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

PEGylation of concanavalin A to decrease non-specific interactions in a fluorescent glucose sensor was written by Abraham, Alexander A.;Cummins, Brian M.;Locke, Andrea K.;Grunlan, Melissa A.;Cote, Gerard L.. And the article was included in Proceedings of SPIE in 2014.Safety of 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione This article mentions the following:

The ability of people with diabetes to both monitor and regulate blood sugar levels is limited by the conventional “finger-prick” test that provides intermittent, single point measurements. Toward the development of a continuous glucose monitoring (CGM) system, the lectin, Con A (ConA), has been utilized as a component in a Forster resonance energy transfer (FRET), competitive glucose binding assay. Recently, to avoid reversibility problems associated with ConA aggregation, a suitable competing ligand labeled with 8-aminopyrene-1,3,6-trisulfonic acid trisodium salt (APTS) has been engineered. However, its ability to function as part of a glucose sensing assay is compromised due to the neg. charge (at physiol. pH) of native ConA that gives rise to non-specific binding with other ConA groups as well as with electrostatically charged assay-delivery carriers. To minimize these undesirable interactions, we have conjugated ConA with monomethoxy-poly(ethylene glycol) (mPEG) (i.e. “PEGylation”). In this preliminary research, fluorescently-labeled ConA was successfully PEGylated with mPEG-N-hydroxylsuccinimide(succinimidyl carbonate) (mPEG-NHS(SC)). The FRET response of APTS-labeled competing ligand (donor) conveyed an increase in the fluorescence intensity with increasing glucose concentrations In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Safety 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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Safety of 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Carboxylic esters as radical leaving groups: a new and efficient gas-phase synthesis of benzofurans was written by Black, Michael;Cadogan, J. I. G.;Cartwright, Gary A.;McNab, Hamish;MacPherson, Andrew D.. And the article was included in Journal of the Chemical Society, Chemical Communications in 1993.Related Products of 1646-27-1 This article mentions the following:

Flash vacuum pyrolysis (FVP) of 2-allyloxycinnamate esters gives benzofurans in high yield, via cyclization of a phenoxyl radical and subsequent cleavage of the carboxylic ester function; coumarins are obtained by FVP of the corresponding phenols. Flash vacuum pyrolysis of Me 3-[2-(allyloxy)phenyl]-2-propenoate (I) gave benzofuranone (II) in 68% yield. In cases where lower yields were obtained, coumarins were the major products. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Related Products 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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Related Products of 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Syntheses of 3-acetoacetylaminobenzo[b]furan derivatives having cysteinyl leukotriene 2 receptor antagonistic activity was written by Ando, Kumiko;Tsuji, Eriko;Ando, Yuko;Kuwata, Noriko;Kunitomo, Jun-ichi;Yamashita, Masayuki;Ohta, Shunsaku;Kohno, Shigekatsu;Ohishi, Yoshitaka. And the article was included in Organic & Biomolecular Chemistry in 2004.Category: benzofurans This article mentions the following:

Triene-containing acetoacetylaminobenzo[b]furan derivatives such as I [R = Br, (E)-Et₂NC(:O)CH:CMe; R¹ = MeCO, EtO₂C, 4-NCC₆H₄] are prepared from 3-aminobenzo[b]furans as cysteinyl leukotriene 1 and 2 receptor antagonists. Hydroxyoxobutenylaminobenzo[b]furans (the enol isomers of 3-acetoacetylaminobenzo[b]furans) are obtained as stable isomers because of intramol. hydrogen bonding. (cyanohydroxyoxobutenylamino)benzo[b]furans I [R = Br, (E)-Et₂NC(:O)CH:CMe; R¹ = MeCO, EtO₂C, 4-NCC₆H₄] are moderately active inhibitors of agonist-induced calcium release; I show little selectivity between cysteinyl leukotriene 1 and cysteinyl leukotriene 2 receptors. The structures of I [R = Br, (E)-Et₂NC(:O)CH:CMe; R¹ = MeCO, 4-NCC₆H₄] are determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Category: benzofurans).

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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Fluorescent Nanoclays: Covalent Functionalization with Amine Reactive Dyes from Different Fluorophore Classes and Surface Group Quantification was written by Felbeck, Tom;Hoffmann, Katrin;Lezhnina, Marina M.;Kynast, Ulrich H.;Resch-Genger, Ute. And the article was included in Journal of Physical Chemistry C in 2015.Formula: C17H10O4 This article mentions the following:

The ever increasing applications of fluorescence techniques in conjunction with the interest in enhanced detection sensitivities in bioanal., biosensing, and bioimaging are closely linked to the rational design of novel nontoxic fluorescent nanomaterials with improved brightness and stability that can be reproducibly synthesized from inexpensive starting materials in simple one-pot reactions and easily surface functionalized. This encouraged the authors to study the potential of the com. available water-dispersible nanoclay Laponite RD with the empirical formula Na_0.7(H₂O)_n{(Li_0.3Mg_5.5)[Si₈O₂₀(OH)₄]}, forming 25 nm sized disk-shaped particles, as nanocarriers for different fluorophores. The Si-OH functions at the rims of these disks can be selectively grafted with 3-aminopropyldimethylethoxysilane (APES), thereby enabling subsequent coupling to amine-reactive mols. ranging from target-specific organic ligands and biomols. to amine-reactive fluorescent labels. Here, the authors present different strategies for the surface functionalization of nanoclays and the subsequent quantification of the d. of synthetically introduced surface amino groups exploiting anal. methods which rely on different detection schemes including elemental anal., colorimetric assays, and fluorophore labeling strategies. In this respect, the authors systematically assess the potential of neg. and pos. charged, neutral, and zwitterionic dyes to act as fluorescent labels for amino functionalities at the surface of neg. charged nanoclays. The authors’ studies underline the strong influence of dye charge and aggregation tendency on the brightness of the bound dyes and on surface group quantification. Best results regarding surface group anal. and coupling yield were obtained for a neutral dansyl derivative and fluorescamine. 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. 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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Formula: C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

KDAC8 substrate specificity quantified by a biologically relevant, label-free deacetylation assay was written by Toro, Tasha B.;Watt, Terry J.. And the article was included in Protein Science in 2015.Recommanded Product: 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione This article mentions the following:

Anal. of the human proteome has identified thousands of unique protein sequences that contain acetylated lysine residues in vivo. These modifications regulate a variety of biol. processes and are reversed by the lysine deacetylase (KDAC) family of enzymes. Despite the known prevalence and importance of acetylation, the details of KDAC substrate recognition are not well understood. While several methods have been developed to monitor protein deacetylation, none are particularly suited for identifying enzyme-substrate pairs of label-free substrates across the entire family of lysine deacetylases. Here, we present a fluorescamine-based assay which is more biol. relevant than existing methods and amenable to probing substrate specificity. Using this assay, we evaluated the activity of KDAC8 and other lysine deacetylases, including a sirtuin, for several peptides derived from known acetylated proteins. KDAC8 showed clear preferences for some peptides over others, indicating that the residues immediately surrounding the acetylated lysine play an important role in substrate specificity. Steady-state kinetics suggest that the sequence surrounding the acetylated lysine affects binding affinity and catalytic rate independently. Our results provide direct evidence that potential KDAC8 substrates previously identified through cell based experiments can be directly deacetylated by KDAC8. Conversely, the data from this assay did not correlate well with predictions from previous screens for KDAC8 substrates using less biol. relevant substrates and assay conditions. Combining results from our assay with mass spectrometry-based experiments and cell-based experiments will allow the identification of specific KDAC-substrate pairs and lead to a better understanding of the biol. consequences of these interactions. 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: 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. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Recommanded Product: 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Spectrofluorimetric determination of tobramycin in human serum and pharmaceutical preparations by derivatization with fluorescamine was written by Tekkeli, Serife Evrim Kepekci;Oenal, Armagan;Sagirli, A. Olcay. And the article was included in Luminescence in 2014.Safety of 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione This article mentions the following:

A simple, sensitive and selective spectrofluorimetric method has been developed for the determination of tobramycin (TOB) in human serum and pharmaceutical preparations The method is based on the reaction between the primary amino group of TOB and fluorescamine in borate buffer, pH 8.5, to give a highly fluorescent derivative which is measured at 469 nm after excitation at 388 nm. The fluorescence intensity was directly proportional to the concentration over the range 300-1500 ng/mL, with a limit of detection of 65 ng/mL and limit of quantitation of 215 ng/mL. All variables were investigated to optimize the reaction conditions. The method was validated according to International Conference on Harmonization guidelines in terms of specificity, linearity, limit of detection, limit of quantification, accuracy, precision and robustness. Good recoveries were obtained ranging from 97.4 to 100.64%, indicating that no interference was observed from concomitants usually present in pharmaceutical dosage forms. The method was successfully, applied for the anal. of the drug substance in its pharmaceutical preparations and spiked serum samples. Copyright © 2013 John Wiley & Sons, Ltd. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Safety 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.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.Safety of 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Endoplasmic reticulum targeted AIE bioprobe as a highly efficient inducer of immunogenic cell death was written by Li, Jun;Gao, Heqi;Liu, Ruihua;Chen, Chao;Zeng, Sheng;Liu, Qian;Ding, Dan. And the article was included in Science China: Chemistry in 2020.Synthetic Route of C20H10Cl2O5 This article mentions the following:

Focused oxidative stress of the specific organelles (e.g., endoplasmic reticulum (ER) and mitochondrion) of cancer cells can boost the immunogenic cell death (ICD) effect for cancer immunotherapy. Herein, an ER-targeted bioprobe with aggregation-induced emission (AIE) characteristics (TPE-PR-FFKDEL) was rationally designed and synthesized by integrating a new AIE photosensitizer with ER targeting peptide, which has been demonstrated to be able to efficiently induce ER oxidative stress to evoke ICD. Compared with the photosensitizer hypericin that is well-known as an ER-targeted ICD inducer, TPE-PR-FFKDEL can lead to more robust emission of immunostimulatory damage-associated mol. patterns such as surface-exposed cal-reticulin, ATP secretion, and high-mobility group protein B1 (HMGB1) and heat shock protein 70 (HSP 70) expression. Furthermore, a range of immune responses are activated to protect mice from the attack of cancer cells in vivo. 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. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Synthetic Route of C20H10Cl2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

β-Deprotonation by lithium diisopropylamide. Vinyl carbanions from oxygen heterocycles in the synthesis of carboxylic acids in the benzofuran, flavone, and coumarin series and in the regiospecific acylation of 2,6-dimethylchromone was written by Costa, Ana M. B. S. R. C. S.;Dean, Francis M.;Jones, Michael A.;Smith, Dennis A.;Varma, Rajender S.. And the article was included in Journal of the Chemical Society, Chemical Communications in 1980.Category: benzofurans This article mentions the following:

LiN(CHMe₂)₂, at -70° deprotonated benzofuran, at the α-position in the absence of activating groups, whereas, in the presence of activating groups, the β-proton was removed. In flavone and 4-methoxycoumarin (I), β-deprotonation occurred readily and the carbanions formed were easily carboxylated giving previously unaccessible acids. E.g., I (R = H) underwent deprotonation and carboxylation to give the acid I (R = CO₂H). In 2,6-dimethylchromone, β-deprotonation was kinetically favored allowing 3-acylation to be achieved. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Category: benzofurans).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem