585-70-6Relevant academic research and scientific papers
Oxidation of substituted 2-furaldehydes by quinolinium dichromate: A kinetic study
Chaubey, Girija S.,Kharsyntiew, Bansiewdor,Mahanti, Mahendra K.
, p. 83 - 87 (2004)
The kinetics of oxidation of substituted 2-furaldehydes by quinolinium dichromate in sulfuric acid, using 50% acetic acid as the solvent, was studied. The rate of the reaction was first order in each of the substrate, oxidant and acid. The kinetic data are discussed with reference to the aldehyde hydration equilibria. The kinetic results support a mechanistic pathway proceeding via a rate-determining oxidative decomposition of the chromate ester of the aldehyde hydrate. Copyright 2003 John Wiley & Sons, Ltd.
Furan-2-carboxamide derivative, a novel microtubule stabilizing agent induces mitotic arrest and potentiates apoptosis in cancer cells
Shwetha,Sudhanva, M. Srinivasa,Jagadeesha,Thimmegowda,Hamse, Vivek K.,Sridhar,Thimmaiah,Ananda Kumar,Shobith, Rangappa,Rangappa
, (2021/02/21)
The vital role played by microtubules in the cell division process, marks them as a potential druggable target to decimate cancer. A novel furan-2-carboxamide based small molecule, is a selective microtubule stabilizing agent (MSA) with IC50 ranging from 4 μM to 8 μM in different cancer cell lines. Inhibition of tubulin polymerization or stabilization of tubulin polymers abrogates chromosomal segregation during cell division, results in cell cycle arrest and leads to cell death due to the delayed repair mechanism. A novel furan-2-carboxamide based small molecule exhibited potent anti-proliferative and anti-metastatic property In-Vitro against the panel of cancer cells. Annexin V-FITC/PI, double staining reveals potent cytotoxic effect of SH09 against HeLa cells. FACS analysis displays induction of G2/M arrest and accumulation of subG1 population of cells upon treatment with SH09. Molecular docking study unveils SH09 binding affinity to the Taxol binding pocket of tubulin proteins and MM-GBSA also confirms strong binding energies of SH09 with tubulin proteins.
Synthesis of [2,2’]Bifuranyl-5,5’-dicarboxylic Acid Esters via Reductive Homocoupling of 5-Bromofuran-2-carboxylates Using Alcohols as Reductants?
Jiang, Huanfeng,Luo, Jiajun,Xie, Yi,Yin, Biaolin,Yu, Bin
, p. 62 - 68 (2020/12/09)
Herein, we describe an environmentally benign and cost-effective protocol for the synthesis of valuable bifuranyl dicarboxylates, starting with α-bromination of readily accessible furan-2-carboxylates by LiBr and K2S2O8. Furthermore, the bromination intermediate product 5-bromofuran-2-carboxylates were then conducted in a palladium-catalyzed reductive homocoupling reactions in the presence of alcohols to afford bifuranyl dicarboxylates. One of the final products in this protocol, [2,2’]bifuran-5,5’-dicarboxylic acid esters, are essential monomers of poly(ethylene bifuranoate), which can be served as an green and versatile alternative polymer for traditional poly(ethylene terephthalate) that is currently common in technical plastics.
Method for preparing 2,5-furandicarboxylic acid
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Paragraph 0073-0093, (2017/08/29)
The invention discloses a method for preparing 2,5-furandicarboxylic acid. The method comprises the following steps: preparing the 2,5-furandicarboxylic acid by sequentially performing four-step reaction namely bromination reaction, esterification reaction, carbonylation reaction and hydrolysis reaction on furan-2-carboxylic acid, wherein a compound as shown in Formula 3, a compound as shown in Formula 4 and a compound as shown in Formula 5 are obtained by the bromination reaction, the esterification reaction and the carbonylation reaction respectively. Compared with the prior art, the invention can effectively solve the problem of not high yield or severe reaction condition requirement by improving the key overall process flow of the preparation method and reaction conditions of each step. The structural formulae of the compound as shown in Formula 3, the compound as shown in Formula 4 and the compound as shown in Formula 5 are as shown in the specification respectively.
DMF-mediated deprotection of bulky silyl esters under neutral and fluoride-free conditions
Chen, Bo,Sun, Hui-Xia,Qin, Jian-Feng,Wang, Bing
, p. 253 - 255 (2016/01/12)
Bulky TBDPS and TIPS carboxylic esters were efficiently cleaved by a green and mild protocol using only DMF-H2O (20:1) at 70 °C. The neutral conditions tolerate various common acid- and base-labile functionalities, including alkyl and aryl silyl ethers.
A diketopyrrolopyrrole molecule end-capped with a furan-2-carboxylate moiety: The planarity of molecular geometry and photovoltaic properties
Fu, Lei,Fu, Weifei,Cheng, Pei,Xie, Zhixin,Fan, Congcheng,Shi, Minmin,Ling, Jun,Hou, Jianhui,Zhan, Xiaowei,Chen, Hongzheng
, p. 6589 - 6597 (2014/05/06)
We designed and synthesized a diketopyrrolopyrrole (DPP) molecule with a fully-planar molecular geometry, 3,6-bis{5-[(ethylfuran-2-carboxylate)-2-yl] thiophene-2-yl}-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4-dione (DPP(CF)2), for solution-processable organic solar cells (OSCs). It is theoretically calculated that the dihedral angles between the two furan-2-carboxylate end-groups and the DPP core are both only 0.56°. Due to this negligible steric distortion, the molecular conformation of DPP(CF) 2 can be considered fully coplanar, leading to a higher crystallinity for the DPP(CF)2 film. As a result, the hole mobility of DPP(CF)2 is one order of magnitude higher than that of the DPP derivative with thiophene-2-carboxylate as the end-group (DPP(CT)2). DPP(CF)2 exhibits both a low optical band gap (Eg) of 1.60 eV and a low-lying highest occupied molecular orbital (HOMO) energy level of -5.33 eV, implying that DPP(CF)2 is a promising electron donor for OSCs. OSCs with DPP(CF)2 or DPP(CT)2 as the electron donor and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) as the electron acceptor were fabricated. It is found that the DPP(CF) 2-based devices exhibit much better photovoltaic performance than the DPP(CT)2-based devices, with the highest power conversion efficiency of 5.37% and a short-circuit current density of 11.4 mA cm-2. This phenomenon can be ascribed to the superior charge-transporting ability of DPP(CF)2 due to its fully-planar molecular geometry. This journal is the Partner Organisations 2014.
Synthesis and in vitro protein tyrosine kinase inhibitory activity of furan-2-yl(phenyl)methanone derivatives
Zheng, Fei Lang,Ban, Shu Rong,Feng, Xiu E,Zhao, Cheng Xiao,Lin, Wenhan,Li, Qing Shan
experimental part, p. 4897 - 4911 (2011/08/10)
A series of novel furan-2-yl(phenyl)methanone derivatives were synthesized, and their structures were established on the basis of 1H-NMR, 13C-NMR and mass spectral data. All the prepared compounds were screened for their in vitro protein tyrosine kinase inhibitory activity and several new derivatives exhibited promising activity, which, in some cases, was identical to, or even better than that of genistein, a positive reference compound. The preliminary structure-activity relationships of these compounds were investigated and are discussed.
Design, synthesis and in vitro antibacterial/antifungal evaluation of novel 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)quinoline-3-carboxylic acid derivatives
Yu, Zhiyi,Shi, Guanying,Sun, Qiu,Jin, Hong,Teng, Yun,Tao, Ke,Zhou, Guoping,Liu, Wei,Wen, Fang,Hou, Taiping
scheme or table, p. 4726 - 4733 (2010/01/06)
A series of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)quinoline-3-carboxylic acid (norfloxacin) derivatives were prepared according to the principle of combinating bioactive substructures and tested for their activities against five plant pathogenic bacteria and three fungi in vitro. The preliminary bioassays indicated that almost all synthesized target compounds retained the antibacterial activities of norfloxacin and had some antifungal activities as carboxylic acid amide compounds. The activities of compounds 1 and 22 against Xanthomonas oryzae were better than norfloxacin and all tested compounds had better antibacterial activities as compared to the agricultural streptomycin sulfate (a commercial bactericide) against X. oryzae, Xanthomonas axonopodis and Erwinia aroideae. Additionally, compounds 2 and 20 displayed good antifungal activities against Rhizoctonia solani and their inhibition of growth reached 83% and 94% respectively at the concentration of 200 mg/L.
BIARYL LINKED HYDROXAMATES: PREPARATION AND PHARMACEUTICAL APPLICATIONS
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Page/Page column 86, (2010/02/11)
The present invention relates to hydroxamate compounds which are inhibitors of histone deacetylase. More particularly, the present invention relates to biaryl containing compounds and methods for their preparation. These compounds may be useful as medicaments for the treatment of proliferative disorders as well as other diseases involving, relating to or associated with enzymes having histone deacetylase activities. Formula (I), where Z is a single bond or C1-C4 hydrocarbon, A is an aromatic ring, B is an aromatic ring.
SYNTHESIS OF SOME FURYL- AND THIENYLACRYLATES OR DIACRYLATES AND ACRYLIC ACIDS BY THE PALLADIUM CATALYSED VINYLATION OF SUBSTITUTED BROMOFURANS AND BROMOTHIOPHENES
Karminski-Zamola, Grace,Dogan, Jasna,Bajic, Miroslav,Blazevic, Jelena,Malesevic, Miroslav
, p. 759 - 768 (2007/10/02)
Furyl- and thienylacrylates (8-14) and acrylic acids (8a,10a-14a) are prepared in moderate yields by palladium catalysed coupling of substituted bromofurans and bromothiophenes with ethyl acrylate.
