Heterocyclic Building Block-benzofuran

Synthesis, analgesic and anti-inflammatory activity of benzofuran pyrazole heterocycles was written by R, Kenchappa;Bodke, Yadav D.. And the article was included in Chemical Data Collections in 2020.Application of 38220-75-6 This article mentions the following:

The present work describes the synthesis of series of 3-(5-substituted-1-benzofuran-2-yl)-1-(4-substituted phenyl)-1H-pyrazole-4-carbaldehyde derivatives I (R = H, Br; R¹ = H, 4-CH₃, 4-F, 4-Cl, 4-NO₂) and (Z)-2-((3-(5-Substituted benzofuran-2-yl)-1-p-substituted-1H-pyrazol-4-yl)methylene)-2,3-dihydro-5,6-dimethoxyinden-1-one derivatives II. Among the synthesized compounds, I (R = H; R¹ = H), I (R = Br; R¹ = 4-Cl) and I (R = Br; R¹ = 4-NO₂) and II were performed for preliminary screening of their analgesic and anti-inflammatory activities at a single dose of 100 mg/kg in mice by acetic acid induced writhing test and carrageenan-induced rat paw edema model resp. Among the tested compounds, II (R = Br; R¹ = 4-Cl), II (R = H; R¹ = 4-NO₂) and II (R = Br; R¹ = 4-NO₂) were found to have higher analgesic activity with% of protection ranging from 50.49-60.53 and the compounds I (R = Br; R¹ = 4-Cl), I (R = Br; R¹ = 4-NO₂) and II (R = Br; R¹ = 4-Cl) exhibited promising anti-inflammatory activity with% of protection 66.62-72.23. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Application of 38220-75-6).

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. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Application of 38220-75-6

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Rapid analysis of sulfamethoxazole residue in milk based on fluorescence spectroscopy coupled with chemometrics was written by Zhang, Yan-ping;Feng, Shi-yun;Zhou, Peng;Liu, Xiao-ming. And the article was included in Shipin Gongye Keji in 2013.HPLC of Formula: 38183-12-9 This article mentions the following:

Antibiotic residues in animal tissues and products could bring risks to the health of consumers. The commonly employed methods for detecting antibiotic residues often involved time-consuming protocols, whereas the fluorescence method was characterized as rapid and sensitive. In this study, a method was developed for rapid screening of sulfamethoxazole residues in milk with fluorescence spectroscopy and the chemometrics tools. The established model was applied to 6 brands of com. milk including pasteurized and ultra heat-treated (UHT) milk (whole, skimmed, semi-skimmed, high calcium). The results showed a significant discrimination by partial least squares discriminant anal. (PLS-DA) between the neg. and pos. milk samples with a 3.12% of false neg. probability, which was below 5% required by the European Union. And quantification could be acquired by further anal. with partial least squares (PLS) with a recovery between 87.9%-131.6%. The correlation coefficient was 0.9992 in the linear range of 0-210 μg/kg, and the detection capability (CCβ) and detection limit (CCα) were 2.54 μg/L and 5.07 μg/L, resp. The average relative standard error of the prediction model was 3.24%. This method showed potential in rapid screening and anal. of sulfamethoxazole residues in milk. 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 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.HPLC of Formula: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Near-ultraviolet absorption spectra of some furan and benzofuran derivatives. Observations on relation with chemical properties was written by Andrisano, Renato. And the article was included in Ricerca sci. in 1960.Electric Literature of C10H8O3 This article mentions the following:

The relation between aromatic character and ultraviolet spectra of heterocyclic compounds is discussed. Comparison of the spectra of the hydrocarbons and their acetyl derivatives gave the order of aromaticity of benzene > thiophene > pyrrole > furan, selenophene ≥ thiophene, and α-furanyl > β-furanyl. The spectra of some derivatives of benzofuran (I) are recorded. 2-Methylbenzofuran has a spectrum very similar to that of I, but benzofuran-2-carboxylic acid and the Me ester are displaced to higher wave length, due to the increased conjugation. 2-, 4-, 5-, 6- and 7-Nitro substituents also increases the wave length, decreasing in that order. The shifts are similar in nitro-2,3-dimethylindoles. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Electric Literature of C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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.Electric Literature of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Simultaneous screening of homotaurine and taurine in marine macro-algae using liquid chromatography-fluorescence detection was written by Mehdinia, Ali;Rostami, Simindokht;Dadkhah, Sahar;Fumani, Neda Sheijooni. And the article was included in Journal of the Iranian Chemical Society in 2017.Reference of 38183-12-9 This article mentions the following:

Simultaneous anal. of homotaurine and its homologous, taurine, is a highly challenging issue, especially in matrixes they exist simultaneously. A simple precolumn derivatization procedure combined with high-performance liquid chromatog.-fluorescence detection was developed for simultaneous determination of homotaurine and taurine in marine macro-algae. The analytes were derivated with o-phthalaldehyde at an ambient temperature and alk. medium. Calibration curves were linear in the ranges of 50-2500μg L-1 for homotaurine and 100-2500μg L-1 for taurine with the coefficients of determination higher than 0.998. Limits of detection of homotaurine and taurine were 15 and 30μg L-1, resp. Intraday (n = 6) and inter-day (n = 4) precisions of the method were satisfactory with relative standard deviations less than 6.0%. Good recoveries (>94%) were acquired by the method for extraction of homotaurine and taurine from algae matrixes. Liquid chromatog.-mass spectrometry was also used to confirm detection of the analytes in algae samples. The data suggest that the method was successfully applied to simultaneous determination of homotaurine and taurine in algae samples. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Reference 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. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. 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.Reference of 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Multi-modal Binding of a ‘Self’ Peptide by HLA-B*27:04 and B*27:05 Allelic Variants, but not B*27:09 or B*27:06 Variants: Fresh Support for Some Theories Explaining Differential Disease Association was written by Rana, Manish Kumar;Luthra-Guptasarma, Manni. And the article was included in Protein Journal in 2016.COA of Formula: C17H10O4 This article mentions the following:

A self-derived-peptide with the same amino acid sequence (N-RRYLENGKETLQR-C) as residues 169-181 of the human leukocyte antigen (HLA) B27 heavy chain is known to bind to MHC Class I complexes containing the HLA-B27 heavy chain. This observation has been invoked previously in at least two different (but related) mol. explanations for the disease-association of the HLA-B27 allele. Here, we use a combination of fluorescence polarization, competitive inhibition and gel filtration chromatog. studies to show that a fluorescently-labeled peptide of the above sequence binds to two disease-associated subtypes of HLA-B27 (namely HLA-B*27:04 and HLA-B*27:05) but not to non-disease-associated subtypes (HLA-B*27:06 or HLA-B*27:09). This differential binding behavior is seen both in (a) peptide binding to complexes of heavy chain (HLA-B27) and light chain (β₂ microglobulin), and in (b) peptide binding to β₂ microglobulin-free heavy chains in the aggregated state. Such subtype-specific differences are not seen with two other control peptides known to bind to HLA-B27. Our results support the likelihood of differential peptide binding holding at least one of the keys to HLA-B27’s disease association In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9COA of Formula: C17H10O4).

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. 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.COA of Formula: C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Microwave-promoted Heck and Suzuki coupling reactions of new 3-(5-bromobenzofuranyl)pyrazole in aqueous media was written by Dawood, Kamal M.;Darweesh, Ahmed F.;Shaaban, Mohamed R.;Farag, Ahmad M.. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2018.Computed Properties of C10H7BrO2 This article mentions the following:

Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions of 3-(5-bromobenzofuran-2-yl)-1H-pyrazole with arylboronic acids and terminal olefins resp. were investigated using a benzothiazole-oxime palladium(II) complex, under both thermal and microwave-irradiation conditions in an open vessel using aqueous solvent. The benzothiazole-oxime-based Pd(II) complex was found to be an efficient and highly active pre-catalyst for the cross-coupling reactions, and for the preparation of new C-C cross-coupled compounds such as biaryls I [Ar = Ph, 4-MeC₆H₄, 3-thienyl, etc.] and alkenes II [R = CN, CO₂Et, CO₂Bu, Ph] of potential biol. interest which were difficult to obtain using other synthetic routes. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Computed Properties of C10H7BrO2).

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. 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 C10H7BrO2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis, characterization and biological activities of some new pyrimidines and isoxazoles bearing benzofuran moiety was written by Tirlapur, Vijay Kumar;Gandhi, Narasimha;Basawaraj, Raga;Rajendra Prasad, Y.. And the article was included in International Journal of ChemTech Research in 2010.COA of Formula: C10H7BrO2 This article mentions the following:

1-(5-Bromo-1-benzofuran-2-yl)-3-(substituted phenyl)-prop-2-en-1-one 2a-e were prepared by the reaction of 5-bromo-2-acetylbenzofuran 1 with different aromatic aldehydes in presence of alkali. Reaction of 2a-e with urea, thiourea and hydroxylamine hydrochloride to gave 4-(5-bromo-1-benzofuran-2-yl)-6-(substituted phenyl)-pyrimidine-2-ol 3a-e, 4-(5-bromo-1-benzofuran-2-yl)-6-(substituted phenyl)-pyrimidine-2-thiol 4a-e and 3-(5-bromo-1-benzofuran-2-yl)-5-(substituted phenyl)-4,5 dihydroisoxazole 5a-e resp. The characterization of all synthesized compounds was done by anal. and spectral studies. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6COA of Formula: C10H7BrO2).

1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6) 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 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.COA of Formula: C10H7BrO2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Scope and Mechanism of the Redox-Active 1,2-Benzoquinone Enabled Ruthenium-Catalyzed Deaminative α-Alkylation of Ketones with Amines was written by Kirinde Arachchige, Pandula T.;Handunneththige, Suhashini;Talipov, Marat R.;Kalutharage, Nishantha;Yi, Chae S.. And the article was included in ACS Catalysis in 2021.Safety of 1-(5-Bromobenzofuran-2-yl)ethanone This article mentions the following:

The catalytic system formed in situ from the reaction of a cationic Ru-H complex with 3,4,5,6-tetrachloro-1,2-benzoquinone was found to mediate a regioselective deaminative coupling reaction of ketones with amines to form the α-alkylated ketone products. Both benzylic and aliphatic primary amines were found to be suitable substrates for the coupling reaction with ketones in forming the α-alkylated ketone products. The coupling reaction of PhCOCD₃ with 4-methoxybenzylamine showed an extensive H/D exchange on both α-CH₂ (41% D) and β-CH₂ (21%) positions on the alkylation product. The Hammett plot obtained from the reaction of acetophenone with para-substituted benzylamines p-X-C₆H₄CH₂NH₂ (X = OMe, Me, H, F, Cl, CF₃) showed a strong promotional effect by the amine substrates with electron-releasing groups (ρ = -0.49 ± 0.1). The most significant carbon isotope effect was observed on the α-carbon of the alkylation product (C_α = 1.020) from the coupling reaction of acetophenone with 4-methoxybenzylamine. The kinetics of the alkylation reaction from an isolated imine substrate led to the empirical rate law: rate = k[Ru][imine]. A catalytically active Ru-catecholate complex was synthesized from the reaction of the cationic Ru-H complex with 3,5-di-tert-butyl-1,2-benzoquinone and PCy₃. The DFT computational study was performed on the alkylation reaction, which revealed a stepwise mechanism of the [1,3]-carbon migration step via the formation of a Ru(IV)-alkyl species with a moderate energy of activation (ΔG^‡ = 32-42 kcal/mol). A plausible mechanism of the catalytic alkylation reaction via an intramol. [1,3]-alkyl migration of an Ru-enamine intermediate has been compiled on the basis of these exptl. and computational data. 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 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 1-(5-Bromobenzofuran-2-yl)ethanone

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The convenient use of fluorescamine for spectrofluorimetric quantitation of pramipexole in pure form and pharmaceutical formulation; application to content uniformity testing was written by Derayea, Sayed M.;Ahmed, Amal B.;Omar, Mahmoud A.;Abdelwahab, Nada S.;Abdelrahman, Maha M.. And the article was included in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2020.Synthetic Route of C17H10O4 This article mentions the following:

Pramipexole is a selective dopamine receptor agonist which is used in the treatment of Parkinson’s disease and restless legs syndrome. The present work illustrates the development and validation of a sensitive and selective spectrofluorometric method for quantitation of pramipexole (PMP) through its interaction with fluorescamine at pH 7.5 using aqueous borate buffer to produce a highly fluorescent product. The fluorescent intensity of the formed product was measured at 480 nm after excitation at 391 nm. Exptl. factors that could influence the formation, stability and the fluorescence intensity of the formed product were investigated and optimized. The linearity of the proposed method was achieved in the concentration range of 0.05-2.0μg/mL. The quantitation and detection limits were 47 and 15 ng/mL, resp. The proposed method has been validated in respect to guidelines of ICH and pharmaceutical tablets of PMP were successfully analyzed. Moreover, the method was applied for studying the content uniformity test according to the guidelines of USP. 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. 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.Synthetic Route of C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

NIR-II-driven intracellular photocatalytic oxygen-generation on Z-Scheme iron sulfide/cobalt sulfide nanosheets for hypoxic tumor therapy was written by Wang, Limin;Kang, Keke;Hou, Huaying;Ma, Yajie;Yu, Kai;Qu, Fengyu;Lin, Huiming. And the article was included in Journal of Colloid and Interface Science in 2022.HPLC of Formula: 76-54-0 This article mentions the following:

Tumor hypoxia not only promotes the proliferation, invasion and metastasis of cancer cells but also seriously hinders photodynamic therapy (PDT). Here, second near-IR (NIR-II) photocatalytic O₂ generation is introduced to relieve hypoxia. FeS₂/CoS₂@PEG (FCs@PEG) nanosheets (∼80 nm) are prepared with Fe-Co layered double hydroxides (LDHs) as precursor. As-synthesized samples have great NIR-II harvest and photothermal conversion efficiency (50.5%, 1064 nm). In addition, photothermal effect can elevate the thermal energy of nanocomposite to supply extra energy and to excite FeS₂ (1.16 eV) and CoS₂ (1.37 eV) simultaneously by low-energy NIR-II (1064 nm, 1.16 eV) irradiation Band structure is further investigated to discover the Z-Scheme mechanism of FCs@PEG, whose photogenerated charges remains high redox potential to oxidize water forming O₂ and to capture O₂ producing reactive oxygen species (ROS), resp. In addition, FC₂@PEG enhances peroxidase and catalase activities attributing to the lower resistance for charge transfer in heterostructure. Besides, the nanocomposite also can be used as glutathione oxidase (GSHOD) to deplete GSH and break intracellular redox balance, facilitating oxidative stress. Most importantly, FC₂@PEG reveals excellent biodegradation and elimination via feces and urine within 14 D. FCs@PEG integrate magnetic resonance and photothermal imaging (MRI and PTI), O₂ in situ supply, and synergistic photothermal therapy (PTT)/PDT/chemotherapy (CDT) to arouse immune response for anticancer. 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: 76-54-0HPLC of Formula: 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 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.HPLC of Formula: 76-54-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem