Month: February 2023

Direct Alkoxycarbonylation of Heteroarenes via Cu-Mediated Trichloromethylation and In Situ Alcoholysis was written by Luo, Wenkun;Jiang, Kai;Li, Yingwei;Jiang, Huanfeng;Yin, Biaolin. And the article was included in Organic Letters in 2020.SDS of cas: 1646-27-1 This article mentions the following:

An efficient approach for direct alkoxycarbonylation of furans I (R¹ = iso-Pr, cyclopentyl, benzyl, etc.) as well as other heteroarenes, e.g., thiazole via a one-step copper-mediated reaction of three components (i.e., heteroarene, alc., and CHCl₃) was reported. The copper additive was confirmed to simultaneously promote the reaction in three pathways: oxidant cracking, single electron transfer, and alcoholysis. By means of this protocol, various functionalized furancarboxylates II (R² = Me, cyclopentyl, etc) and other heteroarenecarboxylates, e.g., Me benzo[d]thiazole-2-carboxylate were facilely obtained in moderate to good yields. 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. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.SDS of cas: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Syntheses of biscationic, trypanocidal 1-benzofuran compounds was written by Dann, Otto;Char, Helmut;Griessmeier, Helmut. And the article was included in Liebigs Annalen der Chemie in 1982.Synthetic Route of C10H7BrO2 This article mentions the following:

Benzofurans I [R = CN, H₂N, C(:NH)NH₂ (Am), 2-imidazolidinyl, NHC(:NH)NH₂, NHCH:NMe₂, R¹ = NH₂, NHC(:NH)NH₂, NHCH:NMe₂, Br, CN, Am, 2-imidazolidinyl] were prepared by substitution of 2,5-(OH)RC₆H₃CHO with 4-R¹C₆H₄CH₂X (X = Cl, Br) followed by intramol. cyclocondensation. Addnl. obtained were II (R² = CO₂H, Ac, CO₂Et, CO₂Me, CHO, CH₂OH, CH₂Br, CH₂CN, CH₂CO₂H, R³ = Br, CN), II (R² = CONHC₆H₄R¹-4), and III [R = CN, Am, C(OEt):NH, X = NNHAm, NNHCSNH₂, NNHC₆H₄CN-4, NNHC₆H₄Am-4, O] and a number of alkenylene and alkylene bis(benzofurans). Arylated formamidine derivatives were prepared by reacting amine hydrochlorides with DMF in the presence of cyanamide. Selected derivatives had trypanosomicidal activity. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Synthetic Route of C10H7BrO2).

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. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Synthetic Route of C10H7BrO2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis and antimicrobial activity of fused isatin and diazepine derivatives derived from 2-acetyl benzofuran was written by Kenchappa, R.;Bodke, Y. D.;Telkar, S.;Nagaraja, O.. And the article was included in Russian Journal of General Chemistry in 2017.Formula: C10H7BrO2 This article mentions the following:

Acetyl benzofurans reacted with isatins in the presence of pyridine to give corresponding 3-[2-(1-benzofuran-2-yl)-2-oxoethyl]-3-hydroxy-1,3-dihydro-2H-indol-2-one derivatives I [R = H, Br; R¹ = H, Cl, MeO, etc.]. Dehydration of the latter in acidic media led to the corresponding α,β-unsaturated ketones II. The structures of newly synthesized compounds I and II were established on the basis of anal. and spectral data. The synthesized benzofuranyl(phenyl)dihydrospiro[1,4-diazepine]indolones III were screened for their antibacterial and antifungal activities. Compounds III [R = R¹ = Br; R = Br, R¹ = Cl; R = Br, R¹ = O₂N] displayed excellent antimicrobial activity. The synthesized compounds III were studied for docking on the enzyme glucosamine-6-phosphate synthase. In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Formula: C10H7BrO2).

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

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

A convenient, bio-inspired approach to the synthesis of multi-functional, stable fluorescent silica nanoparticles using poly(ethylene-imine) was written by Bauer, Christina A.;Chi, Gregory;Likens, Olivia Q.;Brown, Sandra M.. And the article was included in Nanoscale in 2017.Synthetic Route of C17H10O4 This article mentions the following:

Branched poly(ethylene-imine) can be tagged with luminescent dyes (e.g., fluorescein isothiocyanate and tetramethylrhodamine isothiocyanate) and used to precipitate spherical silica particles from 10s-to-100s of nm diameter size under mild conditions. These dye-PEI/SiO₂ nanoparticles are highly compatible with polar solvents to give bright fluorescent suspensions, and detailed photophys. characterization reveals well-separated dye moieties with an approx. homogeneous dispersion of dye-PEI conjugate throughout the SiO₂ matrix. Reaction of PEI amine groups incorporated at the particle surface affords a simple method for post-synthesis functionalization of these materials, and the formation of FITC/Eosin-Y fluorescence resonance energy transfer pair-tagged particles and SiO₂@Au core-shell nanocomposites using this strategy is demonstrated. This bio-inspired approach to multi-functional SiO₂ nanoparticles provides a range of potential advantages over traditional “inorganic” syntheses of similar materials, as it proceeds through a scalable, single-step reaction using inexpensive reagents, enables efficient incorporation of luminescent species into the resulting particles with very limited dye aggregation, and provides nanoparticles that do not require post-synthesis modification for further conjugation with species of interest. The method offers a simple means to generate complex nanocomposites, whereby a host of desired species can be incorporated both inside and on the surface of biocompatible SiO₂ nanoparticles. 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. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. 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

Structure, antioxidant property and protection on PC12 of a polysaccharide isolated and screened from Abelmoschus esculentus L.Moench (okra) was written by Pan, Li-Chao;Sun, Yang-Yang;Zhang, Xiao-Ling;Zhu, Zhen-Yuan;Liu, Chun-Yu;Sun, Hui-Qing;Geng, Xue-Qing;Jiang, Wei;Wang, Jia-He. And the article was included in Natural Product Research in 2022.HPLC of Formula: 76-54-0 This article mentions the following:

AeP-P-2, a pectic polysaccharide, was extracted from the fruit pod of okra. It composed of rhamnose (Rha), arabinose (Ara), glucose (Glc), galactose (Gal) and galacturonic acid (GalA) with the ratio of 4.75:2.01:1.00:4.91:7.24. The main structural feature of AeP-P-2 are 1,4-linked galacturonan units (homogalacturonan backbone) and (1 → 2) and (1 → 2,4) linked Rha (rhamnogalacturonan I region). And the other side chains contained →1-linked Ara, (1 → 5)-linked Ara, (1 → 4)-linked Glc, (1 → 6)-linked Gal, (1 → 4)-linked Rha, (1 → 2,4)-linked Rha, →1-linked Ara and →1-linked Gal. When the concentration of AeP-P-2 was 3.2 mg/mL, the scavenging rates on DPPH·, ABTS, O2-· and ·OH reached to 61.88%, 87.10%, 52.17% and 60.32%, resp. AeP-P-2 also could protect PC12 cells from the damage of H2O2 and reduce apoptosis caused by oxidative damage by decreasing the level of ROS. The findings indicated that okra was a functional vegetable and AeP-P-2 was worth studying and developing into antioxidant component. 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. 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 antioxidant, antitubercular, antiplasmodial, insecticidal.HPLC of Formula: 76-54-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Design, synthesis and antiproliferative activity against human cancer cell lines of novel benzo-, benzofuro-, azolo- and thieno-1,3-thiazinone resorcinol hybrids was written by Matysiak, Joanna;Karpinska, Monika M.;Skrzypek, Alicja;Wietrzyk, Joanna;Klopotowska, Dagmara;Niewiadomy, Andrzej;Paw, Beata;Juszczak, Malgorzata;Rzeski, Wojciech. And the article was included in Arabian Journal of Chemistry in 2019.Product Details of 54802-10-7 This article mentions the following:

The design and synthesis of novel derivatives of the 4H-3,1-benzothiazinone type and heterocyclic analogs, i.e. benzofuro-, azolo- and thieno-1,3-thiazin-4-ones possessing 2,4-dihydroxyphenyl substituent is reported. The compounds were obtained by the one-step reaction of aminobenzamides or heterocyclic aminocarboxamides with aryl-modified sulfinylbis[(2,4-dihydroxyphenyl)methanethione]. Evaluation of their antiproliferative potency against human cancer cell lines showed that the activity of some analogs was similar to that of cisplatin. The highest activity and low toxicity were found for 6-tert-butyl-2-(5-chloro-2,4-dihydroxyphenyl)-4H-thieno[3,2-d][1,3]thiazin-4-one. The structure-activity elucidation reveals that the most active compounds are those with a thienothiazin-4-one and benzofuro[3,2-d][1,3]thiazin-4-one skeleton and the presence of the hydrophobic substituent (Et, Cl) in the benzenediol moiety increases their antiproliferative potency. The ADMET properties of selected compounds including metabolic stability and toxicity profile were estimated in silico. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Product Details of 54802-10-7).

3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) 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. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Product Details of 54802-10-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Distinct Morphological Transitions of Photoreactive and Thermoresponsive Vesicles for Controlled Release and Nanoreactors was written by Yao, Chenzhi;Wang, Xiaorui;Liu, Guhuan;Hu, Jinming;Liu, Shiyong. And the article was included in Macromolecules (Washington, DC, United States) in 2016.Electric Literature of C17H10O4 This article mentions the following:

The construction of intelligent vesicular nanocarriers and nanoreactors has received increasing interests due to their potential in mimicking natural counterparts such as cells and organelles. Herein, we report thermoresponsive and photoreactive vesicles could be fabricated from amphiphilic block copolymers (BCPs), poly(N-isopropylacrylamide)-b-poly(2-((((2-nitrobenzyl)oxy)carbonyl)amino)ethyl acrylate) (PNIPAM-b-PNBOCA), which were synthesized via consecutive reversible addition-fragmentation chain transfer (RAFT) polymerizations The resulting BCPs self-assembled into vesicles when temperatures were lower than the lower critical solution temperature (LCST) of PNIPAM blocks (defined as LCST₀). However, the resulting vesicles irreversibly formed collapsed vesicles upon temperature rise (T > LCST₀), and a further temperature increase (T > T_agg,0) led to the formation of irregular aggregates of collapsed vesicles. On the other hand, upon UV irradiation, the initially hydrophobic PNBOCA bilayers underwent aminolysis-induced crosslinking and hydrophobic-to-hydrophilic transition, resulting in elevated LCST (defined as LCST_uv). Although the thermo-induced collapse of PNIPAM coronas (T > LCST_uv) and the formation of aggregates of cross-linked vesicles (T > T_agg,uv) were observed, the initially vesicular morphol. could be restored when cooling to lower than LCST_uv, as opposed to irreversible morphol. transition without UV irradiation The vesicular assemblies were engineered as nanocarriers for both hydrophilic (doxorubicin hydrochloride, DOX) and hydrophobic (Nile red, NR) payloads. The corelease profiles could be delicately regulated by both temperature variations and UV irradiation Interestingly, DOX release could be also regulated by thermo-induced vesicle collapse without recourse to UV irradiation or by near-IR (NIR) irradiation-induced vesicle collapse in the presence of photothermal agents coloaded within vesicular interiors as a result of the relatively low glass transition temperature of PNBOCA blocks. Moreover, nanoreactors were constructed by loading glucose oxidase (GO_x) into the aqueous interiors of the vesicles, allowing for activating fluorogenic reactions by UV irradiation and temperature change. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Electric Literature 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. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Electric Literature of C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Direct Production of Microstructured Surfaces for Planar Chromatography Using 3D Printing was written by Macdonald, Niall P.;Currivan, Sinead A.;Tedone, Laura;Paull, Brett. And the article was included in Analytical Chemistry (Washington, DC, United States) in 2017.Reference of 38183-12-9 This article mentions the following:

Through optimization of the printing process and orientation, a suitably developed surface area was realized upon a 3-dimensional printed polymer substrate to facilitate chromatog. separations in a planar configuration. Using an Objet Eden 260VS 3-dimensional printer, polymer thin layer chromatog. platforms were directly fabricated without any addnl. surface functionalization and successfully applied to the separation of various dye and protein mixtures The print material was characterized using gas chromatog. coupled to mass spectrometry and spectroscopic techniques such as IR and Raman. Preliminary studies included the separation of colored dyes, whereby the separation performance could be visualized optically. Subsequent separations were achieved using fluorescent dyes and fluorescently tagged proteins. The separation of proteins was affected by differences in the isoelec. point (pI) and the ion exchange properties of the printed substrate. The simple chromatog. separations are the 1st achieved using an unmodified 3-dimensional printed stationary phase. 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 derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Reference of 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Hemistepsin a induces apoptosis of hepatocellular carcinoma cells by downregulating STAT3 was written by Cho, Il Je;Kim, Jae Kwang;Kim, Eun Ok;Park, Sang Mi;Kim, Sang Chan;Ki, Sung Hwan;Ku, Sae Kwang. And the article was included in International Journal of Molecular Sciences in 2021.Name: 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one This article mentions the following:

Hemistepta lyrata (Bunge) Bunge is a biennial medicinal plant possessing beneficial effects including anti-inflammation, and hemistepsin A (HsA) isolated from H. lyrata has been known as a hepatoprotective sesquiterpene lactone. In this report, we explored the cytotoxic effects of H. lyrata on hepatocellular carcinoma (HCC) cells and investigated the associated bioactive compounds and their relevant mechanisms. From the viability results of HCC cells treated with various H. lyrata extracts, HsA was identified as the major compound contributing to the H. lyrata-mediated cytotoxicity. HsA increased expression of cleaved PARP and cells with Sub-G1 phase, Annexin V binding, and TUNEL staining, which imply HsA induces apoptosis. In addition, HsA provoked oxidative stress by decreasing the reduced glutathione/oxidized glutathione ratio and accumulating reactive oxygen species and glutathione-protein adducts. Moreover, HsA inhibited the transactivation of signal transducer and activator of transcription 3 (STAT3) by its dephosphorylation at Y705 and glutathione conjugation. Stable expression of a constitutive active mutant of STAT3 prevented the reduction of cell viability by HsA. Finally, HsA enhanced the sensitivity of sorafenib-mediated cytotoxicity by exaggerating oxidative stress and Y705 dephosphorylation of STAT3. Therefore, HsA will be a promising candidate to induce apoptosis of HCC cells via downregulating STAT3 and sensitizing conventional chemotherapeutic agents. 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: 76-54-0Name: 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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Name: 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Visible-Light-Induced Direct Photocatalytic Carboxylation of Indoles with CBr₄/MeOH was written by Yang, Qing-Qing;Marchini, Marianna;Xiao, Wen-Jing;Ceroni, Paola;Bandini, Marco. And the article was included in Chemistry – A European Journal in 2015.Application In Synthesis of Methyl benzofuran-2-carboxylate This article mentions the following:

Photocatalysis enables the cascade reactions of indoles and CBr₄ in MeOH through a C(sp²)-H functionalization/methanolysis sequence. The title reaction provides an efficient access to indole-2- and 3-carboxylates in a single operation (no preinstallation of protecting or directing groups was required) with good yields under mild reaction conditions. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Application In Synthesis of Methyl benzofuran-2-carboxylate).

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.Application In Synthesis of Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem