Heterocyclic Building Block-benzofuran

Synthesis and Anti-Cholinesterase Activity of Novel Glycosyl Benzofuranylthiazole Derivatives was written by Cao, L.;Jiang, K.;Shao, Zh.;Wang, Y.;Liu, Sh.;Lu, X.;Wu, Y.;Chen, Ch.;Su, Z.;Wang, L.;Liu, W.;Shi, D.;Cao, Zh.. And the article was included in Russian Journal of Organic Chemistry in 2021.Quality Control of 1-(5-Bromobenzofuran-2-yl)ethanone This article mentions the following:

A new series of glycosyl benzofuranylthiazole derivatives, e.g. I, were designed, synthesized, characterized, and evaluated as potential candidates to treat Alzheimer’s disease. The compounds have been synthesized by the cyclocondensation of glycosyl thiourea with a variety of 2-(bromoacetyl)benzofurans. The reaction conditions have been optimized, and good yields (79-95%) have been obtained. The synthesized compounds showed different degrees of cholinesterase inhibitory activity. Compound I was the most active inhibitor against acetylcholinesterase AChE with an inhibition rate of 37%. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Quality Control of 1-(5-Bromobenzofuran-2-yl)ethanone).

1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6) 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.Quality Control of 1-(5-Bromobenzofuran-2-yl)ethanone

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Novel Fluorescent Polyurethane Coating on Fabric with Acid-Base Indicating Function in Solution was written by Shu, Yihu;Gao, Jian;Wang, Chaoxia;Yin, Yunjie. And the article was included in ChemistrySelect in 2022.Application In Synthesis of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one This article mentions the following:

The authors synthesized a series of novel fluorescence polyurethane (FPU) films. The effect of different contents, different solvents and different pH on the fluorescence intensity were investigated in detail. In accordance with increasing proportion of 2,7-dichlorofluorescein (DCF) in the FPU, the emission peak exhibit a gradual bathochromic shift and the fluorescence intensity show a trend of increasing first and then decreasing. The strong fluorescence emission of the obtained fluorescent film is in the range of about 570 nm. The maximum fluorescence intensity is 842, and the reflectance of the film is 21% with a bright yellow at this time. In addition, acid-base response fluorescence emission performance are endowed the fluorescent polyurethane film in the solution state. By establishing the relationship between the concentration and the fluorescence emission intensity, the fluorescence intensity can be clearly known through the color difference, and the concentration of 0.25% is selected for doping to achieve the balance between the emission intensity and the color of the fluorescent substance. The authors use hot-pressing to finish the fluorescent polyurethane (FPU) film on the surface of the fabric at a lower temperature (Compared with high temperature and high pressure dyeing method). There is a potential application prospects for our fluorescent polyurethane films in chem. sensing, biol. imaging, anti-counterfeiting technol., and smart light-emitting fabrics. 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: 76-54-0Application In Synthesis 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 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.Application In Synthesis of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis, characterization, and thermal degradation of novel poly(2-(5-bromo benzofuran-2-yl)-2-oxoethyl methacrylate) was written by Koca, Murat;Kurt, Adnan;Kirilmis, Cumhur;Aydogdu, Yildirim. And the article was included in Polymer Engineering & Science in 2012.Category: benzofurans This article mentions the following:

