Heterocyclic Building Block-benzofuran

The infrared vibration bands of CH in solid CHCl₃ and CDCl₃ was written by Denariez, Marguerite Marie. And the article was included in Journal de Chimie Physique et de Physico-Chimie Biologique in 1965.Safety of Methyl benzofuran-2-carboxylate This article mentions the following:

Disagreement in previous reports on the C-H band in CHCl₃ (I) (Lisitsa and Tsyashchenko, CA 55, 15118e; Maklakov and Nikitin, CA 60, 7589c; Ito, CA 61, 9068b) are herein ascribed to two crystalline forms of solid I. By using the cryostat of Becker & Pimental (CA 50, 15244a), evaporation onto KBr or CsBr plates at 80 or 150°K. gives 2 different spectra; warming the 80°K. sample causes the spectrum to shift while the reverse (cooling) has no effect. The spectrum of the higher form is related to that in solution and is regarded as that of the stable form. CDCl₃ behaves like I. The change is due to increased degeneracy of vibration levels enhanced by resonance between neighboring mols. in the solid. 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. 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 Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Potential of aryl-urea-benzofuranylthiazoles hybrids as multitasking agents in Alzheimer’s disease was written by Kurt, Belma Zengin;Gazioglu, Isil;Basile, Livia;Sonmez, Fatih;Ginex, Tiziana;Kucukislamoglu, Mustafa;Guccione, Salvatore. And the article was included in European Journal of Medicinal Chemistry in 2015.Electric Literature of C10H7BrO2 This article mentions the following:

The new benzofuranylthiazole derivatives containing the aryl-urea I [R = H, Br, NO₂; R¹ = H, 2-NO₂, 3-OCH₃, 4-CH₃, etc.] moiety were synthesized and evaluated in vitro as dual acetylcholinesterase (AChE)-butyrylcholinesterase (BuChE) inhibitors. In addition, the cupric reducing antioxidant capacities (CUPRAC) and ABTS cation radical scavenging abilities of the synthesized compounds I were assayed. The result showed that all the synthesized compounds I exhibited inhibitory activity on both AChE and BuChE with I [R = Br; R¹ = 2-F] (IC₅₀ value of 3.85 μM) and I [R = NO₂; R¹ = 4-I] (IC₅₀ value of 2.03 μM) as the strongest inhibitors against AChE and BuChE, resp. The compound I [R = NO₂; R¹ = 4-I] was 8.5-fold more potent than galanthamine. The selectivity index of I [R = Br, NO₂; R¹ = 2-F, 4-I] was 2.40 and 0.37 against AChE and BuChE, resp. The compound I [R = H; R¹ = 3-OCH₃, 4-CH₃, 4-F] (IC₅₀ = 0.2, 0.5 and 1.13 μM, resp.) showed a better ABTS cation radical scavenging ability than the standard quercetin (IC₅₀ = 1.18 μM). Best poses of compounds I [R = NO₂; R¹ = 4-I] on BuChE and I [R = Br; R¹ = 2-F] on AChE indicate that the thiazole ring and the amidic moiety are important sites of interaction with both ChEs. In addition, the benzofuran ring and Ph ring are anchored to the side chains of both enzymes by π-π interactions. 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. 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 C10H7BrO2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Phase Transfer and Surface Functionalization of Hydrophobic Nanoparticle using Amphiphilic Poly(amino acid) was written by Debnath, Koushik;Mandal, Kuheli;Jana, Nikhil R.. And the article was included in Langmuir in 2016.Application In Synthesis of 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione This article mentions the following:

Functionalization of nanoparticles with chem. and biochem. is essential for their biomedical and other application. However, most of the high quality nanoparticles are hydrophobic in nature due to surfactant capping and their conversion into water-soluble functional nanoparticle via appropriate coating and conjugation chem. is extremely critical issue. Here we report amphiphilic poly(amino acid)-based one-pot coating and conjugation approach that can transform hydrophobic nanoparticle into water-soluble nanoparticle functionalized with primary amine, thiol, and biomol. We have designed amphiphilic polyaspartimide that can anchor hydrophobic nanoparticle through octadecyl groups, leaving the polar polyethylene glycol and aspartimide groups exposed outwards. The aspartimide group is then reacted with primary amine containing chem./biomol. with the formation of water-soluble functional nanoparticle. This approach has been extended to different hydrophobic nanoparticles and biomols. The present approach has advantages over existing approaches as coating and functionalization can be performed in one pot and functional nanoparticles have <12 nm hydrodynamic size, high colloidal stability, and biocompatibility. This developed approach can be used to derive biocompatible nanobioconjugates for various biomedical applications. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Application In Synthesis of 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione).

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.Application In Synthesis of 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Studies in benzofurans: Part I. Synthesis of some benzofuro[3,2-d]pyrimidine derivatives was written by Sangapure, S. S.;Agasimundin, Y. S.. And the article was included in Indian Journal of Chemistry in 1976.Application of 54802-10-7 This article mentions the following:

O-HOC6H4CN was condensed with BrCH2CO2Et, ClCH2CONH2, ClCH2CN, resp., to give o-NC = C6H4OCH2R (R = CO2Et, CONH2, CN), which underwent Thorpe-Ziegler cyclization to give the corresponding benzofuran derivatives I in good yields. I served as intermediates for the synthesis of various benzofuro[3,2-d]pyrimidine derivatives II, III, and IV (R = NH2). III was converted into IV (R = Cl) which on further displacement reactions gives IV (R = MeS, EtS, PhCH2S, MeO, EtO). 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. 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 of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Preparation of α-aminophosphines on solid support: model studies and parallel synthesis was written by Bar-Nir Ben-Aroya, B.;Portnoy, Moshe. And the article was included in Tetrahedron in 2002.Formula: C10H8O3 This article mentions the following:

On-resin assembly of phosphine ligands represents a formidable challenge. Following model solution studies, the authors developed two synthetic routes for α-aminophosphine synthesis on solid support. The ligands were prepared via the Mannich reaction of the resin-bound aldehyde, amine and diphenylphosphine with very good yield and purity. Alternatively, the amine can serve as the anchoring building block. The ligands were qual. and quant. analyzed using gel-phase ³¹P and ¹³C NMR techniques. The studies culminated in the parallel synthesis of a 40-member library of borane-protected α-aminophosphines. For example, use of 4-formylbenzoic acid and 2-methylaniline gave 100% resin-bound -CH₂O₂CC₆H₄CH(NHC₆H₄Me-o)PPh₂-p·BH₃. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Formula: C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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.Formula: C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Novel insights into mercury effects on hemoglobin and membrane proteins in human erythrocytes was written by Piscopo, Marina;Notariale, Rosaria;Tortora, Fabiana;Lettieri, Gennaro;Palumbo, Giancarlo;Manna, Caterina. And the article was included in Molecules in 2020.Application of 76-54-0 This article mentions the following:

Mercury (Hg) is a global environmental pollutant that affects human and ecosystem health. With the aim of exploring the Hg-induced protein modifications, intact human erythrocytes were exposed to HgCl₂ (1-60μM) and cytosolic and membrane proteins were analyzed by SDS-PAGE and AU-PAGE. A spectrofluorimetric assay for quantification of Reactive Oxygen Species (ROS) generation was also performed. Hg²⁺ exposure induces alterations in the electrophoretic profile of cytosolic proteins with a significant decrease in the intensity of the Hb monomer, associated with the appearance of a 64 kDa band, identified as a mercurized tetrameric form. This protein decreases with increasing HgCl₂ concentrations and Hg-induced ROS formation. Moreover, it appears resistant to urea denaturation and it is only partially dissociated by exposure to dithiothreitol, likely due to addnl. protein-Hg interactions involved in aggregate formation. In addition, specific membrane proteins, including band 3 and cytoskeletal proteins 4.1 and 4.2, are affected by Hg²⁺-treatment. The findings reported provide new insights into the Hg-induced possible detrimental effects on erythrocyte physiol., mainly related to alterations in the oxygen binding capacity of Hb as well as decreases in band 3-mediated anion exchange. Finally, modifications of cytoskeletal proteins 4.1 and 4.2 could contribute to the previously reported alteration in cell morphol. 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.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.Application of 76-54-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Design, synthesis and biological evaluation of amide derivatives of oxazol-benzofuran-isoxazols as anticancer agents was written by Kumar, Vukoti Kiran;Puli, Venkat swamy;Prasad, Krs;Sridhar, Gattu. And the article was included in Chemical Data Collections in 2021.Recommanded Product: 1-(5-Bromobenzofuran-2-yl)ethanone This article mentions the following:

A library of amide derivatives of oxazolyl-benzofuranyl-isoxazoles I [Ar = 4-pyridyl, 4-ClC₆H₄, 3,4,5-tri-OMeC₆H₂, etc.] was designed, synthesized and their structures were characterized by spectroscopic techniques. These compounds were investigated for their in vitro anti-proliferative potential against human prostate cancer (PC3), human lung cancer (A549), human breast cancer (MCF-7) and human cervix cancer (SiHa) cancer cell lines by using of MTT assay, and the etoposide used as standard reference All compounds displayed remarkable anti-proliferative potential. Among them, compounds I [Ar = 4-pyridyl, 2-thiazolyl, 3,4,5-tri-OMeC₆H₂, 3,5-di-OMeC₆H₃] showed most promising activities than etoposide, in which one of the compound I [Ar = 3,4,5-tri-OMeC₆H₂] possessed superior activity. Further the structure-activity relationships (SARs) of these compounds were also examined 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 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: 1-(5-Bromobenzofuran-2-yl)ethanone

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Studies in benzofurans. Part XII. Synthesis and reactions of 2-chloromethyl-3,4-dihydro-4-oxobenzofuro[3,2-d]pyrimidine was written by Vaidya, V. P.;Agasimundin, Y. S.. And the article was included in Indian Journal of Chemistry in 1981.Related Products of 54802-10-7 This article mentions the following:

The benzofuropyrimidinones I (R = Cl, OH) were prepared by the cyclization of II. I (R = OH) was treated with POCl₃ to give the (chloromethyl)benzofuropyrimidine III. I (R = Cl) and III underwent nucleophilic substitution with amines and alcs. 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 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.Related Products of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

6-Substituted amiloride derivatives as inhibitors of the urokinase-type plasminogen activator for use in metastatic disease was written by Buckley, Benjamin J.;Majed, Hiwa;Aboelela, Ashraf;Minaei, Elahe;Jiang, Longguang;Fildes, Karen;Cheung, Chen-Yi;Johnson, Darren;Bachovchin, Daniel;Cook, Gregory M.;Huang, Mingdong;Ranson, Marie;Kelso, Michael J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2019.Safety of (5-Methoxybenzofuran-2-yl)boronic acid This article mentions the following:

Aryldiaminopyrazinecarbonyl guanidines I (R = Ph, 4-MeSC₆H₄, 4-F₃CC₆H₄, 5-pyrimidinyl, 2,4-dimethoxy-5-pyrimidinyl, 2-methoxy-5-pyrimidinyl, 2,6-dimethoxy-3-pyridinyl, 2-thienyl, 2-furanyl, 3-furanyl, 1-methyl-4-pyrazolyl, 2-benzothienyl, 5-R¹-2-benzofuranyl, 6-methoxy-2-benzofuranyl, 2,3-dihydro-5-benzofuranyl; R¹ = H, Me, MeO, F, Cl, Br, NC) were prepared as analogs of the potassium ion-sparing diuretic amiloride for the inhibition of urokinase-type plasminogen activator (uPA) and for inhibiting tumor metastasis. The structures of four aryldiaminopyrazinecarbonyl guanidines bound to uPA were determined by X-ray crystallog.; the improved inhibition of uPA by amiloride analogs likely arise from increased occupancy of uPA’s S1β subsite by the aryl substituents. I (R = 2-benzofuranyl, 2-methoxy-5-pyrimidinyl) were selective for uPA over related trypsin-like serine proteases and did not show diuretic or anti-kaliuretic effects in rats. I (R = 2-benzofuranyl) inhibited tumor metastasis in a murine xenograft lung cancer model. In the experiment, the researchers used many compounds, for example, (5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7Safety of (5-Methoxybenzofuran-2-yl)boronic acid).

(5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7) 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.Safety of (5-Methoxybenzofuran-2-yl)boronic acid

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Stepwise targeting and responsive lipid-coated nanoparticles for enhanced tumor cell sensitivity and hepatocellular carcinoma therapy was written by Li, Ying;Miao, Yunqiu;Chen, Mingshu;Chen, Xi;Li, Feifei;Zhang, Xinxin;Gan, Yong. And the article was included in Theranostics in 2020.HPLC of Formula: 38183-12-9 This article mentions the following:

Antitumor drug delivery faces multiple barriers that require consecutively achieving tumor targeting, selective cellular uptake and sufficient intracellular drug dosage. Herein, we designed smart nanoparticles (GPDC-MSNs) that can accumulate stepwise in tumor tissues, selectively enter cancer cells by responding to the acidic tumor extracellular environment, and achieve considerable drug release in the intracellular microenvironment. The GPDC-MSNs comprise the synthesized material galactosyl-conjugated PEO-PPO-PEO (Gal-P123) for hepatocellular carcinoma (HCC) targeting, the tumor extracellular pH-responsive lipid (2E)-4-(dioleostearin)-amino-4-carbonyl-2-butenonic (DC) for selective cellular internalization, and antitumor drug irinotecan (CPT-11)-loaded mesoporous silica nanoparticles (MSNs) for on-demand intracellular drug release. GPDC-MSNs are neg. charged at pH 7.4 and promote active HCC targeting mediated by the asialoglycoprotein receptor. Upon reaching the weakly acidic tumor microenvironment, the nanoparticles undergo charge conversion to neutral, enhancing cellular internalization. Moreover, the encapsulated CPT-11 can be retained within GPDC-MSNs in the blood circulation but undergo intracellular burst release, which facilitates the apoptosis of tumor cells. GPDC-MSNs significantly increased HCC selectivity in vivo and exhibited up to 25 times higher accumulation in tumor tissue than in normal hepatic tissue, thus achieving superior antitumor efficacy and low systemic toxicity. This stepwise-responsive nanoparticle should serve as a valuable platform and promising strategy for HCC treatment. 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 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.HPLC of Formula: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem