残灭威 | 26399-36-0

• 物质功能分类: 化学农药原药 - 除草剂 - 其他除草剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 残灭威
• 中文别名: 环丙氟灵；环丙氟
• 英文名称: profluralin
• 英文别名: N-(cyclopropylmethyl)-2,6-dinitro-N-propyl-4-(trifluoromethyl)-benzenamine；Caswell No. 271BB；N-(cyclopropylmethyl)-2,6-dinitro-N-propyl-4-(trifluoromethyl)aniline
• CAS: 26399-36-0
• 化学式: C₁₄H₁₆F₃N₃O₄
• 分子量: 347.294
• InChiKey: ITVQAKZNYJEWKS-UHFFFAOYSA-N

物化性质

• 熔点：
  34℃
• 沸点：
  393.3±42.0 °C(Predicted)
• 密度：
  1.3516 (estimate)
• 颜色/状态：
  Yellow-orange crystals
• 气味：
  NO APPRECIABLE ODOR
• 溶解度：
  In water = 0.1 mg/L at 20 °C
• 蒸汽压力：
  6.3X10-5 mm Hg at 20 °C
• 稳定性/保质期：

  SHELF-LIFE OF AT LEAST 3 TO 5 YR

• 腐蚀性：
  NON-CORROSIVE
• 保留指数：
  1781.3;1786.3

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  8

ADMET

代谢

当前数据显示，棉花和大豆中产生了微量的极性代谢物。

PRESENT DATA INDICATE THAT MINUTE QUANTITIES OF POLAR METABOLITES ARE GENERATED IN COTTON AND SOYBEANS.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在大鼠肝脏微粒体中...丙氟磷被代谢，类似于三氟磷，通过丙基残基的羟基化以及/或N-脱烷基化...苯并咪唑是一种代谢物。

... IN RAT-LIVER MICROSOMES ... PROFLURALIN WAS METABOLIZED ANALOGOUSLY /TO TRIFLURALIN, BY HYDROXYLATION OF THE PROPYL RESIDUE AND/OR N-DEALKYLATION/ ... THE BENZIMIDAZOLE WAS A METABOLITE.

来源:Hazardous Substances Data Bank (HSDB)

代谢

普罗氟瑞林在体外被正常和苯巴比妥诱导的大鼠肝脏微粒体广泛代谢。产生的代谢物表明普罗氟瑞林的代谢涉及N-脱烷基化、脂肪族羟基化、硝基还原和环化。分析表明形成了2,6-二硝基-N-(正丙-3-醇)-α,α,α-三氟-p-甲苯胺及其相应的N-(正丙-2-醇)类似物。普罗氟瑞林的N-脱烷基化产生了去正丙基和双脱烷基化类似物以及2-乙基-7-硝基-5-三氟甲基苯并咪唑...

Profluralin was extensively metabolized in vitro by normal and phenobarbital-induced rat liver microsomes. Metabolites produced indicated that profluralin metabolism involved N-dealkylation, aliphatic hydroxylation, nitro reduction and cyclization. Analyses ... indicated the formation of 2,6-dinitro-N-(n-propan-3-ol)-alpha,alpha,alpha-trifluoro-p-toluidine and the corresponding N-(n-propan-2-ol) analog. N-dealkylation of profluralin gave the des-n-propyl and di-dealkylated analogs and 2-ethyl-7-nitro-5-trifluoromethyl benzimidazole ...

来源:Hazardous Substances Data Bank (HSDB)

代谢

研究了毒氟磷在大鼠体内的代谢。给雄性Sprague-Dawley大鼠通过胃管给予1克/千克或600毫克/千克的毒氟磷。收集了给予600毫克/千克毒氟磷的大鼠2周的尿液样本，并使用色谱方法、氟-19核磁共振光谱法和质谱法分析代谢物。在给予1克/千克毒氟磷的大鼠中，于给药后4、13、56或72小时收集尿液样本，以研究代谢物排泄的时间过程。至少在尿液样本中检测到20种代谢物，根据它们的核磁共振化学位移。一个双键还原的单还原化合物是主要的代谢物。一种羟基胺衍生物是在给药后前4小时内首先观察到的主要毒氟磷代谢物。2-二氨基-4-(三氟甲基)-6-硝基苯胺是在稍后时间的主要代谢物。大约10到15%的毒氟磷剂量在给药后前72小时内被排泄。

The metabolism of profluralin was studied in rats. Male Sprague-Dawley rats were administered 1 g/kg or 600 mg/kg profluralin by stomach tube. Bulk urine samples were collected from rats given 600 mg/kg profluralin for 2 weeks and analyzed for metabolites using chromatographic methods fluorine-l9 nuclear magnetic resonance spectroscopy and mass spectrometry. Urine samples were collected 4, 13, 56, or 72 hr after dosing from rats given 1 g/kg profluralin to study the time course of metabolite excretion. At least 20 metabolites were detected in the bulk urine samples from their nuclear magnetic resonance chemica1 shifts. A didea1ky1ated monoreduced compound was the major metabolite. A hydroxylamine derivative was the first and major profluralin metabolite observed during the first 4 hr after dosing. 2-Diamino-4-(trifluoromethyl)-6-nitro-benzenamine was the major metabolite at later times. Approximately 10 to 15 percent of the profluralin dose was excreted during the first 72 hours after dosing.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 毒性数据

LCLo（大鼠）> 3,970 mg/m³/1小时

LCLo (rat) > 3,970 mg/m3/1h

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 相互作用

烟草组织培养被用于生物测定系统中，以确定普氟乳林对生长的影响。确定了抑制鲜重增加50%（I50）所需的摩尔浓度。外源施用的D-α-生育酚醋酸盐，浓度为I50的100倍，减少了普氟乳林对组织生长的抑制作用。

TOBACCO TISSUE CULTURES WERE USED IN A BIOASSAY SYSTEM FOR DETERMINING THE EFFECT OF PROFLURALIN ON GROWTH. THE MOLAR CONCN REQUIRED TO INHIBIT FRESH WT GAIN BY 50% (I50) WAS DETERMINED. EXOGENOUSLY APPLIED D-ALPHA-TOCOPHEROL ACETATE AT 100 TIMES THE I50 CONCN DECR THE INHIBITION OF TISSUE GROWTH BY PROFLURALIN.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

皮肤去污。皮肤污染应立即用肥皂和水清洗处理。眼睛污染应立即用大量清水长时间冲洗。如果皮肤或眼睛刺激持续存在，应立即获得医疗注意。/其他除草剂/

Skin decontamination. Skin contamination should be treated promptly by washing with soap and water. Contamination of the eyes should be treated immediately by prolonged flushing of the eyes with large amounts of clean water. If dermal or ocular irritation persists, medical attention should be obtained without delay. /Other herbicides/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

胃肠道净化。摄入这些除草剂后，由于它们的刺激性特性，很可能会出现呕吐和腹泻。管理取决于：(1)摄入量的最佳估计，(2)摄入后经过的时间，以及(3)受试者的临床状况。活性炭可能有效于限制刺激性效果并减少大部分或所有这些除草剂的吸收。铝氢氧化物抗酸剂可能有助于中和更酸性物质的刺激性作用。如果肠道有声音，并且自发腹泻尚未开始，应给予山梨醇以诱导泻药。脱水和电解质紊乱可能严重到需要口服或静脉输液。... 如果摄入了大量除草剂，并且患者在摄入后一小时内就诊，应考虑胃肠道净化。... 如果摄入的除草剂量较小，如果已经发生了有效的呕吐，或者如果治疗延迟，通过口服给予活性炭和山梨醇。 /其他除草剂/

Gastrointestinal decontamination. Ingestions of these herbicides are likely to be followed by vomiting and diarrhea due to their irritant properties. Management depends on: (1) the best estimate of the quantity ingested, (2) time elapsed since ingestion, and (3) the clinical status of the subject. Activated charcoal is probably effective in limiting irritant effects and reducing absorption of most or all of these herbicides. Aluminum hydroxide antacids may be useful in neutralizing the irritant actions of more acidic agents. Sorbitol should be given to induce catharsis if bowel sounds are present and if spontaneous diarrhea has not already commenced. Dehydration and electrolyte disturbances may be severe enough to require oral or intravenous fluids. ... If large amounts of herbicide have been ingested and the patient is seen within an hour of the ingestion, gastrointestinal decontamination should be considered ... If the amount of ingested herbicides was small, if effective emesis has already occurred, or if treatment is delayed, administer activated charcoal and sorbitol by mouth. /Other herbicides/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

静脉输液。如果由于呕吐和腹泻已经出现了严重的脱水和电解质流失，监测血液电解质和液体平衡，并给予静脉输注...生理盐水、林格溶液或林格乳酸盐，以恢复细胞外液体积和电解质。一旦能够保留液体，随即给予口服营养。/其他除草剂/

Intravenous fluids. If serious dehydration and electrolyte depletion have occurred as a result of vomiting and diarrhea, monitor blood electrolytes and fluid balance and administer intravenous infusions of ... normal saline, Ringer's solution, or Ringer's lactate to restore extracellular fluid volume and electrolytes. Follow this with oral nutrients as soon as fluids can be retained. /Other herbicides/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

燕麦和大豆的根或芽暴露于(14)C标记的醒眠灵蒸气中。这种除草剂被发芽的燕麦和大豆的根和芽吸收。在大豆中观察到了一些根到芽的转移，但在大豆或燕麦中都没有检测到芽到根的运输。在大豆中，从根部吸收的醒眠灵中的(14)C在芽中被检测到。

ROOTS OR SHOOTS OF OATS AND PEAS WERE EXPOSED TO VAPORS OF (14)C-LABELED PROFLURALIN. THE HERBICIDE WAS ABSORBED BY ROOTS AND SHOOTS OF GERMINATING OATS AND PEAS. SOME ROOT-SHOOT TRANSLOCATION WAS OBSERVED IN PEAS, BUT NO SHOOT-ROOT TRANSPORT COULD BE DETECTED IN EITHER PEAS OR OATS. IN PEAS, (14)C FROM ROOT-ABSORBED PROFLURALIN WAS DETECTED IN SHOOTS.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

高粱、稗草、大豆和 Palmer Amaranth 在营养液中用 (14)C-标记的酞氟隆处理了24小时，温度为26或38°C。酞氟隆在16度时在根部积累的程度更大，而在35度时代谢最为强烈。很少有酞氟隆被转移到植物的顶部。这些效果可能与在16度时对通常对除草剂表现出抗性的物种产生过量毒性的酞氟隆有关。

SORGHUM, BARNYARDGRASS, SOYBEAN, AND PALMER AMARANTH WERE TREATED WITH (14)C-LABELED PROFLURALIN IN NUTRIENT SOLN FOR 24 HR @ 26 OR 38 °C. PROFLURALIN ACCUM IN ROOTS TO A GREATER EXTENT AT 16 DEG, WHEREAS METAB WAS GREATEST AT 35 DEG. VERY LITTLE PROFLURALIN WAS TRANSLOCATED TO THE TOPS OF PLANTS. THESE EFFECTS MAY RELATE TO EXCESS TOXICITY OF PROFLURALIN AT 16 DEG IN SPECIES WHICH NORMALLY EXHIBIT RESISTANCE TO THE HERBICIDES.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  N,Xi
• 安全说明：
  S60,S61
• 危险类别码：
  R36,R50/53
• 海关编码：
  2921430034
• 危险品运输编号：
  UN3077 9/PG 3
• WGK Germany：
  2

文献信息

• Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
  申请人：Dow AgroSciences LLC

  公开号：US20180279612A1

  公开（公告）日：2018-10-04

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域，用于生产此类分子的过程，用于此类过程的中间体，含有此类分子的杀虫组合物，以及使用此类杀虫组合物对抗此类害虫的过程。这些杀虫组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下式（“式一”）的分子。
• [EN] MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO<br/>[FR] MOLÉCULES PRÉSENTANT UNE UTILITÉ EN TANT QUE PESTICIDE, ET LEURS INTERMÉDIAIRES, COMPOSITIONS ET PROCÉDÉS
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2017040194A1

  公开（公告）日：2017-03-09

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions aga inst such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula ("Formula One").

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫有用的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的杀虫剂组合物，以及使用这种杀虫剂组合物对抗这些害虫的过程。这些杀虫剂组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下化学式（“化学式一”）的分子。
• MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO
  申请人：Dow AgroSciences LLC

  公开号：US20170210723A1

  公开（公告）日：2017-07-27

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, compositions containing such molecules, and processes of using such molecules and compositions against such pests. These molecules and compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的组合物，以及使用这种分子和组合物对抗这些害虫的过程。这些分子和组合物可以用作杀螨剂、杀虫剂、杀螨剂、杀软体动物剂和杀线虫剂。本文件披露了具有以下式（“式一”）的分子。
• HYDRAZONYL GROUP-CONTAINING CONDENSED HETEROCYCLIC COMPOUND OR SALT THEREOF, AGRICULTURAL AND HORTICULTURAL INSECTICIDE COMPRISING THE COMPOUND, AND METHOD FOR USING THE INSECTICIDE
  申请人：Nihon Nohyaku Co., Ltd.

  公开号：US20190177319A1

  公开（公告）日：2019-06-13

  An object of the present invention is to develop and provide a novel agricultural and horticultural insecticide in view of the still immense damage caused by insect pests etc. and the emergence of insect pests resistant to existing insecticides in crop production in the fields of agriculture, horticulture and the like. Provided is a hydrazonyl group-containing condensed heterocyclic compound or a salt thereof, preferably a condensed heterocyclic compound represented by the general formula (1): wherein R 1 represents, for example, an alkyl group, R 2 represents, for example, a hydrogen atom, R 3 and R 4 each represent, for example, an alkyl group, a haloalkyl group or an acyl group, A 1 represents, for example, a nitrogen atom, A 2 represents, for example, N-Me or an oxygen atom, A 3 represents, for example, a carbon atom or a nitrogen atom, A 4 represents, for example, C—H, m represents, for example, 2, and n represents, for example, 1}, or a salt thereof; an agricultural and horticultural insecticide comprising the compound or a salt thereof as an active ingredient; and a method for using the insecticide.

  本发明的一个目的是开发并提供一种新型农艺和园艺杀虫剂，鉴于昆虫害虫等造成的损害仍然巨大，以及在农业、园艺等领域作物生产中出现的对现有杀虫剂具有抗性的昆虫害虫。 提供了一种含有肼酰基的稠合杂环化合物或其盐，优选为通式(1)表示的稠合杂环化合物： 其中R1代表例如烷基，R2代表例如氢原子，R3和R4各自代表例如烷基、卤代烷基或酰基，A1代表例如氮原子，A2代表例如N-Me或氧原子，A3代表例如碳原子或氮原子，A4代表例如C—H，m代表例如2，n代表例如1}，或其盐；一种包含该化合物或其盐作为活性成分的农艺和园艺杀虫剂；以及使用该杀虫剂的方法。
• [EN] MACROCYCLIC PICOLINAMIDES AS FUNGICIDES<br/>[FR] PICOLINAMIDES MACROCYCLIQUES À UTILISER EN TANT QUE FONGICIDES
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2017116954A1

  公开（公告）日：2017-07-06

  The invention relates to macrocyclic picolinamides of Formula (I) and their use as fungicides.

  本发明涉及式(I)所示的大环吡啶酰胺及其作为杀菌剂的应用。

表征谱图