A novel methacrylate monomer containing benzofuran side group, 2-(5-bromo benzofuran-2-yl)-2-oxoethyl methacrylate (BOEMA), was synthesized from esterification reaction of 2-bromo-1-(5-bromo benzofuran-2-yl) ethanone with sodium methacrylate at 85°C in the presence of 1,4-dioxane solvent. After characterization with Fourier transform IR spectrophotometer, NMR (¹H-NMR and ¹³C-NMR), its homopolymerization was carried out by free radical polymerization at 60°C in the presence of benzoyl peroxide initiator and 1,4-dioxane solvent. The glass transition temperature (T_g) of the synthesized novel polymer, poly(2-(5-bromo benzofuran-2-yl)-2-oxoethyl methacrylate) [poly(BOEMA)], was determined to be 137°C with differential scanning calorimetry technique. Thermal degradation kinetics of poly(BOEMA) was investigated by thermogravimetric anal. method at different heating rates with 5°C/min intervals between measurements. From dynamic measurements, the anal. of each process mechanism of Coats-Redfern and Van Krevelen methods showed that the most probable model for the decomposition process of poly(BOEMA) homopolymer agrees with the random nucleation, F₁ mechanism. The apparent decomposition activation energies of poly(BOEMA) by Kissinger’s and Flynn-Wall-Ozawa methods in the studied conversion range were 188.47 and 180.13 kJ/mol, resp. POLYM. ENG. SCI., 2011. © 2011 Society of Plastics Engineers. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Category: benzofurans).

1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6) 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.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Melatonin Pretreatment Protects Against Status epilepticus, Glutamate Transport, and Oxidative Stress Induced by Kainic Acid in Zebrafish was written by de Farias, Ana Caroline Salvador;de Pieri Pickler, Karolyne;Bernardo, Henrique Teza;Baldin, Samira Leila;Dondossola, Eduardo Ronconi;Rico, Eduardo Pacheco. And the article was included in Molecular Neurobiology in 2022.Name: 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one This article mentions the following:

Status epilepticus (SE) develops from abnormal elec. discharges, resulting in neuronal damage. Current treatments include antiepileptic drugs. However, the most common drugs used to treat seizures may sometimes be ineffective and have many side effects. Melatonin is an endogenous physiol. hormone that is considered an alternative treatment for neurol. disorders because of its free radical scavenging property. Thus, this study aimed to determine the effects of melatonin pretreatment on SE by inducing glutamatergic hyperstimulation in zebrafish. Seizures were induced in zebrafish using kainic acid (KA), a glutamate analog, and the seizure intensity was recorded for 60 min. Melatonin treatment for 7 days showed a decrease in seizure intensity (28%), latency to reach score 5 (14 min), and duration of SE (29%). In addition, melatonin treatment attenuated glutamate transporter levels, which significantly decreased in the zebrafish brain after 12 h of KA-induced seizures. Melatonin treatment reduced the increase in oxidative stress by reactive oxygen species formation through thiobarbituric acid reactive substances and 2′,7′-dichiorofluorescin, induced by KA-seizure. An imbalance of antioxidant enzyme activities such as superoxide dismutase and catalase was influenced by melatonin and KA-induced seizures. Our study indicates that melatonin promotes a neuroprotective response against the epileptic profile in zebrafish. These effects could be related to the modulation of glutamatergic neurotransmission, recovery of glutamate uptake, and oxidative stress parameters in the zebrafish brain. 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: 76-54-0Name: 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. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Name: 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Silymarin protects against radiocontrast-induced nephropathy in mice was written by de Souza Santos, Veronica;Peters, Beatriz;Coco, Larissa Zambom;Alves, Gisele Maziero;de Assis, Aricia Leone Evangelista Monteiro;Nogueira, Breno Valentim;Meyrelles, Silvana Santos;Porto, Marcella Leite;Vasquez, Elisardo Corral;Campagnaro, Bianca Prandi;Pereira, Thiago Melo Costa. And the article was included in Life Sciences in 2019.Computed Properties of C20H10Cl2O5 This article mentions the following:

Silymarin, an extract from Silybum marianum (milk thistle) containing a standardized mixture of flavonolignans that ameliorates some types of liver disease and, more recently, kidney damage, could be used for the ROS-scavenging effect of these antioxidants. Furthermore, contrast-induced nephropathy (CIN) is an iatrogenic impairment of renal function in patients subjected to angiog. procedures for which there is not yet a successful preventative treatment. We proposed to evaluate the possible protective role of the antioxidant silymarin in an exptl. model of CIN. Adult male Swiss mice were separated into 6 groups and pretreated orally with silymarin (50, 200 and 300 mg/kg), N-acetylcysteine (200 mg/kg) or vehicle for 5 days before the CIN and control groups. Renal function was analyzed by plasma creatinine, urea and cystatin C levels. Addnl., blood reactive oxygen species (ROS) were evaluated using ROS bioavailability, protein oxidation and DNA damage. Renal oxidative damage was evaluated using apoptosis/cell viability assays and histol. anal. We showed that silymarin preserved renal function and decreased systemic and renal oxidative damage (antigenotoxic and antiapoptotic properties, resp.) in a dose-dependent manner and was superior to conventional treatment with N-acetylcysteine. Histol., silymarin treatment also had beneficial effects on renal glomerular and tubular injuries. Therefore, silymarin prophylaxis may be an interesting strategy for the prevention of CIN. 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: 76-54-0Computed Properties of C20H10Cl2O5).

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. 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 C20H10Cl2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis, characterization and biological evaluation of some pyrido[3,4-c]coumarins was written by Shaikh, Parin V.;Brahmbhatt, Dinkar I.. And the article was included in International Journal of Pharmaceutical Research and Bio-Science in 2017.Safety of 1-(5-Bromobenzofuran-2-yl)ethanone This article mentions the following:

The synthesis of some 2-(benzofuran-2-yl)-4-Ph pyrido[3,4-c]coumarins and 2- (furan/thiophen-2-yl)-4-Ph pyrido[3,4-c]coumarins was carried out. The compounds were synthesized by reacting various 3-benzoyl coumarins with an appropriate 2-acetylbenzofuran and 2-acetylfuran/thiophene under Kroenhke’s reaction condition. The structures of all the synthesized compounds were supported by anal. and spectral data like IR, ¹H-NMR, ¹³C-NMR and mass. All the synthesized compounds were screened for their antimicrobial activities. The antibacterial activities were carried out against Escherichia coli and Candida albicans (Gram -ve bacteria) and Bacillus subtillis and Staphylococcus aureus (Gram +ve bacteria), while antifungal activities were carried out against fungi Candida albicans and Aspergillis niger. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Safety of 1-(5-Bromobenzofuran-2-yl)ethanone).

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. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Safety of 1-(5-Bromobenzofuran-2-yl)ethanone

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Inhibition of brain-type glycogen phosphorylase ameliorates high glucose-induced cardiomyocyte apoptosis via Akt-HIF-1α activation was written by Wu, Xuehan;Huang, Weilu;Quan, Minxue;Chen, Yongqi;Tu, Jiaxin;Zhou, Jialu;Xin, Hong-Bo;Qian, Yisong. And the article was included in Biochemistry and Cell Biology in 2020.Synthetic Route of C20H10Cl2O5 This article mentions the following:

Brain-type glycogen phosphorylase (pygb) is one of the rate-limiting enzymes in glycogenolysis that plays a crucial role in the pathogenesis of type 2 diabetes mellitus. Here we investigated the role of pygb in high-glucose (HG)-induced cardiomyocyte apoptosis and explored the underlying mechanisms, by using the specific pygb inhibitors or pygb siRNA. Our results show that inhibition of pygb significantly attenuates cell apoptosis and oxidative stress induced by HG in H9c2 cardiomyocytes. Inhibition of pygb improved glucose metabolism in cardiacmyocytes, as evidenced by increased glycogen content, glucose consumption, and glucose transport. Mechanistically, pygb inhibition activates the Akt-GSK-3β signaling pathway and suppresses the activation of NF-κB in H9c2 cells exposed to HG. Addnl., pygb inhibition promotes the expression and the translocation of hypoxia-inducible factor-1a (HIF-1α) after HG stimulation. However, the changes in glucose metabolism and HIF-1α activation mediated by pygb inhibition are significantly reversed in the presence of the Akt inhibitor MK2206. In conclusion, this study found that inhibition of pygb prevents HG-induced cardiomyocyte apoptosis via activation of Akt-HIF-α. 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. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. 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.Synthetic Route of C20H10Cl2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

In vitro effects of vasoconstrictive retraction agents on primary human gingival fibroblasts was written by Nowakowska, Danuta;Saczko, Jolanta;Szewczyk, Anna;Michel, Olga;Zietek, Marek;Wezgowiec, Joanna;Wieckiewicz, Wlodzimierz;Kulbacka, Julita. And the article was included in Experimental and Therapeutic Medicine in 2020.Application of 76-54-0 This article mentions the following:

In the present study, we aimed to evaluate the in vitro effects of vasoconstrictive retraction agents on primary human gingival fibroblasts (HGFs). A total of six com. adrenergic solutions (0.05 and 0.01% HCl-epinephrine, two based on 0.05% HCl-tetrahydrozoline, 0.05% HCl-oxymetazoline, and 10% HCl-phenylephrine) and three exptl. gel formulations (EG-1, EG-2, and EG-3) were used to treat primary HGFs. The biol. effect of the retraction treatment on the expression of collagen types I and III was detected by performing immunocytochem. anal. The generation of reactive oxygen species triggered by the retraction agents were evaluated by using the dichlorofluorescein (DCF) fluorescent probe. The effect of retraction agents on the expression of fibronectin was visualized by confocal laser scanning microscopy. According to the results, exptl. retraction gels did not limit the expression of collagen types I and III. EG-3 even induced the synthesis of both types of collagen. The DCF assay indicated oxidative stress similar to the control cells for most of the selected retraction agents. Exptl. gels did not cause degradation of the cellular shape and morphol. of the primary HGFs. The proposed exptl. retraction gels in the present study demonstrated higher biocompatibility with primary HGFs, suggesting their use as clin. vasoconstrictive agents for the application of gingival retraction with minimal damage to periodontal tissues. 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: 76-54-0Application 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. 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. 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 76-54-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis of aryloxy analogs of arachidonic acid via Wittig and palladium-catalyzed cross-coupling reactions was written by Buckle, Derek R.;Fenwick, Ashley E.;Outred, D. James;Rockell, Caroline J. M.. And the article was included in Journal of Chemical Research, Synopses in 1987.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

2- And 4-HO₂C(CH₂)_nOC₆H₄CH:CH(CH₂)₆R (I, R = H, Pr, Bu, pentyl; n = 1-3) were prepared by Wittig olefination of HOC₆H₄CHO and HO₂C(CH₂)_nOC₆H₄CHO, but the E–Z isomer ratio was difficult to control. Z–I were obtained by partial reduction of R¹O₂C(CH₂)_nOC₆H₄CC(CH₂)₆R (R¹ = Me, Et), prepared by reaction of Me₃CSiMe₂OC₆H₄Br with HCC(CH₂)₆R. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Recommanded Product: Methyl benzofuran-2-carboxylate).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Photochemical codimerization of benzofurans was written by Takamatsu, Kuniaki;Ryang, Hong-Son;Sakurai, Hiroshi. And the article was included in Journal of Organic Chemistry in 1976.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

The photochem. codimerization of benzofuran with 2-substituted benzofurans has been examined. Irradiation of benzofuran with 2-(3-pyridyl)benzofuran or 2-phenylbenzofuran gave the head-to-tail syn- (I, R = 3-pyridyl or Ph) and anti-cyclobutane codimers (I, α-H) as main products. Benzofuran with Me benzofuran-2-carboxylate on irradiation gave the head-to-head syn codimer II in addition to one homodimer of Me benzofuran-2-carboxylate and two carbonyl compounds III and IV. The former proceeds via the excited singlet of benzofuran and the latter involves the excited singlet of Me benzofuran-2-carboxylate. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Recommanded Product: 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. 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.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem