and convenient reaction procedures to generate functionalized haloindenes and indanones. The scope and limitations of the method are outlined, demonstrating that aromatic systems readily react under mild, catalytic conditions when this strategy is implemented. Furthermore, we present both exptl. and computational data supporting the notion that cyclizations of 3-halopentadienyl cationic intermediates are more kinetically accessible, as well as more thermodynamically favorable, than cyclizations of the analogous 3-oxypentadienyl cationic systems. The energetic advantage imparted by the halo-Nazarov cyclization design was found to be especially valuable in the cyclizations of arylallyl cationic intermediates, which require disruption of aromaticity. The experimental process involved the reaction of 5-Iodobenzofuran(cas: 60770-67-4).Quality Control of 5-Iodobenzofuran

The Article related to chemodivergent haloindene indanone preparation, halo prins aryl halo nazarov cyclization computational study, General Organic Chemistry: Synthetic Methods and other aspects.Quality Control of 5-Iodobenzofuran

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem