Month: October 2022

Ibrahimi, Maroua; Khoumeri, Omar; Abderrahim, Raoudha; Terme, Thierry; Vanelle, Patrice published the artcile< Synthesis of 3-Benzylphthalide Derivatives by Using a TDAE Strategy>, HPLC of Formula: 531-88-4, the main research area is benzylphthalide preparation; nitrobenzyl chloride tetrakisdimethylaminoethylene formylbenzoate nucleophilic addition.

A one-pot synthesis of new 3-benzylphthalide derivatives I (X = CH, N; R1 = 4-NO2, 3-OMe-4-NO2, 2-NO2-4-C6H4, etc.; R2 = 4-CN, 5-Cl, 4-COOMe, etc.) was developed by using a strategy based on tetrakis(dimethylamino)ethylene (TDAE). The reactions in the presence of TDAE of substituted benzyl chlorides with Me 2-formylbenzoate or of substituted methyl-2-formylbenzoates with 4-nitrobenzyl chloride furnished the corresponding isobenzofuran-1(3H)-one products in moderate to good yields.

Synlett published new progress about Benzaldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, HPLC of Formula: 531-88-4.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Ye, Chanyuan; Xu, Rui; Cao, Zhongcheng; Song, Qing; Yu, Guangjun; Shi, Yichun; Liu, Zhuoling; Liu, Xiuxiu; Deng, Yong published the artcile< Design, synthesis, and in vitro evaluation of 4-aminoalkyl-1(2H)-phthalazinones as potential multifunctional anti-Alzheimer's disease agents>, Application of C10H10O4, the main research area is aminoalkylphthalazinone preparation cholinesterase inhibitor SAR antioxidant neuroprotective Alzheimer disease; 4-(aminoalkyl)-1(2H)-phthalazinone derivatives; Acetylcholinesterase inhibitors; Alzheimer’s disease; Anti-neuroinflammation; Aβ aggregation inhibitors; Monoamine oxidases inhibitors; Multifunctional agents.

A series of 4-aminoalkyl-1(2H)-phthalazinone derivatives I (R1 = benzyl, 2-methoxybenzyl, 2-dimethylaminobenzyl, 4-dimethylaminobenzyl, ethyl; R2 = Me, Et; R1R2 = -(CH2)5-, -(CH2)2O(CH2)2-, -(CH2)2N(CH3)(CH2)2-; n = 1, 3, 5) was designed and synthesized as potential multifunctional agents for Alzheimer’s disease (AD) treatment. In vitro biol. assay results demonstrated that most synthesized compounds I exhibited significant AChE inhibition, moderate to high monoamine oxidases (MAO) inhibitory potencies and good anti-platelet aggregation abilities. Among them, compound I (R1 = Bn; R2 = Et; n = 3) (II) exhibited the highest inhibitory potencies towards MAO-B and MAO-A (IC50 = 0.7μM and 6.4μM resp.), moderate inhibition towards AChE (IC50 = 8.2μM), and good activities against self- and Cu2+-induced Aβ1-42 aggregation and platelet aggregation. Moreover, II also displayed antioxidant capacity, neuroprotective potency, anti-neuroinfammation and BBB permeability. These excellent results indicated that compound II could be worthy of further studies to be considered as a promising multifunctional candidate for the treatment of AD.

Bioorganic Chemistry published new progress about Alzheimer disease. 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, Application of C10H10O4.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Cai, Lingchao; Zhang, Kui; Chen, Shuming; Lepage, Romain J.; Houk, K. N.; Krenske, Elizabeth H.; Kwon, Ohyun published the artcile< Catalytic Asymmetric Staudinger-aza-Wittig Reaction for the Synthesis of Heterocyclic Amines>, Category: benzofurans, the main research area is amine heterocycle preparation catalyst asym Staudinger aza Wittig.

Many natural products and medicinal drugs are heterocyclic amines possessing a chiral quaternary carbon atom in their heterocyclic ring. Herein, the authors report the first catalytic and asym. Staudinger-aza-Wittig reaction for the desymmetrization of ketones. This highly enantioselective transformation proceeds at room temperature to provide high yields-even on multigram scales-of nitrogen heterocycles featuring a chiral quaternary center. The products of this reaction are potential precursors for the synthesis of pharmaceuticals. A com. available small P-chiral phosphine catalyst, HypPhos, induces the asymmetry and is recycled through in situ reduction of its oxide, mediated by phenylsilane in the presence of a carboxylic acid. The efficiency, selectivity, scalability, mild reaction conditions, and broad substrate scope portend that this process will expedite the syntheses of chiral heterocyclic amines of significance to chem., biol., and medicine.

Journal of the American Chemical Society published new progress about Aromatic heterocyclic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, Category: benzofurans.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Ibrahimi, Maroua; Khoumeri, Omar; Abderrahim, Raoudha; Terme, Thierry; Vanelle, Patrice published the artcile< Synthesis of 3-Benzylphthalide Derivatives by Using a TDAE Strategy>, HPLC of Formula: 531-88-4, the main research area is benzylphthalide preparation; nitrobenzyl chloride tetrakisdimethylaminoethylene formylbenzoate nucleophilic addition.

A one-pot synthesis of new 3-benzylphthalide derivatives I (X = CH, N; R1 = 4-NO2, 3-OMe-4-NO2, 2-NO2-4-C6H4, etc.; R2 = 4-CN, 5-Cl, 4-COOMe, etc.) was developed by using a strategy based on tetrakis(dimethylamino)ethylene (TDAE). The reactions in the presence of TDAE of substituted benzyl chlorides with Me 2-formylbenzoate or of substituted methyl-2-formylbenzoates with 4-nitrobenzyl chloride furnished the corresponding isobenzofuran-1(3H)-one products in moderate to good yields.

Synlett published new progress about Benzaldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, HPLC of Formula: 531-88-4.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Luo, Li; Song, Qing; Li, Yan; Cao, Zhongcheng; Qiang, Xiaoming; Tan, Zhenghuai; Deng, Yong published the artcile< Design, synthesis and evaluation of phthalide alkyl tertiary amine derivatives as promising acetylcholinesterase inhibitors with high potency and selectivity against Alzheimer's disease>, Computed Properties of 531-88-4, the main research area is aminoalkyl dihydrobenzofuranone preparation cholinesterase SAR mol docking; Acetylcholinesterase inhibitors; Alzheimer’s disease; Anti-Aβ aggregation; Antioxidant; DL-3-n-butylphthalide derivatives; Multi-target agents.

A series of phthalide alkyl tertiary amine derivatives I, II and III [R1 = Me, Et; R = Et, MeO, Bn, 2-MeOBn, 2-Me2NBn] were designed, synthesized and evaluated as potential multi-target agents against Alzheimer’s disease (AD). The results indicated that almost all the compounds I, II and III displayed significant AChE inhibitory and selective activities. Besides, most of the derivatives I, II and III exhibited increased self-induced Aβ1-42 aggregation inhibitory activity compared to the lead compound DL-NBP, and some compounds also exerted good antioxidant activity. Specifically, compound I [R1 = R2 = Et] showed the highest inhibitory potency toward AChE (IC50 = 2.66 nM), which was significantly better than Donepezil (IC50 = 26.4 nM). Moreover, mol. docking studies revealed that compound I [R1 = R2 = Et] was bind to both the catalytic active site and peripheral anionic site of AChE. Furthermore, compound I [R1 = R2 = Et] displayed excellent BBB permeability in-vitro. Importantly, the step-down passive avoidance test indicated that I [R1 = R2 = Et] significantly reversed scopolamine-induced memory deficit in mice. Collectively, these results suggested that I [R1 = R2 = Et] was a potent and selective AChE inhibitor for further anti-AD drug development.

Bioorganic & Medicinal Chemistry published new progress about Cholinesterase inhibitors. 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, Computed Properties of 531-88-4.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Gao, Min; Luo, Yanshu; Xu, Qianlan; Zhao, Yukun; Gong, Xiangnan; Xia, Yuanzhi; Hu, Lin published the artcile< A Unified Catalytic Asymmetric (4+1) and (5+1) Annulation Strategy to Access Chiral Spirooxindole-Fused Oxacycles>, Product Details of C10H10O4, the main research area is oxindole peroxide chiral phase transfer catalyst enantioselective annulation DFT; chiral spirooxindole oxacycle stereoselective preparation; annulation reaction; organocatalysis; oxygen heterocycles; peroxides; umpolung reaction.

A unified catalytic asym. (N+1) (N=4, 5) annulation reaction of oxindoles with bifunctional peroxides has been achieved in the presence of a chiral phase-transfer catalyst (PTC). This general strategy utilizes peroxides as unique bielectrophilic four- or five-atom synthons to participate in the C-C and the subsequent umpolung C-O bond-forming reactions with one-carbon unit nucleophiles, thus providing a distinct method to access the valuable chiral spirooxindole-tetrahydrofurans and -tetrahydropyrans with good yields and high enantioselectivities under mild conditions. DFT calculations were performed to rationalize the origin of high enantioselectivity. The gram-scale syntheses and synthetic utility of the resultant products were also demonstrated.

Angewandte Chemie, International Edition published new progress about C-C bond formation. 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, Product Details of C10H10O4.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Colmenares-Cruz, Stephania; Gonzalez-Cortazar, Manases; Castaneda-Ramirez, Gloria Sarahi; Andrade-Gallegos, Rene H.; Sanchez, Jose E.; Aguilar-Marcelino, Liliana published the artcile< Nematocidal activity of hydroalcoholic extracts of spent substrate of Pleurotus djamor on L3 larvae of Haemonchus contortus>, Related Products of 531-88-4, the main research area is Haemonchus contortus Pleurotus djamor hydroalcoholic extract nematocidal activity; Biodirected fractionation; Haemonchus contortus; Harvest time; Nematocidal compounds; Nematocidal extracts.

The objective of this study was to evaluate and compare the in vitro lethal effect of the hydroalcoholic extract of the spent substrate of Pleurotus djamor ECS-123, obtained at 15 days of colonization (SPS) and at the first (SPS1) and second (SPS2) harvests, against infective larvae L3 of Haemonchus contortus. The in vitro lethal effect was evaluated by the L3 larval mortality test (LM) using six concentrations: 1.25, 2.5, 5, 10, 20, and 40 mg/mL, with ivermectin and thiabendazole (5 mg/mL) as controls. The first harvest extract (SPS1) of strain ECS-123 was subjected to liquid-liquid bipartition, which resulted in two fractions: aqueous (PdAcO) and Et acetate (PdAct). The chem. fractionation of PdAct with the highest mortality rate (80.11%) was carried out with open-column chromatog., giving a total of 13 fractions, which were analyzed by thin-layer chromatog. (TLC) and grouped into 5 mixtures (R1;1-3, R2;4-7, R3;8-9, R4;10-11 and R5;12-13). Subsequently, the mixtures were evaluated against H. contortus L3 larvae. Finally, the components of the mixtures with the highest nematocidal effects were evaluated by gas chromatog. coupled to mass spectrometry (GC-MS). The data were analyzed with a completely randomized design through ANOVA using the generalized linear model (GLM) with the quotRquot program. The purification and characterization of R4 and R5 by GC-MS revealed the presence of the following compounds: veratryl alc., 4-hydroxy-3,5,5 trimethyl-4-[3-oxo-1-butenyl]-2- cyclohexen-1-one, caffeine and 5,6-dimethoxy-1(3 H) isobenzofuranone. This information allowed for the identification of nematocidal compounds in the degraded substrate of P. djamor, an activity that had not been reported previously.

Veterinary Parasitology published new progress about Aqueous solutions. 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, Related Products of 531-88-4.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Liu, Bin; Zhou, Xigeng published the artcile< Synthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane>, Category: benzofurans, the main research area is phenylenedimethanol preparation isobenzofuranone reduction base silane.

An efficient method for preparation of substituted 1,2-phenylenedimethanols and aliphatic 1,4-diols that are valuable intermediates in organic synthesis, was developed by the base-promoted reduction of isobenzofuran-1(3H)-ones and γ-lactones with silane under mild conditions. Compared with traditional procedures using stoichiometric amounts of metal hydrides and alkyl reductants, the present method avoids the use of sensitive reagents and is operationally simple and a broad variety of functional groups are tolerated.

Chinese Chemical Letters published new progress about Bases Role: RGT (Reagent), RACT (Reactant or Reagent). 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, Category: benzofurans.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Zhou, Chao; Zhao, Junqi; Chen, Wenkun; Imerhasan, Mukhtar; Wang, Jun published the artcile< Synthesis of 3-unsubstituted phthalides from aryl amides and paraformaldehyde via Ruthenium(II)-catalyzed C-H activation>, Related Products of 531-88-4, the main research area is phthalide preparation aryl amide paraformaldehyde Ruthenium catalyst hydroxymethylation lactonization.

A straightforward and convenient route has been developed for the synthesis of 3-unsubstituted phthalide derivatives from aryl amides and paraformaldehyde by ruthenium(II)-catalyzed C-H activation. The reaction proceeds through tandem ortho-hydroxymethylation of aryl amide and subsequent intramol. lactonization.

European Journal of Organic Chemistry published new progress about Aromatic amides Role: RCT (Reactant), RACT (Reactant or Reagent). 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, Related Products of 531-88-4.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Chen, Wang; Feng, Zili; Hu, Daihua; Meng, Jin published the artcile< Design and Synthesis of Arylnaphthalene Lignan Lactone Derivatives as Potent Topoisomerase Inhibitors>, Reference of 531-88-4, the main research area is arylnaphthalene lignan lactone derivative topoisomerase inhibitor design antitumor activity; Arylnaphthalene lignin lactones; anti-proliferation activity; catalytic inhibitor; cell proliferation assay; chemotherapeutic agents; topoisomerase IIα..

Arylnaphthalene lignan lactones are a class of natural products containing the phenyl-naphthyl skeleton. Some arylnaphthalene lignan lactones have been used in clin. practice as antitumor agents, due to their cytotoxicity and inhibitory activities against DNA topoisomerase I (Topo I) and topoisomerase II (Topo II). This study presents the design and synthesis of arylnaphthalene lignan lactones derivatives The inhibitory activities against Topo I and Topo IIα and antitumor activities of these compounds were assayed. A series of arylnaphthalene lignan lactones derivatives have been designed and synthesized, using the Diels-Alder reaction and Suzuki reaction as the key steps. Their antiproliferation activities were evaluated by sulforhodamine B assay on human breast cancer MDAMB-231, MDA-MB-435 and human cervical cancer HeLa cells. DNA relaxation assays were employed to examine the inhibitory activity of compounds 1-22 on Topo I and Topo IIα in vitro. Flow cytometry anal. was performed to study the drug effects on cell cycle progressions. Seven compounds exhibited the modest anti-proliferation activity with IC50 values between 1.36 and 20 μM. Compounds 3, 19 and 22 showed potent inhibitory activities with IC50 values less than 1 μM. DNA relaxation assay revealed that compound 22 showed potent inhibitory activity against Topo IIα in vitro. Compound 22 also induced DNA breaks in MDA-MB-435 cells evidenced by comet tails and the accumulation of γ-H2AX foci. The ability of 22 in inducing DNA breaks mediated by Topo IIα resulted in G2/M phase arrest and apoptosis. This work indicates that arylnaphthalene lignan lactones derivatives represent a novel type of Topo IIα inhibitory scaffold for developing new antitumor chemotherapeutic agents.

Medicinal Chemistry (Sharjah, United Arab Emirates) published new progress about Antiproliferative agents. 531-88-4 belongs to class benzofurans, and the molecular formula is C10H10O4, Reference of 531-88-4.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem