774-74-3Relevant articles and documents
Direct electrochemical oxidation of a pesticide, 2,4-dichlorophenoxyacetic acid, at the surface of a graphite felt electrode: Biodegradability improvement
Fontmorin, Jean-Marie,Fourcade, Florence,Geneste, Florence,Soutrel, Isabelle,Floner, Didier,Amrane, Abdeltif
, p. 32 - 38 (2015)
Pesticides' biorecalcitrance can be related to the presence of a complex aromatic chains or of specific bonds, such as halogenated bonds, which are the most widespread. In order to treat this pollution at its source, namely in the case of highly concentrated solutions, selective processes, such as electrochemical processes, can appear especially relevant to avoid the possible generation of toxic degradation products and to improve biodegrad- ability in view of a subsequent biological mineralization. 2,4-D was found to be electroactive in oxidation, but not in reduction, and the absence of hydroxyl radicals formation during the electrochemical step was demonstrated, showing that the pretreatment can be considered as a direct electrochemical process instead of an advanced electrochemical oxidation process. The presence of several degradation products in the oxidized effluent showed that the pretreatment was not as selective as expected. However, the relevance of the proposed combined process was confirmed since the overall mineralization yield was close to 93%.
Design, synthesis, anticancer evaluation and molecular docking study of novel 2,4-dichlorophenoxymethyl-based derivatives linked to nitrogenous heterocyclic ring systems as potential CDK-2 inhibitors
Almehizia, Abdulrahman A.,Amr, Abd El-Galil E.,El-Sayed, Amira A.,Nossier, Eman S.
, (2021/08/23)
A novel series of 2,4-dichlorophenoxymethyl-based derivatives 4-18 bearing various nitrogenous heterocyclic systems have been designed and synthesized through molecular hybridization approach. The anti-proliferative activity of all newly synthesized derivatives was established against human HCT-116 and MCF-7 cancer cell lines. The structure–activity relationship (SAR) studies exhibited that the derivatives incorporated with pyrido[3,2-d]pyrimidine, naphtho[2,3-e][1,3]oxazine-5-sulfonic acid, benzo[d]thiazole and benzo[d]oxazole scaffolds revealed the highest cytotoxic activities comparing with doxorubicin as a reference drug. The promising derivatives 5, 9, 13 and 15 were subjected to enzymatic inhibitory assessment against CDK-2/cyclin A2 using roscovitine as a standard. Concerning their effects upon the apoptotic process, they upregulated Bax, p-53 and caspase-3 levels and downregulated Bcl-2, causing induction of apoptosis. Moreover, the in silico molecular docking was applied to investigate the possible binding modes and orientations within the active site of CDK-2.
The invention relates to an acyl fluoride compound reduction and deuteration synthesis α, α - dideuterium alcohol. Method for deuterated drugs
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Paragraph 0131-0137, (2021/08/25)
The invention relates to an α, α - dideuterium-substituted alcohol compound and a reduction deuteration method for preparing an acyl fluoride compound of α, α - dideuterium-substituted alcohol compounds, characterized in that α, α - dideuterium-substituted alcohol compounds represented by the general formula 2 (1) are reacted in an organic solvent I by a deuterium donor reagent. The method solves the problems that in the prior art α, α - dideuterium-substituted alcohol compounds are prepared by using inflammable reductant, poor selectivity and atomic economy, the invention establishes a method for reducing and deuteration of acyl fluoride compounds based on single electron transfer reduction deuteration reaction. The method can be used for preparing α, α - dideuterium-substituted alcohol compounds, and has the advantages of high product deuterium substitution rate, good regioselectivity, good chemical selectivity, low reagent price, simple operation, mild conditions and wide substrate application range.
Design and Synthesis of Novel 4-Hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one Derivatives for Use as Herbicides and Evaluation of Their Mode of Action
Lei, Kang,Li, Pan,Yang, Xue-Fang,Wang, Shi-Ben,Wang, Xue-Kun,Hua, Xue-Wen,Sun, Bin,Ji, Lu-Sha,Xu, Xiao-Hua
, p. 10489 - 10497 (2019/10/02)
In order to develop a novel herbicide containing the β-triketone motif, a series of 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one derivatives were designed and synthesized. The bioassay results showed that compound II15 had good pre-emergent herbicidal activity even at a dosage of 187.5 g ha-1. Moreover, compound II15 showed a broader spectrum of weed control when compared with a commercial herbicide 2,4-dichlorophenoxyacetic acid (2,4-D), and displayed good crop safety to Triticum aestivum L. and Zea mays Linn. when applied at 375 g ha-1 under pre-emergence conditions, which indicated its great potential as a herbicide. More importantly, studying the molecular mode of action of compound II15 revealed that the novel triketone structure is a proherbicide of its corresponding phenoxyacetic acid auxin herbicide, which has a herbicidal mechanism similar to that of 2,4-D. The present work indicates that the 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one motif may be a potential lead structure for further development of novel auxin-type herbicides.
Esterquat herbicidal ionic liquids (HILs) with two different herbicides: Evaluation of activity and phytotoxicity
Syguda, Anna,Gielnik, Anna,Borkowski, Andrzej,Wo?niak-Karczewska, Marta,Parus, Anna,Piechalak, Aneta,Olejnik, Anna,Marecik, Roman,?awniczak, ?ukasz,Chrzanowski, ?ukasz
supporting information, p. 9819 - 9827 (2018/06/18)
Herbicidal ionic liquids (HILs) constitute a new concept in crop protection products. Their main advantage is the potential to combine the efficiency of traditional herbicides with low vapour pressure and adjustable water solubility which leads to improved environmental safety in the agricultural sector. Among many strategies to obtain new HILs, esterquats seem to be well suited for modification since both the cation and anion may be constituents of herbicides. In the framework of this study 16 new esterquat HILs were synthetized based on standard herbicides: 2,4-D, MCPA, MCPP, 4-CPA, Clopyralid and Dicamba. Germination tests performed on agricultural soil using cornflower indicated the best two HILs. Furthermore, analysis of the toxicological effects of HILs on wheat plants revealed an additional advantage of the two selected HILs. The glutathione (GSH) content and glutathione S-transferase (GST) activity showed a lower oxidative stress level in wheat plants treated with examined HILs, respectively, in comparison to a mixture of reference compounds. Finally the Ames test was applied in order to analyse the mutagenic activity of the two selected HILs.
Synthesis and insecticidal activity of rotenone analogues
Zhicheng, Liu,Dingxin, Jiang,Hanhong, Xu,Xiaohua, Zheng
, p. 1063 - 1070 (2018/10/26)
Rotenone, one of traditional botanical insecticide, has been used more than one hundred years. A variety of rotenone derivatives were designed and synthesized in recent years due to environmental benign character and not easy to generate insecticide resistance. This paper described the molecular design, synthesis, and insecticidal activities of a series of rotenone analogues and 2-substituted rotenone derivatives. The preliminary bioassay showed that isorotenone and 2-rotenone nicotinate is equal to rotenone's against Musca domestica.
Multi-substituted phenylpyrazole derivatives and preparation method and application thereof
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Paragraph 0053; 0054; 0055; 0056; 0057; 0058; 0061-0065, (2018/03/28)
The invention discloses multi-substituted phenylpyrazole derivatives and a preparation method and an application thereof in preparation of insecticides, wherein the multi-substituted phenylpyrazole derivatives have the structure described in the specification. The multi-substituted phenylpyrazole derivatives have the insecticidal efficacy better than or equivalent to that of conventional commoditized pesticides on the market. The compounds can be used for prevention and control of pests in agriculture, forestry or hygiene, especially for prevention and control of insecticide-resistant insects.The preparation method has the advantages of high yield, fewer steps and simple operation.
Synthesis and Biological Activity of 4-[(Substituted Phenoxyacetoxy)methyl]-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane-1-one
Sheng, Xijun,Zhou, Yuan,Zhang, Shasha,Peng, Hao,He, Hongwu
, p. 165 - 170 (2017/02/03)
A series of novel 4-[(substituted phenoxyacetoxy)methyl]-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane-1-one 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k, 4l, 4m, 4n, 4o were synthesized. Their structures were confirmed by IR,1H NMR, mass spectroscopy, and elemental analyses. The results of preliminary bioassays show that some of the title compounds exhibit moderate to good herbicidal and fungicidal activities. For example, the title compounds 4b, 4c, 4f, 4h, 4i, and 4j possess 90–100% inhibition against the growth of roots of both rape and barnyard grass at 10 mg/L. Moreover, the title compounds 4f, 4g, and 4h possess 75–89% inhibition against Botrytis cinerea at the concentration of 50 mg/L.
Synthesis and Antimicrobial Activity of Novel 2-Substituted Phenoxy-N-(4-substituted Phenyl-5-(1H-1,2,4-triazol-1-yl)thiazol-2-yl)acetamide Derivatives
Liao, Guo-Ping,Zhou, Xia,Xiao, Wei,Xie, Yan,Jin, Lin-Hong
, p. 1506 - 1513 (2017/03/27)
A series of 2-substituted phenoxy-N-(4-substituted phenyl-5-(1H-1,2,4-triazol-1-yl)thiazole-2-yl)acetamide derivatives 8a, 8b, 8c, 8d, 8e, 8f, 8g, 8h, 8i, 8j, 8k, 8l, 8m, 8n, 8o, 8p, 8q, 8r, 8s, 8t was synthesized by the reaction of phenoxyacetyl chloride 7 with intermediate 4-substituted phenyl-5-(1H-1,2,4-triazol-1-yl)thiazol-2-amine 5. Their structures were confirmed by 1H NMR, 13C NMR, MS, IR, and elemental analyses. The synthesized compounds were also screened for their antimicrobial activity against three types of plant fungi (Gibberella zeae, Phytophthora infestans, and Paralepetopsis sasakii) and two kinds of bacteria [Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas axonopodis pv. citri (Xac)] showing promising results. In particular, 8b, 8f, 8g, and 8h exhibited excellent antibacterial activity against Xoo, with 50% effective concentration (EC50) values of 35.2, 80.1, 62.5, and 82.1 μg/mL, respectively, which are superior to the commercial antibacterial agent bismerthiazol (89.9 μg/mL). The preliminary structure–activity relationship studies of these compounds are also briefly described.
7 - aryloxyacetic acetyloxy coumarin compound and its application in pesticide (by machine translation)
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Paragraph 0040; 0041; 0042, (2017/07/23)
The invention provides a 7 - aryloxyacetic acetyloxy coumarin compound and its application in pesticide, preparation are as follows: 1, will contain different substituents of the resorcinol add to the reaction bottle of the concentrated sulfuric acid, stirring and dissolving, ice water bath cooling slowly dripping acetoacetate compound, then completing, ice water bath cooling under reaction 1h; reacting at room temperature 24h; violent stirring into ice water in the mixture, a yellow precipitation, filtered, the filter cake is anhydrous ethanol recrystallize to get 7 - hydroxy coumarin compound; 2, 2, 4 - dichloro acid with oxalyl dissolved in CH2 Cl2 In the solvent, dropping N, N - dimethyl formamide, room temperature reaction 2h make acyl chloride; 3, containing 7 - hydroxy coumarin compounds and acyl chloride in the organic solvent, under a certain temperature, adding catalyst, reaction after a period of time, re-crystallization to obtain the 7 - aryloxyacetic acetyloxy coumarin compound. The compounds of the invention have very high herbicidal activity. (by machine translation)
