Heterocyclic Building Block-benzofuran

Allelopathy of welsh onion root exudates on cucumber seed germination and Fusarium oxysporum f. sp. cucumerinum and GC-MS analysis was written by Xu, Ning;Wang, Chao;Wei, Min;Shi, Wei;Wang, Xiu-feng. And the article was included in Yuanyi Xuebao in 2012.HPLC of Formula: 1563-38-8 This article mentions the following:

The allelopathy of welsh onion root exudates collected by continuous root exudates trapping system (CRETS) was studied on cucumber seed germination and Fusarium oxysporum f. sp. cucumerinum, and the components of the root exudates were identified by gas chromatog.-mass spectrometry (GS-MS). The results showed that the seed germination and sprout growth of cucumber were promoted by root exudates of welsh onion at low concentration while suppressed at high concentration, the allelopathy of ‘Yuanzang’ was stronger than ‘Zhangqiu’. Inhibitory effects on hypha growth and spore germination of Fusarium oxysporum f. sp. cucumerinum enhanced with increasing concentration of root exudates, and ‘Yuanzang’ showed stronger effects than ‘Zhangqiu’. Heterocyclic, ester, amide, acid, hydrocarbon, aldehyde, ketone, phenol, alc., ether, naphthalene compounds were detected in root exudates of Welsh onion, of which heterocyclic, ester and amide were the most compounds Phthalate esters and benzothiazole derivatives had greater relative contents while p-cresol 2,2′-methylenebis 6-tert-butyl-, benzyl benzoate, benzoic acid p-tolyl ester, 2-(methylthio) Ph isothiocyanate had lower relative contents, which were higher in ‘Yuanzang’ than in ‘Zhangqiu’. In the experiment, the researchers used many compounds, for example, 2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8HPLC of Formula: 1563-38-8).

2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.HPLC of Formula: 1563-38-8

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Syntheses of substituted phthalides and substituted phthalic anhydrides and a study of the reactivity of the carbonyl group. III. Kinetic study of the alkaline hydrolysis of substituted phthalides. 1. Alkaline hydrolysis of phthalides was written by Tirouflet, Jean. And the article was included in Bull. soc sci. Bretagne Spec. in 1951.COA of Formula: C9H8O3 This article mentions the following:

The rate constants for the alk. hydrolysis of many substituted phthalides have been determined at 25.0° in 15.1 weight-% EtOH in CO₂-free water by titrating the excess NaOH with 0.01N H₂SO₄ and phenolphthalein; 0.0005 mole of the substituted phthalide was used in 250 cc. solution, although check runs with 0.02 and 0.008 mole showed no significant change. The solutions of the phthalides were tested after hydrolysis with AgNO₃ solution, but no secondary reactions involving halogen displacements were found. Similarly, no hydrolysis of AcNH groups occurred, as shown by quant. recovery of AcNH-substituted acid alcs. after hydrolysis. The following average rate constants were obtained for the phthalides [substituent, K (min.^-1 mole/liter^-1)]: H, 11.7; 4-NH₂, 8.75; 5-NH₂, 0.47; 6-NH₂, 6.7; 7-NH₂, 0.60; 4-AcNH, 28.8; 5-AcNH, 7.6; 6-AcNH, 21.3; 7-AcNH, 13.3; 4-MeO, 17.6; 5-MeO, 2.5; 6-MeO, 13.65; 6,7-(MeO)₂, 7.9; 4-EtO 19.4 (estimated value because of precipitation of supersaturated phthalide solution prior to complete reaction); 5-EtO, 2.58; 6-EtO, 11.9; 4-O₂N, 184; 5-O₂N, 398; 6-O₂N, 246; 5-NC, 275; 6-NC, 161; 4-Cl, 54.3; 5-Cl, 25.2; 6-Cl, 47.6; 7-Cl, 50.3; 4-Br, 50.6; 5-Br, 27.0; 6-Br, 48.4; 7-Br, 43.4; 4-I, 47.1; 5-I, 30; 6-I, 49.1; 7-I, 32.1; 3-Me, 6.5; 3,4-Me(H₂N), 3.3. In the experiment, the researchers used many compounds, for example, 5-Methoxyisobenzofuran-1(3H)-one (cas: 4741-62-2COA of Formula: C9H8O3).

5-Methoxyisobenzofuran-1(3H)-one (cas: 4741-62-2) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.COA of Formula: C9H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Micro-hydrogel injectables that deliver effective CAR-T immunotherapy against 3D solid tumor spheroids was written by Suraiya, Anisha B.;Evtimov, Vera J.;Truong, Vinh X.;Boyd, Richard L.;Forsythe, John S.;Boyd, Nicholas R.. And the article was included in Translational Oncology in 2022.Product Details of 1461-15-0 This article mentions the following:

Chimeric antigen receptor (CAR-) T cells are revolutionizing cancer treatment, as a direct result of their clin. impact on the treatment of hematol. malignancies. However for solid tumors, CAR-T cell therapeutic efficacy remains limited, primarily due to the complex immunosuppressive tumor microenvironment, inefficient access to tumor cells and poor persistence of the killer cells. In this in vitro study, an injectable, gelatin-based micro-hydrogel system that can encapsulate and deliver effective CAR-T therapy is investigated. CAR-T cells targeting TAG-72, encapsulated in these microgels possessed high viability (> 87%) after 7 days, equivalent to those grown under normal expansion conditions, with retention of the T cell phenotype and functionality. Microgel recovered CAR-T cells demonstrated potent on-target cytotoxicity against human ovarian cancer in vitro and on three-dimensional tumor spheroids, by completely eliminating tumor cells. The gelatin-based micro-hydrogels have the potential to serve as carrier systems to augment CAR-T immunotherapeutic treatment of solid tumors. In the experiment, the researchers used many compounds, for example, 2,2′,2”,2”’-(((3′,6′-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-2′,7′-diyl)bis(methylene))bis(azanetriyl))tetraacetic acid (cas: 1461-15-0Product Details of 1461-15-0).

2,2′,2”,2”’-(((3′,6′-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-2′,7′-diyl)bis(methylene))bis(azanetriyl))tetraacetic acid (cas: 1461-15-0) 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.Product Details of 1461-15-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Practical aspects in gas chromatography-mass spectrometry for the analysis of pesticide residues in exotic fruits was written by Espana Amortegui, Julio Cesar;Guerrero Dallos, Jairo Arturo. And the article was included in Food Chemistry in 2015.Synthetic Route of C10H12O2 This article mentions the following:

The most relevant parameters of a multimode inlet were optimized to increase the injection volume up to 25 μL using solvent vent mode in order to improve the sensitivity of the gas chromatog.-mass spectrometry system. Consequently, the implementation of a concurrent backflushing was necessary to largely prevent the expected loss of performance derived from such matrix load out of a general-purpose extraction (EN-15622-QuEChERS). Addnl., four mixtures of compounds used as analyte protectants were tested using spiked physalis to enhance the quality of signals. The chosen mixture remarkably improved sensitivity and yield better peak shapes, significantly more than others also tested. The anal. of pesticide residues in exotic fruits using instruments of limited selectivity is challenging since these complex matrixes usually give notably dirty extracts This scheme included an instrumental optimization and the addition of selected compounds that enabled to selectively reach limits of quantitation of 0.01 mg kg^-1 for most analytes. In the experiment, the researchers used many compounds, for example, 2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8Synthetic Route of C10H12O2).

2,2-Dimethyl-2,3-dihydrobenzofuran-7-ol (cas: 1563-38-8) 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.Synthetic Route of C10H12O2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Aryl-Aryl Bond Formation by Flash Vacuum Pyrolysis of Benzannulated Thiopyrans was written by Amick, Aaron W.;Wakamiya, Atsushi;Scott, Lawrence T.. And the article was included in Journal of Organic Chemistry in 2008.Name: Naphtho[2,1-b]benzofuran This article mentions the following:

In contrast to fully unsaturated 7-membered ring sulfur heterocycles (thiepines), some of which extrude sulfur and give the ring-contracted hydrocarbon even at room temperature in solution, benzannulated thiopyrans (6-membered sulfur heterocycles) require flash vacuum pyrolysis (FVP) conditions in the gas phase at temperatures in the range of 1000-1200 °C to promote the corresponding reaction. Thus, FVP of benzo[kl]thioxanthene (1 = I) gives fluoranthene, and naphtho[2,1,8,7-klmn]thioxanthene (6 = VI) gives benzo[ghi]fluoranthene (7 = VII). FVP of thioxanthone gives fluorenone together with lesser amounts of dibenzo[b,d]thiophene from competing decarbonylation. In the experiment, the researchers used many compounds, for example, Naphtho[2,1-b]benzofuran (cas: 205-39-0Name: Naphtho[2,1-b]benzofuran).

Naphtho[2,1-b]benzofuran (cas: 205-39-0) 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.Name: Naphtho[2,1-b]benzofuran

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis, characterization and biological activities of some benzofuropyrimidine derivatives was written by Yamuna, A. J.;Vaidya, Vijayvithal P.;Shruthi, Eshwarappa;Mahadevan, Kittappa M.. And the article was included in International Journal of Pharmacy and Pharmaceutical Sciences in 2013.COA of Formula: C11H10BrNO3 This article mentions the following:

A series of new benzofuropyrimidinone derivatives I [Ar = C₆H₅, 2-ClC₆H₄, 4-ClC₆H₄, etc.; R = H, Me] were synthesized by using Et 3-amino-5-bromo-benzofuran-2-carboxylate (II) as a starting material. Amino ester II was converted into its hydrazide by reacting with hydrazine hydrate, which upon treatment with various aldehydes and ketones gave corresponding Schiff bases III [Ar = C₆H₅, 2-ClC₆H₄, 4-ClC₆H₄, etc.; R = H, Me]. The desired compounds I were obtained by reacting Schiff bases III with tri-Et orthoformate. The compounds I were evaluated for their antimicrobial activity by cup plate method and antioxidant activity by DPPH radical scavenging method. Some of the compounds exhibited considerable antimicrobial activities and compounds I [R = 4-MeOC₆H₄, 4-HOC₆H₄] were found to be excellent in scavenging DPPH radical at 50 μg and also retained almost same activity in 100 μg. In the experiment, the researchers used many compounds, for example, Ethyl 3-amino-5-bromobenzofuran-2-carboxylate (cas: 330555-71-0COA of Formula: C11H10BrNO3).

Ethyl 3-amino-5-bromobenzofuran-2-carboxylate (cas: 330555-71-0) 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.COA of Formula: C11H10BrNO3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Reducing synthetic colorants release from alginate-based liquid-core beads with a zein shell was written by Liu, Hongxiang;Chiou, Bor-Sen;Ma, Yun;Corke, Harold;Liu, Fei. And the article was included in Food Chemistry in 2022.Recommanded Product: Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) This article mentions the following:

An innovative method to reduce hydrophilic synthetic colorant release at interface was presented in this work, based on the anti-solvent effect at the membrane outside surface of liquid-core beads manufactured by reverse spherification between alginate and calcium ion. Zein, a hydrophobic protein which formed precipitation shell ensured the stability of colorant. Acidification of solvent made zein particles more kinetically stable, allowed zein stretching and collated more orderly secondary structures even in high polarity solvents. Colorants that hydrogen bonded or electrostatically interacted with zein could have optimized release properties. The zein/erythrosine samples had the most orderly secondary structure from CD and had the highest stability among all zein/colorant systems. The release rate of erythrosine was only 2.76% after 48 h storage after soaking in zein shell solution This study demonstrated a promising clean and scalable strategy to encapsulate hydrophilic compounds in zein-based shells of liquid-core beads for food, supplement and pharmaceutical applications. In the experiment, the researchers used many compounds, for example, Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) (cas: 16423-68-0Recommanded Product: Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate)).

Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) (cas: 16423-68-0) 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.Recommanded Product: Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate)

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Unprecedented Diastereoselective Arylogous Michael Addition of Unactivated Phthalides was written by Sicignano, Marina;Schettini, Rosaria;Sica, Luisa;Pierri, Giovanni;De Riccardis, Francesco;Izzo, Irene;Maity, Bholanath;Minenkov, Yury;Cavallo, Luigi;Della Sala, Giorgio. And the article was included in Chemistry – A European Journal in 2019.HPLC of Formula: 4741-62-2 This article mentions the following:

The first highly enantioselective arylogous Michael reaction (AMR) of 3-unsubstituted phthalides was described. This phase-transfer methodol., which uses catalytic amounts of KOH/18-crown-6 catalyst in mesitylene in the presence of N,O-bis(trimethylsilyl)acetamide (BSA), gives access to a broad range of 3-monosubstituted phthalides with high levels of syn diastereoselectivity and good yields, starting from 3-unsubstituted derivatives and diverse α,β-unsaturated carbonyl compounds The reaction also applied to unactivated 3-alkyl phthalides to afford 3,3-dialkyl derivatives A plausible mechanism was suggested. DFT anal. of possible transition states gives a rationale of the high syn diastereoselectivity observed and its correlation with the solvent’s dielec. constant In the experiment, the researchers used many compounds, for example, 5-Methoxyisobenzofuran-1(3H)-one (cas: 4741-62-2HPLC of Formula: 4741-62-2).

5-Methoxyisobenzofuran-1(3H)-one (cas: 4741-62-2) 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.HPLC of Formula: 4741-62-2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Phytotoxic Allelochemicals from Roots and Root Exudates of Trifolium pratense was written by Liu, Quan;Xu, Rui;Yan, Zhiqiang;Jin, Hui;Cui, Haiyan;Lu, Liqin;Zhang, Denghong;Qin, Bo. And the article was included in Journal of Agricultural and Food Chemistry in 2013.Application In Synthesis of (2S,3R,4S,5S,6R)-2-(((6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[4′,5′:5,6]benzofuro[3,2-c]chromen-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol This article mentions the following:

Trifolium pratense, a widespread legume forage plant, is reported to exhibit phytotoxic activity on other plants, but the active metabolites have not been clarified so far. A bioassay-guided fractionation of the root extracts led to the isolation of five isoflavonoids, which were elucidated by spectroscopic anal. All of the purified compounds observably showed phytotoxic activities against Arabidopsis thaliana. Moreover, the inhibitory effects were concentration-dependent. The furan ring linked at C-4 and C-2′ positions by an oxygen atom and a 1,3-dioxolane at C-4′ and C-5′ positions are considered to be critical factors for the phytotoxic activity. The concentrations of (6aR,11aR)-maackiain and (6aR,11aR)-trifolirhizin, concluded to be allelochems. from soil around plants of T. pratense, were determined by HPLC and LC-MS to be 4.12 and 2.37 μg/g, resp. These allelochems., which showed remarkable activities against the weed Poa annua may play an important role in assisting the widespread occurrence of T. pratense in nature. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-2-(((6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[4′,5′:5,6]benzofuro[3,2-c]chromen-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 6807-83-6Application In Synthesis of (2S,3R,4S,5S,6R)-2-(((6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[4′,5′:5,6]benzofuro[3,2-c]chromen-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol).

(2S,3R,4S,5S,6R)-2-(((6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[4′,5′:5,6]benzofuro[3,2-c]chromen-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 6807-83-6) 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. 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 (2S,3R,4S,5S,6R)-2-(((6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[4′,5′:5,6]benzofuro[3,2-c]chromen-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Decarboxylative tandem C-N coupling with nitroarenes via S_H2 mechanism was written by Wang, Shuaishuai;Li, Tingrui;Gu, Chengyihan;Han, Jie;Zhao, Chuan-Gang;Zhu, Chengjian;Tan, Hairen;Xie, Jin. And the article was included in Nature Communications in 2022.Recommanded Product: 17403-47-3 This article mentions the following:

In this paper, a radical tandem C-N coupling strategy to efficiently construct aromatic tertiary amines from com. available carboxylic acids and nitroarenes was developed. A variety of aromatic tertiary amines were furnished in good yields (up to 98%) with excellent functional group compatibility under mild reaction conditions. The use of two different carboxylic acids also allowed for the concise synthesis of nonsym. aromatic tertiary amines in satisfactory yields. Mechanistic studies suggested the intermediacy of the arylamine-(TPP)Fe(III) species and might provide a possible evidence for an S_H2 (bimol. homolytic substitution) pathway in the critical C-N bond formation step. In the experiment, the researchers used many compounds, for example, 5-Nitro-2,3-dihydrobenzofuran (cas: 17403-47-3Recommanded Product: 17403-47-3).

5-Nitro-2,3-dihydrobenzofuran (cas: 17403-47-3) 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 have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Recommanded Product: 17403-47-3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem