CAS: 94051-08-8; Quizalofop-P

该化合物是一种选择性除草剂,主要用于控制各种作物,特别是宽叶麻作物的草杂草,它属于丙氧基苯丙酰丙丙烯酸和功能的化学类别,抑制对植物脂肪酸合成至关重要的酶乙酰-CoA carboxylase,抑制导致细胞过程中断,最终导致靶草死亡.Quizalof-P的特点是其系统性行动,允许其被整个植物的叶子吸收和转移.它通常用于乳后施用,以积极生长的杂草为对象.该物质对哺乳动物和鸟类的毒性相对较低,使其成为综合虫害管理系统的首选.此外,它具有适度的环境持久性,需要谨慎应用,以尽量减少对非目标物种和生态系统的潜在影响.

英文名称Quizalofop-P
中文名称精喹禾灵
IUPAC名称(2R)-2-[4-(6-chloroquinoxalin-2-yl)oxyphenoxy]propanoic acid
其它别名(R)-2-(4-((6-chloro-2-quinoxalinyl)oxy)phenoxy)propanoic acid
CAS编号94051-08-8
MFCD编号:MFCD00872025
EINECS号:618-997-1
分子式:C17H13ClN2O4分子量:344.75
产品CID: 1986374
产品分类化学农药原药 → 杀虫剂 → 有机氯杀虫剂

相似结构搜索
InChIKey: ABOOPXYCKNFDNJ-SNVBAGLBSA-N
InChI=1S/C17H13ClN2O4/c1-10(17(21)22)23-12-3-5-13(6-4-12)24-16-9-19-15-8-11(18)2-7-14(15)20-16/h2-10H,1H3,(H,21,22)/t10-/m1/s1
计算化学: 氢键受体数6.0氢键供体数1.0可旋转键数5.0

物理性质

熔点152.00°C - 164.00°C
沸点533.3±50.0 °C at 760 mmHg
闪点276.3±30.1 °C
密度1.4±0.1 g/cm3
pKa:3.11±0.10(预测)
PSA:81.54
LogP:4.05
折射率1.649
蒸汽压0.0±1.5 mmHg at 25°C
溶解性DMSO (Slightly), Chloroform (Slightly), Methanol (Slightly)
外观形态白色至棕色粉末
储存条件-10 to -25°C

欧盟法规

[欧盟农药活性物质

上下游产品

(R)-2-[4-[(6-chloro-2-quinoxalinyl)oxy]phenoxy]propanoic acid ethyl ester 2,6-dichloroquinoxaline (R)-2-(4-hydroxyphenoxy)propionic acid ethyl (S)-2-[[(4-methylphenyl)sulfonyl]oxy]propanoate

合成工艺路线路线简述

合成目标产物 Quizalofop-P 主要起始原料 2,6-Dichloroquinoxaline And (R)-(+)-2-(4-Hydroxyphenoxy)Propionic Acid
76578-79-5 + 16987-02-3 = 94051-08-8
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dimethylformamide,Toluene; Rt; 4 H,Reflux
标题:Synthesis Method Of High-Quality Quizalofog-P-Ethyl
作者:Zhang,Jianlin; Wu,Zhihong; Chu,Binbin
参考文献:Guangdong Huagong 日期:2010 卷标:37(5) 页码:150-151]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; Rt; 15 - 30 Min,Rt; Rt -> 75 °C; 2 H,75 °C1.2 75 °C; 75 °C -> 145 °C; 6 H,145 °C; 145 °C -> Rt
标题:Tetrahydro-Isoquinolin-2-Yl-Aryloxy-Phenoxy Alkyl Ketone Compounds And Its Application
参考文献:China]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; Rt; 15 - 30 Min,Rt; 2 H,Rt -> 75 °C1.2 75 °C; 6 H,75 °C -> 145 °C; 145 °C -> Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5
标题:Fused Hybrid Oxygen Base Phenoxy Carboxylic Acid Derivative And Its Application As Agricultural Herbicide
参考文献:China]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; Rt; 15 - 30 Min,Rt; Rt -> 75 °C; 2 H,75 °C1.2 75 °C -> 145 °C; 6 H,145 °C1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5
标题:Pyridine-3-Yl Aryloxy Phenoxy Alkyl Acid Ester And Its Application As Agricultural Herbicide
参考文献:China]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide
标题:Design,Synthesis And Biological Activity Of 2-(4-Aryloxyphenoxy) Propionamides Containing 1,3,4-Thiadiazole
作者:Hui,Yang Zi
参考文献:Indian Journal Of Heterocyclic Chemistry 日期:2019 卷标:29(1) 页码:1-4]

112080-05-4 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; Rt; Rt -> 80 °C; 1 H,70 - 80 °C1.2 8 H,70 - 80 °C; 80 °C -> Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Cooled
标题:Synthesis And Herbicidal Activity Of Novel N-Hetrocyclo Containing Nitrogen Methoxy-O-(4-Aryloxy-Phenyl)Lactamide Derivatives
作者:Liu,Qixing; Huang,Mingzhi; Liu,Aiping; Nie,Siqiao; Lei,Manxiang; Et Al
参考文献:Youji Huaxue 日期:2014 卷标:34(1) 页码:118-125]

29617-66-1 + 76578-79-5 = 94051-08-8
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dimethylformamide,Toluene1.2 -1.3 Reagents: Water1.4 Reagents: Hydrochloric Acid Solvents: Water
标题:Preparation Of (+)-2-[4-(6-Chloro-2-Quinoxalinyloxy)Phenoxy]Propionates
参考文献:World Intellectual Property Organization]

94050-90-5 = 94051-08-8 [标题:Reaction Conditions
标题:Synthesis And Antitumor Activity Of N-Pyridyl-2-(4-Aryloxyphenoxy)Propionamide
作者:Liu,Qi-Xing; Liu,Ai-Ping; Huang,Ming-Zhi
参考文献:Jingxi Huagong 日期:2016 卷标:33(2) 页码:176-181]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate; 70 - 80 °C
标题:Synthesis And Herbicidal Activity Of N-Arylmethyl-2-(4-Arylxoyphenoxy) Propionamide
作者:Liu,Qixing; Hu,Aixi; Wang,Xiaoguang; Lei,Manxiang; Ou,Xiaoming; Et Al
参考文献:Gaodeng Xuexiao Huaxue Xuebao 日期:2014 卷标:35(2) 页码:262-269]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; Rt; 15 - 30 Min,Rt; 1 - 2 H,Rt -> 85 °C1.2 60 - 80 °C; 4 - 6 H,80 °C -> 145 °C; 145 °C -> Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Cooled
标题:N-Oxy Fused O-Heterocyclic Phenoxy-Carboxylic Acid Amide Compound,Its Preparation Method And Application
参考文献:China]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; Rt; 15 - 30 Min,Rt; Rt -> 75 °C; 2 H,75 °C1.2 75 °C; 6 H,75 °C -> 145 °C; 145 °C -> Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Cooled
标题:Naphthyl 2-(4-Aryloxyphenoxy)Alkanoate Compounds And Their Application In Agricultural Herbicides
参考文献:China]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 15 - 30 Min,Rt; Rt -> 75 °C; 2 H,75 °C1.2 6 H,75 °C -> 140 °C; 140 °C -> Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Rt
标题:Preparation Of Aryloxyphenoxy Alkyl Acid Derivatives As Herbicides
参考文献:China]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide
标题:Synthesis And Herbicidal Activity Of 2-(4-Aryloxyphenoxy)Propionamides
作者:Hui,Yang Zi; Hao,Tian; Chuan,Zhang Shi; Tian,Li Guang
参考文献:Journal Of Chemical And Pharmaceutical Research 日期:2018 卷标:10(4) 页码:104-106]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide
标题:Synthesis And Herbicidal Activity Of 2-(4-Aryloxyphenoxy)Propionamides
作者:Hui,Yang Zi
参考文献:Indian Journal Of Heterocyclic Chemistry 日期:2018 卷标:28(3) 页码:385-388]

94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate
标题:Synthesis And Herbicidal Activity Of N-(2,2-Dimethyl-7-Alkoxy-2,3-Dihydrobenzofuran-5-Yl)-2-(4-Arylxoyphenoxy)Propionamides
作者:Lin,Ding; Xiao,Mengwu; Yang,Zihui; Li,Beibei; Hu,Aixi; Et Al
参考文献:Chemical Research In Chinese Universities 日期:2017 卷标:33(1) 页码:74-79]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 1 H,75 °C1.2 75 °C; 7 H,140 °C; Cooled1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5
标题:Synthesis And Herbicidal Activity Of Novel N-Allyloxy/propargyloxy Aryloxyphenoxy Propionamide Derivatives
作者:Liu,Qixing; Huang,Mingzhi; Liu,Aiping; Hu,Aixi; Lei,Manxiang; Et Al
参考文献:Chemical Research In Chinese Universities 日期:2016 卷标:32(2) 页码:188-194]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Dimethylformamide; 1 H,70 - 80 °C1.2 5 - 6 H,130 - 140 °C; 140 °C -> Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Cooled
标题:2-[4-(Quinoxalin-2-Oxy)Phenoxy]Amide Useful In Treatment Of Cervical Cancer And Its Preparation
参考文献:China]

18671-97-1 + 94050-90-5 = 94051-08-8
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; Rt; 1 H,70 - 80 °C1.2 5 - 6 H,130 - 140 °C; 140 °C -> Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Cooled; Ph 4 - 5,Cooled
标题:Preparation Of Drugs 2-[4-(Quinoxalin-2-Yloxy)Phenoxy]Alkylamide And Optical Isomers For Treating Lung Adenocarcinoma A549
参考文献:China]

100646-51-3 = 94051-08-8
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 2 - 3,Rt
标题:Synthesis And Biological Activities Of Novel Quizalofop-Ethyl Derivatives
作者:Ju,Guang-Xiu; Chen,Wei-Yan; Xu,Liang-Zhong
参考文献:Xiandai Nongyao 日期:2015 卷标:14(4) 页码:5-7]

29617-66-1 + 76578-79-5 = 94051-08-8
反应条件:1.1 Reagents: Phenol,4-[(6-Chloro-2-Quinoxalinyl)Oxy]-,Barium Salt (2:1) Solvents: Dimethylformamide1.2 -
标题:Preparation Of Aryloxypropionic Acids As Herbicides
参考文献:Japan

📜Quizalofop-P-Ethyl置于sodium Hydroxide体系中,用92%的收率获得产物精喹禾灵
参考文献:Development Of An Enzyme-Linked Immunosorbent Assay For Quantitative Determination Of Quizalofop-P-Ethyl
标题:Development Of An Enzyme-Linked Immunosorbent Assay For Quantitative Determination Of Quizalofop-P-Ethyl
摘要:Accurate Quantification Of Quizalofop-P-Ethyl Is Essential For It May Do Harm To Humans And Animals Through Both Water And Food. Currently,Detection Of Quizalofop-P-Ethyl Mainly Relies On Methods Such As Gas Chromatography,High Performance Liquid Chromatography,And Gas Chromatography-Mass Spectrometry. Although These Techniques Are Reliable,They Are Relatively Expensive And Time-Consuming Because Of Multistep Sample Cleanup. To Address This,We Developed A Competitive Indirect Enzyme-Linked Immunosorbent Assay (Cielisa) With A Polyclonal Antibody Against Quizalofop-P-Ethyl That Was Generated In Our Lab. The Ic50 Of Detection Was 0.03495 Mu G/ml,And The Lowest Detection Limit Reached 0.00192 Mu G/ml. Furthermore,The Method Had High Specificity For It Did Not Cross-React With Other Structure-Related Compounds. When Water And Soil Samples That Were Fortified With Quizalofop-P-Ethyl Were Analyzed By This Elisa,Recoveries Were In The Range Of 89-110% From Water And 81-108% From Soil. Good Correlations Between This Immunoassay And Gas Chromatography Data Were Obtained For Residues Of Quizalofop-P-Ethyl In Water And Soil. Our Data Indicate That This Method Is A Convenient Analytical Technique For Monitoring Quizalofop-P-Ethyl In Waters Without Extraction And The Extra Cleanup Step And In Soil Without The Cleanup Step.
DOI:10.1021/jf061492N