CAS: 71422-67-8; Chlorfluazuron

该化合物是属于苯甲醚类的合成昆虫生长调节器,主要用于农业用途,以控制虫害,特别是棉花和蔬菜等作物的虫害.复方功能是扰乱昆虫的脱落过程,有效防止它们发展成成熟的形态.氯氟化氮对哺乳动物和鸟类的毒性较低,因此在使用准则时是虫害管理的一个相对安全的选项.其行动方式是抑制对形成昆虫Exoskeleton至关重要的合成.这导致昆虫在耕种阶段死亡.该物质通常用作叶片喷雾剂或融入土壤,在环境中具有适度的持久性,需要谨慎管理,以尽量减少对非目标生物的潜在影响.

结构式图片

物理性质

欧盟法规

C&L通报REACH预注册

上下游产品

2,6-difluorobenzamide 2,6-difluorobenzoyl is°Cyanate 3,5-dichloro-4-[(3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy]aniline 3-Methylpyridine

合成工艺路线路线简述

    2-氯-5-三氯甲基吡啶置于氢氟酸,氯,Potassium Carbonate体系中,用 N,N-二甲基乙酰胺 作为反应溶剂,化学反应 23.0H,反应生成 氟啶脲
    参考文献:一种氟啶脲的合成方法及其用于制备杀虫剂 的用途
    标题:一种氟啶脲的合成方法及其用于制备杀虫剂 的用途
    摘要:本发明属于农药制剂技术领域,具体涉及一种氟啶脲的合成方法,并进一步公开其用于制备杀虫剂的用途.本发明所述合成氟啶脲的方法,以现有技术中常规合成线路为基础,以2,3‑二氯‑5‑三氟甲基吡啶,2,6‑二氯‑4‑氨基苯酚,以及2,6‑二氟苯甲酰异氰酸酯为合成原料,并以n,N‑二甲基乙酰胺为反应溶剂,在zsm分子筛催化剂的作用下,不仅可以实现氟啶脲的合成,同时可以仅在同一反应溶剂下实现反应进行,避免了现有技术中两步法合成氟啶脲需要逐步回收溶剂导致工艺复杂的问题,同时产物的合成产率较现有技术工艺进一步提高,且产物含量较高.

    海关参考信息

    专利信息


    专利号:WO-2025056767-A1
    优先权日:2023-09-15
    标题 :Process for the preparation of enantiomerically enriched aliphatic amines
    发明人:BOU HAMDAN FARHAN; GODINEAU EDOUARD; SMEJKAL TOMAS; DUMEUNIER RAPHAEL; BOUSSEMGHOUNE MOHAMED ABDELOUAHAB; BLUM MATHIAS
    权利人:SYNGENTA CROP PROTECTION AG
    摘要:The present invention relates to a process for the preparation of enantiomerically enriched cyclobutylamines of formula (I) from α-tertiary cyclobutanones and reacting said enantiomerically enriched cyclobutylamines to enantiomerically enriched cyclobutylamides. Such compounds are useful intermediates in the synthesis of microbiocidal thiazole compounds.

    专利号:US-2016073631-A1
    优先权日:2013-03-04
    标 题 :Process for the preparation of dihydropyrrole derivatives
    发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS
    权利人:SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD
    摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) n n n n n n n n n n n n wherein n P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; n R 1 is chlorodifluoromethyl or trifluoromethyl; n R 2 is optionally substituted aryl or optionally substituted heteroaryl; n n is 0 or 1; n including the process comprising n (a-i) reacting a compound of formula II n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; n with nitromethane in the presence a chiral catalyst to give a compound of formula III n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; and n (a-ii) reductively cyclising the compound of formula III to give the compound of formula I. n n n n n The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).

    专利号:US-9233920-B2
    优先权日:2010-06-11
    标题 :Process for the preparation of dihydropyrrole derivatives
    发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS
    权利人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS; SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD
    摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) wherein P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; R 1 is chlorodifluoromethyl or trifluoromethyl; R 2 is optionally substituted aryl or optionally substituted heteroaryl; n is 0 or 1; including the process comprising (a-i) reacting a compound of formula II wherein P, R 1 and R 2 are as defined for the compound of formula I; with nitromethane in the presence a chiral catalyst to give a compound of formula III Wherein P, R 1 and R 2 are as defined for the compound of formula I; and (a-ii) reductively cyclizing the compound of formula III to give the compound of formula I. The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).

    专利号:US-8293797-B2
    优先权日:2004-02-19
    标题:Use of molt-accelerating compounds, ecdysteroids, analogs thereof, and chitin synthesis inhibitors for controlling termites
    发明人:SU NAN-YAO; KING JAMES EDWARD; NEESE PAUL ALLEN
    权利人:SU NAN-YAO; KING JAMES EDWARD; NEESE PAUL ALLEN; UNIV FLORIDA
    摘要:The subject invention relates in part to the oral administration of ecdysteroids for controlling subterranean termites. Preferred ecdysteroids for use according to the subject invention are ecdysone, certain ecdysone analogs, and 20-hydroxyecdysone, for example. In some preferred embodiments, one or more of these compounds is used in a termite bait in combination with one or more chitin synthesis inhibitors. Thus, the subject invention also relates in part to controlling termites by the use of a chitin synthesis inhibitor (CSI), such as hexaflumuron and/or noviflumuron, together with an ecdysteroid (and analogs thereof) or molt-accelerating compound (MAC), such as halofenozide. The subject invention also relates to mixtures comprising these two active ingredients. The MAC/ecdysteroid analog induces a preliminary molting event in termite workers (they could not complete the molting), which then allows the CSI to further disrupt the molt and cause mortality. The combination of these active ingredients, causing accelerated molting together with inhibition of chitin synthesis, is surprisingly shown herein to enhance activity against termites, as compared to either group of compounds alone.

