Heterocyclic Building Block-benzofuran

Determination of ten sulfonamides in honey using tetrahydrofuran Salting Out Liquid Liquid Extraction and monolithic silica column was written by Kadzinski, Leszek;Banasiuk, Rafal;Banecki, Bogdan. And the article was included in LWT–Food Science and Technology in 2018.Formula: C17H10O4 This article mentions the following:

This study presented a novel extraction method using acid hydrolysis and salting out liquid-liquid extraction (SALLE) using THF without the need of the cleanup or sample evaporation step, and a simple HPLC-fluorescence method with pre-column derivatization using a reverse phase C18 monolith column for detection of 10 sulfonamides in honey. Different sulfonamides such as sulfathiazole, sulfamethazine, sulfamerazine, sulfanilamide, sulfamethoxypyridazine, sulfachloropyridazine, sulfacetamide, sulfamethoxazole, sulfadimethoxine and sulfadiazine were extracted from wildflower honey samples by salting out liquid-liquid extraction with THF. Stability of derivatized sulfonamide samples were detected in different solvents like THF, methanol and citrate buffer pH 3.5. HPLC-fluorescence method developed using monolithic silica column demonstrated to be specific, because no interfering peaks were observed at the retention time of sulfonamide analytes. The author concluded that the SALLE extraction and HPLC-fluorescence method developed in this study was specific, accurate and precise over a linear dynamic range for detecting sulfonamides in honey samples. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Formula: C17H10O4).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Formula: C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Alternative sample treatments for the determination of sulfonamides in milk by HPLC with fluorescence detection was written by Arroyo-Manzanares, Natalia;Gamiz-Gracia, Laura;Garcia-Campana, Ana M.. And the article was included in Food Chemistry in 2014.Synthetic Route of C17H10O4 This article mentions the following:

Sample treatments by dispersive liquid-liquid microextraction (DLLME) and QuEChERS for the determination of 9 sulfonamides in milk were compared. Both sample preparation methods represent useful alternatives to conventional procedures based mainly on solid-phase extraction, in terms of simplicity, decreased use of organic solvents, sample throughput, and effectiveness in extract clean-up. The sample preparation methods were compared for efficiency, trueness, sensitivity and precision using HPLC with fluorescamine derivatization and fluorescence detection. The clean extracts were obtained with analyte recoveries 90.8-104.7 and 83.6-104.8% for DLLME and QuEChERS, resp. Matrix-matched calibration curves were established for both methods using milk samples spiked at 4 concentration levels. LODs (3xS/N) <1.21 and 2.73 μg/L for DLLME and QuEChERS, resp., were obtained in all cases. The precision, in terms of repeatability and intermediate precision, was <10% in all cases. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Synthetic Route of C17H10O4).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. 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.Synthetic Route of C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Reductive 3-Silylation of Benzofuran Derivatives via Coupling Reaction with Chlorotrialkylsilane was written by Zheng, Suhua;Zhang, Tianyuan;Maekawa, Hirofumi. And the article was included in Journal of Organic Chemistry in 2020.Product Details of 1646-27-1 This article mentions the following:

Reductive silylation of benzofurans with an electron-withdrawing group by a magnesium metal and the subsequent oxidative rearomatization by DDQ gave the selective formation of less reported 3-silylated benzofurans in moderate to good yields under mild reaction conditions with wide substituent scope. The silyl group introduced on the five-membered ring by the reductive coupling could survive with no elimination throughout the oxidation process. The silylated heteroaromatic skeleton is useful as an intermediate in organic synthesis, and its practical utility was also demonstrated by several transformation reactions. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Product Details of 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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.Product Details of 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

6-Dithio-2′-deoxyguanosine analogs induce reactive oxygen species-mediated tumor cell apoptosis via bi-targeting thioredoxin 1 and telomerase was written by Zhang, Yang;Zhou, Jiabei;Ye, Qin;Zeng, Kui;Pan, Jie;Chen, Lu;Wang, Yingying;Yang, Bo;He, Qiaojun;Gao, Jianqing;Zeng, Su;Yu, Lushan. And the article was included in Toxicology and Applied Pharmacology in 2020.Reference of 76-54-0 This article mentions the following:

Thioredoxin 1 (Trx1) and telomerase play key roles in the development and progression process of most tumors, and they both are promising drug therapy targets. We have, for the first time, discovered that Trx1 and telomerase had a dual-target synergistic effect. Based on that results, we designed a series of 6-dithio-2′-deoxyguanosine analogs (named as YLS00X) and verified whether they can inhibit Trx1 and telomerase simultaneously. TrxR1/Trx1 system activity and telomerase expression were significantly inhibited by 6-dithio-2′-deoxyguanosine analogs, especially YLS004. YLS004 can also cause ROS accumulation, and induce tumor cell apoptosis. The vitro antitumor activity of 6-dithio-2′-deoxyguanosine analogs using MTT assay on 11 different human cancer cells and found that human colon cancer cells(HCT116) and melanoma cells (A375) were the most sensitive cells to 6-dithio-2′-deoxyguanosine analogs treatment and vivo xenografts models also confirmed that. The serum biochem. parameters and multiple organs HE staining results of subacute experiments indicated that YLS004 might be mildly toxic to immune organs, including the thymus, spleen, and hematopoietic system. Besides, YLS004 was rapidly metabolized in the rats’ blood. Our study revealed that YLS004, a Trx1 and telomerase inhibitor, has strong anti-tumor effects to colon cancer and melanoma cells and is a promising new candidate drug. 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: 76-54-0Reference of 76-54-0).

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.Reference of 76-54-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Alkaline hydrolysis of the methyl esters of benzo[b]furan-2- and 3-carboxylic acid, benzo[b]thiophene-2- and 3-carboxylic acid, and indole-2- and 3-carboxylic acid was written by Feinstein, A.;Gore, Peter H.;Reed, George Leonard. And the article was included in Journal of the Chemical Society [Section] B: Physical Organic in 1969.Electric Literature of C10H8O3 This article mentions the following:

The rates of alk. hydrolysis of carboxylic acid Me esters, in 70% dioxane follow the sequence 3-benzo[b]furyl >2-benzo[b]furyl >2-benzo[b]thienyl > indol-2-yl > indol-3-yl > phenyl > 3-benzo[b]thienyl. The effect of benzosubstitution on the rates of hydrolysis was determined for furan, thiophene, and pyrrole esters; it ranges from a rate enhancement of ∼200 (for pyrrol-2-yl) to a 70% rate reduction (for 3-thienyl). In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Electric Literature of C10H8O3).

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. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Electric Literature of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Determination of sulfonamides in feeds by high-performance liquid chromatography after fluorescamine precolumn derivatization was written by Patyra, Ewelina;Przenioslo-Siwczynska, Monika;Kwiatek, Krzysztof. And the article was included in Molecules in 2019.HPLC of Formula: 38183-12-9 This article mentions the following:

A new multi-residue method for the anal. of sulfonamides (sulfadiazine, sulfamerazine, sulfamethazine, sulfaguanidine and sulfamethoxazole) in non-target feeds using high-performance liquid chromatog.-fluorescence detection (HPLC-FLD) and precolumnderivatization was developed and validated. Sulfonamides (SAs) were extracted from feed with an Et acetate/methanol/acetonitrile mixture Clean-up was performed on a Strata-SCX cartridge. The HPLC separation was performed on a Zorbax Eclipse XDB C18 column with a gradient mobile phase system of acetic acid, methanol, and acetonitrile. The method was validated according to EU requirements (Commission Decision 2002/657/EC). Linearity, decision limit, detection capability, detection and quantification limits, recovery, precision, and selectivity were determined, and adequate results were obtained. Using the HPLC-FLD method, recoveries were satisfactory (79.3-114.0%), with repeatability and reproducibility in the range of 2.7-9.1% to 5.9-14.9%, resp. Decision limit (CCα) and detection capability (CCβ) were 197.7-274.6 and 263.2-337.9 μg/kg, resp., and limit of detection (LOD) and limit of quantification (LOQ) were 34.5-79.5 and 41.3-89.9 μg/kg, resp., depending on the analyte. Results showed that this anal. procedure is simple, rapid, sensitive, and suitable for the routine control of feeds. 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.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. 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.HPLC of Formula: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Rap-Stoermer Reaction: TEA Catalyzed One-Pot Efficient Synthesis of Benzofurans and Optimization of Different Reaction Conditions was written by Koca, Murat;Ertuerk, Ali S.;Bozca, Osman. And the article was included in ChemistrySelect in 2022.Recommanded Product: 1-(5-Bromobenzofuran-2-yl)ethanone This article mentions the following:

The reaction of substituted salicylaldehydes with α-haloketones to obtain benzofuran-2-yl (Alkyl/aryl) ketones, which is a Dickman type aldol condensation product in base, solvent, and temperature environment, is called as Rap-Stoermer reaction. In this study, a series of Benzofuran-2-yl (Alkyl/ aryl) ketones was synthesized by heating substituted salicylaldehydes and α-haloketones under solvent-free sealed (closed vessel) conditions by using triethyleamine (TEA) as a novel base catalyst in good to excellent yields (81-97%) at 130°C and the obtained results compared with the existing literature. The reaction conditions were optimized in terms of yield, time, base, solvent temperature, stoichiometric ratios, and synthesis environments (open or closed vessels). The optimized protocol offers promising advantages such as solvent-free and clean reaction media, short reaction time, no byproducts, and appreciable high yields for the prospective studies. Characterization of the synthesized compounds was performed by using spectroscopic methods such as ATR-FTIR, 1H-NMR, 13C-NMR and LC-MS. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Recommanded Product: 1-(5-Bromobenzofuran-2-yl)ethanone).

1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6) 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. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Recommanded Product: 1-(5-Bromobenzofuran-2-yl)ethanone

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Using reaction flow chromatography for the analysis of amino acid: Derivatisation with fluorescamine reagent was written by Pravadali-Cekic, Sercan;Jones, Andrew;Kazarian, Artaches A.;Paull, Brett;Soliven, Arianne;Ritchie, Harald;Camenzuli, Michelle;Dennis, Gary R.;Andrew Shalliker, R.. And the article was included in Microchemical Journal in 2015.Reference of 38183-12-9 This article mentions the following:

Reaction flow (RF) chromatog. with fluorescamine reagent and UV-vis detection was used for the anal. of amino acids. The performance advantage of RF chromatog. was tested against the conventional post-column derivatisation (PCD) methods. The results of the study verified that greater sensitivity could be obtained using RF columns compared to conventional PCD methods. The reaction loops employed in the conventional PCD methods did not need to be used, which resulted in more efficient separations using RF columns. The selective detection of amino acids in this RF study reduced limits of detection (LOD) and limits of quantification (LOQ) by about 50% compared to conventional methods of PCD. The calibration data of the RF-PCD technique also yielded R² ≥ 0.99 and %RSD in peak areas ranging from 3.0-8.5%. The RF method also enabled multiplexed detection since both the derivatised and non-derivatised flow streams could be analyzed simultaneously. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Reference of 38183-12-9).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) 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 have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Reference of 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The organocatalytic three-step total synthesis of (+)-frondosin B was written by Reiter, Maud;Torssell, Staffan;Lee, Sandra;MacMillan, David W. C.. And the article was included in Chemical Science in 2010.Related Products of 551001-79-7 This article mentions the following:

The frondosins are a family of marine sesquiterpenes isolated from the sponge Dysidea frondosa that exhibit biol. activities ranging from anti-inflammatory properties to potential application in anticancer and HIV therapy (no biol. testing data presented). A concise enantioselective total synthesis of (+)-frondosin B (I) was described which required a total of three chem. steps. The enantioselective conjugate addition of a benzofuran-derived boronic acid to crotonaldehyde in the presence of an imidazolidinone organocatalyst constructed the critical stereogenic center of frondosin B in the first operation, while the remaining two ring systems of this natural product were installed in the two subsequent steps. A combination of X-ray crystallog. data, deuterium labeling, and chem. correlation studies provides further evidence as to the correct absolute stereochem. assignment of (R) to (+)-frondosin B. In the experiment, the researchers used many compounds, for example, (5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7Related Products of 551001-79-7).

(5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. 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.Related Products of 551001-79-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Fabrication of a laser-induced fluorescence detector using laser diode was written by He, Chong-hui;Wu, Jing;Wang, Ting-hai;Yang, Hong-qiang. And the article was included in Fenxi Kexue Xuebao in 2015.SDS of cas: 38183-12-9 This article mentions the following:

A laser-induced fluorescence detector was assembled with a com. available low-cost violet laser diode as the excitation source and photomultiplier tube (PMT) as the photoelec. conversion device which were arranged in a confocal optical configuration. Factors including the magnification of objectives, optical filters, current of the laser diode and gain of the PMT, were investigated according to the performance of the detector. Fluorescamine (FA) and fluorescein isothiocyanate (FITC) derived amino acids, rhodamine dyes and fluorescein were used to evaluate the sensitivity of the detector. The limit of detection (LOD) of 0.02 nmol · L^-1 was achieved for fluorescamine derived leucine, and LODs for rhodamine B and fluorescein sodium was 9.46 and 1.02 nmol · L^-1, resp. Compared with other fluorescence detector, this detector maintains the advantage of low cost, while the sensitivity is much higher and it can also be used for abroad range of dyes for fluorescent labeling. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9SDS of cas: 38183-12-9).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) 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.SDS of cas: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem