丁硫环磷 | 21548-32-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 丁硫环磷
• 中文别名: O,O-二乙基-N-(1,3-二噻丁环-2-叉)磷酰胺；O,O-二乙基-N-(1,3-二噻丁环-2-亚基磷酰胺)；O,O-二乙基-N-(1,3-二噻丁环-2-亚)磷酰胺；伐线丹
• 英文名称: fosthietan
• 英文别名: 2-(diethoxyphosphinylimino)-1,3-dithietane；N-diethoxyphosphoryl-1,3-dithietan-2-imine
• CAS: 21548-32-3
• 化学式: C₆H₁₂NO₃PS₂
• 分子量: 241.272
• InChiKey: RHJOIOVESMTJEK-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：

  原药为黄色液体，带有硫醇气味。其折光率²⁰D为1.5348，在25℃时的蒸汽压为8.65×10^-4 Pa。该物质能溶于丙酮、氯仿、甲醇和甲苯，在25℃时水中的溶解度为5%。在土壤中易降解，大约10至40天内分解率为50%。

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  98.5
• 氢给体数：
  0
• 氢受体数：
  6

ADMET

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

• 解毒与急救

紧急和支持性措施。注意：救援人员和卫生保健提供者必须采取措施，防止直接接触受污染受害者的皮肤或衣物，因为可能会发生二次污染和严重疾病，尤其是与高效杀虫剂和神经毒剂接触。保持呼吸道通畅，如有必要，协助通气。特别注意呼吸肌无力；可能会突然发生呼吸停止。如果需要插管，注意神经肌肉阻滞剂和胆碱酯酶抑制剂之间的潜在相互作用。给予补充氧气。如果出现烃吸入性肺炎、癫痫和昏迷，进行治疗。观察无症状患者至少8-12小时，以排除迟发型症状的出现，尤其是在大面积皮肤接触或摄入高度脂溶性的毒剂之后。/有机磷和氨基甲酸酯/

Emergency and supportive measures. Caution: rescuers and health care providers must take measures to prevent direct contact with the skin or clothing of contaminated victims, because secondary contamination and serious illness may result, especially with potent pesticides and nerve agents. Maintain an open airway and assist ventilation if necessary. Pay careful attention to respiratory muscle weakness; sudden respiratory arrest may occur. If intubation is required, note potential interactions between neuromuscular blockers and cholinesterase inhibitors. Administer supplemental oxygen. Treat hydrocarbon pneumonitis, seizures, and coma if they occur. Observe asymptomatic patients for at least 8-12 hours to rule out delayed-onset symptoms, especially after extensive skin exposureor ingestion of a highly fat-soluble agent. /Organophosphates and carbamates/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

特定的药物和解毒剂。特异性治疗包括抗胆碱能药物阿托品和酶复活剂普瑞洛辛。根据需要频繁重复给予阿托品……在严重情况下，可能偶尔需要大量累积剂量的阿托品……继续给予阿托品的最重要临床指征是持续的喘息或支气管分泌过多。注意：阿托品将逆转毒蕈碱型效应，但不会逆转烟碱型效应。普瑞洛辛是针对有机磷毒性的特异性解毒剂，它作用于所有受影响的部位（毒蕈碱型、烟碱型，可能还包括中枢神经系统），以恢复酶活性（然而，它不会重新激活血浆胆碱酯酶）。普瑞洛辛应立即给予以逆转肌肉无力和肌束颤动……如果在暴露后的前24小时内开始使用，效果最佳，在酶不可逆磷酸化之前，但即使在晚期给予，也可能有效，特别是在接触高度脂溶性的化合物后。普瑞洛辛通常不推荐用于氨基甲酸盐中毒，因为在这种情况下，胆碱酯酶的抑制是自发性可逆且短暂的。然而，如果确切的药剂未被识别且患者有显著毒性，应经验性地给予普瑞洛辛。/有机磷和氨基甲酸盐/

Specific drugs and antidotes. Specific treatment includes the antimuscarinic agent atropine and the enzyme reactivator pralidoxime. Give atropine ... repeated frequently as needed. Large cumulative doses of atropine ... may occasionally be required in severe cases. The most clinically important indication for continued atropine administration is persistent wheezing or bronchorrhea. Note: Atropine will reverse muscarinic but not nicotinic effects. Pralidoxime is a specific antidote for organophosphate toxicity, that acts to regenerate the enzyme activity at all affected sites (muscarinic, nicotinic, and probably CNS; however, it does not reactivate plasma cholinesterase). Pralidoxime should be given immediately to reverse muscular weakness and fasciculations... . It is most effective if started within the first 24 hours of the exposure before irreversible phosphorylation of the enzyme, but may still be effective if given late, particularly after exposure to highly lipid soluble compounds. Pralidoxime is not generally recommended for carbamate intoxication, because in such cases the cholinesterase inhibition is spontaneously reversible and short-lived. However, if the exact agent is not identified and the patient has significant toxicity, pralidoxime should be given empirically. /Organophosphates and carbamates/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

去污。注意：处理严重污染的受害者时，救援人员必须穿上化学防护服和手套。如果存在像二甲苯或甲苯这样的溶剂的重度液体污染，应在户外或通风量大的房间内进行衣物去除和受害者去污。1. 皮肤。去除所有污染的衣物，并用肥皂和水清洗暴露区域，包括头发和指甲下。用大量温水或生理盐水冲洗暴露的眼睛。2. 吞咽。a. 就医前。如果有的话，给予活性炭。不要催吐，因为有突然中毒的风险。b. 医院。给予活性炭（如果患者已经有腹泻，则不需要泻药）。对于大量最近吞咽的情况，进行洗胃。/有机磷和氨基甲酸酯/

Decontamination. Note: Rescuers must wear chemical-protective clothing and gloves when handling a grossly contaminated victim. If there is heavy liquid contamination with a solvent such as xylene or toluene, clothing removal and victim decontamination should be carried out outdoors or in a room with high-flow ventilation. 1. Skin. Remove all contaminated clothing and wash exposed areas with soap and water, including the hair and under the nails. Irrigate exposed eyes with copious tepid water or saline. 2. Ingestion. a. Prehospital. Administer activated charcoal, if available. Do not induce vomiting because of the risk of abrupt onset of toxicity. b.Hospital. Administer activated charcoal (cathartics are not necessary if the patient already has diarrhea). Perform gastric lavage for large recent ingestions. /Organophosphates and carbamates/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

增强消除。由于分布体积大，通常不推荐透析和血液灌注... /有机磷和氨基甲酸酯/

Enhanced elimination. Dialysis and hemoperfusion are not generally indicated because of the large volume of distribution... /Organophosphates and carbamates/

来源:Hazardous Substances Data Bank (HSDB)

制备方法与用途

合成制备方法

1. 由O,O-二乙基磷酰氯经以下步骤制得丁硫环磷。首先，将O,O-二乙基磷酰氯加入到硫氰酸铵和二溴甲烷的混合物中，在50℃下搅拌反应4小时。然后，在10℃时向反应混合物缓慢加入丙酮和NaHS的溶液。接着，在25℃下加入碳酸氢钠，将此悬浮液搅拌反应6小时。

用汽提法分出丙酮后，再加入甲苯和水，使固体物质溶解并过滤。分离出水层，将甲苯层依次用碱液、水洗涤，减压除去甲苯，最终得到丁硫环磷的原油。

反应信息

• 作为产物：
  描述：

  反式-3-苯甲酰丙烯酸 在 重氮甲烷 、 过氧化氢苯甲酰 、 氯仿 作用下， 生成 丁硫环磷
  参考文献：
  名称：

  Winternitz et al., Bulletin de la Societe Chimique de France, 1955, p. 170,175

  摘要：

  DOI：

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。