Heterocyclic Building Block-benzofuran

One pot synthesis of diarylfurans from aryl esters and PhI(OAc)₂via palladium-associated iodonium ylides was written by Bao, Yong-Sheng;Bao, Agula;Bao, Zhaorigetu;Jia, Meilin;Baiyin, Menghe. And the article was included in Organic & Biomolecular Chemistry in 2015.Application of 205-39-0 This article mentions the following:

The example of palladium-catalyzed intermol. cyclization for the synthesis of various diarylfurans in which one of the aromatic rings originates from the phenolic part of the starting ester and the other one from PhI(OAc)₂ has been reported. The reaction is carried out through two steps: the rearrangement of palladium-associated iodonium ylides to form o-iodo diaryl ether and then palladium catalyzed intramol. direct arylation. This reaction can tolerate a variety of functional groups and is alternative or complementary to the previous methods for the synthesis of diarylfurans. In the experiment, the researchers used many compounds, for example, Naphtho[2,1-b]benzofuran (cas: 205-39-0Application of 205-39-0).

Naphtho[2,1-b]benzofuran (cas: 205-39-0) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Application of 205-39-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Palladium-Catalyzed Intramolecular C-H Arylation of Arenes Using Tosylates and Mesylates as Electrophiles was written by Nervig, Christine S.;Waller, Peter J.;Kalyani, Dipannita. And the article was included in Organic Letters in 2012.Application In Synthesis of Naphtho[2,1-b]benzofuran This article mentions the following:

This paper describes a method for the palladium catalyzed intramol. C-H arylation using tosylates and mesylates as electrophiles. E.g., in presence of Pd(OAc)₂, 1,2-bis(dicyclohexylphosphino)ethane, Cs₂CO₃, and CsOPiv, C-H arylation of tosylate I gave 88% fused furan (II). The transformation is efficient for the synthesis of various heterocyclic motifs including furans, carbazoles, indoles, and lactams. Addnl., a protocol for the one-pot sequential tosylation/arylation of phenol derivatives is presented. In the experiment, the researchers used many compounds, for example, Naphtho[2,1-b]benzofuran (cas: 205-39-0Application In Synthesis of Naphtho[2,1-b]benzofuran).

Naphtho[2,1-b]benzofuran (cas: 205-39-0) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Application In Synthesis of Naphtho[2,1-b]benzofuran

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Effects of solvent on the direction of the Nenitzescu reaction was written by Mukhanova, T. I.;Alekseyeva, L. M.;Kuleshova, Ye. F.;Sheinker, Yu. N.;Granik, V. G.. And the article was included in Khimiko-Farmatsevticheskii Zhurnal in 1993.Quality Control of 1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone This article mentions the following:

Nenitzescu heterocyclization reaction of enamino ketones RNHCMe:CHAc (R = H, Me, Ph, 4-MeOC₆H₄) with p-benzoquinone in AcOH afforded benzofuran I in up to 62% yield, whereas indoles II were obtained in MeNO₂ (up to 53% yield). Similar results obtained for RNHCMe:CHBz (R = e.g., H, Me, Ph, benzyl). The mechanism was discussed. In the experiment, the researchers used many compounds, for example, 1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone (cas: 28241-99-8Quality Control of 1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone).

1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone (cas: 28241-99-8) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. 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.Quality Control of 1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Some experiments on the nitro derivatives of fluorescein was written by Bogert, Marston Taylor;Wright, Ralph Garrigue. And the article was included in Journal of the American Chemical Society in 1905.Application of 78512-32-0 This article mentions the following:

A study of the nitro and amino derivatives of fluorescein was conducted to determine the influence of these groups on fluorescence based on the number of groups and their position in the molecule. Certain nitrofluoresceins are described, together with their behavior on reduction. Reduction of the nitrofluoresceins proved to be a very troublesome and time consuming task. With some modifications to the reduction process, the direct reduction of the compounds can be obtained and the nitramino bodies can be prepared. In the experiment, the researchers used many compounds, for example, 3′,6′-Dihydroxy-5(or 6)-nitro-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 78512-32-0Application of 78512-32-0).

3′,6′-Dihydroxy-5(or 6)-nitro-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 78512-32-0) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Application of 78512-32-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The influence of green tea extract on nintedanib’s bioavailability in patients with pulmonary fibrosis was written by Veerman, G. D. Marijn;van der Werff, Sanne C.;Koolen, Stijn L. W.;Miedema, Jelle R.;Oomen-de Hoop, Esther;van der Mark, Sophie C.;Chandoesing, Prewesh P.;de Bruijn, Peter;Wijsenbeek, Marlies S.;Mathijssen, Ron H. J.. And the article was included in Biomedicine & Pharmacotherapy in 2022.Recommanded Product: 24280-93-1 This article mentions the following:

Nintedanib is an oral small-mol. kinase inhibitor and first-line treatment for idiopathic pulmonary fibrosis. Nintedanib is a substrate of the drug efflux transporter ABCB1. Green tea flavonoids –especially epigallocatechin gallate (EGCG)– are potent ABCB1 modulators. We investigated if concomitant administration of green tea extract (GTE) could result in a clin. relevant herb-drug interaction. Patients were randomized between A-B and B-A, with A being nintedanib alone and B nintedanib with GTE. Both periods lasted 7 days, in which nintedanib was administered twice daily directly after a meal. In period B, patients addnl. received capsules with GTE (500 mg BID, >60% EGCG). Pharmacokinetic sampling for 12 h was performed at day 7 of each period. Primary endpoint was change in geometric mean for the area under the curve (AUC0-12 h). A linear mixed model was used to analyze AUCs and maximal concentration (Cmax). In 26 included patients, the nintedanib AUC0-12 h was 21% lower (95% CI -29% to -12%; P < 0.001) in period B (with GTE) compared to period A. Cmax did not differ significantly between periods; – 14% (95% CI -29% to +4%; P = 0.12). The detrimental effect was predominant in patients with the ABCB1 3435 C>T wild type variant. No differences in toxicities were observed Exposure to nintedanib decreased with 21% when administered 60 min after GTC for only 7 days. This is a statistically significant interaction which could potentially impair treatment efficacy. Before patients and physicians should definitely be warned to avoid this combination, prospective clin. validation of an exposure-response relationship is necessary. In the experiment, the researchers used many compounds, for example, (E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methylhex-4-enoic acid (cas: 24280-93-1Recommanded Product: 24280-93-1).

(E)-6-(4-Hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydroisobenzofuran-5-yl)-4-methylhex-4-enoic acid (cas: 24280-93-1) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Recommanded Product: 24280-93-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Degradation intermediates and reaction pathway of carbofuran in leaching water using TiO₂ and ZnO as photocatalyst under natural sunlight was written by Fenoll, Jose;Hellin, Pilar;Flores, Pilar;Martinez, Carmen M.;Navarro, Simon. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2013.Category: benzofurans This article mentions the following:

In this work the solar-photocatalytical degradation of carbofuran in leaching water has been studied using zinc oxide (ZnO) and different mixed-phase (rutile/anatase) titanium dioxide (TiO₂) at pilot plant scale. Comparison of catalysts showed that ZnO is the most efficient for catalyzing the removal of carbofuran and their main organic intermediates. The residual levels of carbofuran at the end of the experiment (240 min) were 0.1, 22.4, 62.8, 68.4 μg L^-1 for ZnO, TiO₂ P25 Degussa (70A/30R), TiO₂ rutile (25A/75R) and TiO₂ anatase (90A/10R), resp. The primary degradation of carbofuran followed pseudo-first order kinetics. The anal. and evolution of the intermediates suggest that oxidation of the CO bond on the carbamate group and 3C position of the furan ring as the main metabolic pathway. In the experiment, the researchers used many compounds, for example, 2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8Category: benzofurans).

2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8) 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.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Anti-Inflammatory and Antiproliferative Activities of Trifolirhizin, a Flavonoid from Sophora flavescens Roots was written by Zhou, Huiping;Lutterodt, Herman;Cheng, Zhihong;Yu, Liangli. And the article was included in Journal of Agricultural and Food Chemistry in 2009.Computed Properties of C22H22O10 This article mentions the following:

Trifolirhizin, a pterocarpan flavonoid, was isolated from the roots of Sophora flavescens, and its chem. structure was confirmed by ¹H and ¹³C NMR and MS spectra. Its anti-inflammatory activity was examined in lipopolysaccharide (LPS)-stimulated mouse J774A.1 macrophages. Trifolirhizin not only dose-dependently inhibited LPS-induced expression of pro-inflammatory cytokines including tumor necrosis factor-α (TNF-α) and interleukin-6 (IL-6) but also inhibited lipopolysaccharide (LPS)-induced expression of cyclooxygenase-2 (COX-2). In addition, trifolirhizin showed in vitro inhibitory effects on the growth of human A2780 ovarian and H23 lung cancer cells. These results suggest that trifolirhizin possesses potential anti-inflammatory and anticancer activities. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-2-(((6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[4′,5′:5,6]benzofuro[3,2-c]chromen-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 6807-83-6Computed Properties of C22H22O10).

(2S,3R,4S,5S,6R)-2-(((6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[4′,5′:5,6]benzofuro[3,2-c]chromen-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 6807-83-6) 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.Computed Properties of C22H22O10

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Safety, tolerability, and pharmacokinetics of amuvatinib from three phase 1 clinical studies in healthy volunteers was written by Choy, Gavin;Joshi-Hangal, Rajashree;Oganesian, Aram;Fine, Gil;Rasmussen, Scott;Collier, Joanne;Kissling, James;Sahai, Amarpal;Azab, Mohammad;Redkar, Sanjeev. And the article was included in Cancer Chemotherapy and Pharmacology in 2012.Computed Properties of C23H21N5O3S This article mentions the following:

Purpose: Amuvatinib is a multi-targeted tyrosine kinase inhibitor with activity that also disrupts DNA damage repair through suppression of homologous recombination protein Rad51. Amuvatinib dry-powder capsules (DPC) showed evidence of activity in early Phase 1 cancer studies but low systemic exposure. The purposes of the studies were to investigate the cause of low exposure, develop, and test an alternative formulation with improved exposure, and establish the dose to be tested in future studies in cancer patients. Methods: Three studies were conducted in a total of 58 healthy subjects: a food-effect study using amuvatinib DPC, a single-dose pharmacokinetic study comparing amuvatinib DPC to a new lipid-suspension capsules (LSC), and a multiple-dose pharmacokinetic study using amuvatinib LSC. Results: A high-fat meal administered with amuvatinib DPC increased the rate and extent of absorption compared to the Fasted state, a 183 and 118% increase in the mean C _max and AUC_0-∞ of amuvatinib, resp. The single-dose pharmacokinetics of amuvatinib LSC resulted in an approx. two-third-fold increased exposure (AUC) compared with amuvatinib DPC. The multiple-dose pharmacokinetics of the amuvatinib LSC 300 mg administered every 8 h exhibited improved accumulation compared with the 12-h regimens and achieved presumed therapeutic level safely with no serious or severe adverse events reported. No subject discontinued treatment due to an adverse event. Conclusion: Amuvatinib LSC, 300 mg every 8 h, is being studied in cancer patients based on the improved exposure and similar safety profile to amuvatinib DPC. A lipid-based formulation approach may be a useful tool for other low aqueous soluble compounds In the experiment, the researchers used many compounds, for example, N-(Benzo[d][1,3]dioxol-5-ylmethyl)-4-(benzofuro[3,2-d]pyrimidin-4-yl)piperazine-1-carbothioamide (cas: 850879-09-3Computed Properties of C23H21N5O3S).

N-(Benzo[d][1,3]dioxol-5-ylmethyl)-4-(benzofuro[3,2-d]pyrimidin-4-yl)piperazine-1-carbothioamide (cas: 850879-09-3) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Computed Properties of C23H21N5O3S

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Production and initial application of carbofuran polyclonal antibody was written by Ben, Ya-li;Zhu, De-rui;Hu, Qin-qin;Li, Na;Xiong, Li;Liu, De-li. And the article was included in Huanjing Kexue Yanjiu in 2008.Category: benzofurans This article mentions the following:

A hapten 6-[[(2, 3-dihydro-2, 2-dimetyl-7-benzofuranyloxy) carbonyl] amino] hexanoic acid (BFNH) completely preserving the carbamate group of carbofuran was synthesized with 2, 3-dihydro-2, 2-dimethyl-7-benzofuranol and aminocaproic acid, which was activated with 4-nitrophenyl chloroformate. The BFNH hapten was attached to bovine serum albumin (BSA) by utilizing the modified active ester method to synthesize antigen BFNH-BSA. The BFNH-BSA was used as immunogen, with which an anti-carbofuran polyclonal antibody (pAb) was successfully obtained by immunization of rabbits. The coupling ratios of BFNH-BSA and BFNH-OVA were 18:1 and 5:1, resp. The highest titer of the pAb was 5.12 x 10⁶ by purifying rabbit II with the caprylic acid method. The linear concentrations ranged from 10^-7 mg/mL to 0.01 mg/mL and the detection limit was 10^-7mg/mL for the determination of carbofuran by a competitive indirect ELISA procedure. The cross-reactivities of five oxamic acid esters were lower than 10 %. The pAb was applied initially to detect carbofuran reside in fruit and vegetables. In the experiment, the researchers used many compounds, for example, 2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8Category: benzofurans).

2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Enhancement of E. coli inactivation by photosensitized erythrosine-based solar disinfection under weakly acidic conditions was written by Liu, Yi;Dong, Wenhua;Shen, Shuyi;Meng, Fanxu;Wang, Jiajia;Yang, Kun;Lin, Daohui. And the article was included in Water Research in 2022.Product Details of 16423-68-0 This article mentions the following:

Cost-effective disinfection technol. is urgently needed in poor rural areas. Erythrosine (ERY)-based solar disinfection (SODIS) provides a promising solutions because of its effective inactivation of viruses and gram-pos. bacteria at low cost. However, the poor gram-negitive bacteria (G-, e.g., Escherichia coli) inactivation of photosensitized ERY inhibits its application. Herein, for the first time, the protonation of ERY was found to greatly enhance its G- inactivation, and 99.99999% (7.0 log) of E. coli were completely inactivated within only 30 s using 2.5 mg/L ERY under 200 mW/cm2 visible light irradation. The inactivation rate constant (k) reached 17.5 min^-1 at pH 4.0, which was 4730 times higher than that at p^H 7.0. At a lower p^H, more severe cell wall and genomic DNA damage was observed A linear correlation between k and monoanionic ERY (HE-) content was obtained, indicating that HE- rather than dianionic ERY (E^2-) participated in the inactivation at p^H 5.0-7.0, which was further explained by the higher production of reactive oxygen species and bacterial adsorption of HE- than E^2-. Both 1O2 and O-2· dominated bacterial inactivation, contributing 56.8% and 43.2%, resp. O^–2· but not ¹O₂ caused ERY photobleaching. OH^· was not involved in either inactivation or photobleaching. Humic acid and salts (NaCl, Na₂SO₄, CaCl₂, and MgCl₂) slightly inhibited inactivation, while NaHCO₃ accelerated inactivation. Complete inactivation (99.9999%) of E. coli was achieved within ∼30 min at p^H 5.0 in ERY-based SODIS with good adaptation to various water matrixes and weather (sunny or partly cloudy). This work will help to promote the application of ERY-based disinfection especialy for SODIS in poor rural areas. In the experiment, the researchers used many compounds, for example, Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) (cas: 16423-68-0Product Details of 16423-68-0).

Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) (cas: 16423-68-0) 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 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 16423-68-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem