Heterocyclic Building Block-benzofuran

Direct Carboxylation of Electron-Rich Heteroarenes Promoted by LiO-tBu with CsF and [18]Crown-6 was written by Shigeno, Masanori;Hanasaka, Kazuya;Sasaki, Keita;Nozawa-Kumada, Kanako;Kondo, Yoshinori. And the article was included in Chemistry – A European Journal in 2019.Safety of Methyl benzofuran-2-carboxylate This article mentions the following:

The combination of LiO-tBu, CsF, and [18]crown-6 efficiently promoting the direct C-H carboxylation of electron-rich heteroarenes (benzothiophene, thiophene, benzofuran, and furan derivatives) I (R = Me, CN, Br, MeO, Cl, F; R¹ = H, CH₃, Br) and II (R² = Br, C₆H₅, C(O)C₆H₅, etc.; R³ = H; R²R³ = CH=CH-CH=CH; X = O, S) has been demonstrated. A variety of functional groups, including Me, methoxy, halo, cyano, amide, and keto moieties, is compatible with this system. The reaction proceeds via the formation of a tert-Bu carbonate species. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Safety of Methyl benzofuran-2-carboxylate).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Safety of Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Detection of Zinc(II) by a Fluorescence Chemosensor Based on Benzofuran in Aqueous Media and Live Cells was written by Jang, Hyo Jung;Kim, Ahran;Jung, Jae Min;Lee, Misun;Lim, Mi Hee;Kim, Cheal. And the article was included in Bulletin of the Korean Chemical Society in 2018.Related Products of 54802-10-7 This article mentions the following:

A fluorescence chemosensor HBC ((E)-3-((2-hydroxybenzylidene)amino)benzofuran-2-carboxamide) for detection of Zn²⁺ was designed by the condensation combination of 3-aminobenzofuran-2-carboxamide and salicylaldehyde. Sensor HBC showed an excellent selective “off-on” fluorescent response toward Zn²⁺. Detection limit (1.08μM) for Zn²⁺ was much lower than the WHO standard (76.0μM). Importantly, HBC could recognize and quantify Zn²⁺ in real samples and live cells. Detection process of HBC for Zn²⁺ was explained by ESI-mass, Job plot, UV-Vis and ¹H NMR titrations, and theor. calculations In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Related Products of 54802-10-7).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Related Products of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Field applicable detection of hepatitis B virus using internal controlled duplex recombinase-aided amplification assay and lateral flow dipstick assay was written by Bai, Xueding;Ma, Xuejun;Li, Minghui;Li, Xinna;Fan, Guohao;Zhang, Ruiqing;Wang, Ruihuan;Duan, Qingxia;Shen, Xinxin;Xie, Yao;Rong, Xiuge. And the article was included in Journal of Medical Virology in 2020.Safety of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one This article mentions the following:

Hepatitis B virus (HBV) is a widespread blood-borne pathogen associated with the complication of liver cirrhosis and hepatocellular carcinoma, particularly in south-east Asian and African countries where HBV is highly endemic and the budget and resources are limited. Therefore, simple, rapid, and portable field detection methods are crucial to efficiently control HBV infection. In this study, using heat-treated DNA, we developed two-field applicable detection assays for HBV based on recombinase-aided amplification (RAA). One was an internal controlled duplex RAA assay using a portable real-time fluorescence detection device, another was an instrument-free visual observation assay using lateral flow dipsticks. The entire exptl. time was greatly shortened to less than 40 min at 39.0°C. The sensitivities, specificities, and clin. performance of both assays were evaluated. Compared with quant. polymerase chain reaction assay as a reference, our results demonstrated that the two RAA-based assay obtained 97.18% and 95.77% of sensitivity, resp., and the specificity was 100%, by testing a total of 157 serum samples with HBsAg pos. We conclude that the advantages of rapidity, simplicity, portability, and visualization of proposed two assays make them great potentials in point-of-care testing of HBV infection by untrained people in resource-limited situations. In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Safety of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Safety of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis and biological activities of some new benzofuranopyrazoles was written by Tirlapur, Vijay Kumar;Prasad, Y. Rajendra;Basawaraj, Raga. And the article was included in Indian Journal of Heterocyclic Chemistry in 2010.Electric Literature of C10H7BrO2 This article mentions the following:

1-(5-Bromo-1-benzofur-2-yl)ethanone hydrazone upon treatment with Vilsmeier-Haack reagent underwent cyclization to give 3-(5-bromo-1-benzofur-2-yl)-1H-pyrazole-4-carbaldehyde (I), which further on treatment with acetophenones afforded the corresponding 1-aryl-3-[3-(5-bromo-1-benzofur-2-yl)-1H-pyrazol-4-yl]prop-2-en-1-ones. The reaction of I with aromatic amines in MeOH and also with aromatic amines in the presence of CH₂O in dioxan (Mannich reaction) furnished pyrazoles. All newly synthesized compounds were characterized by IR, ¹H NMR, and mass spectra and were screened for analgesic, antibacterial, and antifungal activity. Some of the compounds showed good activity when compared with standard drugs. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Electric Literature of C10H7BrO2).

1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Electric Literature of C10H7BrO2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Potential Diagnostic Imaging of Alzheimer’s Disease with Copper-64 Complexes That Bind to Amyloid-β Plaques was written by McInnes, Lachlan E.;Noor, Asif;Kysenius, Kai;Cullinane, Carleen;Roselt, Peter;McLean, Catriona A.;Chiu, Francis C. K.;Powell, Andrew K.;Crouch, Peter J.;White, Jonathan M.;Donnelly, Paul S.. And the article was included in Inorganic Chemistry in 2019.Electric Literature of C9H9BO4 This article mentions the following:

Amyloid-β plaques, consisting of aggregated amyloid-β peptides, are one of the pathol. hallmarks of Alzheimer’s disease. Copper complexes formed using positron-emitting copper radionuclides that cross the blood-brain barrier and bind to specific mol. targets offer the possibility of noninvasive diagnostic imaging using positron emission tomog. New thiosemicarbazone-pyridylhydrazone based ligands that incorporate pyridyl-benzofuran functional groups designed to bind amyloid-β plaques have been synthesized. The ligands form stable complexes with copper(II) (K_d = 10^-18 M) and can be radiolabeled with copper-64 at room temperature Subtle changes to the periphery of the ligand backbone alter the metabolic stability of the complexes in mouse and human liver microsomes, and influenced the ability of the complexes to cross the blood-brain barrier in mice. A lead complex was selected based on possessing the best metabolic stability and brain uptake in mice. Synthesis of this lead complex with isotopically enriched copper-65 allowed us to show that the complex bound to amyloid-β plaques present in post-mortem human brain tissue using laser ablation-inductively coupled plasma-mass spectrometry. This work provides insight into strategies to target metal complexes to amyloid-β plaques, and how small modifications to ligands can dramatically alter the metabolic stability of metal complexes as well as their ability to cross the blood-brain barrier. In the experiment, the researchers used many compounds, for example, (5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7Electric Literature of C9H9BO4).

(5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Electric Literature of C9H9BO4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Metal-Organic Framework-Based Nanoagents for Effective Tumor Therapy by Dual Dynamics-Amplified Oxidative Stress was written by Chen, Jiajie;Wang, Yitong;Niu, Huicong;Wang, Yuwei;Wu, Aijun;Shu, Chaoqin;Zhu, Yufang;Bian, Yuhai;Lin, Kaili. And the article was included in ACS Applied Materials & Interfaces in 2021.Formula: C20H10Cl2O5 This article mentions the following:

Overproduction of reactive oxygen species (ROS) within tumors can cause oxidative stress on tumor cells to induce death, which has motivated us to develop ROS-mediated tumor therapies, such as typical photodynamic therapy (PDT) and Fenton reaction-mediated chemodynamic therapy (CDT). However, these therapeutic modalities suffer from compromised treatment efficacy owing to their limited generation of highly reactive ROS in a tumor microenvironment (TME). In this work, a nanoscale iron-based metal-organic framework, MIL-101(Fe), is synthesized as a Fenton nanocatalyst to perform the catalytic conversion of hydroxyl radicals (·OH) from hydrogen peroxide (H2O2) under the acidic environment and as a biocompatible and biodegradable nanocarrier to deliver a 5,10,15,20-tetrakis(4-carboxyphenyl)porphyrin (TCPP) photosensitizer for light-activated singlet oxygen (1O2) generation. By coupling such chemodynamic/photodynamic effects, the photosensitizer-integrated nanoagents (MIL-101(Fe)@TCPP) could enable more ROS production within tumors to induce amplified oxidative damage for tumor-specific synergistic therapy. In vitro results show that MIL-101(Fe)@TCPP nanoagents achieve the acid-responsive CDT and effective PDT, and synergistic CDT/PDT provides an enhanced therapeutic effect. Ultimately, based on such synergistic therapy, MIL-101(Fe)@TCPP nanoagents cause a significant tumor growth inhibition in vivo without severe side effects, showing great potential for anti-tumor application. In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Formula: C20H10Cl2O5).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofurans are compounds with a planar structure having 10 pi electrons that include the lone pair on oxygen atom, which makes it more susceptible to electrophilic attack. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Formula: C20H10Cl2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Highly selective and sensitive ‘on-off’ fluorescent chemosensor for Fe³⁺ ions crafted by benzofuran moiety in both experimental and theoretical methods was written by Madhu, P.;Sivakumar, P.;Sribalan, Rajendran;Arumugam, Senthil M.. And the article was included in Luminescence in 2022.Category: benzofurans This article mentions the following:

A benzofuran glycinamide-based chemosensor, 3-(2-([4-fluorobenzyl]amino)acetamido)benzofuran-2-carboxamide (BGA) was developed and synthesized for the selective and sensitive detection of Fe³⁺ ions. The photophys. properties of the probe BGA were studied using UV-visible light absorption and fluorescence spectrophotometers. The chemosensor BGA showed a marked ‘on-off’ fluorescence response toward Fe³⁺ ions in the presence of other metal ions in DMSO/H₂O solution (9/1, volume/volume). The very low limits of detection (LOD) were calculated to be 10 nM and 43 nM using UV-visible light absorption and fluorescence spectrophotometers, resp. Job’s plot anal. revealed the formation of a BGA-Fe³⁺ complex with a 1:1 binding stoichiometry ratio using UV-visible light spectroscopy. The sensing mechanism was also demonstrated using d. functional theory calculation In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Category: benzofurans).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Pyrocatalysis-The DCF assay as a pH-robust tool to determine the oxidation capability of thermally excited pyroelectric powders was written by Raufeisen, Sascha;Stelter, Michael;Braeutigam, Patrick. And the article was included in PLoS One in 2020.Category: benzofurans This article mentions the following:

Pyrocatalysis uses thermally excited pyroelec. materials for the generation of reactive oxygen species in water. This unique feature allows it to harvest energy in the form of natural temperature gradients or waste heat from industrial processes in order to degrade organic pollutants at low costs. Its further development into an advanced oxidation process for water remediation is dependent on the availability of pH-robust and nonspecific redox assays for the determination of its oxidation capability. Nevertheless, previous studies neglected the influence of pH changes and they were focused mainly on the degradation of one organic compound or specific chem. dosimetries. In this study, a pH-robust and nonspecific reaction protocol of the dichlorofluorescein assay was established for the investigation of the oxidation capability of the pyrocatalytic process. This reaction protocol was tested on three pyroelec. powders (LiNbO3, LiTaO3, BaTiO3) in different amounts and it overcomes major constraints of a previously used dichlorodihydrofluorescein diacetate-based reaction protocol. Instead of its diacetate, dichlorodihydrofluorescein was used as fluorogenic probe and its concentration was drastically reduced to 1 μM. For the first time, these changes enable the determination and comparison of the oxidation capability independently of pH-rising processes, which are present for all investigated pyroelec. powders up to a pH of 11. Addnl., the precision of the dichlorofluorescein assay was drastically increased and the determination and consideration of autoxidation processes was enabled. Of all three pyroelec. powders, BaTiO3 exhibited the highest oxidation capability with a linear increase with respect to the powder amount In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Category: benzofurans).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The design, synthesis, and biological evaluation of PIM kinase inhibitors was written by Tsuhako, Amy Lew;Brown, David S.;Koltun, Elena S.;Aay, Naing;Arcalas, Arlyn;Chan, Vicky;Du, Hongwang;Engst, Stefan;Franzini, Maurizio;Galan, Adam;Huang, Ping;Johnston, Stuart;Kane, Brian;Kim, Moon H.;Douglas Laird, A.;Lin, Rui;Mock, Lillian;Ngan, Iris;Pack, Michael;Stott, Gordon;Stout, Thomas J.;Yu, Peiwen;Zaharia, Cristiana;Zhang, Wentao;Zhou, Peiwen;Nuss, John M.;Kearney, Patrick C.;Xu, Wei. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Product Details of 54802-10-7 This article mentions the following:

A series of substituted benzofuropyrimidinones with pan-PIM activities and excellent selectivity against a panel of diverse kinases is described. Initial exploration identified aryl benzofuropyrimidinones that were potent, but had cell permeability limitations. Using X-ray crystal structures of the bound PIM-1 complexes with I, II, and III, the authors were able to guide the SAR and identify alkyl benzofuropyrimidinone IV with good PIM potencies, permeability, and oral exposure. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Product Details of 54802-10-7).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Benzofurans are stable towards alkali and readily polymerize on treatment with sulfuric acid, due to which they are useful for the preparation of low cost chemically relatively inert resins.Product Details of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Titration of lysine residues on adenine nucleotide translocase by fluorescamine induces permeability transition was written by Buelna-Chontal, Mabel;Pavon, Natalia;Correa, Francisco;Hernandez-Esquivel, Luz;Chavez, Edmundo. And the article was included in Cell Biology International in 2014.HPLC of Formula: 38183-12-9 This article mentions the following:

Chem. modification of primary amino groups of mitochondrial membrane proteins by the fluorescent probe, fluorescamine (I), induced nonspecific membrane permeabilization. Titration of the Lys ε-amino group promoted efflux of accumulated Ca²⁺, collapse of transmembrane potential, and mitochondrial swelling. Ca²⁺ release was inhibited by cyclosporin A. Considering the latter, the authors assumed that I induced the permeability transition. Carboxyatractyloside also inhibited the reaction. Using a polyclonal antibody for adenine nucleotide translocase, Western blot anal. showed that the carrier appeared labeled with I. The results pointed out the importance of the ε-amino group of Lys residues, located in the adenine nucleotide carrier, on the modulation of membrane permeability, since its blockage suffices to promote opening of the nonspecific nanopore. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9HPLC of Formula: 38183-12-9).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.HPLC of Formula: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem