Heterocyclic Building Block-benzofuran

New insights in the chemical functionalization of graphene oxide by thiol-ene Michael addition reaction was written by Pineiro-Garcia, Alexis;Vega-Diaz, Sofia M.;Tristan, Ferdinando;Meneses-Rodriguez, David;Labrada-Delgado, Gladis Judith;Semetey, Vincent. And the article was included in FlatChem in 2021.Computed Properties of C17H10O4 This article mentions the following:

Graphene oxide (GO) is a carbon material with wide chem., and its functionalization represents the main challenge to develop multi-functional materials for different applications. Besides to epoxide and carboxyl groups, the alkenes that arise during the graphite oxidation seem to provide an excellent approach for developing selective reactions. In specific, α,β-unsaturated acids can be functionalized by thiol-ene Michael addition (TEMA) using base catalysts. However, when base catalysts are used, the thiol-epoxide ring opening reaction (TEROR) has been considered as the predominant and unique reaction. Therefore, there is a need to understand the reactivity of the GO when TEMA and TEROR take place from a qual. and quant. point of view. Herein, we studied the functionalization of GO and reduced graphene oxide (RGO) with cysteamine (CA) using different base catalysts. XPS results revealed that despite the thermal reduction of GO, the functionalization was possible confirming the coupling reaction between the CA and α,β-unsaturated acids of RGO by TEMA. In addition, a quant. anal. was conducted via fluorescent labeling corroborating that TEMA produced more CA mols. bonded to GO than TEROR. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Computed Properties 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. 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 C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Trypanocidal diamidines with three rings in two isolated ring systems was written by Dann, Otto;Fernbach, Rainer;Pfeifer, Wolfgang;Demant, Ekke;Bergen, Gerhard;Lang, Siegfried;Luerding, Gerd. And the article was included in Justus Liebigs Annalen der Chemie in 1972.Category: benzofurans This article mentions the following:

According to known methods, diamidines were prepared, which are derived from 5- or 6-amidino-2-(p-amidinophenyl)thionaphthene or -benzofuran type by further variation of the condensed 5-membered ring, by insertion of a 1- o 2-at. bridge between the 2 ring systems, and by variation of the amidino group. Prepared were the benzimidazole I [A = C(NH2):-N+H2 Cl-], the indazoles II (A in 5 or 6 position), the indolizines III, the pyrimidazoles IV, the benzotriazole V, the thionaphthenes VI and VII (X = p-AC6H4 or A), the thio ethers VIII, the naphthalene IX, the thinaphthenes X (Z = CO, CH2, or CONH), and the benzofurans XI (Z = CO, CH2, CH:CR1, CH2CHR1, CH2O, CH2S, or CH2SO2; R,R1 = H or Me). One or both amidino group(s) of the parent thionaphthene or benzofuran (X and XI, Z = bond) were addnl. converted e.g. into the 2-amino-6-methyl-4-pyrimidinylamino, N:NNHC6H4A-p, NHC-(:NH)NH2, or CH:NN:C(NH2)2 group. Only II (A in 5 position) and V retained the trypanocidal properties. 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. 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.Category: benzofurans

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

P27 protects neurons from ischemic damage by suppressing oxidative stress and increasing autophagy in the hippocampus was written by Kim, Woosuk;Kwon, Hyun Jung;Jung, Hyo Young;Hahn, Kyu Ri;Yoon, Yeo Sung;Hwang, In Koo;Choi, Soo Young;Kim, Dae Won. And the article was included in International Journal of Molecular Sciences in 2020.Recommanded Product: 76-54-0 This article mentions the following:

The P27Kip1 (p27), a well-known cell regulator, is involved in the regulation of cell death and survival. In the present study, we observed the effects of p27 against oxidative stress induced by H₂O₂in HT22 cells and transient ischemia in gerbils. Tat (trans-acting activator of transcription) peptide and p27 fusion proteins were prepared to facilitate delivery into cells and across the blood-brain barrier. The tat-p27 fusion protein, rather than its control protein Control-p27, was delivered intracellularly in a concentration and incubation time-dependent manner and showed its activity in HT22 cells. The localization of the delivered Tat-p27 protein was also confirmted in the HT22 cells and hippocampus in gerbils. In addition, the optimal concentration (5μ M) of Tat-p27 was determined to protect neurons from cell death induced by 1 mM H₂O₂. Treatment with 5μ M Tat-p27 significantly ameliorated H₂O₂-induced DNA fragmentation and the formation of reactive oxygen species (ROS) in HT22 cells. Tat-p27 significantly mitigated the increase in locomotor activity a day after ischemia and neuronal damage in the hippocampal CA1 region. It also reduced the ischemia-induced membrane phospholipids and ROS formation. In addition, Tat-p27 significantly increased microtubule-associated protein 1A/1B light chain 3A/3B expression and ameliorated the H₂O₂ or ischemia-induced increases of p62 and decreases of beclin-1 in the HT22 cells and hippocampus. These results suggest that Tat-p27 protects neurons from oxidative or ischemic damage by reducing ROS-induced damage and by facilitating the formation of autophagosomes in hippocampal cells. 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. 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.Recommanded Product: 76-54-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Determination of Angiotensin-(1-7) with HPLC/Fluorescence-Detection was written by Russ, Miriam;Hauser, Susanne;Wintersteiger, Reinhold;Greilberger, Joachim;Andrae, Michaela;Ortner, Astrid. And the article was included in Journal of Fluorescence in 2016.Application of 38183-12-9 This article mentions the following:

Angiotensin-(1-7) is an important active component in the renin-angiotensin-system. Due to its cardio protective effects it is now under investigation in combination with antioxidants as a reperfusion solution The combination showed impressive effects on isolated hearts of male Wistar rats after induced ischemia. In this work a high performance liquid chromatog. method with fluorescence detection was developed for the first time for in-process measurements as well as for stability tests of the peptide in the novel antioxidant-containing Karal solution For fluorescence detection of angiotensin-(1-7) fluorescamine as derivatization dye was applied. Under optimized conditions the method showed linearity over the range of 50 to 5000 ng/mL with R² of 0.9988 and an overall precision better than 5.0%. LOD and LOQ were determined to be in the femtomol range on column. It was found that stability of angiotensin-(1-7) could be significantly improved in the antioxidant containing preparation compared to aqueous solutions 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 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. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Application of 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Photoluminescence enhancement of organic dye by graphene quantum dots was written by Sagar, Vijay Kumar;Veluthandath, Aneesh V.;Bisht, Prem Ballabh. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2020.Computed Properties of C20H10Cl2O5 This article mentions the following:

The charge transfer (CT) interaction between the blue emitting graphene quantum dots (GQDs) and an organic dye (fluorescein 27, F27) has been first studied by steady-state and time-resolved spectroscopy as a function of the pH. F27 exists in the form of different inherent fluorescent species depending on the pH of the solvent. At pH 7, the CT interaction of GQDs with F27 results in a small red shift in the absorption and fluorescence spectra of the dye. The results indicate formation of a weak van der Waals (vdW) complex in the ground state. The photoluminescence decay rate of the GQDs is generally unaffected in the mixture indicating the absence of dynamic quenching. The fluorescence intensity of F27-GQD system shows a 3-fold increase. Numerical simulations reveal that apart from the CT interaction, hotspots in the nearfield of the GQDs contribute to the fluorescence enhancement. 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 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.Computed Properties of C20H10Cl2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Copper-catalyzed domino synthesis of quinazolin-4(3H)-ones from (hetero)arylmethyl halides, bromoacetate, and cinnamyl bromide was written by Wei, Haidong;Li, Tianbin;Zhou, Yue;Zhou, Lihong;Zeng, Qingle. And the article was included in Synthesis in 2013.Category: benzofurans This article mentions the following:

Alkyl halides, including heteroarylmethyl and arylmethyl halides, bromoacetate, and cinnamyl bromide, are readily prepared via halogenation from basic raw materials, even using green processes (no data). It is essential to replace their downstream products with them to prepare medicinally important heterocycles quinazolin-4(3H)-ones. Copper(I) bromide catalyzed domino reaction of alkyl halides and anthranilamides under air affords 2-substituted quinazolin-4(3H)-ones in good to excellent yields and with wide functional group tolerance. A mechanism for a copper(I) bromide involved organometal-catalyzed reaction via a four-step domino reaction is proposed. 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. 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

Synthesis of 1-benzofuran-2-carboxylates by reaction of 1-benzofuran with halomethanes and alcohols in the presence of iron compounds was written by Khusnutdinov, R. I.;Baiguzina, A. R.;Mukminov, R. R.. And the article was included in Russian Journal of Organic Chemistry in 2011.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

Alkyl 1-benzofuran-2-carboxylates were obtained in quant. yield by reaction of 1-benzofuran with halomethanes and alcs. in the presence of iron-containing catalysts both in the presence and in the absence of radical initiators. 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 antiviral, antimicrobial, antitumor, anti-inflammatory.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Rhenium and technetium complexes of thioamide derivatives of pyridylhydrazine that bind to amyloid-β plaques was written by Fletcher, Scott P.;Noor, Asif;Hickey, James L.;McLean, Catriona A.;White, Jonathan M.;Donnelly, Paul S.. And the article was included in JBIC, Journal of Biological Inorganic Chemistry in 2018.Computed Properties of C9H9BO4 This article mentions the following:

Abstract: Age-associated deposition of amyloid-β in cerebral blood vessels, a condition referred to as cerebral amyloid angiopathy, can contribute to stroke and dementia. This research aimed to design new radioactive technetium-99 m complexes that bind to amyloid-β plaques that have the potential to assist in diagnosis of cerebral amyloid angiopathy using single-photon-emitted computed tomog. (SPECT) imaging. Six new pyridylthiosemicarbazide ligands containing either benzofuran or styrylpyridyl functional groups that are known to selectively bind to amyloid plaques were prepared Non-radioactive isotopes of technetium are not available so rhenium was used as a surrogate for exploratory chem. The new ligands were used to prepare well-defined [Re-oxo]³⁺ complexes where two pyridylthiosemicarbazide ligands were coordinated to a single metal ion to give bivalent complexes with two amyloid-β targeting functional groups. The interaction of the [Re-oxo]³⁺ complexes with synthetic amyloid-β_1-42 and with amyloid plaques in human brain tissue was investigated. Two ligands were selected to develop methods to prepare their [^99mTc-oxo]³⁺ complexes at the tracer level. These technetium-99 m complexes are likely to be isostructural to their rhenium-oxo analogs. Graphical abstract: [Figure not available: see fulltext.]. In the experiment, the researchers used many compounds, for example, (5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7Computed Properties of C9H9BO4).

(5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7) 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.Computed Properties of C9H9BO4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Direct Synthesis of Ketones from Methyl Esters by Nickel-Catalyzed Suzuki-Miyaura Coupling was written by Zheng, Yan-Long;Xie, Pei-Pei;Daneshfar, Omid;Houk, Kendall N.;Hong, Xin;Newman, Stephen G.. And the article was included in Angewandte Chemie, International Edition in 2021.Name: Methyl benzofuran-2-carboxylate This article mentions the following:

The direct conversion of alkyl esters to ketones has been hindered by the sluggish reactivity of the starting materials and the susceptibility of the product towards subsequent nucleophilic attack. We have now achieved a cross-coupling approach to this transformation using nickel, a bulky N-heterocyclic carbene ligand, and alkyl organoboron coupling partners. 65 Alkyl ketones bearing diverse functional groups and heterocyclic scaffolds have been synthesized with this method. Catalyst-controlled chemoselectivity is observed for C(acyl)-O bond activation of multi-functional substrates bearing other bonds prone to cleavage by Ni, including aryl ether, aryl fluoride, and N-Ph amide functional groups. D. functional theory calculations provide mechanistic support for a Ni⁰/Ni^II catalytic cycle and demonstrate how stabilizing non-covalent interactions between the bulky catalyst and substrate are critical for the reaction’s success. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Name: Methyl benzofuran-2-carboxylate).

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

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Assaying Collagenase Activity by Specific Labeling of Freshly Generated N-Termini with Fluorescamine at Mildly Acidic pH was written by Santra, Mithun;Luthra-Guptasarma, Manni. And the article was included in International Journal of Peptide Research and Therapeutics in 2020.SDS of cas: 38183-12-9 This article mentions the following:

Collagenases are important enzymes frequently used for isolation of cells. Accurate estimation of collagenase activity is an important requirement. Available techniques for assaying collagenase activity are (i) ninhydrin-based assays, in which ninhydrin reacts with freshly generated N-termini resulting from collagenase action upon collagen, with a colorimetric read-out, (ii) synthetic substrate-based assays, in which collagenase action releases either a radioactive group or a fluorescent moiety. These methods are associated with some drawbacks. Here, we have standardized a simple, cost-effective method for assaying collagenase activity, using fluorescence readouts of N-terminal-specific fluorescamine adduction with peptides and proteins at pH 6.0. Collagenase-mediated degradation of gelatin and collagen was performed at pH 7.0. Following incubation, fluorescamine was added at pH 6.0. A standard plot based on the use of BSA (bovine serum albumin) was used for determination of the moles of freshly-generated N-termini detected, based on fluorescence owing to fluorescamine adduction to N-termini. The method was also tested with two other proteases (trypsin and cathepsin-K). Specific reaction of fluorescamine with α amino groups at pH 6.0 can be used for labeling of freshly generated N-termini in collagen subjected to degradation by a collagenase. The kinetic parameters determined by the fluorescamine assay are comparable to those determined previously. 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. 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 antioxidant, antitubercular, antiplasmodial, insecticidal.SDS of cas: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem