CAS: 112410-23-8; Tebufenozide

该化合物是一种合成杀虫剂,属于被称为二酰酐的化合物类别,主要用于农业,用于控制六氯环乙烷害虫,作为抑制昆虫脱落过程的生长调节器,Tebufenozide模仿自然激素乙酰酮的动作,这对昆虫发育至关重要.该化合物的特点是它对非目标生物,包括哺乳动物,鸟类和有益昆虫的毒性相对较低,使其比传统杀虫剂更具环境友好性,因此它通常用于各种配方,包括乳油和颗粒,并有效应用于一系列作物.Tebufenozide在环境中具有中度持久性,其降解受温度和微生物活动等因素的影响.与任何农药一样,妥善处理和应用对于最大限度地减少对人类健康和生态系统的潜在风险至关重要.

结构式图片

欧盟法规

CLHactivity统一分类与标签REACH注册ECHA物质欧盟农药活性物质ECHA物质C&L通报REACH预注册废弃物危险特性清单

上下游产品

CAS号16331-45-6 4-乙基苯甲酰氯 | CAS号7400-27-3 叔丁基肼盐酸盐 | CAS号6613-44-1 3,5-二甲基苯甲酰氯 | CAS号162752-59-2 N-(3,5-Dimethyl... | CAS号499-06-9 3,5-二甲基苯甲酸 | CAS号619-64-7 对乙基苯甲酸

合成工艺路线路线简述

  • 合成目标产物 Tebufenozide 主要起始原料 4-Ethylbenzoic Acid
  • (文献来源)合成步骤主要原料 4-Ethylbenzoic Acid
对乙基苯甲酸置于sodium Hydroxide,氯化亚砜体系中,用 1,4-二氧六环,乙醚 用作溶剂,化学反应 101.0H,反应生成虫酰肼
参考文献:Molting Hormonal And Larvicidal Activities Of Aliphatic Acyl Analogs Of Dibenzoylhydrazine Insecticides
标题:Molting Hormonal And Larvicidal Activities Of Aliphatic Acyl Analogs Of Dibenzoylhydrazine Insecticides
摘要:Dibenzoylhydrazines Are The Nonsteroidal Ecdysone Agonists. Using Comparative Molecular Field Analysis,We Previously Found That The Alkyl Side Chain Of 20-Hydroxyecdysone (20E) Is Three-Dimensionally Superposable With One Of Their Two Aryl Moieties. Td Identify The Aryl Moiety That Is Better Superposable On The Alkyl Chain,We Synthesized Compounds In Which One Of The Two Aryl Groups Of Tebufenozide (N-T-Butyl-N-3,5-Dimethylbenzoyl-N'-4-Ethylbenzoylhydrazine) Is Replaced By Alkyl Groups Such As C4H9,C5H11,And C6H13. The Molting Hormonal Activity Of These Compounds Was Measured Using Cultured Integuments Prepared From Rice Stem Borers,Chile Suppressalis Walker,In Terms Of Stimulation Of Incorporation Of N-Acetyl-[c-14]Glucosamine. N-T-Butyl-N-3,5-Dimethylbenzoyl-N'-Acylhydrazines With A Hexanoyl Or Heptanoyl Group Were About 20-Fold Higher Than That Of 20E,Whereas N-Acyl-N-T-Butyl-N'-4-Ethylbenzoylhydrazines With A Hexanoyl Or Heptanoyl Group Were Much Weaker Than 20E. Their Larvicidal Activity Wets Also Measured Against Rice Stem Borers. The Former Series Of Compounds Were Much More Active Than The Other Series As Well As 20E. Thus,The Benzoyl Moiety Of Dibenzoylhydrazines,Which Is Bound To The Secondary Nitrogen Atom(-Nh-),Is Replaceable By Aliphatic Acyl Groups Without Greatly,Affecting The Biological Activities. (C) 1997 By Elsevier Science Inc.
Doi:10.1016/s0039-128X(97)00049-4

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: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-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: Bosch D, Rodríguez MA, Avilla J. Monitoring resistance of Cydia pomonella (L.) Spanish field populations to new chemical insecticides and the mechanisms involved. Pest Manag Sci. 2017 Nov 16. doi: 10.1002/ps.4791. [Epub ahead of print] doi: 10.1186/s13065-017-0279-z.
3: Camara MA, Barba A, Cermeño S, Martinez G, Oliva J. Effect of processing on the disappearance of pesticide residues in fresh-cut lettuce: Bioavailability and dietary risk. J Environ Sci Health B. 2017 Dec 2;52(12):880-886. doi: 10.1080/03601234.2017.1361767. Epub 2017 Sep 26. doi: 10.1007/s10493-017-0176-0. Epub 2017 Sep 2. doi: 10.1371/journal.pone.0176097. eCollection 2017.
6: Kasiotis KM, Tsakirakis AN, Richard Glass C, Charistou AN, Anastassiadou P, Gerritsen-Ebben R, Machera K. Assessment of field re-entry exposure to pesticides: A dislodgeable foliar residue study. Sci Total Environ. 2017 Oct 15;596-597:178-186. doi: 10.1016/j.scitotenv.2017.04.016. Epub 2017 Apr 19. doi: 10.1093/jee/tow305. doi: 10.1002/jssc.201600957. Epub 2017 Mar 17. doi: 10.1002/rcm.7785. doi: 10.1016/j.etap.2016.12.002. Epub 2016 Dec 8. doi: 10.1038/srep39060.

合成参考文献


参考文献:10.3390/ijerph8062142
摘要:Preftakes CJ, Schleier JJ, Peterson RK. Bystander exposure to ultra-low-volume insecticide applications used for adult mosquito management. Int J Environ Res Public Health. 2011 Jun;8(6):2142–52.
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