Heterocyclic Building Block-benzofuran

Identification of 3-aminothieno[2,3-b]pyridine-2-carboxamides and 4-aminobenzothieno[3,2-d]pyrimidines as LIMK1 inhibitors was written by Sleebs, Brad E.;Levit, Alla;Street, Ian P.;Falk, Hendrik;Hammonds, Tim;Wong, Ai Ching;Charles, Mark D.;Olson, Michael F.;Baell, Jonathan B.. And the article was included in MedChemComm in 2011.Computed Properties of C9H8N2O2 This article mentions the following:

A high throughput chem. screening campaign has led to the identification of 3-aminobenzo[b]thiophene-2-carboxamides as LIMK1 inhibitors. Evolution of bicyclic hits to the tricyclic 4-aminobenzothieno[3,2-d]pyrimidine, using a traditional medicinal chem. SAR guided approach, resulted in a significant increase in potency. Further elaboration has seen the 7-phenyl-4-aminobenzothieno[3,2-d]pyrimidine emerge as a LIMK1 inhibitor lead candidate. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Computed Properties of C9H8N2O2).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. 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.Computed Properties of C9H8N2O2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Altered expression and function of hepatic transporters in a rodent model of polycystic kidney disease was written by Bezencon, Jacqueline;Beaudoin, James J.;Ito, Katsuaki;Fu, Dong;Roth, Sharin E.;Brock, William J.;Brouwer, Kim L. R.. And the article was included in Drug Metabolism & Disposition in 2019.Formula: C20H10Cl2O5 This article mentions the following:

Autosomal dominant polycystic kidney disease (ADPKD) is a common form of inherited polycystic kidney disease (PKD) and is a leading cause of kidney failure. Patients with ADPKD develop fluid-filled cysts in their kidneys, and often form cysts in their liver and other organs. However, the impact of PKD on hepatic transporters has not been characterized. Therefore, this preclin. study was designed to investigate hepatic transporter expression and function in PCK compared to wild-type (WT) Sprague Dawley rats. Transporter gene expression was measured by qPCR, and protein expression was quantified by western blot and LC-MS/MS-based proteomic anal. in rat livers. Transporter function was assessed in isolated perfused livers (IPLs), and biliary and hepatic total glutathione content were measured. Protein expression of Mrp2 and Oatp1a4 was decreased 3-fold and 2.9-fold, resp., in PCK rat livers based on western blot anal. Proteomic anal. confirmed a decrease in Mrp2 and a decrease in Oatp1a1 expression (PCK/WT ratios of 0.368[plusmn]0.098 and 0.563[plusmn]0.038, resp.; mean[plusmn]SD). The biliary excretion of 5(6)-carboxy-2′,7′-dichlorofluorescein (CDF), a substrate of Oatp1a1, Mrp2, and Mrp3, was decreased 28-fold in PCK compared to WT rat IPLs. Total glutathione was significantly reduced in the bile of PCK rats. Differences in hepatic transporter expression and function may contribute to altered disposition of Mrp2 and Oatp substrates in PKD. 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.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. 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

Synthesis and characterisation of copper(II) complexes with 2,3-substituted benzofuran schiff bases was written by Halli, M. B.;Qureshi, Z. S.;Basavaraj, A.. And the article was included in Journal of Saudi Chemical Society in 2002.Product Details of 54802-10-7 This article mentions the following:

The complexes Cu.L.Cl₂ where, L = Schiff base derived from the condensation of 3-amino-2-benzofurancarboxamide/ethyl-3-amino-2-benzofurancarboxylate with substituted benzaldehydes/acetophenone were synthesized. The complexes were characterized by elemental analyses, magnetic susceptivity, conductance measurements as well as electronic, ESR and IR spectral data. The spectral studies show that schiff base behaves as a neutral bidentate in all the complexes. The ligands and their complexes were evaluated for their antibacterial and anthelmintic activities (no data). 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 have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Product Details of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Studies in benzofurans: Part III. Synthesis and reactions of 2-alkyl- or 2-aryl-3,4-dihydro-4-oxobenzofuro[3,2-d]pyrimidines and 4-thio analogs was written by Sangapure, S. S.;Agasimundin, Y. S.. And the article was included in Indian Journal of Chemistry in 1978.Application of 54802-10-7 This article mentions the following:

3-Amino-2-benzofurancarboxamide underwent acylation-cyclization by treatment with AcCl or BzCl and alkali to give benzofuro[3,2-d]pyrimidinones I [Z = O, R = Me (II), Ph]. Treatment of II with POCl₃ gave III, which with thiourea gave the thione (I; Z = S, R = Me). The latter was also prepared directly from II and P₂S₅. The thione underwent S-alkylation by treatment with alkyl halide and aqueous alkali. The substitution reactions of III with Na alkoxides, phenols, thiophenols, and aliphatic and aromatic amines are described. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Application of 54802-10-7).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. 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.Application of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Large-Scale Analysis of Pollen Viability and Oxidative Level Using H2DCFDA-Staining Coupled with Flow Cytometry was written by Rutley, Nicholas;Miller, Gad. And the article was included in Methods in Molecular Biology (New York, NY, United States) in 2020.Synthetic Route of C20H10Cl2O5 This article mentions the following:

Determining pollen viability and other physiol. parameters is of critical importance for evaluating the reproductive capacity of plants, both for fundamental and applied sciences. Flow cytometry is a powerful high-performance high-throughput tool for analyzing large populations of cells that has been in restricted use in plant cell research and in pollen-related studies, it has been minimized mostly for determination of DNA content. Recently, we developed a flow cytometry-based approach for robust and rapid evaluation of pollen viability that utilizes the reactive oxygen species (ROS) fluorescent reporter dye H2DCFDA (Luria et al., Plant J 98(5):942-952, 2019). This new approach revealed that pollen from Arabidopsis thaliana and Solanum lycopersicum naturally distribute into two subpopulations with different ROS levels. This method can be employed for a myriad of pollen-related studies, primarily in response to stimuli such as biotic or abiotic stress. In this chapter, we describe the protocol for H2DCFDA staining coupled with flow cytometry anal. providing specific guidelines. These guidelines are broadly applicable to many other types of cellular reporters to further develop this novel approach in the field of pollen biol. 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: 76-54-0Synthetic Route of C20H10Cl2O5).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) 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.Synthetic Route of C20H10Cl2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

A Novel Quantitative Spectrophotometric Method for the Analysis of Vigabatrin in Pure Form and in Pharmaceutical Formulation was written by Bkhaitan, Majdi Mohammad;Mirza, Agha Zeeshan. And the article was included in Current Pharmaceutical Analysis in 2016.Related Products of 38183-12-9 This article mentions the following:

Background: Vigabatrin is a variant of the inhibitory neurotransmitter γ-aminobutyric acid (GABA). It reduces seizure activities by inhibiting irreversibly GABA transaminase and increasing GABA concentrations Objective: This study presents simple, sensitive, extraction-free, and cost-efficient estimation of vigabatrin using a spectrophotometric method in pharmaceutical formulation. Method: The method relies on the development of water-soluble, blue-violet colored complexes of vigabatrin and ninhydrin in a phosphate buffer of pH 7.4 with λmax at 565 nm. Linearity, accuracy, precision, and specificity were performed as validation parameters for this method. Results: Assessment of different anal. factors was carried out, and statistical anal. was performed to validate the results. The findings showed a linear progression in absorbance when the concentration of vigabatrin was increased. The correlation coefficient value (r2) of 0.9981 was observed The operations followed the Beer’s law in the span of 40-200 μgmL-1 with a molar absorptivity of 5.16×103 Lmol-1cm-1. Recovery values in the marketed formulation of the assay method indicated no interference from the common additives and excipients. The limits of detection and quantification were found to be 6.0 and 40 μgmL-1, resp. Conclusion: The presented method has demonstrated to be delicate, reliable, explicit, and intuitive that can prove beneficial for regular laboratory examination of vigabatrin in pharmaceutical dosage forms. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Related Products 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. 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.Related Products of 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Highly sensitive spectrofluorimetric method for determination of doxazosin through derivatization with fluorescamine; Application to content uniformity testing was written by Omar, Mahmoud A.;Hammad, Mohamed A.;Salman, Baher I.;Derayea, Sayed M.. And the article was included in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2016.Recommanded Product: 38183-12-9 This article mentions the following:

A highly sensitive, simple and selective spectrofluorimetric method has been developed and validated for determination of doxazosin mesylate in pure form, pharmaceutical formulations and human plasma. The method is based on the reaction between doxazosin mesylate and fluorescamine in Teorell buffer solution (pH 3) to give highly fluorescent derivative that can be measured at 489 nm using excitation wavelength of 385 nm. Different exptl. parameters affecting the reaction were carefully studied and optimized. The calibration plot was constructed over the concentration range of 16-400 ng mL^– 1 with quantitation limit of 14.3 ng mL^– 1. The developed procedure was validated according to ICH guidelines and the results were satisfactory. The proposed method has been successfully applied to the anal. of the cited drug in its pharmaceutical preparations as well as for content uniformity testing. The results showed excellent agreement with the reported method with respect to precision and accuracy. In addition, the drug concentration was determined in the spiked human plasma by the suggested method with % recovery in the range of 96.2-98.3% (SD; 0.76-0.93, n = 5). In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Recommanded Product: 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 the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Recommanded Product: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Analysis of pesticide monocrotophos toxicity using Drosophila melanogaster model was written by Naveen, Kumar HN;Meghana;K Shettar, Arun;Thippeswamy, Tg;Niranjana, P.. And the article was included in Journal of Pharmaceutical Sciences and Research in 2020.Quality Control of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one This article mentions the following:

Aim: Monocrotophos poisoning is a common medical emergency with high fatality in agricultural communities of Asia. Major cause of morbidity and mortality of poisoning is because it inhibits acetylcholinesterase and prolongs neuromuscular weakness. With this background present study was undertaken to analyze the toxicity and effect of Pesticide Monocrotophos on Drosophila melanogaster model. Materials and Methods: Oxidative stress is implicated in mitochondrial dysfunction associated with neurodegeneration in various diseases. Depletion of the cellular antioxidant glutathione (GSH) resulting in oxidative stress is considered as an early event in degeneration of neurons and mitochondrial complex I (CI) is believed to be the central player to the mitochondrial dysfunction. Results: The potential insults independently inhibit CI and other complexes of the electron transport chain, drop the proton motive force, and reduce ATP production, ultimately affecting the overall mitochondrial performance. Conclusion: Here we tested the effect of Monocrotophos in drosophila model and showed that monocrotophos generates reactive species which decreased reduced glutathione (GSH) and concurrently increased oxidized glutathione (GSSG) levels, which in turn led to inhibition of mitochondrial complex I and complex II activities results in motor dysfunction and death of Drosophilaflies. 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: 76-54-0Quality Control 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. 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.Quality Control of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Using 2′,7′-Dichlorofluorescein (DCF) or 2′,7′-dichlorodihydrofluorescein diacetate (DCFH2-DA) to measure reactive oxygen species in erythrocytes was written by Hans, Chander;Saini, Rahul;Sachdeva, Man Updesh Singh;Sharma, Prashant. And the article was included in Biomedicine & Pharmacotherapy in 2021.Recommanded Product: 76-54-0 This article mentions the following:

A polemic in response to Hao et. al., Biomed. Pharmacother. 122 (2020), 109677 is reported. Hao et. al., stated that acetylshikonin induces apoptosis of human leukemia cell line K562 by inducing S phase cell cycle arrest, modulating ROS accumulation, depleting Bcr-Abl and blocking NF-&kappaB signaling. The comprehensive study by Hao and colleagues is on the effect of acetylshikonin on the K562 cell line including modulation of intracellular reactive oxygen species (ROS) accumulation. However, the authors like to point out an error in reagent nomenclature/citation in their paper. This is actually a recurring issue in literature and has the potential to affect other research results just as it undermined theirs, recently. For a recent pilot experiment on human erythrocytes, the authors needed to measured intracellular ROS generation in various hematol. disorders. Guided by several prior publications, including Hao et al., a 2′,7′-dichlorodihydrofluorescein diacetate (DCFH2-DA)-based flow cytometric experiment was designed. This is potentially confusing for future buyers who may land there following the SKU number wrongly quoted in the publications. 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: 76-54-0Recommanded Product: 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. 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. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Recommanded Product: 76-54-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Palladium-Catalyzed Direct Arylation of Polysubstituted Benzofurans was written by Carrer, Amandine;Brinet, Dimitri;Florent, Jean-Claude;Rousselle, Patricia;Bertounesque, Emmanuel. And the article was included in Journal of Organic Chemistry in 2012.Reference of 1646-27-1 This article mentions the following:

An efficient access to 2-substituted 3-arylbenzofurans, e.g., I, through a palladium-catalyzed C3 direct arylation of 2-substituted benzofurans with aryl bromides is described. The scope and limitation of this reaction was studied. The method tolerates a variety of functional groups on the aryl halide and has been successfully extended to polysubstituted benzofurans to obtain the corresponding 3-arylbenzofurans with good to excellent yields. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Reference of 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Reference of 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem