Heterocyclic Building Block-benzofuran

Asymmetric Synthesis of 4-Hydroxy-3-phenyltetrahydroisoquinoline Derivatives Using Enantiopure Sulfinimines (N-Sulfinyl Imines) was written by Davis, Franklin A.;Andemichael, Yemane W.. And the article was included in Journal of Organic Chemistry in 1999.Recommanded Product: 4741-62-2 This article mentions the following:

Addition of lateral lithiated amides and phthalide anions to enantiopure sulfinimines (N-sulfinyl imines) represents a new approach for the asym. synthesis of 3-substituted isoquinolones and 3-substituted 4-hydroxy isoquinolones, resp., important chiral building blocks for isoquinoline alkaloid synthesis. In one example (-)-3-phenylisoquinolone was prepared in >95% ee by treatment of amide ion I with sulfinimine (S)-(+)-II and subsequent deprotection of the N-sulfinyl auxiliary and cyclization. Oxaziridine-mediated hydroxylation of the anion of afforded 4-hydroxy isoquinolone, which was transformed into the tetrahydroisoquinoline (III). In another approach III was prepared more directly by addition of a phthalide ion to II, creating the two stereogenic centers simultaneously. The selectivity proved to be highly counterion dependent. In the experiment, the researchers used many compounds, for example, 5-Methoxyisobenzofuran-1(3H)-one (cas: 4741-62-2Recommanded Product: 4741-62-2).

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. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Recommanded Product: 4741-62-2

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Fluorosulfuryl Isocyanate Enabled SuFEx Ligation of Alcohols and Amines was written by Sun, Shoujun;Gao, Bing;Chen, Junyu;Sharpless, K. Barry;Dong, Jiajia. And the article was included in Angewandte Chemie, International Edition in 2021.Quality Control of (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione This article mentions the following:

Fluorosulfuryl isocyanate (FSI, FSO₂NCO) is established as a reliable bis-electrophilic linker for stepwise attachment of an alc. bearing module to an amine bearing module and thence a new module RO-C(=O)-NH-SO2-NR¹R² e.g., I is created. FSI’s isocyanate motif fuses directly and quickly with alcs. and phenols, affording fluorosulfuryl carbamates in nearly quant. yield. A new reagent and process to deliver the FSI-derived fluorosulfuryl carbamate fragment to amines are also developed. The resulting S^VI-F motifs from step-1 are remarkably stable, given the great structural complexities in diverse products. In the step-2 reaction with amines, the best yield of the S-N linked products arise with water alone. This “on water” interfacial reactivity phenomenon is crucial, revealing the latent reactivity of S^VI-F probe for potential covalent capture of proteins in vivo which is important in today’s drug discovery. The scope of the SuFEx chem. is largely expanded thereby and the facile entry to these phosphate-like connections should prove useful to click chem. across diverse fields. In the experiment, the researchers used many compounds, for example, (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione (cas: 80621-81-4Quality Control of (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione).

(2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione (cas: 80621-81-4) 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. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Quality Control of (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Development, validation and application of multi-class methods for the analysis of food additives by liquid chromatography coupled to tandem mass spectrometry was written by Detry, Pauline;Willame, Pauline;Van Hoeck, Els;Van Loco, Joris;Goscinny, Severine. And the article was included in Food Additives & Contaminants, Part A in 2022.Application In Synthesis of Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate) This article mentions the following:

Food additives are used in numerous food products and are characterised by various physicochem. properties. In European member states, their use in food is regulated by the European Union. This work aimed to develop an accurate and high-throughput anal. method enabling the simultaneous determination of additives from different functional classes to facilitate controls and generate occurrence data for exposure assessments. The QuEChERS principle was applied due to its ease of implementation and flexibility to adjust to various food matrixes. However, very polar substances could not be extracted with sufficient recoveries. Consequently, an alternative basic methanol sample-preparation methodol. was developed. After sample preparation, the obtained extracts were analyzed using ultra-high-performance liquid chromatog. coupled to tandem mass spectrometry (UHPLC-MS/MS). Overall, the developed methodol. allowed the quantification of 27 additives from the functional classes of colors, sweeteners, preservatives, and antioxidants in various foods (e.g. beverages, dairies, processed meals). The methods were also validated in terms of selectivity, linearity, matrix effect, limit of quantification, accuracy, repeatability, and intra-laboratory reproducibility. Finally, the methods were successfully applied to eighty-four actual samples. All additives were found below authorised levels. However, irregularities were spotted in labeling. 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: 16423-68-0Application In Synthesis of 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.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.Application In Synthesis of Sodium 2′,4′,5′,7′-tetraiodo-3-oxo-3H-spiro[isobenzofuran-1,9′-xanthene]-3′,6′-bis(olate)

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Fluorescein Derivatives as Bifunctional Molecules for the Simultaneous Inhibiting and Labeling of FTO Protein was written by Wang, Tianlu;Hong, Tingting;Huang, Yue;Su, Haomiao;Wu, Fan;Chen, Yi;Wei, Lai;Huang, Wei;Hua, Xiaoluan;Xia, Yu;Xu, Jinglei;Gan, Jianhua;Yuan, Bifeng;Feng, Yuqi;Zhang, Xiaolian;Yang, Cai-Guang;Zhou, Xiang. And the article was included in Journal of the American Chemical Society in 2015.Related Products of 3326-34-9 This article mentions the following:

The FTO protein is unequivocally reported to play a critical role in human obesity and in the regulation of cellular levels of m⁶A modification, which makes FTO a significant and worthy subject of study. Here, we identified that fluorescein derivatives can selectively inhibit FTO demethylation, and the mechanisms behind these activities were elucidated after we determined the X-ray crystal structures of FTO/fluorescein and FTO/5-aminofluorescein. Furthermore, these inhibitors can also be applied to the direct labeling and enrichment of FTO protein combined with photoaffinity labeling assay. In the experiment, the researchers used many compounds, for example, 5-Amino-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 3326-34-9Related Products of 3326-34-9).

5-Amino-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 3326-34-9) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Related Products of 3326-34-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Mortality rates and risk factors in 1412 Japanese patients with decompensated hepatitis C virus-related cirrhosis: a retrospective long-term cohort study was written by Fujiyama, Shunichiro;Akuta, Norio;Sezaki, Hitomi;Kobayashi, Mariko;Kawamura, Yusuke;Hosaka, Tetsuya;Kobayashi, Masahiro;Saitoh, Satoshi;Suzuki, Fumitaka;Suzuki, Yoshiyuki;Arase, Yasuji;Ikeda, Kenji;Kumada, Hiromitsu. And the article was included in BMC Gastroenterology in 2021.Product Details of 80621-81-4 This article mentions the following:

Hepatitis C virus is the leading cause of liver cirrhosis and hepatocellular carcinoma in Japan. We aimed to examine the long-term (> 20 years) mortality and hepatocellular carcinoma rates and associated risk factors in 1412 Japanese patients with decompensated hepatitis C virus-related cirrhosis (Child-Pugh B or C). Cumulative survival and hepatocellular carcinoma rates were determined using Kaplan-Meier anal. Independent risk factors were identified by multivariate anal. A two-tailed P-value of < 0.05 was considered significant. The patients were followed up for a median of 2 years (range 0.5-24.2 years). In total, 62.3%, 41.7%, 4.7%, and 68.3% of the patients had a history of hepatocellular carcinoma, ascites, hepatic encephalopathy, and esophageal varices, resp. The 1-, 5-, 10-, and 20-yr cumulative overall survival rates in the total cohort was 74.9%, 29.0%, 9.1%, and 1.4%, resp. The 1-, 3-, 5-, and 10-yr cumulative survival rates for patients without hepatocellular carcinoma were 93.1%, 54.4%, 18.2%, and 4.0%, resp., and the corresponding cumulative post-decompensation hepatocellular carcinoma rates were 14.0%, 31.6%, 46.1%, and 66.2%, resp. The independent risk factors for mortality were older age, Child-Pugh C cirrhosis, the presence of hepatocellular carcinoma, low estimated glomerular filtration rate, low serum sodium level, low platelet count, and high γ-glutamyl transferase and α-fetoprotein levels for all patients and older age, Child-Pugh C cirrhosis, and low estimated glomerular filtration rate for patients without hepatocellular carcinoma. Overall, 1035 patients (73.3%) died; the causes of death were liver failure with/without hepatocellular carcinoma, pneumonia, sepsis, cardiovascular disease, and non-hepatocellular carcinoma malignancies. The corresponding morality rates per person-year were 133.4, 59.9, 10.9, 10.6, 9.0, and 5.2, resp. Among Japanese patients with decompensated hepatitis C virus-related cirrhosis, hepatocellular carcinoma is associated with poor prognosis. Our results highlight the importance of managing liver-related events, including hepatocellular carcinoma, in these patients. In the experiment, the researchers used many compounds, for example, (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione (cas: 80621-81-4Product Details of 80621-81-4).

(2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-25-(Acetyloxy)-5,6,21,23-tetrahydroxy-27-methoxy-2,4,11,16,20,22,24,26-octamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)benzofuro[4,5-e]pyrido[1,2-a]benzimidazole-1,15(2H)-dione (cas: 80621-81-4) 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.Product Details of 80621-81-4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Chemical study on Sophora tonkinensis was written by Deng, Yinhua;Xu, Kangping;Zhang, Wei;Tan, Guishan. And the article was included in Tianran Chanwu Yanjiu Yu Kaifa in 2005.Product Details of 6807-83-6 This article mentions the following:

Five compounds were isolated from the roots of Sophora tonkinensis by column chromatog. Their structures were elucidated as L-maackiain (1), trifolirhizin (2), quercetin (3), rutin (4), and isorhamnetin-3-rutinoside (5) on the basis of spectral evidence. Among them, 3 and 5 were isolated from this plant for the first time. 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: 6807-83-6Product Details of 6807-83-6).

(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. 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.Product Details of 6807-83-6

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

New Dye/Dendrimer Photoinitiating Systems Operating under Visible Radiation: Eco-Friendly Synthesis of Highly Viscous Polymers was written by Militello, Maria Paula;Gambetta, Carolina;Ramirez, Maria Laura;Bertolotti, Sonia Graciela;Previtali, Carlos Mario;Arbeloa, Ernesto Maximiliano. And the article was included in ChemistrySelect in 2022.Product Details of 16423-68-0 This article mentions the following:

A series of new eco-friendly photoinitiating systems (PIs) based on several water-soluble xanthenic dye/PAMAM dendrimer formulations are tested by polymerizing a typical vinyl monomer such as acrylamide. After irradiation with visible LEDs, solutions of viscosity up to 15-fold higher than those with PIs based on low mol. weight amines are obtained. A correlation between solution viscosity and dendrimer structure is also observed Polymers with ultra-high mol. weights up to around 107 are estimated from viscosimetric assays. In addition, very fast reactions are observed under direct solar radiation and the properties of the thus obtained polymers are similar to those synthesized with LEDs. The present findings are promissory for future research and technol. applications of the PIs evaluated. 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: 16423-68-0Product Details of 16423-68-0).

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. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Product Details of 16423-68-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Regio- and Stereoselective Cascade of β,γ-Unsaturated Ketones by Dipeptided Phosphonium Salt Catalysis: Stereospecific Construction of Dihydrofuro-Fused [2,3-b] Skeletons was written by Zhang, Hongkui;He, Jiajia;Chen, Yayun;Zhuang, Cheng;Jiang, Chunhui;Xiao, Kai;Su, Zhishan;Ren, Xiaoyu;Wang, Tianli. And the article was included in Angewandte Chemie, International Edition in 2021.Safety of 2-Nitrobenzofuran This article mentions the following:

Chiral (dihydro)furo-fused heterocycles are significant structural motifs in numerous natural products, functional materials and pharmaceuticals. Therefore, developing efficient methods for preparing compounds with these privileged scaffolds is an important endeavor in synthetic chem. Herein, we develop an effective, modular method by a dipeptide-phosphonium salt-catalyzed regio- and stereoselective cascade reaction of readily available linear β,γ-unsaturated ketones with aromatic alkenes, affording a wide variety of structurally fused heterocyclic mols., e.g., I, in high yields with excellent stereoselectivities. Moreover, mechanistic investigations revealed that the bifunctional phosphonium salt controlled the regio- and stereoselectivities of this cascade reaction, particularly proceeding through the initial ketone α-addition followed by O-participated substitution; and the multiple hydrogen-bonding interactions between Broensted acid moieties of catalyst and nitro group of aromatic alkene were crucial in asym. induction. Given the generality, versatility, and high efficiency of this method, we anticipate that it will have broad synthetic utilities. In the experiment, the researchers used many compounds, for example, 2-Nitrobenzofuran (cas: 33094-66-5Safety of 2-Nitrobenzofuran).

2-Nitrobenzofuran (cas: 33094-66-5) 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.Safety of 2-Nitrobenzofuran

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Gas chromatographic analysis of benzofuran derivatives was written by Nakanishi, Teruo;Ito, Kiyoshi. And the article was included in Nippon Nogei Kagaku Kaishi in 1969.Safety of 1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone This article mentions the following:

Retention times (tr in min) of 53 benzofuran derivatives are given for 3 stationary phases at 140-300°. The columns were: (1) 5% diethylene glycol adipate on Chromosorb W, 3 mm inner diameter × 1.11 m; (2) 20% Apiezon grease L on Neosorb NC, 3 mm inner diameter × 1.11 m; (3) 10% Silicone SE-30 on Chromosorb W, 3 mm inner diameter × 0.74 m. A H flame ionization detector was used in each case. In the experiment, the researchers used many compounds, for example, 1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone (cas: 28241-99-8Safety of 1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone).

1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone (cas: 28241-99-8) 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 have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antioxidant, antitubercular, antiplasmodial, insecticidal.Safety of 1-(5-Hydroxy-2-methylbenzofuran-3-yl)ethanone

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Comparison of the effects of colonic electrical stimulation and prucalopride on gastrointestinal transit and defecation in a canine model of constipation was written by Chen, Shuo;Liu, Liang;Li, Yanmei;Li, Hailong;Sun, Xizhen;Zhu, Dan;Meng, Qiao;Yao, Shukun;Du, Shiyu. And the article was included in Scandinavian Journal of Gastroenterology in 2021.Product Details of 179474-81-8 This article mentions the following:

ObjectiveThe aim of this study was to compare the effects of colonic elec. stimulation (CES) and prucalopride on gastrointestinal transit and defecation and to verify the safety of CES in a canine model of constipation. MethodsEight beagles received CES implantation and induction drugs for slow transit constipation (STC). In the STC model, the gastrointestinal transit time (GITT), colonic transit time (CTT), stool frequency and stool consistency were assessed to compare the effects of CES and prucalopride on gastrointestinal transit and defecation. The histocompatibility of the implantable device was evaluated. ResultsThe individualized parameters for CES varied greatly among the animals, and the GITTs were not significantly shortened by CES or prucalopride; however, both the CES and prucalopride treatment significantly accelerated CTT and improved stool consistency compared with sham stimulation. CES treatment also resulted in significantly higher stool frequency than prucalopride treatment, which did not significantly change the stool frequency. No severe inflammation response was detected in the gross and microscopic appearance around the implants. In the experiment, the researchers used many compounds, for example, 4-Amino-5-chloro-N-(1-(3-methoxypropyl)piperidin-4-yl)-2,3-dihydrobenzofuran-7-carboxamide (cas: 179474-81-8Product Details of 179474-81-8).

4-Amino-5-chloro-N-(1-(3-methoxypropyl)piperidin-4-yl)-2,3-dihydrobenzofuran-7-carboxamide (cas: 179474-81-8) 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. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Product Details of 179474-81-8

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem