CAS: 85509-19-9; Flusilazole

该化合物是一种属于三硝基甲醇类的系统性杀菌剂,主要用于农业,以控制作物中各种真菌疾病;它通过抑制雌性激素的生物合成作用,而雌性激素是真菌细胞膜中一个至关重要的组成部分,从而破坏真菌生长和繁殖;氟西拉佐尔的特点是它对哺乳动物的毒性相对较低,而且对一系列广泛的真菌,包括造成叶片,粉状微粒和生锈疾病的真菌具有效力;它通常作为一种花生喷雾,可用于各种作物,包括谷物,水果和蔬菜;该化合物在环境中的持久性是众所周知的,这可能导致人们对它可能对非目标生物和生态系统的潜在影响的关切;此外,氟西拉佐尔受到监管审查,其使用受到具体准则的制约,以确保农业做法的安全和有效性.

结构式图片

欧盟法规

ECHA物质化妆品禁用物质清单C&L通报REACH预注册

上下游产品

sodium triazole (chloromethyl)bis(4-fluorophenyl)methylsilane2-{[bis-(4-fluorophenyl)-methyl-silanyl]-methyl}-2,4-dihydro[1,2,4]triazole-3-thione

合成工艺路线路线简述

  • 41253-21-8 + 85491-26-5 = 85509-19-9 [标题:Reaction Conditions
    标题:The Synthesis And The Crystal And Molecular Structure Of The Fungicide Bis(4-Fluorophenyl)Methyl(1H-1,2,4-Triazol-1-Ylmethyl)Silane (Flusilazole) (Dpx H 6573)
    作者:Tacke,Reinhold; Et Al
    参考文献:Applied Organometallic Chemistry 日期:1989 卷标:3(2) 页码:133-9]

    1558-33-4 + 460-00-4 = 85509-19-9 [标题:Reaction Conditions
    标题:The Synthesis And The Crystal And Molecular Structure Of The Fungicide Bis(4-Fluorophenyl)Methyl(1H-1,2,4-Triazol-1-Ylmethyl)Silane (Flusilazole) (Dpx H 6573)
    作者:Tacke,Reinhold; Et Al
    参考文献:Applied Organometallic Chemistry 日期:1989 卷标:3(2) 页码:133-9]

    288-88-0 + 85491-26-5 = 85509-19-9
    反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol,Dimethylformamide1.2 Solvents: Dimethylformamide
    标题:Preparation Of Bis(4-Fluorphenyl)Methyl (1H-1,2,4-Triazol-1-Yl-Methyl)Silane
    参考文献:Germany]

    41253-21-8 + 85491-26-5 = 85509-19-9
    反应条件:1.1 Solvents: Dimethylformamide
    标题:Synthesis Of Fungicidal (1H-1,2,4-Triazol-1-Ylmethyl)Silanes And -Siloxanes
    作者:Liebner,Falk; Et Al
    参考文献:Liebigs Annalen Der Chemie 日期:1994 卷标:(2) 页码:145-50]

    41253-21-8 + 119393-93-0 = 85509-19-9 [标题:Reaction Conditions
    标题:The Synthesis And The Crystal And Molecular Structure Of The Fungicide Bis(4-Fluorophenyl)Methyl(1H-1,2,4-Triazol-1-Ylmethyl)Silane (Flusilazole) (Dpx H 6573)
    作者:Tacke,Reinhold; Et Al
    参考文献:Applied Organometallic Chemistry 日期:1989 卷标:3(2) 页码:133-9]

    352-34-1 + 18165-20-3 = 85509-19-9
    反应条件:1.1 Reagents: Diisopropylethylamine Catalysts: Bis(Tri-Tert-Butylphosphine)Palladium Solvents: Tetrahydrofuran; 5 D,Rt2.1 Solvents: Dimethylformamide; 3 H,100 °C
    标题:Integrated Palladium-Catalyzed Arylation Of Heavier Group 14 Hydrides
    作者:Lesbani,Aldes; Et Al
    参考文献:Chemistry - A European Journal 日期:2010 卷标:16(45) 页码:13519-13527]

    288-88-0 = 85509-19-9
    反应条件:1.1 Reagents: Sodium Hydroxide2.1 Reagents: Dimethylformamide
    标题:Process For The Preparation Of 1,2,4-Triazole Sodium Salt
    参考文献:Lithuania]

    85491-26-5 = 85509-19-9
    反应条件:1.1 Reagents: Sodium Iodide2.1 -
    标题:The Synthesis And The Crystal And Molecular Structure Of The Fungicide Bis(4-Fluorophenyl)Methyl(1H-1,2,4-Triazol-1-Ylmethyl)Silane (Flusilazole) (Dpx H 6573)
    作者:Tacke,Reinhold; Et Al
    参考文献:Applied Organometallic Chemistry 日期:1989 卷标:3(2) 页码:133-9
Sodium Triazole,双(4-氟苯基)甲基(氯甲基)硅烷 以 N,N-二甲基甲酰胺 作为反应溶剂,化学反应 3.0H,以70%的收率获得产物氟硅唑
参考文献:较重的14族氢化物的钯钯催化集成化
标题:较重的14族氢化物的钯钯催化集成化
摘要:在碱的存在下,通过钯催化的芳族碘化物与相应的14族氢化物的交叉偶联,已经开发出了一种方便的制备14族化合物的方法.该反应条件可用于第14组叔,仲和伯化合物的交叉偶联.在大多数情况下,所需的芳基化产物以合成有用的产率获得.即使在含oh,Nh芳基碘的情况下2,Cn或co 2 R基团,具有非常好的取得高产量的这些反应性官能团的耐受性进行的反应.这种方法的一个可能的应用是一个杀真菌二芳基(1的唯一合成ħ-1,2,4-三唑-1-基甲基)硅烷衍生物.
DOI:10.1002/chem.201001437

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-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.

专利号:US-9051282-B2
优先权日:2011-12-16
标 题:Methods for triazole synthesis
发明人:HENDERSON WILLIAM H; RICHARDSON JOHN
权利人:CHEMTREAT INC
摘要:Disclosed are methods of synthesizing triazoles that avoids the use of concentrated acids in favor of carbonic acid generated from CO 2 that can be practiced at ambient and/or elevated temperature and/or atmospheric and/or elevated pressures. The disclosed methods also provide a way of synthesizing triazole products that are sufficiently pure and/or of sufficient concentration whereby the reaction product(s) may not require purification or other treatment before being used in, for example, formulating water treatment compositions that will tend to suppress corrosion or as an intermediate product in a more complex synthesis.

专利号:US-2007232495-A1
优先权日:2006-03-24
标题:Compositions and methods to add value to plant products, increasing the commercial quality, resistance to external factors and polyphenol content thereof
发明人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
权利人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
摘要:The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.
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主要参考文献


1: Wang C, Qiu L, Zhao H, Wang K, Zhang H. Dissipation dynamic and residue distribution of flusilazole in mandarin. Environ Monit Assess. 2013 Nov;185(11):9169-76. doi: 10.1007/s10661-013-3244-x. Epub 2013 May 9. doi: 10.1016/j.pestbp.2013.05.001. Epub 2013 May 10. doi: 10.1016/j.reprotox.2016.04.003. Epub 2016 Apr 14. doi: 10.1007/s00128-011-0203-5. Epub 2011 Feb 3. doi: 10.1016/j.taap.2010.12.008. Epub 2010 Dec 28. doi: 10.1002/bmc.3634. Epub 2015 Nov 12. doi: 10.1093/toxsci/kfs092. Epub 2012 Feb 29.
9: Bensoltane S, Youbi M, Djebar H, Djebar MR. Effects of two systemic fungicides: Artea (Propiconazole+cyproconazole) and Punch (Flusilazole) on the physiology and the respiratory metabolism of durum wheat (Triticum durum L.). Commun Agric Appl Biol Sci. 2006;71(3 Pt B):1041-8. doi: 10.1016/j.reprotox.2014.10.008. Epub 2014 Oct 16. Review. doi: 10.1021/acs.jafc.5b03429. Epub 2015 Dec 11. doi: 10.1016/j.aquatox.2016.07.005. Epub 2016 Jul 14. doi: 10.1007/s11356-014-3317-6. Epub 2014 Jul 17. doi: 10.1210/en.2014-1561. Epub 2014 Sep 22.
17: Wang N, Wang XC, Ma X. Characteristics of concentration-inhibition curves of individual chemicals and applicability of the concentration addition model for mixture toxicity prediction. Ecotoxicol Environ Saf. 2015 Mar;113:176-82. doi: 10.1016/j.ecoenv.2014.12.008. Epub 2014 Dec 11. doi: 10.1016/j.chemosphere.2017.09.134. Epub 2017 Sep 28. doi: 10.1016/j.chroma.2015.07.005. Epub 2015 Jul 4.

合成参考文献


摘要:Farm Chemicals Handbook., -(C142), 1991
摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
参考文献:10.1016/j.chroma.2004.02.078
摘要:Sannino A, Bolzoni L, Bandini M. Application of liquid chromatography with electrospray tandem mass spectrometry to the determination of a new generation of pesticides in processed fruits and vegetables. J Chromatogr A. 2004 May 21;1036(2):161–9. doi: 10.1016/j.chroma.2004.02.078.
参考文献:10.1016/j.reprotox.2006.04.008
摘要:Menegola E, Broccia ML, Di Renzo F, Giavini E. Postulated pathogenic pathway in triazole fungicide induced dysmorphogenic effects. Reprod Toxicol. 2006 Aug;22(2):186–95. doi: 10.1016/j.reprotox.2006.04.008.
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