Heterocyclic Building Block-benzofuran

Design, synthesis and biological evaluation of benzofuran appended benzothiazepine derivatives as inhibitors of butyrylcholinesterase and antimicrobial agents was written by Mostofi, Manizheh;Mohammadi Ziarani, Ghodsi;Lashgari, Negar. And the article was included in Bioorganic & Medicinal Chemistry in 2018.Reference of 38220-75-6 This article mentions the following:

A series of benzofuran appended 1,5-benzothiazepine compounds I (R¹ = H, 5-Br, 5-NO₂, 7-OMe; R² = 4-OH, 1-naphthyl, 3-indolyl, etc.) was designed, synthesized and evaluated as cholinesterase inhibitors. The biol. assay experiments showed that most of the compounds displayed a clearly selective inhibition for butyrylcholinesterase (BChE), while a weak or no effect towards acetylcholinesterase (AChE) was detected. All analogs exhibited varied BChE inhibitory activity with IC₅₀ value ranging between 1.0 +/- 0.01 and 72 +/- 2.8 μM when compared with the standard donepezil (IC₅₀, 2.63 +/- 0.28 μM). Among the synthesized derivatives, compounds I (R¹ = 5-Br; R² = 2-MeO, 3-MeO, 4-MeO) exhibited the highest BChE inhibition with IC₅₀ values of 1.0, 1.0 and 1.8 μM, resp. The results from a Lineweaver-Burk plot indicated a mixed-type inhibition for compound I (R¹ = 5-Br; R² = 3-MeO) with BChE. In addition, docking studies confirmed the results obtained through in vitro experiments and showed that most potent compounds bind to both the catalytic anionic site (CAS) and peripheral anionic site (PAS) of BChE active site. The synthesized compounds were also evaluated for their in vitro antibacterial and antifungal activities. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed high activity against both gram pos. and gram neg. bacteria and fungi. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Reference of 38220-75-6).

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 have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Reference of 38220-75-6

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Computational Predictions of Glass-Forming Ability and Crystallization Tendency of Drug Molecules was written by Alhalaweh, Amjad;Alzghoul, Ahmad;Kaialy, Waseem;Mahlin, Denny;Bergstroem, Christel A. S.. And the article was included in Molecular Pharmaceutics in 2014.Recommanded Product: 38183-12-9 This article mentions the following:

Amorphization is an attractive formulation technique for drugs suffering from poor aqueous solubility as a result of their high lattice energy. Computational models that can predict the material properties associated with amorphization, such as glass-forming ability (GFA) and crystallization behavior in the dry state, would be a time-saving, cost-effective, and material-sparing approach compared to traditional exptl. procedures. This article presents predictive models of these properties developed using support vector machine (SVM) algorithm. The GFA and crystallization tendency were investigated by melt-quenching 131 drug mols. in situ using differential scanning calorimetry. The SVM algorithm was used to develop computational models based on calculated mol. descriptors. The analyses confirmed the previously suggested cutoff mol. weight (MW) of 300 for glass-formers, and also clarified the extent to which MW can be used to predict the GFA of compounds with MW < 300. The topol. equivalent of Grav3_3D, which is related to mol. size and shape, was a better descriptor than MW for GFA; it was able to accurately predict 86% of the data set regardless of MW. The potential for crystallization was predicted using mol. descriptors reflecting Hückel pi at. charges and the number of hydrogen bond acceptors. The models developed could be used in the early drug development stage to indicate whether amorphization would be a suitable formulation strategy for improving the dissolution and/or apparent solubility of poorly soluble compounds 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

Studies on benzofurans. Part IV: Synthesis of some 2-substituted and 2,3-disubstituted 3,4-dihydro-4-oxobenzofuro[3,2-d]pyrimidines was written by Mahajan, S. B.;Agasimundin, Y. S.. And the article was included in Journal of the Indian Chemical Society in 1977.Related Products of 54802-10-7 This article mentions the following:

The acylaminofurancarboxylic acids I (R = Me, Et, Ph, PhCH₂) were cyclized to give the benzofurooxazines II, which were treated with amines to give the benzofuropyrimidines III (R = Me, Et, PhCH₂, R¹ = H; R = Me, R¹ = Ph, substituted Ph, 2-naphthyl). 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. 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 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

N,B-Bidentate Boryl Ligand-Supported Iridium Catalyst for Efficient Functional-Group-Directed C-H Borylation was written by Wang, Guanghui;Liu, Li;Wang, Hong;Ding, You-Song;Zhou, Jing;Mao, Shuai;Li, Pengfei. And the article was included in Journal of the American Chemical Society in 2017.COA of Formula: C10H8O3 This article mentions the following:

Convenient silylborane precursors for introducing N,B-bidentate boryl ligands onto transition metals were designed, prepared, and employed in ready formation of iridium(III) complexes via Si-B oxidative addition A practical, efficient catalytic ortho-borylation reaction of arenes with a broad range of directing groups was developed using an in situ generated catalyst from the silylborane preligand 3c and [IrCl(COD)]₂. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1COA of Formula: C10H8O3).

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.COA of Formula: C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Coffee-Derived Phenolic Compounds Activate Nrf2 Antioxidant Pathway in I/R Injury In Vitro Model: A Nutritional Approach Preventing Age Related-Damages was written by Lonati, Elena;Carrozzini, Tatiana;Bruni, Ilaria;Mena, Pedro;Botto, Laura;Cazzaniga, Emanuela;Del Rio, Daniele;Labra, Massimo;Palestini, Paola;Bulbarelli, Alessandra. And the article was included in Molecules in 2022.Safety of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one This article mentions the following:

Age-related injuries are often connected to alterations in redox homeostasis. The imbalance between free radical oxygen species and endogenous antioxidants defenses could be associated with a growing risk of transient ischemic attack and stroke. In this context, a daily supply of dietary antioxidants could counteract oxidative stress occurring during ischemia/reperfusion injury (I/R), preventing brain damage. Here we investigated the potential antioxidant properties of coffee-derived circulating metabolites and a coffee pulp phytoext., testing their efficacy as ROS scavengers in an in vitro model of ischemia. Indeed, the coffee fruit is an important source of phenolic compounds, such as chlorogenic acids, present both in the brewed seed and in the discarded pulp. Therefore, rat brain endothelial cells, subjected to oxygen and glucose deprivation (OGD) and recovery (ogR) to mimic reperfusion, were pretreated or not with coffee byproducts. The results indicate that, under OGD/ogR, the ROS accumulation was reduced by coffee byproduct. Addnl., the coffee extract activated the Nrf2 antioxidant pathway via Erk and Akt kinases phosphorylation, as shown by increased Nrf2 and HO-1 protein levels. The data indicate that the daily intake of coffee byproducts as a dietary food supplement represents a potential nutritional strategy to counteract aging. 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: 76-54-0Safety 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. 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.Safety of 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

One-step synthesis of amine-coated ultra-small mesoporous silica nanoparticles was written by Cui, Mingyue;Wiraja, Christian;Qi, Lim Wei;Ting, Sharon Chew Wan;Jana, Deblin;Zheng, Mengjia;Hu, Xiao;Xu, Chenjie. And the article was included in Nano Research in 2020.Formula: C17H10O4 This article mentions the following:

Silica nanoparticles have been studied extensively in biomedical field due to their high biocompatibility, controllable morphol. and so on. They can be used both as the drug carrier and imaging vehicle. Here, an aminated ultra-small silica nanoparticle based system is developed with various functionalities. Multiple mols. including fluorophore, folic acid, and antibody are coupled to this system to achieve specific applications such as bacterial/cell labeling and recognition. [graphic not available: see fulltext]. 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. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Formula: C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Nitration of natural products of furanic and benzofuranic rings was written by Jimenez-Estrada, M.;Ayala R., Jaime;Saad, Isabel;Reyes-Chilpa, Ricardo;Navarro O., Arturo. And the article was included in Revista Latinoamericana de Quimica in 1999.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

Nitration of cacalol acetate (I; R¹ = H), benzofuran derivative II (R² = R³ = R⁴ = H) and the tribromo derivative III (R⁵ = Br) of praecoxilina A with N₂O₄ in MeCN or CH₂Cl₂ gave nitro compounds I (R¹ = NO₂), II [R² = R⁴ = H, R³ = NO₂ (6.87%); R² = NO₂, R³ = R⁴ = H (2.75%); R² = R³ = H, R⁴ = NO₂ (1.37%)] and III (R⁵ = NO₂), resp. 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 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.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

In-capillary derivatization with fluorescamine for the rapid determination of adamantane drugs by capillary electrophoresis with UV detection was written by Prapatpong, Pornpan;Nuchtavorn, Nantana;Macka, Mirek;Suntornsuk, Leena. And the article was included in Journal of Separation Science in 2018.Synthetic Route of C17H10O4 This article mentions the following:

In-capillary derivatization using fluorescamine as the labeling reagent was proposed to enhance the detectability of adamantine drugs (memantine, amantadine, rimantadine) by spectrophotometric detection. Fluorescamine and the drugs were delivered to the capillary electrophoresis instrument at a ratio of 10:1 by zone injection. The derivatization reaction occurred following the application of voltage (20 kV). The derivatized products, hydrolyzed- fluorescamine and excess fluorescamine were separated in 7 min using 100 mM borate buffer (pH 10.0) containing 0.1% w/v of Brij-35 and 20% volume/volume of acetonitrile. Validation data showed good linearity (r² > 0.98), precision (%RSDs < 3.4), and accuracy (recoveries ranging from 98.0 to 102.0%). The detection and quantitation limits were in the range of 6.0-8.5 and 18-25 μM, resp. The validation data were comparable to reported methods, however, the current method offers better precision with enhanced sensitivity (up to six times). Applications of the method show percent labeled amounts found in the studied samples within 100.6-109.3%, which complied with the USP limit (90.0-110.0%). The method was simple, rapid and automated, and requires no extra instrumentation or skillful operators. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Synthetic Route of C17H10O4).

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. 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.Synthetic Route of C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Copper-Catalyzed C2 and C3 Phosphonation of Benzofuran and Benzothiophene with Trialkyl Phosphites was written by Wang, Yufeng;Yang, Yajie;Jie, Kun;Huang, Ling;Guo, Shengmei;Cai, Hu. And the article was included in ChemCatChem in 2018.HPLC of Formula: 1646-27-1 This article mentions the following:

A strategy for the selective phosphonation of benzofuran and benzothiophene with trialkyl phosphites was developed. In these reactions, the C-H phosphonation of benzofurans or benzothiophenes at the C2 or C3 position with trialkyl phosphites was successfully achieved without directing groups by using a copper catalyst. Addnl., the C5 phosphonation of furan was successful under the same conditions. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1HPLC of Formula: 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. 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.HPLC of Formula: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

A protective layer approach to solvatochromic sensors was written by Lee, Jung;Chang, Hyun Taek;An, Hyosung;Ahn, Sora;Shim, Jina;Kim, Jong-Man. And the article was included in Nature Communications in 2013.Safety of 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione This article mentions the following:

As they have been designed to undergo colorimetric changes that are dependent on the polarity of solvents, the majority of conventional solvatochromic mol. based sensor systems inevitably display broad overlaps in their absorption and emission bands. As a result, colorimetric differentiation of solvents of similar polarity has been extremely difficult. Here we present a tailor-made colorimetric and fluorescence turn-on type solvatochromic sensor that enables facile identification of a specific solvent. The sensor system displays a colorimetric transition only when a thin protective layer, which protects the solvatochromic materials, is destroyed or disrupted by a specific solvent. The versatility of the strategy is demonstrated by designing a sensor that differentiates chloroform and dichloromethane colorimetrically and one that performs sequence selective colorimetric sensing. In addition, the approach is employed to construct a solvatochromic mol. AND logic gate. The new strategy could open new avenues for the development of novel solvatochromic sensors. 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 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.Safety of 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem