Properties and Exciting Facts About 2,5-Dimethylfuran-3(2H)-one

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Reference of 14400-67-0, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C¨CH bond functionalisation has revolutionised modern synthetic chemistry. 14400-67-0, Name is 2,5-Dimethylfuran-3(2H)-one, SMILES is O=C1C(C)OC(C)=C1, belongs to benzofurans compound. In a article, author is Lang, Tian-Qiong, introduce new discover of the category.

Three new 3-formyl-2-arylbenzofurans from Itea yunnanensis and their anti-hepatocellular carcinoma effects

Five 3-formyl-2-arylbenzofuran derivatives, including three new compounds (1-3) and two known analogues (4-5), were identified from the 95% EtOH extract of Itea yunnanensis. Extensive spectroscopic analyses were performed for the structure elucidation of all new benzofurans, and single-crystal X-ray diffraction analyses were further employed for the structure verification of iteafuranals C (1) and D (2). In MTT assay, iteafuranal E (3) and iteafuranal A (4) displayed significant growth inhibition effect on SK-Hep-1 cells with IC50 values of 5.365 mu M and 6.013 mu M, respectively. The colony formation assay of 3 and 4 further confirmed their remarkable inhibitory effect on cell growth. Preliminary mechanism study demonstrated that 3 remarkably down-regulated the phosphorylation level of ERK, which suggested 3 could inhibit cell growth and induce apoptosis of SK-Hep-1 cells by blocking RAS/RAF/MEK/ERK signaling pathway. This study highlighted the potential of 3-fomyl-2-benzofuran derivatives as novel lead compounds to treat Hepatocellular carcinoma.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem

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4-Hydroxy-3-methylbenzofuran-2-carbohydrazones as novel LSD1 inhibitors

Histone lysine specific demethylase 1 (LSD1 or KDM1A) is a potential therapeutic target in oncology due to its overexpression in various human tumors. We report herein a new class of benzofuran acylhydrazones as potent LSD1 inhibitors. Among the 31 compounds prepared, 14 compounds exhibited excellent LSD1 inhibitory activity with IC50 values ranging from 7.2 to 68.8 nM. In cellular assays, several compounds inhibited the proliferations of various cancer cell lines, including PC-3, MCG-803, U87 MG, PANG-1, HT-29 and MCF-7. This opens up the opportunity for further optimization and investigation of this class compounds for potential cancer treatment.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem

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In an article, author is Bravo, Rita Roque, once mentioned the application of 14400-67-0, Name is 2,5-Dimethylfuran-3(2H)-one, molecular formula is C6H8O2, molecular weight is 112.13, MDL number is MFCD00052571, category is benzofurans. Now introduce a scientific discovery about this category, Formula: C6H8O2.

Benzo fury: A new trend in the drug misuse scene

Benzofurans, also known by users as benzo fury or benzofury, are synthetic phenethylamines and constitute the third most prominent group of new psychoactive substances (NPS). As the use of these substances has been spread as an alternative to the classic illicit psychostimulants, such as amphetamines, their legal status was reviewed, resulting in an utter prohibition of these NPS in many countries worldwide. Herein, the prevalence of abuse, chemistry, biological effects, metabolism, and the potential harms and risky behaviors associated with the abuse of benzofurans are reviewed. The congeners of this group are mainly consumed recreationally at electronic dance music parties, in polydrug abuse settings. Benzofurans preferentially act by disturbing the functioning of serotonergic circuits, which induces their entactogenic and stimulant effects and is the reason behind the considerable number of recent benzo fury-related deaths. The slight interaction of these drugs with the dopaminergic system justifies the rewarding effects of these drugs. To date, published evidence on the mechanisms of toxicity of benzo fury is very limited but a body of research is now beginning to emerge revealing an alarming public health threat regarding the abuse of these NPS.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem

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Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, causing turnover rates to depend strongly on interfacial structure and composition, 14400-67-0, Name is 2,5-Dimethylfuran-3(2H)-one, SMILES is O=C1C(C)OC(C)=C1, in an article , author is Chanda, Rupsa, once mentioned of 14400-67-0, Category: benzofurans.

Iron-Catalyzed Functionalization of 3-Benzylideneindoline Through Tandem Csp(2)-Csp(3) Bond Formation/Isomerization with pi-Activated Alcohols

A new synthetic protocol was developed for the selective synthesis of diverse 3-substituted indoles through tandem carbon-carbon bond formation and isomerization of 3-benzylidene-1-tosylindoline by direct use of alcohols as alkylating agents in the presence of catalytic FeCl3. This method is applicable to a wide range of substrates containing varieties of functional groups. Direct use of alcohols, such as benzylic, allylic, and propargylic alcohols, as electrophiles and the use of non-toxic iron catalyst makes this strategy attractive and environmentally benign. A plausible mechanism has also been proposed for this tandem reaction.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem

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Arylation of Terminal Alkynes by Aryl Iodides Catalyzed by a Parts-per-Million Loading of Palladium Acetate

Arylation of terminal alkynes (16 varieties) by aryl iodides (28 varieties) was achieved with a mol ppm loading level of palladium catalyst, where a variety of functional groups including heteroarenes were tolerated. Thus, the arylations were carried out in the presence of palladium acetate at ppm loadings and potassium carbonate in ethanol at 80 degrees C to give the corresponding internal alkynes in good to excellent yields. Synthesis of 2-phenyl-3-(phenylalkynyl)benzofuran was achieved by iterative use of the alkyne arylation under mol ppm catalytic conditions. Reaction-rate analysis, transmission electron microscopic (TEM) examination of the reaction mixture, and mercury-amalgamation test were performed to gain insight into the active species of the highly active ppm catalytic species. TEM examination of the reaction mixture revealed that palladium nanoparticles were generated in situ under the reaction conditions, and their cluster size was variable during the catalytic reaction. A variation in size of palladium particles suggested that the composition decomposition process of Pd aggregates should take place in situ via monomeric palladium(0) species and/or fine palladium(0) clusters, which might be real catalytic species in this reaction.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem

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Structure and excited state dipole moments of oxygen containing heteroaromatics: 2,3-benzofuran

The rotationally resolved electronic spectra of the origin band of 2,3-benzofuran has been measured and analyzed. Using electronic Stark spectroscopy, the dipole moments in the ground and electronically excited state have been determined. From the values for the permanent dipole moments, the orientation of the transition dipole moment and from the geometry changes upon excitation, the lowest excited singlet state could be shown to be of L-1(b) symmetry. These results are compared to those of indole in particular. Moreover, the excited state lifetime of isolate 2,3-benzofuran in the gas phase has been determined to be 14 ns and compared to the excited state lifetime of 2,3-benzofuran in ethylacetate solution of 4 ns (C) 2020 The Authors. Published by Elsevier B.V.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem

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DESIGN, SYNTHESIS AND IN VITRO ANTI-BACTERIAL ACTIVITIES OF BENZOFURAN-ISATIN HYBRIDS

A series of novel benzofuran-isatin hybrids 6a-x tethered through propylene, butylene, pentylene and hexylene were designed, synthesized and evaluated for their in vitro anti-bacterial activities against a panel of clinically important Gram-positive and Gram-negative pathogens including drug-resistant bacteria. All hybrids exhibited decent in vitro anti-bacterial activities, and the most active hybrid 6l was not only comparable to vancomycin against the majority of the tested Gram-positive strains, but also highly active against Gram-negative bacteria. Based on the above results, hybrid 6l could act as a lead for further investigation. Moreover, the enriched structure-activity relationship may pave the way for further optimization.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem

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Design and synthesis of diethyl(substituted 2-benzylbenzofuran-3-yl)phosphonates as antioxidant and antimicrobial agents

In continuance of our effort to improve novel and potent synthetic approaches for various bioactive phosphorylated heterocycles via CP bond formation, a series of diethyl substituted(2-benzylbenzofuran-3-yl)phosphonate derivatives (4a-j) was synthesized by one-pot reaction of various diversely substituted salicylaldehydes, phenyl acetylene, and diethyl phosphite using CuO nanoparticles as catalyst in 1:1 ethanol and water under room temperature. The new compounds have been studied for their radical scavenging activity by DPPH, H2O2, and NO approaches and antimicrobial activity assay against bacteria and fungi by disk diffusion method.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem

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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time. 14400-67-0, Name is 2,5-Dimethylfuran-3(2H)-one, formurla is C6H8O2. In a document, author is Shi, Xiaolin, introducing its new discovery. Category: benzofurans.

Ligand- and Additive-Free 2-Position-Selective Trifluoromethylation of Heteroarenes Under Ambient Conditions

A highly selective copper-catalyzed trifluoromethylation of indoles is reported with the assistance of a removable directing group. This protocol provides an easy and rapid method to various 2-position-selective trifluoromethylated heteroarenes including indoles, pyrroles, benzofuran, and acetanilide. What is more, the reaction takes place at ambient conditions without any external ligand or additive.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem

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In an article, author is Gundluru, Mohan, once mentioned the application of 14400-67-0, Name is 2,5-Dimethylfuran-3(2H)-one, molecular formula is C6H8O2, molecular weight is 112.13, MDL number is MFCD00052571, category is benzofurans. Now introduce a scientific discovery about this category, Application In Synthesis of 2,5-Dimethylfuran-3(2H)-one.

Design and synthesis of diethyl(substituted 2-benzylbenzofuran-3-yl)phosphonates as antioxidant and antimicrobial agents

In continuance of our effort to improve novel and potent synthetic approaches for various bioactive phosphorylated heterocycles via CP bond formation, a series of diethyl substituted(2-benzylbenzofuran-3-yl)phosphonate derivatives (4a-j) was synthesized by one-pot reaction of various diversely substituted salicylaldehydes, phenyl acetylene, and diethyl phosphite using CuO nanoparticles as catalyst in 1:1 ethanol and water under room temperature. The new compounds have been studied for their radical scavenging activity by DPPH, H2O2, and NO approaches and antimicrobial activity assay against bacteria and fungi by disk diffusion method.

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Reference:
Benzofuran – Wikipedia,
,Benzofuran | C8H6O – PubChem