福司吡酯 | 5598-52-7

• 物质功能分类: 分析化学 - 标准品 - 农残、兽药及化肥类
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 福司吡酯
• 中文别名: 甲基毒死蜱-O-类似物；甲基毒死蜱-OXON
• 英文名称: Fospirate
• 英文别名: O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl)phosphate；Chlorpyrifos methyl oxon；chlorpyrifos-methyl oxon；methyl chlorpyrifos oxon；methyl chlorpyrifosoxon；chlorpyrifos‐methyl oxon；dimethyl (3,5,6-trichloropyridin-2-yl) phosphate
• CAS: 5598-52-7
• 化学式: C₇H₇Cl₃NO₄P
• mdl: MFCD00155389
• 分子量: 306.47
• InChiKey: XCBOKUAJQWDYNI-UHFFFAOYSA-N

物化性质

• 熔点：
  86.5-88°

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  57.6
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S61
• 危险类别码：
  R22
• RTECS号：
  TC5450000

反应信息

• 作为反应物：
  描述：

  福司吡酯 在 wild type methyl parathion hydrolase 、 sodium chloride 、 zinc(II) chloride 作用下， 以 aq. buffer 为溶剂， 生成 3,5,6-三氯吡啶-2-醇
  参考文献：
  名称：

  Altering the substrate specificity of methyl parathion hydrolase with directed evolution

  摘要：

  Many organophosphates (OPs) are used as pesticides in agriculture. They pose a severe health hazard due to their inhibitory effect on acetylcholinesterase. Therefore, detoxification of water and soil contaminated by OPs is important. Metalloenzymes such as methyl parathion hydrolase (MPH) from Pseudomonas sp. WBC-3 hold great promise as bioremediators as they are able to hydrolyze a wide range of OPs. MPH is highly efficient towards methyl parathion (1 x 10(6) s(-1) M-1), but its activity towards other OPs is more modest. Thus, site saturation mutagenesis (SSM) and DNA shuffling were performed to find mutants with improved activities on ethyl paraxon (6.1 x 10(3) s(-1) M-1). SSM was performed on nine residues lining the active site. Several mutants with modest activity enhancement towards ethyl paraoxon were isolated and used as templates for DNA shuffling. Ultimately, 14 multiple-site mutants with enhanced activity were isolated. One mutant, R2F3, exhibited a nearly 100-fold increase in the k(cat)/K-m value for ethyl paraoxon (5.9 x 10(5) s(-1) M-1). These studies highlight the 'plasticity' of the MPH active site that facilitates the finetuning of its active site towards specific substrates with only minor changes required. MPH is thus an ideal candidate for the development of an enzyme-based bioremediation system. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.abb.2015.03.012
• 作为产物：
  描述：

  甲基毒死蜱 在 单过氧邻苯二甲酸 、 magnesium salt 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以44%的产率得到福司吡酯
  参考文献：
  名称：

  Stereoselective and chemoselective oxidation of phosphorothionates using MMPP

  摘要：

  MMPP (monoperoxyphthalic acid, magnesium salt) converts phosphorothionates to the corresponding oxons in good yield with excellent chemoselectivity and stereoselectivity.

  DOI：

  10.1016/s0040-4039(00)60006-0

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。
• The effects of substrate orientation on the mechanism of a phosphotriesterase
  作者：Colin J. Jackson、Jian-Wei Liu、Michelle L. Coote、David L. Ollis

  DOI：10.1039/b512399b

  日期：——

  While the underlying chemistry of enzyme-catalyzed reactions may be almost identical, the actual turnover rates of different substrates can vary significantly. This is seen in the turnover rates for the catalyzed hydrolysis of organophosphates by the bacterial phosphotriesterase OpdA. We investigate the variation in turnover rates by examining the hydrolysis of three classes of substrates: phosphotriesters, phosphothionates, and phosphorothiolates. Theoretical calculations were used to analyze the reactivity of these substrates and the energy barriers to their hydrolysis. This information was then compared to information derived from enzyme kinetics and crystallographic studies, providing new insights into the mechanism of this enzyme. We demonstrate that the enzyme catalyzes the hydrolysis of organophosphates through steric constraint of the reactants, and that the equilibrium between productively and unproductively bound substrates makes a significant contribution to the turnover rate of highly reactive substrates. These results highlight the importance of correct orientation of reactants within the active sites of enzymes to enable efficient catalysis.

  尽管酶催化反应的化学本质可能几乎相同，但不同底物的实际转换速率可能会有显著差异。这一点在细菌磷酸三酯酶OpdA催化有机磷酸酯的水解反应的转换速率中得到了体现。我们通过研究三类底物（磷酸三酯、磷硫酸酯和磷硫酸酯）的水解反应，来探讨转换速率的差异。我们利用理论计算来分析这些底物的反应活性及其水解的能垒。然后将这些信息与从酶动力学和结晶学研究中得出的信息进行比较，从而对该酶的机制提供了新的见解。我们证明了该酶通过反应物的空间限制催化有机磷酸酯的水解，且有效结合和无效结合底物之间的平衡对高反应性底物的转换速率有显著贡献。这些结果强调了反应物在酶活性位点内正确取向的重要性，以实现高效的催化作用。
• 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。