Heterocyclic Building Block-benzofuran

An HPLC method for the determination of moxifloxacin in breast milk by fluorimetric detection with precolumn derivatization was written by Tekkeli, S. E. Kepekci;Gazioglu, I.;Kiziltas, M. V.. And the article was included in Acta Chromatographica in 2017.Name: 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione This article mentions the following:

A new, sensitive, and selective high-performance liquid chromatog. (HPLC) method with fluorimetric detection was developed for the determination of moxifloxacin (MOX) in human breast milk. MOX was precolumn derivatized with fluorescamine; the fluorescent derivative was separated on an RP C18 column using a mobile phase composed of acetonitrile-10 mM orthophosphoric acid by isocratic elution with flow rate of 0.5 mL min^-1. The method was based on the measurement of the derivative using fluorescence detection at 481 nm with excitation at 351 nm. The calibration curve was linear over the range of 1-40 μg mL^-1. Limit of detection (LOD) and limit of quantitation (LOQ) were found to be 0.3 and 1 μg mL^-1, resp. Intra-day and interday repeatabilities were less than 3.15%. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Name: 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. 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.Name: 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Chemical studies in relation to the biosynthesis of some natural benzofurans and related compounds. I was written by Nurunnabi, B. I.. And the article was included in Pakistan Journal of Scientific and Industrial Research in 1960.Recommanded Product: Methyl benzofuran-2-carboxylate This article mentions the following:

The formation of benzofurans by loss of an iso-Pr group from an isopropylfuran, formed by cyclization of an isopentenyl sidechain, was investigated. 6-Methoxycoumaran-3-one (I) (0.5 g.) in absolute EtOH was treated with NaBH₄ to give 6-methoxybenzofuran (II), b_1.5-2.0 67°, n¹⁸_D 1.5664 (picrate m. 64°; trinitrobenzoate m. 56°), and 3-(6-methoxy-2-benzofuranyl)-6-methoxybenzofuran (III), m. 144-5°. 6-Methoxy-2-isopropylidenecoumaran-3-one (IV) (1.5 g.) treated with NaBH₄ gave 2,2-bis(6-methoxycoumaran-3-onyl)propane (V), m. 203-4°, and II, b_0.8 80°. IV (100 mg.) in 10 ml. absolute EtOH was refluxed 40 min. under N with 50 mg. Na hyposulfite in 0.5 ml. 10% NaOH to give Me₂CO and V. IV (50 mg.) and 50 mg. I in absolute EtOH with 2 drops 10% NaOH gave V. o-Allylphenol (67 g.) in 79 g. C₅H₅N treated with excess BzCl gave the ester (VI), b_1.5 162°. V (11.9 g.) in 42.3 ml. HCO₂H was treated with 5.9 g. 30% H₂O₂ at 40°. After 2 hrs. the mixture was worked up to give an oily residue, which was hydrolyzed by refluxing 2 hrs. with aqueous methanolic NaOH to give 1-(o-hydroxyphenyl)propane-2,3-diol (VII), b_1.2 175°. Oxidation of VII with HIO₄ or Pb(OAc)₄ gave polymers. To 10 g. anhydrous Na₂SO₄, 20 ml. absolute EtOH and 2 ml. 1% OsO₄-Et₂O was added alternately 7.3N H₂O₂-Et₂O and 2.5M VI-Et₂O, after 1 day the HCHO removed with CO₂ gas, and the mixture worked up to give 1-(o-benzoyloxyphenyl)propane-2,3-diol (VIII), m. 82°. VIII (2 g.) in 100 ml. 70% EtOH was treated with 5.7 g. K periodate in 200 ml. N H₂SO₄ to give, after treatment of the product with semicarbazide-HCl, o-benzoyloxyphenylacetaldehyde semicarbazone, m. 184°. Attempted removal of the benzoyloxy group gave only resins. Benzyloxyallylbenzene (IX) (11.9 g.) was added to 7.6 g. perbenzoic acid in 140 ml. CHCl₃ to give after 4 days at 0° IX epoxide, b_1.5 173°, which was treated in EtOH with NaOH 5 days to give 60% 2-(hydroxymethyl)coumaran (X), b_1.0 108°; 3,5-dinitrobenzoate m. 114.5°. The benzoate of 2-hydroxy-4-methoxyallylbenzene was similarly prepared, b_1.1 173°, and converted to the epoxide (XI), b_0.75 196°. Alk. alc. hydrolysis of XI gave 2-hydroxymethyl-6-methoxycoumaran, b_1.5 138°; 3,5-dinitrobenzoate m. 140°. The epoxide (XII) of suberosin was prepared, m. 120-1°. XII (2 g.) and 1 g. red P were added to 150 ml. HBr (d. 1.5) and the mixture refluxed 1 hr. to give anhydronodakenetin (XIII), m. 136-7°. Coumarilic acid with MeOH and HCl gave Me coumarilate, m. 54-5°, reduced with LiAlH₄ in Et₂O to X. X was further reduced with Na in EtOH to 2-methylcoumarone, b_2.0 52°. Epoxidation of isopentenyl or allyl sidechains appeared to be an intermediate step in the biogenesis of benzofurans. Furans did not appear to arise from the oxidation of glycolic C₅ or C₃ sidechains. 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 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 antiviral, antimicrobial, antitumor, anti-inflammatory.Recommanded Product: Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Improving the in vitro ethoxyresorufin-O-deethylase (EROD) assay with RTL-W1 by metabolic normalization and use of β-naphthoflavone as the reference substance was written by Heinrich, Patrick;Diehl, Ulrike;Foerster, Franziska;Braunbeck, Thomas. And the article was included in Comparative Biochemistry and Physiology, Part C: Toxicology & Pharmacology in 2014.HPLC of Formula: 38183-12-9 This article mentions the following:

The ethoxyresorufin-O-deethylase (EROD) assay is a widely applied method for the evaluation of the dioxin-like activity of single substances and environmental samples. As for most enzyme assays, the specific activity is normally related to total protein contents, the determination of which has clear limitations in high-throughput assays. EROD induction potentials are usually expressed as 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) equivalent, a substance highly toxic to humans. In order to compensate for these shortcomings, two modifications of the EROD protocol are proposed: (1) EROD activity is normalized to the metabolic activity of the cells as determined by a modified thiazolyl blue tetrazolium (MTT) assay and expressed as metabolic cell equivalent (MCE) based on MTT data rather than to protein contents. Via MCE data, cytotoxicity information can always be reported in parallel to EROD data; with the protocol presented here, MTT and EROD data are collected simultaneously. (2) Among several reference substances tested (2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD), β-naphthoflavone and benzo[a]pyrene), β-naphthoflavone proved to be the most suitable reference for the routine in vitro EROD assay, although TCDD has generally been preferred for purely scientific reasons. 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. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. 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: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis of pyrimidines and pyrazoles from 3-acyl-5-halobenzofurans was written by Takagi, Kaname;Ueda, Takeo. And the article was included in Chemical & Pharmaceutical Bulletin in 1975.Application In Synthesis of 1-(5-Bromobenzofuran-2-yl)ethanone This article mentions the following:

Pyrimidines I (R = Cl, Br, R1 = Me, Ph, R2 = NH2, Me, NHCN) were prepared by treating the benzofurans II with R2C(:NH)NH2. III (X = S) were similarly obtained with thiourea. Hydrolysis of I (R = Cl, Br, R1 = Me, R2 = NHCN) gave III (X = O), whereas I (R = Cl, Br, R1 = Ph, R2 = NHCN) gave I (R2 = NHCONH2). Reaction of II with N2H4 gave the pyrazoles IV. II were prepared by treating 5,2-R(HO)C6H3CHO with ClCH2COMe, reducing the 2-acetyl-5-halobenzofurans, and the Friedel-Crafts acylation of the 2-ethyl-5-halobenzofurans. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Application In Synthesis of 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. 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.Application In Synthesis of 1-(5-Bromobenzofuran-2-yl)ethanone

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The First General and Selective Palladium(II)-Catalyzed Alkoxycarbonylation of Arylboronates: Interplay among Benzoquinone-Ligated Palladium(0) Complex, Organoboron, and Alcohol Solvent was written by Yamamoto, Yoshihiko. And the article was included in Advanced Synthesis & Catalysis in 2010.SDS of cas: 1646-27-1 This article mentions the following:

Methoxycarbonylation of aryl- and alkenylboron compounds was performed using the palladium(II) acetate/triphenylphosphine [Pd(OAc)₂/PPh₃] catalyst with p-benzoquinone as a stoichiometric oxidant in methanol at ambient temperature to obtain the corresponding Me esters in good yields. A wide variety of functional groups including various carbonyl functionalities, nitrile, nitro, sulfone, and unprotected pyrrole rings were tolerated in the methoxycarbonylation, while the use of higher alcs. except for tert-butanol afforded various p-chlorobenzoates in moderate to high yields. The catalytic alkoxycarbonylation proceeded without any acid or base additive, and an oxidative transmetalation step is proposed to explain the exceptional efficacy of this protocol. DFT and MP2 calculations support the proposed mechanism. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1SDS of cas: 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) 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 antiviral, antimicrobial, antitumor, anti-inflammatory.SDS of cas: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Technetium-99m Labeled Pyridyl Benzofuran Derivatives as Single Photon Emission Computed Tomography Imaging Probes for β-Amyloid Plaques in Alzheimer’s Brains was written by Cheng, Yan;Ono, Masahiro;Kimura, Hiroyuki;Ueda, Masashi;Saji, Hideo. And the article was included in Journal of Medicinal Chemistry in 2012.Category: benzofurans This article mentions the following:

Three novel ^99mTc-labeled pyridyl benzofuran derivatives were tested as potential probes for imaging β-amyloid plaques using single photon emission computed tomog. (SPECT). The ^99mTc and corresponding rhenium complexes were synthesized with bis(aminoethanethiol) (BAT) as a chelating ligand. All Re complexes showed affinity for Aβ(1-42) aggregates (K_i = 13.6-149.6 nM). Biodistribution experiments in normal mice revealed that the ^99mTc-labeled derivatives displayed sufficient uptake in the brain (1.41-1.80% ID/g at 2 min postinjection). Notably, [^99mTc]BAT-Bp-2 showed a good initial uptake (1.80% ID/g at 2 min) and a reasonable washout from the brain (0.79% ID/g at 60 min). Ex vivo autoradiog. with [^99mTc]BAT-Bp-2 revealed substantial labeling of β-amyloid plaques in sections of brain tissue from Tg2576 transgenic mice but not in the age-matched controls. [^99mTc]BAT-Bp-2 may be a potential SPECT probe for imaging β-amyloid plaques in Alzheimer’s brains. In the experiment, the researchers used many compounds, for example, (5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7Category: benzofurans).

(5-Methoxybenzofuran-2-yl)boronic acid (cas: 551001-79-7) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. 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

Oxidative cyclization of 3-oxopropanenitriles mediated manganese(III) acetate with 2-thienyl substituted alkenes was written by Yilmaz, Mehmet;Uzunalioglu, Nese;Yakut, Mehtap;Pekel, A. Tarik. And the article was included in Turkish Journal of Chemistry in 2008.Electric Literature of C10H8O3 This article mentions the following:

The oxidative cyclization of 3-oxopropanenitriles with alkenes containing 2-thienyl group by manganese(III) acetate was studied. Treatment of 3-oxopropanenitriles with 2-[(E)-2-phenylvinyl]thiophene gave 4-phenyl-5-(2-thienyl)-4,5-dihydrofuran-3-carbonitriles in moderate yields (52%-60%). 5-(2-Thienyl) substituted 4,5-dihydrofuran-3-carbonitriles were obtained by the oxidative cyclization of these 3-oxopropanenitriles with 2-[(E)-1-methyl-2-phenylvinyl]thiophene in good yields (54%-68%). In addition, the reactions of 2-(1-phenylvinyl)thiophene with various 3-oxopropanenitriles produced 4,5-dihydrofurans containing heterocycle in 77%-91% yields. 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. 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.Electric Literature of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Microstructural Aspects of Particle-Assisted Breath Figures in Polystyrene-Alumina Hybrid Free Standing Film was written by Vijaya, Lakshmi;Rajan, Ramya;Raju, Annu;Rajan, Thazhavilai Ponnu Devaraj;Pavithran, Chorappan. And the article was included in Journal of Physical Chemistry C in 2017.Recommanded Product: 38183-12-9 This article mentions the following:

Polystyrene-alumina hybrid free standing films with amino-functionalized breath figure (BF) cavities were fabricated from a suspension of the amino-functionalized amphiphilic-modified alumina particles in polystyrene/chloroform solution by employing a one-step casting process. The role of the film thickness and the particle concentration on the BF microstructural aspects such as the pore size, pore d., amino group surface d., etc. was reported. The dry film thickness increased from 0.91 to 5.6 μm on increasing the wet film thickness from 0.2 to 1 mm. The pore size increased with the film thickness, while the pore d. and the porosity decreased. Relatively uniform pore size was observed for an ∼3 μm thick film in which the moderately ordered BF pattern was more or less maintained up to a particle concentration of 5 wt % of the polystyrene content. While the 0.91 μm thick film exhibited through-pore structure, concavities were formed in thicker films. The particle-assisted BF formation favored the formation of amino-functionalized cavities. The surface d. of the amino functionality reduced on increasing the film thickness, whereas the d. increased with the particle concentration The implications were discussed. 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. 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. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Recommanded Product: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Surface functionalization of silica nanoparticles to enhance aging resistance of asphalt binder was written by Karnati, Sidharth Reddy;Oldham, Daniel;Fini, Elham H.;Zhang, Lifeng. And the article was included in Construction and Building Materials in 2019.HPLC of Formula: 38183-12-9 This article mentions the following:

Oxidation aging of asphalt pavement is among most prevalent factors causing pavement distresses. Introduction of silica nanoparticles (SNPs) has been found promising to reduce oxidation aging of asphalt binder. However, the effectiveness of SNPs is limited by their poor dispersion caused mainly by SNP agglomeration requiring significant mech. energy in processing to ensure dispersion. This paper examined merits of surface functionalization of SNPs with (3-aminopropyl) triethoxysilane (APTES) to improve its dispersion in asphalt binder using conventional processing techniques at relatively high loading of SNPs with low mech. energy input. The morphol., size, amount of amine functional groups of APTES surface-modified SNPs (APTES-SNPs) were characterized and optimized by scanning electron microscope (SEM), dynamic light scattering (DLS), Fourier-transform IR spectroscopy (FTIR) and fluorescence measurement. The comparison between the surface-modified and pristine SNPs on the anti-aging and rheol. properties of asphalt binder was conducted. The asphalt binders which contained APTES-SNPs demonstrated much better resistance to oxidative aging as evidenced by enhanced rheol. properties compared to those containing pristine SNPs. The findings from this research provides insights as to the effect of APTES-SNPs on aging resistance of asphalt binder. 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 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.HPLC of Formula: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Ultraviolet spectra of some nitrobenzofurans and some nitrocumarilic acids was written by Andrisano, Renato;Duro, Francesco;Pappalardo, Giovanni. And the article was included in Gazzetta Chimica Italiana in 1956.Name: Methyl benzofuran-2-carboxylate This article mentions the following:

Spectra of benzofuran derivatives (wave length of maxima in A. and ε values in parentheses): 2-NO₂, 2240 (4.31), 2965 (4.02), 3350 (3.92); 4-NO₂ (I), m. 99-100°, 2160 (3.60), 3240 (3.97); 5-NO₂, 2380 (4.43), 2820 (3.83); 6-NO₂, 2235 (4.08), 3055 (4.03); 7-NO₂, 2200 (4.11); 2980 (3.87). Derivatives of coumarilic acid: 4-NO₂ (II), m. 243-4°, 2400 (4.18), 3085 (3.87), 3400 (3.89); 5-NO₂, 2250 (4.57), 2990 (barely perceptible shoulder (III)) (3.84); 6-NO₂, 2140 (4.21), 2270 (4.13), 3130 (4.17); 7-NO₂, 2520 (4.47), 2910 (III) (3.84). Me cumarilate (IV): 2180 (3.94); 2730 (4.28); derivatives of (IV): 4-NO₂, m. 162-3°, 2420 (4.13), 3080 (4.02), 3240 (4.01); 5-NO₂, m. 164-5°, 2560 (4.54), 2950 (III) (3.70); 6-NO₂, m. 147-8°, 2140 (4.15), 2260 (4.10), 2990 (4.25); 7-NO₂, m. 164-5°, 2250 (4.51), 2950 (III) (3.69). II is prepared in 42% yield by adding 0.2 mole salicylaldehyde in 100 ml. MeCOEt to 0.26 mole BrCH(CO₂Et)₂ and 0.3 mole K₂CO₃, refluxing 5 hrs., evaporating most solvent, dissolving the residue in H₂O, acidifying with H₂SO₄, extracting with Et₂O, evaporating the solvent, refluxing the residue 1 hr. with 10% alc. KOH, evaporating the alc., dissolving the residue in H₂O, acidifying with H₂SO₄, dissolving the precipitate in dilute NH₃, filtering, and acidifying the filtrate. I is prepared in 85% yield by refluxing 0.1 mole II in 100 ml. quinoline 1.5 hr. with 1.5 g. powd. Cu, diluting with Et₂O, filtering, washing with 2N HCl and H₂O, evaporating the solvent, and crystallizing the residue or subliming it in vacuo. IV and derivatives are prepared in 89-95% yield by dissolving the acids in MeOH, saturating the solution with HCl in the cold, refluxing 0.5 hr., adding to H₂O, extracting with Et₂O, and evaporating the solvent. 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 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 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