CAS: 243973-20-8; Pinoxaden

该化合物是一种选择性除草剂,主要用于控制各种作物,特别是谷物中的草杂草;它属于丙氧基苯丙丙酰酸化学类,其功能是抑制对植物脂肪酸合成至关重要的酶乙酰-可口氨酸碳斗酶;这种抑制干扰了目标杂草的生长,同时尽量减少了对宽叶酸作物的伤害;皮诺克萨斯的特点是它对哺乳动物的毒性相对较低,其对环境的持久性也较低,因此它成为综合杂草管理的适当选择;它通常是在乳后施用,允许有效控制既有的杂草;该物质以各种方式配制,包括乳油和颗粒,以加强其应用和效力;此外,皮诺克萨斯具有有利的环境特征,地下水污染的可能性较小,在使用标签说明时对非目标生物的影响最小;其功效和安全性使它在现代农业做法中成为有价值的工具.

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欧盟法规

[ECHA物质

上下游产品

CAS号3282-30-2 特戊酰氯

合成工艺路线路线简述

  • 合成目标产物 Pinoxaden 主要起始原料 Noa 407854 And Pivaloyl Chloride
  • (文献来源)合成步骤主要原料 Noa 407854 和 Pivaloyl Chloride
📜2,6-二乙基-4-甲基苯胺置于4-二甲氨基吡啶,Bis-Triphenylphosphine-Palladium(II) Chloride,硫酸,氢溴酸,三乙胺,Sodium T-Butanolate,Sodium Nitrite体系中,用 1,4-二氧六环,5,5-Dimethyl-1,3-Cyclohexadiene,二氯甲烷,水,N,N-二甲基甲酰胺 用作溶剂,化学反应 36.0H,反应生成唑啉草酯
参考文献:唑啉草酮公斤合成
标题:唑啉草酮公斤合成
摘要:成功开发了一条优化的千克级合成路线.关键中间体2-(2,6-二乙基-4-甲基苯基)丙二酸二甲酯( 19 )以2,6-二乙基-4-甲基苯胺为原料,通过重氮化反应,Suzuki交叉偶联反应和醇解反应制备,产率为59%经过三个步骤,纯度达到 97.3%.以二甘醇为原料,经酯化,环化,脱保护,成盐三步制得1,4,5-氧二氮卓二氢溴酸盐( 11 ),收率64%.Pinoxaden 通过将19与11氨解,然后用新戊酰氯酰化,经过两步以 99.9% 的纯度获得 64% 的收率.开发了中间体和最终产品的纯化方法.
Doi:10.1002/jhet.4572

海关参考信息

专利信息


专利号:US-11180508-B2
优先权日:2017-12-05
标 题:Chemical process for the synthesis of herbicidal pyrazolidinedione compounds
发明人:MORRIS JAMES ALAN; SHAFIR ALEXANDR; GONU MALLIKHARJUNA; BILAL IFFAT; SALE DAVID ALEXANDER
权利人:SYNGENTA PARTICIPATIONS AG
摘要:The present invention relates to a novel process for the synthesis of herbicidal pyrazolidinedione compounds. In particular, a process for the preparation of a compound of formula (I), wherein R1, R2 and R3 are as defined herein. The present invention further relates to novel intermediate compounds utilized in said process, and methods for preparing said intermediate compounds.

专利号:WO-2024256370-A1
优先权日:2023-06-13
标 题 :Synthesis of glufosinate using an amidase-based process
发明人:ZIMMERMANN GUNTHER; POTT MORITZ STEFAN
权利人:BASF SE
摘要:The present invention relates to a method of preparing glufosinate, comprising the steps of hydrolysing an N-carbamoyl glufosinate amide with an Amidase enzyme to form an N- carbamoyl amino acid compound followed by cleaving off the carbamoyl moiety of said N- carbamoyl amino acid compound.

专利号:US-2022177406-A1
优先权日:2019-04-01
标 题 :Novel process for preparation of key intermediate of pinoxaden
发明人:CHANDRASEKHAR S; Punith B; SIVARAMI REDDY B
权利人:Bhagiradha Chemicals & Industries Ltd
摘要:A novel process for preparation of compounds of formula (I) used in the synthesis of Pinoxaden. The intermediate is a substituted phenyl malonic esters of formula (I), where R is C 1 -C 4 alkyl, straight or branched chain.

专利号:US-2025120400-A1
优先权日:2021-12-10
标题:Synthesis of glufosinate using a hydantoinase-based process
发明人:DITRICH KLAUS; BREUER MICHAEL; POTT MORITZ STEFAN; ZIMMERMANN GUNTHER; SEEMAYER STEFAN
权利人:BASF SE
摘要:The present invention relates to a method of manufacturing glufosinate, comprising the steps of hydrolysing a hydantoin with a Hydantoinase enzyme to form a N-carbamoyl amino acid compound followed by cleaving off the carbamoyl moiety of said N-carbamoyl amino acid compound.

专利号:US-11919928-B2
优先权日:2016-03-16
标题 :Method for producing dihydrotentoxin
发明人:KUBO TAKASHI; MACHIDA MASAYUKI; FUJIOKA TOMONORI; YAMAGUCHI Shigenari; KAWAI KIYOSHI
权利人:KUMIAI CHEMICAL INDUSTRY CO
摘要:An object of the present invention is to identify an enzyme having activity of synthesizing dihydrotentoxin that is a tentoxin precursor and an enzyme having activity of synthesizing tentoxin using dihydrotentoxin as a substrate. The present invention concerns a tentoxin synthesis-related gene encoding a protein comprising the amino acid sequence of SEQ ID NO: 16 and having activity of nonribosomal peptide synthesis of dihydrotentoxin and a tentoxin synthesis-related gene encoding a protein comprising the amino acid sequence of SEQ ID NO: 18 and having activity of converting dihydrotentoxin to tentoxin.

专利号:US-10836777-B2
优先权日:2016-12-30
标 题:Method for preparing 2-(cyclohexenylidene) malonic acid derivatives and uses thereof
发明人:SUN YINWEI; WANG ZHONGYUAN; ZHANG PAN; CHEN BANGCHI
权利人:ORIENTAL LUZHOU AGROCHEMICALS CO LTD
摘要:Disclosed are a method for preparing 2-(cyclohexenylidene) malonic acid derivatives and uses thereof. In this method, an olefin and a 2-substituted malonic acid derivative are used as starting materials to prepare the 2-(cyclohexenylidene) malonic acid derivative in the presence of a catalyst through cyclization reaction. This method has the following advantages: (1) the method can be very efficiently used for the synthesis of highly sterically-hindered 2-(2,6-disubstituted cyclohexenylidene) malonic acid derivatives; (2) the reaction yield is high, the reaction conditions are mild, and the wastes are less, favorable for industrial production. More importantly, the present invention extends the further use of 2-(cyclohexenylidene)malonic acid derivatives in organic synthesis, especially in the synthesis of 2-aryl malonic acid derivatives and their corresponding drugs such as Pinoxaden.

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品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献


1: Bhattacharya S, Sen MK, Hamouzová K, Košnarová P, Bharati R, Menendez J, Soukup J. Pyroxsulam Resistance in Apera spica-venti: An Emerging Challenge in Crop Protection. Plants (Basel). 2024 Dec 29;14(1):74. doi: 10.3390/plants14010074.
2: Li J, Zhu Y, Sun L, Xu H, Su W, Xue F, Lu C, Tang W, Wu R. The Mitigating Effects of Perilla Leaf Essential Oil on the Phytotoxicity of Fenoxaprop-P-Ethyl in Rice Seedlings. Plants (Basel). 2024 Oct 21;13(20):2946. doi: 10.3390/plants13202946.
3: Rashkivska I, Kolianchuk Y, Prodanchuk M, Nedopytanska N, Bubalo N, Mach M. An oral developmental toxicity study of generic pesticide pinoxaden in rabbits. Toxicol Rep. 2024 Sep 24;13:101747. doi: 10.1016/j.toxrep.2024.101747.

合成参考文献


摘要:USEPA; Pinoxaden: Human Health Risk Assessment.p.77-8 (July 13, 2005). Available from, as of February 10, 2011:
摘要:USEPA/Prevention, Pesticides, and Toxic Substances; Citizen's Guide to Pest Control and Pesticide Safety p.22 (March 2005) EPA 730-K-04-002
摘要:Meister, R.T., Sine, C; Crop Protection Handbook Volume 94. Meister Media Worldwide, Willoughby, OH 2008, p. D 349
摘要:Franke C et al; Chemosphere 29: 1501-14 (1994)
参考文献:10.1016/j.pestbp.2015.04.006
摘要:Guo W, Yuan G, Liu W, Bi Y, Du L, Zhang C, Li Q, Wang J. Multiple resistance to ACCase and AHAS-inhibiting herbicides in shortawn foxtail (Alopecurus aequalis Sobol.) from China. Pestic Biochem Physiol. 2015 Oct;124():66–72. doi: 10.1016/j.pestbp.2015.04.006.
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