丰索磷 | 115-90-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫代磷酸及其衍生物
• 中文名称: 丰索磷
• 中文别名: 苯胺磷；苯胺磷或丰索磷；4-(甲基硫代)苯基磷酸二乙酯；线虫磷；葑硫松
• 英文名称: fensulfothion
• 英文别名: Bayer 25141；O,O-diethyl O-phosphorothioate；O,O-diethyl-[p-(methyl-sulfinyl)phenyl] phosphorothioate；O,O-diethyl-O-(p-methylsulfinylphenyl) phosphorothioate；Dasanit；diethoxy-(4-methylsulfinylphenoxy)-sulfanylidene-λ5-phosphane
• CAS: 115-90-2
• 化学式: C₁₁H₁₇O₄PS₂
• 分子量: 308.359
• InChiKey: XDNBJTQLKCIJBV-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：
  常温常压下不会分解，应避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  96.1
• 氢给体数：
  0
• 氢受体数：
  6

ADMET

代谢

(32)P标记的达沙尼特应用于幼棉植株的根和茎部...在茎部应用的情况下，超过80%的放射性是以母体化合物的形式存在。主要代谢物是氧类似物和达沙尼特磺酰。9天后，还检测到了少量的氧类似物磺酰。...通过对蟑螂进行代谢研究，表明存在达沙尼特的异构体和磺酰的S-乙基异构体。

(32)P-LABELED DASANIT WAS APPLIED TO /ROOTS &/ STEMS OF YOUNG COTTON PLANTS ... IN THE CASE OF STEM APPLICATION, MORE THAN 80% OF THE RADIOACTIVITY WAS IN THE FORM OF THE PARENT CMPD. THE MAJOR METABOLITES WERE THE OXYGEN ANALOGUE & DASANIT SULFONE. AFTER 9 DAYS, SMALL AMT OF THE OXYGEN ANALOGUE SULFONE WAS ALSO DETECTED. ... METABOLISM STUDIES WITH COCKROACHES HAVE INDICATED PRESENCE OF THE ISOMERIDE & SULFONE OF DASANIT & THE S-ETHYL ISOMER OF THE SULFONE.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在植物中，发现了具有P=S和SO2、P=O和SO、以及P=O和SO2这些官能团组合的氧化产物。

In plants, oxidation products with the group combinations P=S & SO2, P=O & SO, & P=O & SO2 are found.

来源:Hazardous Substances Data Bank (HSDB)

代谢

海岸百慕大草和饲料玉米用倍硫磷处理。经过28天的风化作用后，那些以2.0磅/英亩处理的植物上残留的总量大约是4和7 ppm（湿重基础），分别。除了未改变的倍硫磷外，还检测到了磺酰、亚砜和氧类似物的磺酰。

COASTAL BERMUDA GRASS & FORAGE CORN WERE TREATED WITH FENSULFOTHION. AFTER 28 DAYS OF WEATHERING, TOTAL RESIDUES REMAINING ON THOSE PLANTS TREATED AT 2.O LB /PER/ ACRE WERE ABOUT 4 & 7 PPM (WET BASIS), RESPECTIVELY. IN ADDITION TO UNCHANGED FENSULFOTHION, THE SULFONE, THE SULFOXIDE, & THE SULFONE OF OXYGEN ANALOGUES WERE ... DETECTED.

来源:Hazardous Substances Data Bank (HSDB)

代谢

肺炎克雷伯菌的洗涤细胞悬浮液将有机磷农药丰索磷转化为丰索磷硫化物。这种转化的最适温度和pH，以及对巯基反应剂的敏感性强烈表明了酶的参与。该反应对氧气也非常敏感，只在低氧张力条件下进行。一旦形成，丰索磷硫化物会被活细胞和热杀死的细胞迅速结合。

Washed cell suspensions of K pneumoniae reduced the organophosphorus pesticide fensulfothion to fensulfothion sulfide. Temperature and pH optima for this conversion plus sensitivity to SH-reacting agents strongly suggested enzyme involvement. The reaction was also quite sensitive to O2, only proceeding under conditions of low oxygen tension. Once formed, the fensulfothion sulfide was rapidly bound by living and heat-killed cells.

来源:Hazardous Substances Data Bank (HSDB)

代谢

Fensulfothion ...被用作从用杀虫剂处理的土壤中分离出的微生物的碳源。两种分离株，P alcaligenes Cl和Alcaligenes sp菌株NC3，在以碳源形式补充时，在120小时内使用了> 80%的杀虫剂。P alcaligenes Cl，在fensulfothion上表现出最大生长，将化合物降解为p-甲基亚磺酰基酚和二乙基硫代磷酰酸。...通过化合物的初始水解随后利用磷酸酯和乙醇来利用磷酸酯。

Fensulfothion ... is used as a C source by microorganisms isolated from soils treated with the pesticide. Two isolates, P alcaligenes Cl and Alcaligenes sp strain NC3, used > 80% of the pesticide in 120 h in culture when supplemented as a C source. P alcaligenes Cl, which showed maximal growth on fensulfothion, degraded the compound to p-methylsulfinyl phenol and diethyl phosphorothioic acid. ... Utilization of the phosphoric acid ester and ethanol by an initial hydrolysis of the compound and subsequent utilization of the phosphoric acid ester.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌性证据

A4；不可归类为人类致癌物。

A4; Not classifiable as a human carcinogen.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 暴露途径

该物质可以通过吸入其气溶胶、通过皮肤接触以及吞食被身体吸收。

The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

毒理性

• 暴露途径

吸入，皮肤吸收，吞食，皮肤和/或眼睛接触

inhalation, skin absorption, ingestion, skin and/or eye contact

来源:The National Institute for Occupational Safety and Health (NIOSH)

毒理性

• 症状

皮肤刺激；恶心、呕吐、腹部绞痛、腹泻、流涎；头痛、头晕、乏力（无力、疲惫）；流鼻涕（稀薄鼻粘液流出）、胸痛；视力模糊、瞳孔缩小；心律不齐；肌肉颤搐；呼吸困难

irritation skin; nausea, vomiting, abdominal cramps, diarrhea, salivation; headache, dizziness, lassitude (weakness, exhaustion); rhinorrhea (discharge of thin nasal mucus), chest tightness; blurred vision, miosis; cardiac irreg; muscle fasciculation; dyspnea (breathing difficulty)

来源:The National Institute for Occupational Safety and Health (NIOSH)

毒理性

• 吸入症状

瞳孔收缩，肌肉痉挛，过度流涎。出汗。恶心。呼吸困难。眩晕。抽搐。失去意识。

Pupillary constriction, muscle cramp, excessive salivation. Sweating. Nausea. Laboured breathing. Dizziness. Convulsions. Unconsciousness.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

吸收、分配和排泄

绵羊口服(32)P-芬硫磷后迅速吸收，血药浓度在给药后1到2小时达到峰值。 ... 死亡绵羊只排除了54%的剂量，在其器官中发现了显著的残留物。存活的绵羊在24小时内排除了65%的剂量，在7天内排除了95%。几乎所有的排泄都是通过尿液，粪便中很少。在7天后宰杀的绵羊器官中，只发现了微不足道的芬硫磷及其氧化和水解产物的浓度。

Sheep given (32)P-fensulfothion orally absorbed it rapidly, as indicated by peak blood levels 1 to 2 hr after dosing. ... Only 54% of the dose was excreted by the sheep that died, & significant residues were found in its organs. The surviving sheep excreted 65% of its dose in 24 hr & 95% within 7 days. Almost all the excretion was urinary, with little in the feces. Only negligible concn of fensulfothion & its oxidation & hydrolysis products were found in the organs of the sheep killed after 7 days.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在口服施用芬硫磷后，绵羊的脂肪、肌肉或肝脏中没有发现芬硫磷或其氧化产物的残留。 ... 母牛在被施用芬硫磷的草场上放牧。放牧28天后，牛奶中没有检测到残留物；但是，放牧14天后的母牛的乳脂中，在放牧3天后可以检测到微量的残留物（0.02 ppm /芬硫氧磷和芬硫酮/）。

NO RESIDUES OF FENSULFOTHION OR ITS OXIDATION PRODUCTS WERE FOUND IN FAT, MUSCLE, OR LIVER OF SHEEP AFTER ORAL ADMINISTRATION. ... COWS WERE GRAZED ON PASTURE TREATED WITH FENSULFOTHION. MILK FROM COWS ALLOWED TO GRAZE 28 DAYS LATER DID NOT CONTAIN DETECTABLE RESIDUES; BUT, IN BUTTERFAT OF COWS THAT GRAZED 14 DAYS AFTER TREATMENT, TRACES (0.02 PPM /FENSULFOOXON & FENSULFONE/) WERE DETECTABLE AFTER 3 DAYS OF GRAZING.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

... 经吸入含有联苯硫磷的气溶胶后，良好的肺部吸收已得到证实。

... GOOD ABSORPTION VIA LUNGS HAS BEEN DEMONSTRATED FOLLOWING INHALATION OF FENSULFOTHION AEROSOLS.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

大多数有机磷化合物能够通过皮肤、结膜、胃肠道和肺部被吸收。/有机磷化合物/

Most organophosphate compounds are ... absorbed from skin, conjunctiva, gastrointestinal tract, & lung. /Organophosphate compounds/

来源:Hazardous Substances Data Bank (HSDB)

制备方法与用途

制备方法：用作农用杀虫剂和杀线虫剂。

用途简介： 暂无具体描述。

用途：用于农用杀虫剂和杀线虫剂。

反应信息

• 作为反应物：
  描述：

  丰索磷 在 氢气 作用下， 以 四氢呋喃 为溶剂， 59.84 ℃ 、100.0 kPa 条件下， 以91 %的产率得到丰索磷亚砜
  参考文献：
  名称：

  磷合金化作为设计用于亚砜脱氧的高活性和耐用金属纳米颗粒催化剂的有力方法：磷的配体和集合效应

  摘要：

  通过掺入额外的金属对金属纳米颗粒 (NPs) 进行改性是开发新型催化剂的关键技术。然而，将非金属掺入金属纳米粒子的效果尚未得到广泛探索，特别是在有机合成领域。在这项研究中，我们证明了磷 (P) 合金化显着提高了贵金属 NP 将亚砜脱氧成硫化物的活性。特别是，磷化钌纳米粒子表现出优异的催化活性和对硫中毒的高耐久性，优于传统催化剂。包括药物中间体在内的各种亚砜以优异的收率脱氧为硫化物。对结构-活性关系的详细研究表明，P 合金具有双重作用：它对从Ru到P的电子转移建立配体效应，促进活性氢物种的产生，并对Ru-P键的形成具有整体效应，防止与硫化物产物的强配位。这些效应结合起来提高了磷化钌纳米粒子的催化性能。这些结果表明，P-合金化是一种有效的方法来改善金属 NP 催化用于多种有机合成。

  DOI：

  10.1021/jacsau.1c00461

文献信息

• [EN] MICROBIOCIDAL OXADIAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS D'OXADIAZOLE MICROBIOCIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2017157962A1

  公开（公告）日：2017-09-21

  Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially fungicides.

  式(I)的化合物，其中取代基如权利要求1所定义，作为杀虫剂特别是杀菌剂有用。
• [EN] INSECTICIDAL TRIAZINONE DERIVATIVES<br/>[FR] DÉRIVÉS DE TRIAZINONE INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2013079350A1

  公开（公告）日：2013-06-06

  Compounds of the formula (I) or (I'), wherein the substituents are as defined in claim 1, are useful as pesticides.

  式(I)或(I')的化合物，其中取代基如权利要求1所定义的那样，可用作杀虫剂。
• THIENYLPYRIDYLCARBOXAMIDES
  申请人：Dunkel Ralf

  公开号：US20110105564A1

  公开（公告）日：2011-05-05

  Novel thienylpyridylcarboxamides of the formula (I) The present application is also directed to a plurality of processes for preparing these compounds and their use for controlling unwanted microorganisms, and also novel intermediates and their preparation.

  新型噻吩基吡啶基羧酰胺的化学式（I） 本申请还涉及多种制备这些化合物的方法，以及它们用于控制不受欢迎的微生物的用途，还有新颖的中间体及其制备。
• [EN] ISOXAZOLINE DERIVATIVES AS INSECTICIDES<br/>[FR] DÉRIVÉS D'ISOXAZOLINE EN TANT QU'INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2011101402A1

  公开（公告）日：2011-08-25

  The present invention relates to compounds formula (I), wherein P is P1, P2, heterocyclyl or heterocyclyl substituted by one to five Z; and wherein A1, A2, A3, A4, G1, R1, R2, R3, R4, R5, R6, R17, R18, R19 and R20 are as defined in claim 1; or a salt or N-oxide thereof. Furthermore, the present invention relates to processes and intermediates for preparing compounds of formula (I), to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising the compounds of formula (I) and to methods of using the compounds of formula (I) to control insect, acarine, nematode and mollusc pests.

  本发明涉及化合物式（I），其中P为P1、P2、杂环烷基或被一到五个Z取代的杂环烷基；以及其中A1、A2、A3、A4、G1、R1、R2、R3、R4、R5、R6、R17、R18、R19和R20如权利要求1中所定义；或其盐或N-氧化物。此外，本发明涉及制备化合物式（I）的过程和中间体，包括化合物式（I）的杀虫剂、杀螨剂、杀线虫剂和杀软体动物剂组合物，以及使用化合物式（I）控制昆虫、螨虫、线虫和软体动物害虫的方法。
• ISOXAZOLINE DERIVATIVES AS INSECTICIDES
  申请人：Pitterna Thomas

  公开号：US20120316124A1

  公开（公告）日：2012-12-13

  The present invention relates to compounds formula (I), wherein P is P1, P2, heterocyclyl or heterocyclyl substituted by one to five Z; and wherein A 1 , A 2 , A 3 , A 4 , G 1 , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 17 , R 18 , R 19 and R 20 are as defined in claim 1 ; or a salt or N-oxide thereof. Furthermore, the present invention relates to processes and intermediates for preparing compounds of formula (I), to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising the compounds of formula (I) and to methods of using the compounds of formula (I) to control insect, acarine, nematode and mollusc pests.

  本发明涉及化合物式（I），其中P为P1、P2、杂环烷基或被1至5个Z取代的杂环烷基；以及其中A1、A2、A3、A4、G1、R1、R2、R3、R4、R5、R6、R17、R18、R19和R20如权利要求1所定义；或其盐或N-氧化物。此外，本发明涉及制备化合物式（I）的过程和中间体，包括化合物式（I）的杀虫剂、杀螨剂、杀线虫剂和杀软体动物剂组合物，以及使用化合物式（I）控制昆虫、螨虫、线虫和软体动物害虫的方法。

表征谱图