CAS: 90035-08-8; Flocoumafen

该化合物是属于coumarin类的第二代抗冷凝剂灭鼠杀菌剂,作为维生素K敌国,阻阻活性维生素K1的再生,抑制血液凝聚,导致鼠类中致命出血. Flocoumafen具有很强的威力,具有单剂量效果,降低了诱饵害羞的风险.它的延迟行动允许目标物种在出现症状之前使用致命剂量.该化合物具有很强的易感性和稳定性,确保了长期的实地效力.由于其高毒性,它主要用于抗药性鼠类种群的控制环境中.适当的处理和应用对于最大限度地减少非目标接触和环境风险至关重要.

结构式图片

物理性质

欧盟法规

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上下游产品

4-hydroxy[1]benzopyran-2-one 1,2,3,4-tetrahydro-3-[4-(4-trifluoromethylbenzyloxy)phenyl]naphthalen-1-ol 20H22O5C20H22O5 3,4-dihydro-3-(4-methoxyphenyl)naphthalene-1(2H)-one

合成工艺路线路线简述

    3-(4-Hydroxyphenyl)-3,4-Dihydronaphthalen-1(2H)-One置于sodium Tetrahydroborate,Sodium Hydride,对甲苯磺酸体系中,用 四氢呋喃,乙醇,二氯甲烷 作为反应溶剂,化学反应 9.0H,反应生成 氟鼠灵,Trans-4-Hydroxy-3-[1,2,3,4-Tetrahydro-3-[4-(4-Trifluoromethylbenzyloxy)Phenyl]-1-Naphthyl]Coumarin
    参考文献:氟古马芬及其结构异构体的简单合成及生物学评价
    标题:氟古马芬及其结构异构体的简单合成及生物学评价
    摘要:描述了氟考马芬1及其结构异构体的简单合成及其生物学特性.关键的合成策略包括knoevenagel缩合,Grignard反应,分子内环环化和偶联反应.使用快速柱色谱法可轻松将flocoumafen 1分离为顺式和反式形式.然后评估它们在体外对lps诱导的no反应生成的抑制作用和抗兴奋性毒性.发现反式氟尿嘧啶在体外浓度为10 µm时可有效抑制no反应生成,而对培养的皮层神经元的神经毒性无明显影响.
    DOI:10.1007/s12039-010-0071-2

    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:WO-2021074309-A1
    优先权日:2019-10-16
    标 题:1-(3-quinolyl)-3,4-dihydroisoquinoline derivatives as fungicides for combating specific phytopathogens
    发明人:WEISS MATTHIAS; QUARANTA LAURA; BOU HAMDAN FARHAN; MAHAJAN ATUL; WILLIAMS SIMON; KILARU JAGADEESH; SEN INDIRA; BIERI STEPHANE; DIGGELMANN MARTIN
    权利人:SYNGENTA CROP PROTECTION AG
    摘要:1-(3-quinolyl)-3,4-dihydroisoquinoline derivatives of formula (I) as well as a method of combating, preventing or controlling the phytopathogens Mycosphaerella graminicola (Septoria tritici), Fusarium culmorum, Gibberella zeae (Fusarium graminearum) and Monographella nivalis (Microdochium nivale), which comprises applying to the phytopathogen, to the locus of the phytopathogen, or to a plant susceptible to attack by the phytopathogen, or to propagation material thereof, a fungicidally effective amount of a 1-(3-quinolyl)-3,4-dihydroisoquinoline derivative of formula (I). The present description discloses the synthesis of exemplary compounds, formulation examples, relevant biological data (antifungal activity against Mycosphaerella graminicola (Septoria tritici), Fusarium culmorum, Gibberella zeae (Fusarium graminearum) and Monographella nivalis (Microdochium nivale) when spayed on plants), as well as comparative data against three prior art compounds (e.g. pages 52 to 85; formulation examples; examples A1 to A3; table E; compounds E.01 to E.187; biological examples). Exemplary compounds are e.g.: 5-bromo-1-(8-fluoro-3-quinolyl)spiro[4H-isoquinoline-3,1'- cyclopropane] (example A1) 5-bromo-1-(8-fluoro-3-quinolyl)-3,3-dimethyl-4H-isoquinoline (example A2) 1-(8-fluoro-3-quinolyl)-3,3-dimethyl-4H-isoquinoline-5-carbonitrile (example A3)

    专利号:WO-2021074311-A1
    优先权日:2019-10-16
    标题:1-(3-quinolyl)-1,2,3,4-tetrahydroisoquinoline derivatives as fungicides for combating specific phytopathogens
    发明人:WEISS MATTHIAS; QUARANTA LAURA; BOU HAMDAN FARHAN; MAHAJAN ATUL; WILLIAMS SIMON; KILARU JAGADEESH; BIERI STEPHANE; DIGGELMANN MARTIN
    权利人:SYNGENTA CROP PROTECTION AG
    摘要:1-(3-quinolyl)-1,2,3,4-tetrahydroisoquinoline derivatives of formula (I) as well as a method of combating, preventing or controlling the phytopathogens Mycosphaerella graminicola (Septoria tritici), Fusarium culmorum, Gibberella zeae (Fusarium graminearum) and Monographella nivalis (Microdochium nivale), which comprises applying to the phytopathogen, to the locus of the phytopathogen, or to a plant susceptible to attack by the phytopathogen, or to propagation material thereof, a fungicidally effective amount of a 1-(3-quinolyl)-1,2,3,4-tetrahydroisoquinoline derivatives of formula (I). The present description discloses the synthesis of exemplary compounds, formulation examples, relevant biological data (antifungal activity against Mycosphaerella graminicola, Monographella nivalis, Fusarium culmorum and/or Gibberella zeae when spayed on plants) (e.g. pages 47 to 55; examples A1 and A2; compounds E.01 to E.17; table E). An exemplary compounds is e.g.: 3-(5-bromo-3,3-dimethyl-2,4-dihydro-1 H-isoquinolin-1-yl)-8-fluoro- quinoline (example A1)

    专利号:WO-2021009026-A1
    优先权日:2019-07-12
    标 题 :Methyl 2-[(4-methoxyimino-tetralin-6-yl]prop-2-enoate derivatives, chromane, isochromane, 6,7,8,9-tetrahydrobenzo[7]annulene, 1h-isobenzofurane and indane analogues thereof, and similar compounds, as agrochemical fungicides
    发明人:WEISS MATTHIAS; WILLIAMS SIMON; RENDINE STEFANO; BOU HAMDAN FARHAN; HOFFMAN THOMAS; QUARANTA LAURA
    权利人:SYNGENTA CROP PROTECTION AG
    摘要:Compounds of formula (I): (Formula (I)) Formula (I) encompasses e.g. tetraline, chromane, isochromane, 6,7,8,9-tetrahydrobenzo[7]annulene, 1H-isobenzofurane and indane derivatives. The compounds of formula (I) are useful as a pesticides, especially as fungicides. The present description discloses the synthesis and characterisation of exemplary compounds as well as biological data thereof (e.g. pages 53 to 78; examples 1 to 10; table T1; compounds 1.1 to 1.54; examples A and B). Preferred compounds are e.g.: Methyl (E)-3-methoxy-2-[(4E)-4-methoxyimino-7-methyl-tetralin-6- yl]prop-2-enoate (example 2; compound 1.6 of table T1): (Formula (A)). Methyl (E)-3-methoxy-2-[(4Z)-4-methoxyiminoisochroman-6-yl]prop-2- enoate (example 6; compound 1.39 of table T1): (Formula (B))

    专利号:WO-2024022910-A1
    优先权日:2022-07-26
    标题 :1-[1-[2-(pyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]-3-[2,4-dichloro-5-phenyl]urea derivatives and similar compounds as pesticides
    发明人:WEISS MATTHIAS; JEANGUENAT ANDRE; KILARU JAGADEESH PRATHAP; MUEHLEBACH MICHEL; SCARBOROUGH CHRISTOPHER CHARLES; STOLLER ANDRé; SUESSE LARS
    权利人:SYNGENTA CROP PROTECTION AG
    摘要:The present invention relates to compounds of formula (I) wherein: X is O or S; Q is Q a or Q b as pesticides and insecticides. Preferred compounds are e.g. 1-[1-[2-(pyrimidin-4-yl)-1,2,4-triazol-3-yl]ethyl]-3-[2,4-dichloro-5-phenyl]urea derivatives and similar compounds. An exemplary compound is e.g. 1-[(1S)-1-[2-(6-cyanopyrimidin-4-yl) -1,2,4-triazol-3-yllethyll-3-[2,4-dichloro-5-(trifluoromethyl)phenyllurea (example E1; compound P1). The present invention discloses the synthesis and characterisation of exemplary compounds as well as biological data thereof.

    专利号:CN-102070427-A
    优先权日:2011-01-10
    标题 :Synthesis methods of flocumafen and flocumafen intermediate
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    主要参考文献


    1: Boettcher S, Wacker A, Moerike K, Kopp HG, Jaschonek K, Grobosch T, Kanz L, Salih HR. Acquired coagulopathy caused by intoxication with the superwarfarin-type anticoagulant rodenticide flocoumafen. Eur J Haematol. 2011 Feb;86(2):173-5. doi: 10.1111/j.1600-0609.2010.01550.x. Epub 2010 Dec 29. doi: 10.3390/molecules17022091.
    6: Huckle KR, Morrison BJ, Warburton PA. The percutaneous fate of the rodenticide flocoumafen in the rat: role of non-biliary intestinal excretion. Xenobiotica. 1989 Jan;19(1):63-74.
    9: Parshad VR, Chopra G. The susceptibility of Rattus rattus and Bandicota bengalensis to a new anticoagulant rodenticide, flocoumafen. J Hyg (Lond). 1986 Jun;96(3):475-8.

    合成参考文献


    摘要:Farm Chemicals Handbook., -(C285), 1991
    摘要:Pesticide Manual., 9(398), 1991
    摘要:WHO; Environ Health Criteria 175: Anticoagulant Rodenticides p.46 (1995)
    摘要:O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 725
    摘要:WHO; Environ Health Criteria 175: Anticoagulant Rodenticides p.55 (1995)
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