异狄氏剂酮 | 7378-10-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 异狄氏剂酮
• 英文名称: endrin ketone
• 英文别名: 1,2,2,3,10,11-hexachloropentacyclo[5.4.1.03,10.04,12.05,9]dodecan-8-one
• CAS: 7378-10-1
• 化学式: C₁₂H₈Cl₆O
• 分子量: 380.913
• InChiKey: IZHZFAQWVKBTSL-UHFFFAOYSA-N

物化性质

• 保留指数：
  2425.3;2431.7;2425.8;2406.7

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

ADMET

代谢

环戊二烯杀虫剂主要经口吸收，并主要分布到脂肪和皮肤中。其主要生物转化产物是对映-2-羟基环戊二烯和相应的硫酸盐，以及葡萄糖苷酸代谢物。对映-和同分-12-羟基环戊二烯以及12-酮环戊二烯是环戊二烯的主要有毒代谢物。环戊二烯及其代谢物通过尿液和粪便排出体外。(L112)

Endrin is absorbed orally and distributed primarily to the fat and skin. The major biotransformation product is anti-l 2-hydroxyendrin and the corresponding sulfate, as well as glucuronide metabolites. Anti- and syn-12-hydroxyendrin and 12-ketoendrin are the main toxic metabolites of endrin. Endrin and its metabolites are excreted in urine and feces. (L112)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

安德林通过作用于GABA-A受体，拮抗神经递质γ-氨基丁酸（GABA）的作用，有效阻止GABA诱导的氯离子摄取，导致中枢神经系统的过度兴奋。安德林还抑制了对钙跨膜转运至关重要的Na+ K+ ATP酶和Ca2+ Mg2+ ATP酶。这导致细胞内游离钙离子的积累，促进储存囊泡中神经递质的释放，随后相邻神经元的去极化，以及刺激在中枢神经系统中的传播。安德林还会导致肝细胞中脂质过氧化增加、膜流动性降低和DNA损伤，但确切机制尚不清楚。

Endrin antagonizes the action of the neurotransmitter gamma-aminobutyric acid (GABA) acting at the GABA-A receptors, effectively blocking the GABA-induced uptake of chloride ions and causing hyperexcitability of the central nervous system. Endrin also inhibits Na+ K+ ATPase and Ca2+ and Mg2+ ATPase which are essential for the transport of calcium across membranes. This results in the accumulation of intracellular free calcium ions, which promotes release of neurotransmitters from storage vesicles, the subsequent depolarization of adjacent neurons, and the propagation of stimuli throughout the central nervous system. Endrin also causes increased lipid peroxidation, decreased membrane fluidity, and DNA damage in hepatocytes, but the exact mechanism is unknown. (T10, L112)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

对人类不具有致癌性（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity to humans (not listed by IARC).

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

内吸磷中毒主要影响神经系统。接触内吸磷会导致各种有害效果，包括过度兴奋、严重的中枢神经系统损伤和死亡。内吸磷还被认为是导致出生缺陷的原因。(T10, L112)

Endrin poisoning affects primarily the nerve system. Exposure causes various harmful effects including hyperexcitability, severe central nervous system damage, and death. Endrin is also believed to cause birth defects. (T10, L112)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

口头（L111）

Oral (L111)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

可能由狄氏剂中毒引起的症状包括头痛、眩晕、紧张、混乱、恶心、呕吐和抽搐。

Symptoms that may result from endrin poisoning are headaches, dizziness, nervousness, confusion, nausea, vomiting, and convulsions. (L112)

来源:Toxin and Toxin Target Database (T3DB)

反应信息

• 作为反应物：
  描述：

  异狄氏剂酮 在 吡啶 作用下， 生成 1,8,9,10,11,11-Hexachlorohexacyclo<6.2.1.1^3,6.0^2,7.0^4,10.0^5,9>dodecan-5-ol
  参考文献：
  名称：

  Thermal and base-catalyzed isomerizations of birdcage and half-cage compounds

  摘要：

  DOI：

  10.1021/jo00422a022
• 作为产物：
  描述：

  Endrin 在 盐酸 作用下， 以 二丁醚 为溶剂， 反应 24.0h， 生成 异狄氏剂酮
  参考文献：
  名称：

  Formation of homologous bird-cage molecules. Strain and transannular effects

  摘要：

  DOI：

  10.1021/jo01300a026

文献信息

• Improved solid phase microextraction of trace amounts of organic analytes
  申请人：MALLINCKRODT BAKER, Inc.

  公开号：EP0730143A2

  公开（公告）日：1996-09-04

  A method for enhancing detection sensitivity of suspected trace amounts of organic analytes and particularly semivolatile organic analytes extractable from a sample by an organic solvent carrier matrix and subsequent extraction and analysis of said trace organic analytes by SPME wherein the improvement comprises exchanging the organic solvent carrier matrix containing the trace organic analytes for an aqueous carrier matrix before performing SPME fiber extraction and detection of the trace organic analytes. The diagram, a chromatogram obtained with an ECD detector, illustrates the determination of chlorinated pesticides at the sub-parts per trillion level.

  一种用于提高可通过有机溶剂载体基质从样品中萃取的疑似痕量有机分析物，特别是半挥发性有机分析物的检测灵敏度的方法，以及随后通过 SPME 对所述痕量有机分析物进行萃取和分析的方法，其中的改进包括在进行 SPME 纤维萃取和检测痕量有机分析物之前，将含有痕量有机分析物的有机溶剂载体基质交换为水性载体基质。该图是使用 ECD 检测器获得的色谱图，说明了亚万亿pps 级氯化农药的测定结果。
• Mass spectrometry method, mass spectrometry device, program, and mass spectrometry kit
  申请人：SHIMADZU CORPORATION

  公开号：US11177120B2

  公开（公告）日：2021-11-16

  A mass spectrometry method includes: preparing calibration data for performing calibration on a basis of first data obtained by detecting a chlorobiphenyl in first mass spectrometry of a reference sample of the chlorobiphenyl; acquiring second data obtained by detecting, in second mass spectrometry of a sample, at least one chlorobiphenyl that has a same chlorine number as and is different in kind from the chlorobiphenyl detected in the first mass spectrometry; and calculating a quantitative value for the chlorobiphenyl contained in the sample on a basis of the calibration data and the second data.

  一种质谱分析方法包括：根据在对氯联苯参考样品的第一次质谱分析中检测氯联苯而获得的第一次数据，准备用于执行校准的校准数据；获取通过在对样品的第二次质谱分析中检测至少一种氯联苯而获得的第二次数据，这种氯联苯的氯数与第一次质谱分析中检测到的氯联苯相同，但种类不同；以及根据校准数据和第二次数据计算样品中所含氯联苯的定量值。
• Electronic ID database and detection method for pesticide compounds in edible Agro-products based on GC-Q-Orbitrap
  申请人：CHINESE ACADEMY OF INSPECTION AND QUARANTINE

  公开号：US11181512B2

  公开（公告）日：2021-11-23

  Disclosed is an electronic ID database and detection method for pesticide compounds in edible agro-products based on GC-Q-Orbitrap. The electronic ID database includes a collection of various pesticide compounds electronic ID information and is sorted according to retention time in the electronic ID. The electronic ID contains pesticide compounds information, retention time, mass spectrum, fragment ions information and intelligent matching value. The detection method includes sample pretreatment procedures, setting GC-Q-Orbitrap operating conditions and screening procedures for pesticide residues in samples, wherein setting GC-Q-Orbitrap operating conditions includes setting suitable chromatography and mass spectrometry conditions. In pesticide residue screening procedures, firstly, the retention time is used to find out pesticide compounds in electronic ID database. If there is a match, the corresponding electronic ID information is extracted. Then the intelligent matching value is compared, if it is less than threshold value, the result is recorded and displayed, and the screening is completed.

  本发明公开了一种基于 GC-Q-Orbitrap 的食用农产品中农药化合物电子 ID 数据库和检测方法。电子标识数据库包括各种农药化合物电子标识信息的集合，并根据电子标识中的保留时间进行排序。电子 ID 包含农药化合物信息、保留时间、质谱、碎片离子信息和智能匹配值。检测方法包括样品前处理程序、GC-Q-Orbitrap 操作条件设置和样品中农药残留筛选程序，其中 GC-Q-Orbitrap 操作条件设置包括设置合适的色谱和质谱条件。在农药残留筛选程序中，首先利用保留时间在电子 ID 数据库中查找农药化合物。如果匹配，则提取相应的电子 ID 信息。然后比较智能匹配值，如果小于阈值，则记录并显示结果，完成筛选。
• Parlar, H.; Inanici, Y., Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1981, vol. 36, # 1, p. 125 - 126
  作者：Parlar, H.、Inanici, Y.

  DOI：——

  日期：——
• DONG DAO CONG; EDWARD J. T., J. ORG. CHEM., 1980, 45, NO 12, 2395-2399
  作者：DONG DAO CONG、 EDWARD J. T.

  DOI：——

  日期：——