二氯丙酸 | 124-96-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 中文名称: 二氯丙酸
• 中文别名: 艾氏剂；1,2,3,4,10,10-六氯-1,4,4a,5,8,8a－六氢挂-1,4-桥-5,8-挂-二甲撑萘；奥尔德林
• 英文名称: aldrin
• 英文别名: Isodrin；1.2.3.4.10.10-Hexachlor-1.4.4a.5.8.8a-hexahydro-1.4:5.8-dimethano-naphthalin；1,8,9,10,11,11-hexachlorotetracyclo[6.2.1.13,6.02,7]dodeca-4,9-diene
• CAS: 124-96-9
• 化学式: C₁₂H₈Cl₆
• 分子量: 364.914
• InChiKey: QBYJBZPUGVGKQQ-UHFFFAOYSA-N

物化性质

• 物理描述：
  Aldrin, liquid appears as a solution in oil of aldrin, a noncombustible water-insoluble solid. Used as an insecticide. Mixed with a flammable carrier solvent.
• 颜色/状态：
  Colorless needles
• 气味：
  ... Mild chemical odor ...
• 沸点：
  145 °C at 2 mm Hg
• 熔点：
  104 °C
• 闪点：
  Approximately 150F or higher (EPA, 1998)
• 溶解度：
  In water, 170 mg/l @ 25 °C
• 密度：
  1.6 at 20 °C/4 °C (solid)
• 蒸汽压力：
  1.20X10-4 mm Hg @ 25 °C
• 亨利常数：
  4.40e-05 atm-m3/mole
• 稳定性/保质期：
  Thermally stable up to 200 °C. Stable between pH 4 and 8.
• 分解：
  When heated to decomposition it emits toxic fumes of /hydrogen chloride/.
• 腐蚀性：
  NONCORROSIVE TO STEEL, BRASS, MONEL, COPPER, NICKEL, ALUMINUM

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

代谢

当异狄林与从菜豆幼苗（菜豆）切除的根部制成的匀浆一起孵化时...观察到与狄林酮（δ-酮狄林）相对应的色谱化合物。存在第二种代谢物，但量非常小，观察到但未鉴定。没有发现狄林。

When isodrin was incubated with homogenates from excised roots of bean seedlings (phaseolus vulgaris) ... cmpd corresponding chromatographically to endrin ketone (delta-keto endrin) was observed. A second metabolite, present in very small amt, observed, but not identified. No endrin was found.

来源:Hazardous Substances Data Bank (HSDB)

代谢

...异狄氏剂...通过兔肝微粒体转化为狄氏剂。显然，这个酶系统不会对产物狄氏剂进行进一步代谢。

... Isodrin ... is converted to endrin by rabbit liver microsomes. Apparently no further metabolism of the product endrin occurs with this enzyme system.

来源:Hazardous Substances Data Bank (HSDB)

代谢

...的转化已经在易感和抗性的家蝇品系中得到了证实。用异狄氏剂和恩滴涕处理的易感和抗性家蝇含有少量的水溶性物质（应用剂量的3-4%），这种物质似乎与半笼状酮衍生物相同，这是已知的恩滴涕的重排产物。

Conversion of isodrin to endrin ... has been demonstrated in both susceptible & resistant strains of houseflies. ... Susceptible & resistant flies topically treated with isodrin & endrin contained small ... amt (3-4% of applied dose) of water sol substance that appeared to be identical to the semi-caged keto derivative ... /which is/ known rearrangement product of endrin.

来源:Hazardous Substances Data Bank (HSDB)

代谢

在将14C标记的异狄林（1毫克/株）施用到幼嫩白菜叶片后，4周内在植物和土壤中回收了44%的施用放射性，10周后回收了37%。10周后，只有异狄林的转化产物作为残留物被检测到。在将14C异狄林施用到土壤中（0.19 ppm）后，胡萝卜在4周后仅含有3.1%的施用放射性，12周后含有4.0%。在这两个实验中，恩德林和 delta-酮恩德林被识别为异狄林的转化产物。

After application of (14)C labeled isodrin (1 mg/plant) to leaves of young white cabbage, 44% of the applied radioactivity was recovered in the plants & soil after 4 wk, & 37% after 10 wk. After 10 wk only conversion products of isodrin were detectable as residues. After application of (14)C isodrin to soil (0.19 ppm), carrots contained only 3.1% of the applied radioactivity after 4 wk & 4.0% after 12 wk. In both experiments, endrin and delta ketoendrin were identified as conversion products of isodrin.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌物分类

国际癌症研究机构致癌物：狄氏剂，以及代谢成狄氏剂的艾氏剂

IARC Carcinogenic Agent:Dieldrin, and aldrin metabolized to dieldrin

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构（IARC）致癌物分类：2A组：可能对人类致癌

IARC Carcinogenic Classes:Group 2A: Probably carcinogenic to humans

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构专著：第5卷：(1974年)一些有机氯杀虫剂 增补第7卷：致癌性的总体评估：更新国际癌症研究机构专著第1至42卷，1987年；440页；ISBN 92-832-1411-0（已绝版） 第117卷：(2019年)五氯苯酚及其一些相关化合物

IARC Monographs:Volume 5: (1974) Some Organochlorine Pesticides Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print) Volume 117: (2019) Pentachlorophenol and Some Related Compounds

来源:International Agency for Research on Cancer (IARC)

毒理性

• 暴露途径

这种物质可以通过皮肤接触和摄入被身体吸收。

The substance can be absorbed into the body through the skin and by ingestion.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

毒理性

• 暴露途径

吸入，皮肤吸收，吞食，皮肤和/或眼睛接触

inhalation, skin absorption, ingestion, skin and/or eye contact

来源:The National Institute for Occupational Safety and Health (NIOSH)

吸收、分配和排泄

从哺乳动物研究中发现，与阿德灵和狄尔德林相比，异狄林和恩德林（非氯化降冰片烯核的倒置）使这个环在体内暴露于酶促羟基化，大大增加了这些化合物从哺乳动物组织中消除的速率，这与它们在昆虫组织中的行为形成对比。

... From mammalian studies that the inversion of the unchlorinated norbornene nucleus in isodrin and endrin (as compared with aldrin and dieldrin) exposes this ring to enzymatic hydroxylation in vivo and greatly incr the rate of elimination of these cmpd from mammalian tissues, in contrast to their behavior in insect tissues.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险品标志：
  Xn,T,N,F,Xi
• 安全说明：
  S16,S22,S26,S33,S36,S36/37,S45,S60,S61,S62,S7
• 危险类别码：
  R24/25,R40,R48/24/25,R50/53,R67,R65,R38,R11,R36,R20/21/22,R36/37/38,R39/23/24/25
• RTECS号：
  IO2100000
• 海关编码：
  2903820010
• 包装等级：
  II
• 危险类别：
  6.1(a)

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。