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因毒磷 | 2778-04-3

中文名称
因毒磷
中文别名
S-[(5-甲氧基-4-氧代-4H-吡喃-2-基)甲基]-O,O-二甲基硫代磷酸酯
英文名称
2-(dimethoxyphosphorylsulfanyl-methyl)-5-methoxy-pyran-4-one
英文别名
2-(Dimethoxyphosphorylmercapto-methyl)-5-methoxy-pyran-4-on;endothion;S-5-methoxy-4-oxo-4H-pyran-2-ylmethyl O,O-dimethyl phosphorothioate;2-(dimethoxyphosphorylsulfanylmethyl)-5-methoxypyran-4-one
因毒磷化学式
CAS
2778-04-3
化学式
C9H13O6PS
mdl
——
分子量
280.238
InChiKey
YCAGGFXSFQFVQL-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 稳定性/保质期:
    明火可燃,受热会释放出有毒的氧化硫、氧化磷及氯化物气体。

计算性质

  • 辛醇/水分配系数(LogP):
    -0.2
  • 重原子数:
    17
  • 可旋转键数:
    6
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.44
  • 拓扑面积:
    96.4
  • 氢给体数:
    0
  • 氢受体数:
    7

ADMET

代谢
内皮素被应用于多种昆虫,并研究了其渗透和代谢的程度。分离出三种代谢物,但数量不足以进行严格鉴定。在用(35)S-内皮素处理植物后,检测到了一甲基衍生物。
Endothion was applied to several species of insects and the degree of penetration and metabolism was studied. Three metabolites were isolated but the quantities were insufficient to permit rigorous identification. After treatment of plants with (35)S-endothion, the monomethyl derivative was detected.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 副作用
其他毒物 - 有机磷酸酯
Other Poison - Organophosphate
来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
毒理性
  • 解毒与急救
气道保护。确保呼吸道通畅。必要时对病人进行气管插管,并使用大口径吸痰设备吸出分泌物。如果呼吸抑制,通过机械辅助肺通气给予氧气。在给予阿托品之前尽可能改善组织氧合,以最小化心室颤动的风险。在严重中毒的情况下,可能需要机械支持肺通气数天。/有机磷农药/
Airway protection. Insure that a clear airway exists. Intubate the patients and aspirate the secretions with a large-bore suction device if necessary. Administer oxygen by mechanically assisted pulmonary ventilation if respiration is depressed. Improve tissue oxygenation as much as possible before administering atropine, so as to minimize the risk of ventricular fibrillation. In severe poisonings, it may be necessary to support pulmonary ventilation mechanically for several days. /Organophosphate pesticides/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
硫酸阿托品。如果不能静脉注射,可以通过静脉或肌肉注射硫酸阿托品。请记住,如果初次静脉通路难以获得,阿托品可以通过气管内导管给药。根据中毒的严重程度,可能需要从非常低的剂量到高达300毫克/天的阿托品,甚至可能需要持续输注。阿托品抗毒疗法的目的是拮抗在具有毒蕈碱受体的末梢器官上过量的乙酰胆碱的作用。阿托品不能激活胆碱酯酶酶或加速有机磷的处置。如果组织中的有机磷浓度在阿托品效果消失时仍然很高,可能会再次发生中毒。阿托品对毒蕈碱表现有效,但对烟碱作用无效,尤其是肌肉无力和抽搐以及呼吸抑制。尽管有这些局限性,阿托品在有机磷中毒中常常是救命药物。对阿托品测试剂量的良好反应(成人为1毫克,12岁以下儿童为0.01毫克/千克)可以帮助区分抗胆碱酯酶剂中毒与其他状况。然而,没有反应,并且没有阿托品化的证据(阿托品耐药性)是更严重中毒的典型特征。据报道,雾化阿托品的辅助使用可以改善呼吸窘迫,减少支气管分泌物,并增加氧合。/有机磷农药/
Atropine sulfate. Administer atropine sulfate intravenously, or intramuscularly if intravenous injection is not possible. Remember that atropine can be administered through an endotracheal tube if initial IV access is difficult to obtain. Depending on the severity of poisoning, doses of atropine ranging from very low to as high as 300 mg/day may be required, or even continuous infusion. The objective of atropine antidotal therapy is to antagonize the effects of excessive concentrations of acetylcholine at end-organs having muscarinic receptors. Atropine does not reactivate the cholinesterase enzyme or accelerate disposition of organophosphate. Recrudescence of poisoning may occur if tissue concentrations of organophosphate remain high when the effect of atropine wears off. Atropine is effective against muscarinic manifestations, but it is ineffective against nicotinic actions, specifically muscle weakness and twitching, and respiratory depression. Despite the limitations, atropine is often a life-saving agent in organophosphate poisonings. Favorable response to a test dose of atropine (1 mg in adults, 0.01 mg/kg in children under 12 years) can help differentiate poisoning by anticholinesterase agents from other conditions. However, lack of response, with no evidence of atropinization (atropine refractoriness) is typical of more severe poisonings. The adjunctive use of nebulized atropine has been reported to improve respiratory distress, decrease bronchial secretions, and increase oxygenation. /Organophosphate pesticides/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
格隆吡咯酸被研究作为阿托品的替代品,并发现使用持续输注法具有相似的结果。将7.5毫克的格隆吡咯酸小瓶加入200毫升的生理盐水中,并根据干燥的粘膜和心率超过60次/分钟的效果来调整输注量。在此研究中,当心率低于60次/分钟时,使用阿托品作为一次性注射。这种方案的另一个明显优势是减少了呼吸系统感染的数量。当存在由于过多的难以控制的分泌物而导致呼吸系统感染的担忧时,或者在意识水平改变的情况下,阿托品中毒和有机磷中毒复发的区别不清楚时,这可能代表了一种替代方案。/有机磷农药/
Glycopyrolate has been studied as an alternative to atropine and found to have similar outcomes using continuous infusion. Ampules of 7.5 mg of glycopyrolate were added to 200 mL of saline and this infusion was titrated to the desired effects of dry mucous membranes and heart rate above 60 beats/min. During this study, atropine was used as a bolus for a heart rate less than 60 beats/min. The other apparent advantage to this regimen was a decreased number of respiratory infections. This may represent an alternative when there is a concern for respiratory infection due to excessive and difficult to control secretions, and in the presence of altered level of consciousness where the distinction between atropine toxicity or relapse of organophosphate poisoning is unclear. /Organophosphate pesticides/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
普莱立多辛。在给予普莱立多辛之前,抽取一份血液样本(用肝素处理)进行胆碱酯酶分析(因为普莱立多辛倾向于逆转胆碱酯酶的抑制)。在严重有机磷农药中毒的情况下,如果出现呼吸抑制、肌肉无力和/或抽搐,给予普莱立多辛(普罗帕姆,2-PAM),这是一种胆碱酯酶复活剂。如果早期给药(通常在中毒后48小时内),普莱立多辛可以缓解中毒的尼古丁和毒蕈碱效应。普莱立多辛通过重新激活胆碱酯酶,以及减缓磷酸化胆碱酯酶转变为不可复活形式的“老化”过程来发挥作用。...普莱立多辛的剂量可能在1-2小时后重复给药,然后在需要时每10-12小时给药一次。在非常严重的中毒情况下,剂量可能加倍。通常需要重复给予普莱立多辛。在涉及继续吸收有机磷(如摄入大量有机磷后)或高度亲脂性有机磷从脂肪转移到血液的情况下,可能需要在通常被认为是其有效性限制的48小时暴露间隔后继续给药几天。...在给药期间应监测血压,因为偶尔会发生高血压危机。如果血压升至危险水平,应减慢或停止给药。如果普莱立多辛给药期间或给药后出现呼吸抑制,应准备机械辅助肺通气。如果无法进行静脉注射,普莱立多辛可以通过深层肌肉注射给药。/有机磷农药/
Pralidoxime. Before administration of pralidoxime, draw a blood sample (heparinized) for cholinesterase analysis (since pralidoxime tends to reverse the cholinesterase depression). Administer pralidoxime (Protopam, 2-PAM), a cholinesterase reactivator, in cases of severe poisoning by organophosphate pesticides in which respiratory depression, muscle weakness, and/or twitching are severe. When administered early (usually less than 48 hours after poisoning) pralidoxime relieves the nicotinic as well as the muscarinic effects of poisoning. Pralidoxime works by reactivating the cholinesterase and also by slowing the "aging" process of phosphorylated cholinesterase to a non-reactivatable form. ... Dosage of pralidoxime may be repeated in 1-2 hours, then at 10-12 hour intervals if needed. In very severe poisonings, dosage rates may be doubled. Repeated doses of pralidoxime are usually required. In cases that involve continuing absorption of organophosphate (as after ingestion of large amounts), or continuing transfer of highly lipophilic organophosphate from fat into blood, it may be necessary to continue administration of pralidoxime for several days beyond the 48 hour post-exposure interval usually cited as the limit of its effectiveness. ... Blood pressure should be monitored during administration because of the occasional occurrence of hypertensive crisis. Administration should be slowed or stopped if blood pressure rises to hazardous levels. Be prepared to assist pulmonary ventilation mechanically if respiration is depressed during or after pralidoxime administration. If intravenous injection is not possible, pralidoxime may be given by deep intramuscular injection. /Organophosphate pesticides/
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • 储存条件:
    库房应保持通风、低温和干燥,并将库存与食品原料分开储运。

制备方法与用途

内硫磷是一种全身性杀虫剂,已被广泛应用于农业和园艺领域。它能有效预防桃子上的地中海果蝇侵害,其残留效果可持续超过三周,且对人体安全,不会对叶子或果实造成毒害。[1][2]

反应信息

  • 作为产物:
    描述:
    亚磷酸氢二甲酯甲醇sodium methylate 、 sulfur 、 作用下, 生成 因毒磷
    参考文献:
    名称:
    Phosphorus derivatives, process for their preparation, and compositions containing them
    摘要:
    公开号:
    US02811476A1
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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。
  • 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。
  • Novel insecticides
    申请人:Syngenta Participations AG
    公开号:EP2540718A1
    公开(公告)日:2013-01-02
    Compounds of formula I wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts and all stereoisomers and tautomeric forms of the compounds of formula I can be used as insecticides and can be prepared in a manner known per se.
    式I的化合物 其中取代基如权利要求1所定义,并且式I化合物的农药可接受盐以及所有立体异构体和互变异构形式可用作杀虫剂,并且可以按照已知的方法制备。
  • 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。
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