CAS: 83-79-4; Rotenone
该化合物是一种自然形成的化学化合物,被归类为植物衍生杀虫剂和杀螨剂,主要来自Fabaceae家族某些植物的根部,如Derris和Lonchocarpus物种,其特点是它能够阻塞电子运输链,特别是干扰有氧有机物ATP生产的复杂I,从而抑制线粒体呼吸.这一机制使旋酮对包括昆虫和鱼类在内的各种害虫有效,但也因其毒性而对非目标生物,包括人类和野生生物构成风险.罗捷酮通常用于有机农业和水产养殖,尽管由于环境和健康原因,在某些地区使用该物质特性方面有所减少.就物理特性而言,旋酮是一种黄色的黄色至棕色的固体,具有典型的气味,在有机溶剂中溶解,但溶解性有限.其应用需要谨慎处理和遵守安全准则,以减轻对生态系统和人类健康的潜在不利影响.
物理性质
- 熔点159-164 °C(文献)
- 沸点559.8±50.0 °C at 760 mmHg
- 闪点244.6±30.2 °C
- 密度1.3±0.1 g/cm3
- PSA:63.22
- LogP:4.65
- 旋光度-115º(C=1.4INCHLOROFORM)
- 折射率1.591
- 蒸汽压0.0±1.5 mmHg at 25°C
- 溶解性不溶于乙醇；不溶于水； ≥77.6 mg/mL,溶于 DMSO
- 敏感性性质不稳定，在有日光、空气、高温、水分、碱性物质等存在下，易分解失效。在干烁情况下比较稳定
- 外观形态无色斜方片状结晶。
- 储存条件塑料袋密封保存包装。贮存于阴凉、干燥环境通风处。不得与食物或饲料共贮。勿使孩童接近。
- 产品应用用作农用杀虫剂,也可防治人畜体外寄生虫及用于生化研究.
MSDS等安全信息
- GHS象形图
- GHS符号GHS06 & GHS09;
注释: Skull and crossbones & Environment - 危险类别急性毒性 类别3(经口)
特定目标器官毒性 - 单次接触 类别3
皮肤腐蚀/刺激 类别2
严重眼刺激 类别2
水生急性毒性 类别1
水生慢性毒性 类别1
急性毒性 类别1(吸入)
急性毒性 类别2(经口)
急性毒性 类别2(经皮)
特定目标器官毒性-单次接触 类别1
特定目标器官毒性-重复接触 类别1 - 警示词Danger(危险)
- 危险描述H301 |吞咽会中毒.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H400 |对水生生物毒性极大.
H410 |对水生生物毒性极大并具有长期持续影响.
H330 |吸入致命.
H300 |吞咽致命.
H310 |皮肤接触致命.
H370 |损害器官.
H372 |长期或反复接触损害器官. - 防范说明P261,P273,P301+P310,P305+P351+P338,P501
- UN编号2588.0
- 危险品标志T:Toxic;N:Dangerousfortheenvironment;
- 安全声明22-24/25-36-45-60-61
- 危险类别码R36/37/38,R25,R50/53
- WGK Germany3
欧盟法规
《欧盟PIC法规》统一分类与标签"欧盟管控危险化学品"ECHA物质ECHA物质工作场所安全标识要求OtherC&L通报欧盟生物杀灭剂法规欧盟《生物杀灭剂法规》REACH预注册废弃物危险特性清单上下游产品
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- 30462-22-7 = 83-79-4
反应条件:1.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C1.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C1.3 Reagents: Triethylamine Solvents: Water2.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C2.2 Reagents: Water3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt4.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt4.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water4.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C4.4 Reagents: Sodium Bicarbonate Solvents: Water5.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C5.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
2186-92-7 = 83-79-4
反应条件:1.1 Catalysts: Pyridinium P-Toluenesulfonate Solvents: Dichloromethane; 4 H,Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water2.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 1 H,Rt2.2 Solvents: Water; Ph 73.1 Reagents: Potassium Tert-Butoxide Catalysts: Bis(1,5-Cyclooctadiene)Nickel,Tricyclohexylphosphine Solvents: Toluene; 2 H,Reflux; Reflux -> Rt3.2 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C4.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C4.3 Reagents: Triethylamine Solvents: Water5.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C5.2 Reagents: Water6.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt7.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt7.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water7.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C7.4 Reagents: Sodium Bicarbonate Solvents: Water8.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C8.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Catalysts: Boron Trifluoride Etherate Solvents: Dichloromethane; 15 Min,0 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water1.3 Reagents: Sodium Borohydride Solvents: Methanol; 30 Min,Rt1.4 Reagents: Sodium Bicarbonate Solvents: Water2.1 Catalysts: Pyridinium P-Toluenesulfonate Solvents: Dichloromethane; 4 H,Rt2.2 Reagents: Sodium Bicarbonate Solvents: Water3.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 1 H,Rt3.2 Solvents: Water; Ph 74.1 Reagents: Potassium Tert-Butoxide Catalysts: Bis(1,5-Cyclooctadiene)Nickel,Tricyclohexylphosphine Solvents: Toluene; 2 H,Reflux; Reflux -> Rt4.2 Reagents: Ammonium Chloride Solvents: Water5.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C5.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C5.3 Reagents: Triethylamine Solvents: Water6.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C6.2 Reagents: Water7.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt8.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt8.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water8.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C8.4 Reagents: Sodium Bicarbonate Solvents: Water9.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C9.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide,Hexane; 0 °C; 7 H,Rt; Rt -> 0 °C1.2 Reagents: Water2.1 Reagents: Diisopropylethylamine Catalysts: Tetrabutylammonium Iodide Solvents: Dichloromethane; 24 H,Rt2.2 Reagents: Sodium Bicarbonate Solvents: Water3.1 Reagents: Sec-Butyllithium Solvents: Diethyl Ether,Toluene,N,N,N′,N′-Tetramethylethylenediamine,Hexane,Cyclohexane; 1 H,-78 °C3.2 Solvents: Diethyl Ether,Toluene; 1.5 H,-78 °C -> -30 °C3.3 Reagents: Water4.1 Catalysts: Boron Trifluoride Etherate Solvents: Dichloromethane; 15 Min,0 °C4.2 Reagents: Sodium Bicarbonate Solvents: Water4.3 Reagents: Sodium Borohydride Solvents: Methanol; 30 Min,Rt4.4 Reagents: Sodium Bicarbonate Solvents: Water5.1 Catalysts: Pyridinium P-Toluenesulfonate Solvents: Dichloromethane; 4 H,Rt5.2 Reagents: Sodium Bicarbonate Solvents: Water6.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 1 H,Rt6.2 Solvents: Water; Ph 77.1 Reagents: Potassium Tert-Butoxide Catalysts: Bis(1,5-Cyclooctadiene)Nickel,Tricyclohexylphosphine Solvents: Toluene; 2 H,Reflux; Reflux -> Rt7.2 Reagents: Ammonium Chloride Solvents: Water8.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C8.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C8.3 Reagents: Triethylamine Solvents: Water9.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C9.2 Reagents: Water10.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt11.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt11.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water11.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C11.4 Reagents: Sodium Bicarbonate Solvents: Water12.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C12.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt1.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water1.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C1.4 Reagents: Sodium Bicarbonate Solvents: Water2.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C2.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt2.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt2.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water2.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C2.4 Reagents: Sodium Bicarbonate Solvents: Water3.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C3.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C1.2 Reagents: Water2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt3.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt3.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water3.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C3.4 Reagents: Sodium Bicarbonate Solvents: Water4.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C4.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Reagents: Potassium Tert-Butoxide Catalysts: Bis(1,5-Cyclooctadiene)Nickel,Tricyclohexylphosphine Solvents: Toluene; 2 H,Reflux; Reflux -> Rt1.2 Reagents: Ammonium Chloride Solvents: Water2.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C2.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C2.3 Reagents: Triethylamine Solvents: Water3.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C3.2 Reagents: Water4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt5.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt5.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water5.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C5.4 Reagents: Sodium Bicarbonate Solvents: Water6.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C6.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 1 H,Rt1.2 Solvents: Water; Ph 72.1 Reagents: Potassium Tert-Butoxide Catalysts: Bis(1,5-Cyclooctadiene)Nickel,Tricyclohexylphosphine Solvents: Toluene; 2 H,Reflux; Reflux -> Rt2.2 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C3.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C3.3 Reagents: Triethylamine Solvents: Water4.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C4.2 Reagents: Water5.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt6.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt6.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water6.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C6.4 Reagents: Sodium Bicarbonate Solvents: Water7.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C7.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Reagents: Sec-Butyllithium Solvents: Diethyl Ether,Toluene,N,N,N′,N′-Tetramethylethylenediamine,Hexane,Cyclohexane; 1 H,-78 °C1.2 Solvents: Diethyl Ether,Toluene; 1.5 H,-78 °C -> -30 °C1.3 Reagents: Water2.1 Catalysts: Boron Trifluoride Etherate Solvents: Dichloromethane; 15 Min,0 °C2.2 Reagents: Sodium Bicarbonate Solvents: Water2.3 Reagents: Sodium Borohydride Solvents: Methanol; 30 Min,Rt2.4 Reagents: Sodium Bicarbonate Solvents: Water3.1 Catalysts: Pyridinium P-Toluenesulfonate Solvents: Dichloromethane; 4 H,Rt3.2 Reagents: Sodium Bicarbonate Solvents: Water4.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 1 H,Rt4.2 Solvents: Water; Ph 75.1 Reagents: Potassium Tert-Butoxide Catalysts: Bis(1,5-Cyclooctadiene)Nickel,Tricyclohexylphosphine Solvents: Toluene; 2 H,Reflux; Reflux -> Rt5.2 Reagents: Ammonium Chloride Solvents: Water6.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C6.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C6.3 Reagents: Triethylamine Solvents: Water7.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C7.2 Reagents: Water8.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt9.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt9.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water9.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C9.4 Reagents: Sodium Bicarbonate Solvents: Water10.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C10.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
= 83-79-4
反应条件:1.1 Reagents: Diisopropylethylamine Catalysts: Tetrabutylammonium Iodide Solvents: Dichloromethane; 24 H,Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water2.1 Reagents: Sec-Butyllithium Solvents: Diethyl Ether,Toluene,N,N,N′,N′-Tetramethylethylenediamine,Hexane,Cyclohexane; 1 H,-78 °C2.2 Solvents: Diethyl Ether,Toluene; 1.5 H,-78 °C -> -30 °C2.3 Reagents: Water3.1 Catalysts: Boron Trifluoride Etherate Solvents: Dichloromethane; 15 Min,0 °C3.2 Reagents: Sodium Bicarbonate Solvents: Water3.3 Reagents: Sodium Borohydride Solvents: Methanol; 30 Min,Rt3.4 Reagents: Sodium Bicarbonate Solvents: Water4.1 Catalysts: Pyridinium P-Toluenesulfonate Solvents: Dichloromethane; 4 H,Rt4.2 Reagents: Sodium Bicarbonate Solvents: Water5.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 1 H,Rt5.2 Solvents: Water; Ph 76.1 Reagents: Potassium Tert-Butoxide Catalysts: Bis(1,5-Cyclooctadiene)Nickel,Tricyclohexylphosphine Solvents: Toluene; 2 H,Reflux; Reflux -> Rt6.2 Reagents: Ammonium Chloride Solvents: Water7.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C7.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C7.3 Reagents: Triethylamine Solvents: Water8.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C8.2 Reagents: Water9.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt10.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt10.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water10.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C10.4 Reagents: Sodium Bicarbonate Solvents: Water11.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C11.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
1095544-81-2 = 83-79-4
反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Toluene,Hexane; 1 H,-78 °C1.2 Solvents: Diethyl Ether,Toluene; 1 H,-78 °C1.3 Reagents: Water2.1 Reagents: Sec-Butyllithium Solvents: Diethyl Ether,Toluene,N,N,N′,N′-Tetramethylethylenediamine,Hexane,Cyclohexane; 1 H,-78 °C2.2 Solvents: Diethyl Ether,Toluene; 1.5 H,-78 °C -> -30 °C2.3 Reagents: Water3.1 Catalysts: Boron Trifluoride Etherate Solvents: Dichloromethane; 15 Min,0 °C3.2 Reagents: Sodium Bicarbonate Solvents: Water3.3 Reagents: Sodium Borohydride Solvents: Methanol; 30 Min,Rt3.4 Reagents: Sodium Bicarbonate Solvents: Water4.1 Catalysts: Pyridinium P-Toluenesulfonate Solvents: Dichloromethane; 4 H,Rt4.2 Reagents: Sodium Bicarbonate Solvents: Water5.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 1 H,Rt5.2 Solvents: Water; Ph 76.1 Reagents: Potassium Tert-Butoxide Catalysts: Bis(1,5-Cyclooctadiene)Nickel,Tricyclohexylphosphine Solvents: Toluene; 2 H,Reflux; Reflux -> Rt6.2 Reagents: Ammonium Chloride Solvents: Water7.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C7.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C7.3 Reagents: Triethylamine Solvents: Water8.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C8.2 Reagents: Water9.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt10.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt10.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water10.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C10.4 Reagents: Sodium Bicarbonate Solvents: Water11.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C11.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187]
6638-79-5 = 83-79-4
反应条件:1.1 Reagents: 1-Ethyl-3-(3′-Dimethylaminopropyl)Carbodiimide Hydrochloride Solvents: Dichloromethane; 19 H,Rt1.2 Reagents: Water2.1 Reagents: Butyllithium Solvents: Diethyl Ether,Toluene,Hexane; 1 H,-78 °C2.2 Solvents: Diethyl Ether,Toluene; 1 H,-78 °C2.3 Reagents: Water3.1 Reagents: Sec-Butyllithium Solvents: Diethyl Ether,Toluene,N,N,N′,N′-Tetramethylethylenediamine,Hexane,Cyclohexane; 1 H,-78 °C3.2 Solvents: Diethyl Ether,Toluene; 1.5 H,-78 °C -> -30 °C3.3 Reagents: Water4.1 Catalysts: Boron Trifluoride Etherate Solvents: Dichloromethane; 15 Min,0 °C4.2 Reagents: Sodium Bicarbonate Solvents: Water4.3 Reagents: Sodium Borohydride Solvents: Methanol; 30 Min,Rt4.4 Reagents: Sodium Bicarbonate Solvents: Water5.1 Catalysts: Pyridinium P-Toluenesulfonate Solvents: Dichloromethane; 4 H,Rt5.2 Reagents: Sodium Bicarbonate Solvents: Water6.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 1 H,Rt6.2 Solvents: Water; Ph 77.1 Reagents: Potassium Tert-Butoxide Catalysts: Bis(1,5-Cyclooctadiene)Nickel,Tricyclohexylphosphine Solvents: Toluene; 2 H,Reflux; Reflux -> Rt7.2 Reagents: Ammonium Chloride Solvents: Water8.1 Reagents: Aluminum Chloride,Lithium Aluminum Hydride Solvents: Diethyl Ether; 30 Min,0 °C8.2 Solvents: Dichloromethane,Toluene; 20 Min,0 °C8.3 Reagents: Triethylamine Solvents: Water9.1 Reagents: Sodium Hydride,15-Crown-5 Solvents: Toluene,1,3-Dimethyl-3,4,5,6-Tetrahydro-2(1H)-Pyrimidinone; 2 H,80 °C9.2 Reagents: Water10.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tert-Butanol,Water; 15 H,Rt11.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane; 15 Min,Rt11.2 Reagents: Sodium Bicarbonate,Sodium Thiosulfate Solvents: Water11.3 Reagents: Hydrochloric Acid Solvents: Methanol; 1.5 H,50 °C11.4 Reagents: Sodium Bicarbonate Solvents: Water12.1 Reagents: Pyridine,Thionyl Chloride; 30 Min,0 °C12.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
标题:Stereocontrolled Total Syntheses Of (-)-Rotenone And (-)-Dalpanol By 1,2-Rearrangement And Snar Oxycyclizations
作者:Nakamura,Kayo; Et Al
参考文献:Angewandte Chemie 日期:2017 卷标:56(1) 页码:182-187
去氢鱼藤酮置于盐酸,Diisobutylaluminum Hydride体系中,用 甲醇,氯仿 作为反应溶剂,化学反应生成 鱼藤酮
参考文献:Begley,Michael J.; Crombie,Leslie; Hadi,A. Hamid Bin A.,Journal Of The Chemical Society. Perkin Transactions I,1989,P. 204-205
标题:Begley,Michael J.; Crombie,Leslie; Hadi,A. Hamid Bin A.,Journal Of The Chemical Society. Perkin Transactions I,1989,P. 204-205
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专利信息
专利号:US-2002022022-A1
优先权日:2000-05-19
标题 :Inhibition of cell proliferation and matrix synthesis by antioxidants and NAD(P)H oxidase inhibitors
发明人：SHI YI; ZALEWSKI ANDREW
摘要:The present invention is directed to a method for the prophylactic and therapeutic treatment of diseases or disorders associated with the abnormal proliferation and extracellular matrix synthesis of smooth muscle cells (SMC) and fibroblasts due to activation of NAD(P)H and/or increased ROS generation. The method involves the administration of an NAD(P)H oxidase inhibitor(s) and/or antioxidant(s) to a mammal in an amount sufficient to treat the disease or disorder prophylactically or therapeutically. The NAD(P)H oxidase inhibitor inhibits the synthesis or translocation of NAD(P)H subunits, thereby blocking the generation of intracellular reactive oxygen species (ROS) and thus the proliferation and extracellular matrix synthesis of SMC and fibroblasts. Similarly, the administration of antioxidants blocks the generation of intracellular ROS, thereby inhibiting SMC and fibroblast proliferation and extracellular matrix synthesis. In addition to the prevention and treatment of vascular disease, such as atherosclerosis, graft disease, and restenosis, NAD(P)H oxidase inhibitors and antioxidants may be useful for the prevention and treatment of other conditions by decreasing cell proliferation and extracellular matrix synthesis associated therewith. These conditions include arthritis, keloid formation, cancer, tissue and organ fibrosis, and complications related to organ transplantation, metabolic syndrome, and radiation therapy.
专利号:US-9662347-B2
优先权日:2010-05-11
标题 :Method for inhibiting the induction of cell death by inhibiting the synthesis or secretion of age-albumin in cells of the mononuclear phagocyte system
发明人：LEE BONG HEE; BYUN KYUNG HEE
权利人:LEE BONG HEE; BYUN KYUNG HEE; GACHON UNIV OF INDUSTRY-ACADEMIC COOP FOUND
摘要:The present invention relates to a method for inhibiting the induction of cell death by inhibiting the synthesis or secretion of AGE-albumin in cells of the mononuclear phagocyte system, to an AGE-albumin synthesis inhibitor, and to a pharmaceutical composition comprising the AGE-albumin synthesis inhibitor for preventing or treating degenerative disease and autoimmune disease. The AGE-albumin of the present invention is synthesized and secreted in human microglia or human macrophages in an Alzheimer's model, stroke model, Parkinson's disease model and rheumatoid arthritis model. The AGE-albumin synthesis and secretion are caused by oxidative stress. The expression of RAGE increases in first-order human neurons or cartilage cells to which AGE-albumin is administered, whereupon a MAPK signaling pathway is activated and the expression of Bax increases to induce an increase in calcium in mitochondria, thus finally inducing cell death. Therefore, the AGE-albumin synthesis inhibitor of the present invention can be valuably used in the diagnosis or treatment of degenerative diseases or autoimmune diseases such as Alzheimer's disease, strokes, Parkinson's disease, amyotrophic lateral sclerosis, rheumatoid arthritis, diabetic retinopathy, AIDS, aging, pulmonary fibrosis, spinal cord injuries, etc.
专利号:US-2024239805-A1
优先权日:2022-12-16
标 题:Aza-yang cyclization-buchner aromatic ring expansion: collective synthesis of cycloheptatriene-containing azetidine lactones
发明人：SINGH MANVENDRA PAL; BOSKOVIC ZARKO; GASKINS BRYCE
权利人:UNIV KANSAS
摘要:The present disclosure is directed to a compound of Formula I, Formula II, Formula III, Formula IV, or Formula Vor a pharmaceutically acceptable salt and/or solvate thereof.
专利号:US-11612610-B2
优先权日:2018-12-14
标题:Mito-magnolol compounds and methods of synthesis and use thereof
发明人：KALYANARAMAN BALARAMAN; ZIELONKA JACEK MICHAL; CHENG GANG; HARDY MICAEL JOËL; OUARI OLIVIER
权利人:MEDICAL COLLEGE WISCONSIN INC; AIX MARSEILLE UNIV; MEDICAL COLLEGE OF WISCONSIN INC
摘要:The present invention provides mito-magnolol compounds, pharmaceutical compositions thereof, and methods of using the mito-magnolol compounds in the treatment of cancer, especially anti-cancer therapy or kinase resistant cancers.
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-2024227949-A1
优先权日:2023-05-04
标 题:Screening and uses of glutamine synthetase modulators
发明人：MARTINS GARCIA BRUNA; FARAH PERNAS LENA
权利人:MAX PLANCK GESELLSCHAFT
摘要:The present invention relates to an in vitro bioassay to identify glutamine synthetase activators and inhibitors on the basis of one or more glutamine markers such as citrate, a metabolite derived from the mevalonate pathway, a glutamine responsive mRNA or proteins, such as HMGCR or SREBP2. Disclosed herein are also glutamine synthetase activators and inhibitors identified by the inventive method for use to stimulate or inhibit the synthesis of a metabolite derived from the mevalonate pathway, such as cholesterol, and to treat a disease associated with deregulated levels of said metabolite, such as cancer.
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主要参考文献
1: Johnson ME, Bobrovskaya L. An update on the rotenone models of Parkinson's disease: their ability to reproduce the features of clinical disease and model gene-environment interactions. Neurotoxicology. 2015 Jan;46:101-16. doi: 10.1016/j.neuro.2014.12.002. Epub 2014 Dec 13. Review. doi: 10.1016/j.toxlet.2014.11.029. Epub 2014 Nov 26. doi: 10.1016/j.scitotenv.2015.04.059. Epub 2015 May 14. doi: 10.1371/journal.pone.0142140. eCollection 2015.
5: Knaryan VH, Samantaray S, Park S, Azuma M, Inoue J, Banik NL. SNJ-1945, a calpain inhibitor, protects SH-SY5Y cells against MPP(+) and rotenone. J Neurochem. 2014 Jul;130(2):280-90. doi: 10.1111/jnc.12629. Epub 2013 Dec 16.
6: Verma DK, Joshi N, Raju KS, Wahajuddin M, Singh RK, Singh S. Metabolic enhancer piracetam attenuates rotenone induced oxidative stress: a study in different rat brain regions. Acta Neurobiol Exp (Wars). 2015;75(4):399-411. doi: 10.3390/ijms160816806.
合成参考文献
参考文献:10.1007/s12012-010-9065-z
摘要:Torres SM, Divi RL, Walker DM, McCash CL, Carter MM, Campen MJ, Einem TL, Chu Y, Seilkop SK, Kang H, Poirier MC, Walker VE. In Utero Exposure of Female CD-1 Mice to AZT and/or 3TC: II. Persistence of Functional Alterations in Cardiac Tissue. Cardiovascular Toxicology. 2010 Feb 13;10(2):87–99. doi: 10.1007/s12012-010-9065-z.
参考文献:10.1186/2047-783x-14-s4-116
摘要:Kaplan P, Tatarkova Z, Engler I, Calkovska A, Mokra D, Drgova A, Kovalska M, Lehotsky J, Dobrota D. Effects of long-term oxygen treatment on α-ketoglutarate dehydrogenase activity and oxidative modifications in mitochondria of the guinea pig heart. European Journal of Medical Research. 2009 Dec 07;14(Suppl 4):116. doi: 10.1186/2047-783x-14-s4-116.
参考文献:10.18632/aging.100077
摘要:Hsieh CC, Papaconstantinou J. Dermal fibroblasts from long-lived Ames dwarf mice maintain their in vivo resistance to mitochondrial generated reactive oxygen species (ROS). Aging (Albany NY). 2009 Jul 31;1(9):784–802.
参考文献:10.1186/1476-069x-10-65
摘要:Hayley S, Mangano E, Crowe G, Li N, Bowers WJ. An in vivo animal study assessing long-term changes in hypothalamic cytokines following perinatal exposure to a chemical mixture based on Arctic maternal body burden. Environmental Health. 2011 Jul 11;10(1):65. doi: 10.1186/1476-069x-10-65.
参考文献:10.1007/s00232-011-9382-6
摘要:Nazıroğlu M, Özgül C, Çiğ B, Doğan S, Uğuz AC. Glutathione Modulates Ca2+ Influx and Oxidative Toxicity Through TRPM2 Channel in Rat Dorsal Root Ganglion Neurons. The Journal of Membrane Biology. 2011 Jul 12;242(3):109. doi: 10.1007/s00232-011-9382-6.
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