Heterocyclic Building Block-benzofuran

Ko, Wonmin published the artcileKuwanon T and Sanggenon A Isolated from Morus alba Exert Anti-Inflammatory Effects by Regulating NF-κB and HO-1/Nrf2 Signaling Pathways in BV2 and RAW264.7 Cells, Application In Synthesis of 56317-21-6, the publication is Molecules (2021), 26(24), 7642, database is CAplus and MEDLINE.

We previously investigated the methanolic extract of Morus alba bark and characterized 11 compounds from the extract: kuwanon G (1), kuwanon E (2), kuwanon T (3), sanggenon A (4), sanggenon M (5), sanggenol A (6), mulberofuran B (7), mulberofuran G (8), moracin M (9), moracin O (10), and norartocarpanone (11). Herein, we investigated the anti-inflammatory effects of these compounds on microglial cells (BV2) and macrophages (RAW264.7). Among them, 3 and 4 markedly inhibited the lipopolysaccharide (LPS)-induced production of nitric oxide in these cells, suggesting the anti-inflammatory properties of these two compounds These compounds inhibited the production of prostaglandin E2, interleukin-6, and tumor necrosis factor-α, and the expression of inducible nitric oxide synthase and cyclooxygenase-2 following LPS stimulation. Pretreatment with 3 and 4 inhibited the activation of the nuclear factor kappa B signaling pathway in both cell types. The compounds also induced the expression of heme oxygenase (HO)-1 through the activation of nuclear factor erythroid 2-related factor 2. Suppressing the activity of HO-1 reversed the anti-inflammatory effects caused by pretreatment with 3 and 4, suggesting that the anti-inflammatory effects were regulated by HO-1. Taken together, 3 and 4 are potential candidates for developing therapeutic and preventive agents for inflammatory diseases.

Molecules published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C14H10O4, Application In Synthesis of 56317-21-6.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Yang, Jing published the artcileQuantitative analysis of flavonoids in different medicinal parts of Morus alba, Formula: C14H10O4, the publication is Zhongguo Yaofang (2014), 25(27), 2550-2552, database is CAplus.

The aim is to determine contents of total flavonoids in leaves, fruit, branch and root bark of Morus alba. With moracin as substance control, the contents of total flavonoids in 95% ethanol extract, water extract after ethanol extraction from the leaves, fruit, branch and root bark of M.alba were measured by spectrophotometry. The linear range of moracin was 0.025-0.050mg/mL(r=0.9998). RSD of precision, stability and reproducibility tests were all lower than 1%. The mass fraction of total flavonoids in 95% ethanol extract from the leaves, fruit, branch and root bark of M. alba was 13.60%, 7.19%, 10.53% and 18.38%. The mass fraction of total flavonoids in water extract after ethanol extraction from the leaves, fruit, branch and root bark of M. alba was 0.26%, 0.60%, 0.40% and 0.01%. The content of total flavonoids in root bark of M. alba is the highest, ethanol extract of it is effective.

Zhongguo Yaofang published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C5H10O2S, Formula: C14H10O4.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Zheng, Jian published the artcile1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-Promoted Decomposition of Difluorocarbene and the Subsequent Trifluoromethylation, Name: 2-Iodobenzofuran, the publication is Organic Letters (2015), 17(3), 532-535, database is CAplus and MEDLINE.

Difluorocarbene derived from various carbene precursors could be effectively decomposed by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). This decomposition process was successfully applied in the subsequent trifluoromethylation of a variety of (hetero)aryl iodides without the addition of an external fluoride ion. Mechanistic investigation revealed the detailed difluorocarbene conversion process in which the decomposed difluorocarbene is finally transformed into a fluoride ion and carbon monoxide.

Organic Letters published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C9H17NO, Name: 2-Iodobenzofuran.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Che, Minghui published the artcileHPLC method for determination of related substances in escitalopram oxalate citalopram tablets, Synthetic Route of 372941-54-3, the publication is Heilongjiang Yiyao (2015), 28(1), 65-69, database is CAplus.

Objective: To establish an HPLC method for determination of escitalopram oxalate citalopram on material test. Methods: The stationary phase was Agilent C₁₈ (150 mm × 4.5 mm, 5 μm); the mobile phase was (1.5 g, sodium acetate and 0.4 mL glacial acetic acid to dissolve 1 L water, adding 1 M NaOH to adjust pH 5.2 buffer) methanol and acetonitrile-buffer (33:7:60); the flow rate was 1.0 mL/min; the detection wavelength was 239 nm; and the sample quantity was 10 μL. Results: Under the chromatog. conditions, the principal components and the related materials were completely separated, and the separating degree of all impurities was in good condition. In 0.375-3 μg/mL, 0.621-4.91 μg/mL and 4.91-4.90 μg/mL, three main relevant materials had good linear relationship between peak area and concentration, and the average recovery conformed to specified requirements. Conclusion: This method is simple and reproducible and it can be used for quality control of escitalopram oxalate citalopram tablets.

Heilongjiang Yiyao published new progress about 372941-54-3. 372941-54-3 belongs to benzofurans, auxiliary class Other Aliphatic Heterocyclic,Fluoride,Nitrile,Amine,Benzene,Ester, name is 1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-3-oxo-1,3-dihydroisobenzofuran-5-carbonitrile, and the molecular formula is C20H19FN2O2, Synthetic Route of 372941-54-3.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Zhang, Fuyi published the artcileSynthesis of het(aryl) imidazole C-nucleoside analogues by CoFe₂O₄ NPs catalyzed muti-component coupling reaction, Application of 2-Iodobenzofuran, the publication is Carbohydrate Research (2019), 39-50, database is CAplus and MEDLINE.

A general synthesis of hetaryl and aryl C-4(5) linked imidazole C-nucleoside analogs has been developed by the reaction of sugar alkynes with het(aryl) iodides, KMnO₄/TBAB oxidation and CoFe₂O₄ NPs catalyzed multi-component coupling of the corresponding diketones, NH₄OAc and aromatic aldehydes in one-pot. The sugar alkynes include pyranosides and furanosides with acid sensitive protecting groups. The het(aryl) iodides comprise iodoaroms., iodoheterocycles, and sterically hindered iodoheteroaroms.

Carbohydrate Research published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C18H10, Application of 2-Iodobenzofuran.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

He, Shuwen published the artcileFacile functionalization at the C2 position of a highly substituted benzofuran, Safety of 2-Iodobenzofuran, the publication is Tetrahedron Letters (2014), 55(14), 2212-2216, database is CAplus.

To expedite an SAR study on C(2) of a highly substituted benzofuran ring system, a method for the preparation of a key precursor, iodide I, was developed. From I, a diverse set of compounds with different substituents at C(2) were prepared efficiently by Suzuki reaction.

Tetrahedron Letters published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Safety of 2-Iodobenzofuran.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Wu, Xuewei published the artcileTwo new 2-arylbenzofuran derivatives from the leaves of Morus alba, Safety of 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is Natural Product Research (2019), 33(2), 204-211, database is CAplus and MEDLINE.

Two new 2-arylbenzofuran derivatives, moracinfurol A and B (1-2), and 10 known compounds (3-12) were isolated from the leaves of M. alba. Their structures were determined on the basis of spectroscopic anal. including 1D and 2D NMR and HR-ESI-MS. All of the 2-arylbenzofuran derivatives were evaluated for cytotoxicity against A549 cells with compounds 2, 4, 6-8, and 12 exhibiting moderate activity. Some cytotoxic 2-arylbenzofuran derivatives might induce autophagy characterized by the accumulation of LC-3 II.

Natural Product Research published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C8H8O3, Safety of 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Gao, Zhumei published the artcileAcidity determination of oxidation solution from phenol production with 1- naphtholphthalein as indicator, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Shihua Jishu Yu Yingyong (2010), 28(1), 56-57, database is CAplus.

The acidity of oxidation solution from phenol production was determined with 1-naphtholphthalein as indicator instead of phenolphthalein, and the accuracy was investigated. The results showed that when 1-naphtholphthalein was used as indicator, the pH value at end point was 8.69, similar with the theor. pH value at end point 8.70. The determination results of organic acid samples whose acidity was known as 288mg/kg indicated that the deviation for 1-naphtholphthalein was 3 mg/kg, while 102mg/kg for phenolphthalein.

Shihua Jishu Yu Yingyong published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Snegaroff, Katia published the artcileDeprotonative Metalation of Functionalized Aromatics Using Mixed Lithium-Cadmium, Lithium-Indium, and Lithium-Zinc Species, Recommanded Product: 2-Iodobenzofuran, the publication is Chemistry – A European Journal (2009), 15(39), 10280-10290, S10280/1-S10280/16, database is CAplus and MEDLINE.

In situ mixtures of CdCl₂.TMEDA (0.5 equiv; TMEDA = N,N,N’,N’-tetramethylethylenediamine) or InCl₃ (0.33 equiv) with [Li(tmp)] (tmp = 2,2,6,6-tetramethylpiperidino; 1.5 or 1.3 equiv, resp.) were compared with the previously described mixture of ZnCl₂.TMEDA (0.5 equiv) and [Li(tmp)] (1.5 equiv) for their ability to deprotonate anisole, benzothiazole, and pyrimidine. [(Tmp)₃CdLi] proved to be the best base when used in THF at room temperature, as demonstrated by subsequent trapping with iodine. The Cd-Li base then proved suitable for the metalation of a large range of aromatics including benzenes bearing reactive functional groups (CONEt₂, CO₂Me, CN, COPh) or heavy halogens (Br, I), and heterocycles (from the furan, thiophene, pyrrole, oxazole, thiazole, pyridine, and diazine series). Five-membered heterocycles benefiting from doubly activated positions were similarly dideprotonated at room temperature The aromatic lithium cadmates thus obtained were involved in palladium-catalyzed cross-coupling reactions or simply quenched with acid chlorides.

Chemistry – A European Journal published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H11BrN2, Recommanded Product: 2-Iodobenzofuran.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Liu, Xi-Hai published the artcileCopper-mediated aerobic iodination and perfluoroalkylation of boronic acids with (CF₃)₂CFI at room temperature, Synthetic Route of 69626-75-1, the publication is Journal of Fluorine Chemistry (2016), 59-67, database is CAplus.

The copper-mediated aerobic reactions between the branched (CF₃)₂CFI and boronic acids (R-B(OH)₂) are described. Different from the linear perfluoroalkyl analogs CF₃(CF₂)_nI (n = 2, 3, 5, 7), (CF₃)₂CFI reacting with R-B(OH)₂ at room temperature under air in the presence of catalytic Cu powder provided exclusively the corresponding iodides (R-I), while the aerobic reactions of arylboronic acids with (CF₃)₂CFI at room temperature in the presence of Cu(OAc)₂ gave the perfluoroalkylation products (R-CF(CF₃)₂) in acceptable to moderate yields. The iodination reaction could be further promoted by hydroquinone, the addition of which improved the oxidation ability of (CF₃)₂CFI and provided the ipso-iodination products in high yields. The perfluoroalkylation was facilitated by the copper carboxylates since the addition of these salts into the reaction mixtures could successfully give rise to Ar-CF(CF₃)₂.

Journal of Fluorine Chemistry published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Synthetic Route of 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem