益棉磷 | 2642-71-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并-1,2,3-三嗪类化合物
• 中文名称: 益棉磷
• 中文别名: 谷硫磷-A；乙基谷硫磷；谷硫磷乙酯
• 英文名称: azinphos-ethyl
• 英文别名: O,O-diethyl S-<(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl> phosphorodithioate；Ethyl-Gusathion；3-(diethoxyphosphinothioylsulfanylmethyl)-1,2,3-benzotriazin-4-one
• CAS: 2642-71-9
• 化学式: C₁₂H₁₆N₃O₃PS₂
• 分子量: 345.383
• InChiKey: RQVGAIADHNPSME-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：

  如果遵照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  7

ADMET

代谢

在植物中，已识别的代谢物包括乙撑磷酰亚胺、苯并咪唑、二甲苯并咪唑硫化物和二甲苯并咪唑二硫化物。

In plants, metabolites identified include azinphos-ethyl-oxon, benzazimide, dimethylbenzazimide sulfide and dimethylbenzazimide disulfide.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在哺乳动物中，口服给药后，主要代谢物是单脱乙基化合物和苯并咪唑。

In mammals, following oral administration, ...the major metabolites are the monodesethyl compound and benzazimide.

来源:Hazardous Substances Data Bank (HSDB)

代谢

血浆和组织酶负责将有机磷化合物水解成相应的磷酸和磷onic酸。然而，氧化酶也参与一些有机磷化合物的代谢。抗胆碱酯酶剂

Plasma and tissue enzymes are responsible for hydrolysis /of organophosphorus compounds/ to the corresponding phosphoric and phosphonic acids. However, oxidative enzymes are also involved in the metabolism of some organophosphorus compounds. /Anticholinesterase agents/

来源:Hazardous Substances Data Bank (HSDB)

代谢

有机磷抗胆碱酯酶药物在体内被一组称为A-酯酶或对氧磷酶的酶水解。这些酶存在于血浆和肝脏中，能够水解大量的有机磷化合物……通过切断磷酯键、酐键、P-F键或P-CN键。/抗胆碱酯酶药物/

The organophosphorus anticholinesterase agents are hydrolyzed in the body by a group of enzymes known as A-esterases or paraoxonases. These enzymes are found in the plasma and liver and hydrolyze a large number of organophosphorus compounds ... by cleaving the phosphoester, anhydride, P-F, or P-CN bonds. /Anticholinesterase agents/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 副作用

其他毒物 - 有机磷

Other Poison - Organophosphate

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

毒理性

• 毒性数据

大鼠LC50 = 390 mg/m³

LC50 (rat) = 390 mg/m3

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

毒理性

• 相互作用

在挑战前1小时使用胡椒基丁醚（400 mg/kg）预处理可以增强乙基 Guthion 的毒性。

Pretreatment with piperonyl butoxide (400 mg/kg) 1 hr prior to challenge potentiates the toxicity of ethyl guthion.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

一些吩噻嗪类药物可能拮抗，而另一些可能增强有机磷杀虫剂的毒性抗胆碱酯酶效果。/有机磷胆碱酯酶抑制剂/

Some phenothiazines may antagonize & some may potentiate the toxic anticholinesterase effects of ... /organophosphorus insecticides/. /Organophosphate cholinesterase inhibitors/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

在长期治疗中，肾上腺皮质激素对抗抗胆碱酯酶的抗青光眼作用（增加眼压）。... 抗胆碱药对抗抗胆碱酯酶对自主神经和中枢神经系统的缩瞳（抗青光眼）和其他毒蕈碱样作用。三环类抗抑郁药（抗胆碱能效应）对抗抗胆碱酯酶在青光眼中的抗青光眼（缩瞳）作用。... 具有抗胆碱能效应的抗组胺药对抗抗胆碱酯酶的缩瞳（抗青光眼）和CNS作用。抗胆碱酯酶增强抗组胺药引起的镇静和行为改变。抗胆碱酯酶药物对自主效应细胞的作用，在一定程度上对中枢神经系统的作用，被阿托品这种首选解毒剂所拮抗。巴比妥类药物的作用被抗胆碱酯酶增强。... 二泛醇增强抗胆碱酯酶的效果。氟磷酸盐杀虫剂增强其他抗胆碱酯酶的效果。 /抗胆碱酯酶/

In long term therapy, adrenocorticoids antagonize the antiglaucoma effects of anticholinesterases (incr ocular pressure). ... Anticholinergics antagonize the miotic (antiglaucoma) & other muscarinic effects of anticholinesterases on the autonomic & central nervous systems. Tricyclic antidepressants (anticholinergic effects) antagonize the antiglaucoma (miotic) effects of anticholinesterases in glaucoma. ... Antihistamines with anticholinergic effects antagonize the miotic (antiglaucoma) & CNS effects of anticholinesterases. Anticholinesterases potentiate tranquilizing & behavioral changes induced by antihistamines. The actions of anticholinesterase agents on autonomic effector cells, & to some extent those on CNS, are antagonized by atropine, an antidote of choice. Barbiturates are potentiated by anticholinesterases. ... Dexpanthenol potentiates the effects of anticholinesterases. Fluorophosphate insecticides potentiate the effects of other anticholinesterases. /Anticholinesterases/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在哺乳动物中，口服给药后，90%以上的药物在两天内通过尿液和粪便排出体外。

In mammals, following oral administration, >90% is eliminated in the urine and feces within 2 days.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

...可以通过完整的皮肤、胃肠道以及通过雾和尘埃吸入的方式吸收乙基_azinphos。

...Absorption of azinphos ethyl is possible through intact skin, from the GI tract, and by mist and dust inhalation.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在大鼠口服和静脉注射14C标记的乙基敌百虫剂量为0.1或2毫克/千克体重后，约60%的活性物质在48小时内通过尿液排出，30%通过粪便排出。大约30%的2毫克/千克剂量在24小时内通过胆汁排出；在呼出气体中排出的量小于0.1%，这表明苯并三嗪环没有经历广泛的降解。大约6%的活性物质在给药后48小时仍存在于体内，组织中平均浓度相当于0.1 ppm。最高的等价浓度（0.2-0.3 ppm（0.00002%-0.00003%））出现在血液中，而0.15-0.2 ppm（0.000015%-0.00002%）出现在肺、肝和肾脏中。

Following oral and IV administration of 14C-labelled azinphos-ethyl to male rats in doses of 0.1 or 2 mg/kg bw, about 60% of the activity was excreted in urine and 30% in feces in 48 hours. Approximately 30% of a 2 mg/kg dose was eliminated in bile within 24 hours; <0.1% was eliminated in expired air, indicating that the benzotriazine ring does not undergo extensive degradation. Approximately 6% of activity was present in the body 48 hours after administration, the mean concentration in tissues being equivalent to 0.1 ppm. The highest equivalent concentration (0.2-0.3 ppm (0.00002%-0.00003%)) was found in blood and 0.15-0.2 ppm (0.000015%-0.00002%) was found in lungs, liver and kidneys.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

许多有机磷杀虫剂会通过牛奶排出体外...有机磷杀虫剂

Many of /the organophosphorus insecticides/ are excreted in the milk ... /Organophosphorus insecticides/

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 储存条件：
  密封于0-6°C阴凉干燥环境中。

制备方法与用途

制备方法

由邻氨苯甲酸甲酯经重氮化、环合、羟甲基化、氯甲基化、缩合而得。

合成制备方法

同样地，该化合物也是通过邻氨苯甲酸甲酯经过重氮化、环合、羟甲基化、氯甲基化和缩合的步骤制备而成。

用途简介

这种物质是一种有机磷杀虫剂与杀螨剂，具有良好的稳定性和持久性。主要用于防治棉花、果树以及蔬菜等作物上的害虫。

用途

该产品同样作为有机磷杀虫杀螨剂使用，因其优异的稳定性和持久性，在棉花、果树和蔬菜等多种农作物中广泛用于防治害虫。

反应信息

• 作为反应物：
  描述：

  益棉磷 生成 N-甲基蒽
  参考文献：
  名称：

  ABDOU, W. M.;SIDKY, M. M.;WAMHOFF, H., Z. NATURFORSCH., 42,(1987) N 7, 907-910

  摘要：

  DOI：
• 作为产物：
  描述：

  3-羟基甲基-4-酮苯并-1,2,3-噻嗪 在 氯化亚砜 、 丙酮 作用下， 生成 益棉磷
  参考文献：
  名称：

  Derivatives of thiophosphoric acid

  摘要：

  公开号：

  US02758115A1

文献信息

• [EN] BICYCLYL-SUBSTITUTED ISOTHIAZOLINE COMPOUNDS<br/>[FR] COMPOSÉS ISOTHIAZOLINE SUBSTITUÉS PAR UN BICYCLYLE
  申请人：BASF SE

  公开号：WO2014206910A1

  公开（公告）日：2014-12-31

  The present invention relates to bicyclyl-substituted isothiazoline compounds of formula (I) wherein the variables are as defined in the claims and description. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.

  本发明涉及公式（I）中变量如索权和说明中所定义的自行车基取代异噻唑啉化合物。这些化合物对抗或控制无脊椎动物害虫，特别是节肢动物害虫和线虫方面具有用途。该发明还涉及一种通过使用这些化合物来控制无脊椎动物害虫的方法，以及包含所述化合物的植物繁殖材料、农业和兽医组合物。
• [EN] AZOLINE COMPOUNDS<br/>[FR] COMPOSÉS AZOLINE
  申请人：BASF SE

  公开号：WO2015128358A1

  公开（公告）日：2015-09-03

  The present invention relates to azoline compounds of formula (I) wherein A, B1, B2, B3, G1, G2, X1, R1, R3a, R3b, Rg1 and Rg2 are as defined in the claims and the description. The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.

  本发明涉及式（I）的噁唑啉化合物，其中A、B1、B2、B3、G1、G2、X1、R1、R3a、R3b、Rg1和Rg2如权利要求和描述中所定义。这些化合物对抗或控制无脊椎动物害虫，特别是节肢动物害虫和线虫方面具有用途。该发明还涉及一种利用这些化合物控制无脊椎动物害虫的方法，以及包括所述化合物的植物繁殖材料、农业和兽医组合物。
• [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。
• Thieno-pyrimidine compounds having fungicidal activity
  申请人：Brewster Kirkland William

  公开号：US20070093498A1

  公开（公告）日：2007-04-26

  The present invention relates to thieno[2,3-d]-pyrimidine compounds having fungicidal activity.

  本发明涉及具有杀真菌活性的噻吩[2,3-d]-嘧啶化合物。
• [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。

表征谱图