    专利号:WO-2011067757-A1
    优先权日:2009-12-06
    标题 :INSECTICIDAL COMPOSITIONS OF CHITIN SYNTHESIS INHIBITORS (CSIs) AND THE ENTOMOPATHOGENIC FUNGUS NOMURAEA RILEYI
    发明人:APPLEBAUM SHALOM W; ICHELCZIK DANA; BARAZANI AVNER
    权利人:MAKHTESHIM CHEM WORKS LTD; YISSUM RES DEV CO; APPLEBAUM SHALOM W; ICHELCZIK DANA; BARAZANI AVNER
    摘要:The present invention discloses a pesticidal composition comprising a combination of a chitin synthesis inhibitor (CSI) and the fungus Nomuraea rileyi, wherein this composition is insecticidally effective and contains an insecticidally effective amount of a chitin synthesis inhibitor and an insecticidally effective amount of the fungus Nomuraea rileyi. Also are disclosed a method of treating or preventing pest infestation in a plant or in an environment in which this plant is grown, by contacting the plant or environment with the pesticidal composition of the invention, and a method for reducing the amount of CSI required to control insects, and the use of the pesticidal composition of the invention in controlling insects in a plant or an environment of the plant.

    专利号:US-10906880-B2
    优先权日:2016-01-26
    标题:Kind of isothiazole oxime ether-containing strobilurin derivatives and its preparation methods and application
    发明人:FAN ZHIJIN; CHEN LAI; GUO XIAOFENG; ZHU YUJIE; QIAN XIAOLIN; MA LIUYONG; ZHANG NAILOU; WANG HAIXIA; ZHANG ZHIMING; XU JINGHUA; SONG YINQI
    权利人:UNIV NANKAI
    摘要:The present invention is that provided a synthesis method of a series of isothiazole oxime ether containing strobilurin derivatives IV. The present invention relates to 3,4-dichloroisothiazolyl oxime ether strobilurin derivatives, and their chemical structural formula is as shown by IV. n n n n n n n n n n The invention discloses the structural formula of the above compound, the synthesis method and the use as an insecticide, a fungicide, an anti-plant virus agent, and an agriculturally acceptable auxiliary or synergist and a commercial insecticide. The use of a fungicide, an anti-plant virus agent and an acaricide in combination for controlling agricultural, forestry, horticultural plant pests, diseases, virus diseases and preparation methods.
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    主要参考文献


    1: Li H, Zhong Q, Wang X, Luo F, Zhou L, Sun H, Yang M, Lou Z, Chen Z, Zhang X. The degradation and metabolism of chlorfluazuron and flonicamid in tea: A risk assessment from tea garden to cup. Sci Total Environ. 2021 Feb 1;754:142070. doi: 10.1016/j.scitotenv.2020.142070. Epub 2020 Aug 29. 71(Pt 1):o55. doi: 10.1107/S2056989014026632.
    3: Wan Umar WAS, Ab Majid AH. Efficacy of Minimum Application of Chlorfluazuron Baiting to Control Urban Subterranean Termite Populations of Coptotermes gestroi (Wasmann) (Blattodea: Rhinotermitidae). Insects. 2020 Aug 25;11(9):569. doi: 10.3390/insects11090569.
    4: Huang Q, Wu X, Yu X, Zhang L, Lu M, Tao L. Comparison of the cytotoxic impact of chlorfluazuron on selected insect and human cell lines. Environ Toxicol Chem. 2015 Jul;34(7):1675-82. doi: 10.1002/etc.2969. Epub 2015 May 14. 36(11):3028-3033. doi: 10.1002/etc.3872. Epub 2017 Jul 17. 16(10):1758. doi: 10.3390/ijerph16101758.

    合成参考文献


    摘要:Toksikologicheskii Vestnik., (4)(33), 2000
    参考文献:10.1603/ec14193
    摘要:Lee CC, Neoh KB, Lee CY. Colony Size Affects the Efficacy of Bait Containing Chlorfluazuron Against the Fungus-Growing Termite Macrotermes gilvus (Blattodea: Termitidae). J Econ Entomol. 2014 Dec;107(6):2154–62. doi: 10.1603/ec14193.
    参考文献:10.1002/ps.1140
    摘要:Bastos CS, de Almeida RP, Suinaga FA. Selectivity of pesticides used on cotton (Gossypium hirsutum) to Trichogramma pretiosum reared on two laboratory‐reared hosts. Pest Management Science. 2005 Nov 24;62(1):91–8. doi: 10.1002/ps.1140.
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