Benzohydroxamic acid, O-benzoyl-3-chloro-2,6-dimethoxy-N-ethyl- | 29104-30-1

• 物质功能分类: 化学农药原药 - 杀虫剂 - 杀螨剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Benzohydroxamic acid, O-benzoyl-3-chloro-2,6-dimethoxy-N-ethyl-
• 英文别名: [(3-chloro-2,6-dimethoxybenzoyl)-ethylamino] benzoate
• CAS: 29104-30-1；67011-39-6
• 化学式: C₁₈H₁₈ClNO₅
• 分子量: 363.8
• InChiKey: HOERQTQCTISLFR-UHFFFAOYSA-N

物化性质

• 熔点：
  73℃
• 沸点：
  483.3±55.0 °C(Predicted)
• 密度：
  1.21
• 溶解度：
  可溶于DMSO（少量）、甲醇（少量）

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2918990090
• RTECS号：
  DF9700000

制备方法与用途

适用范围

适用作物: 仁果类作物、核果类作物、葡萄和观赏植物、苹果、柑橘。

防治对象: 各个阶段的螨虫，特别是全爪螨和叶螨。

作用机理

苯螨特是一种新型杀螨剂，具有触杀和胃毒作用，无内吸和渗透传导作用。它能有效防治各个发育阶段的螨类，对卵和成螨都有显著效果。该药具有较强的速效性和较长的残效性，在用药后5~30天内可以及时有效地控制虫口增长；同时也能防治对其他杀螨剂产生抗药性的螨类，并对天敌和作物安全。

定义

苯螨特（Benzoximate）的商品名称为Mitrazon、西斗星，是由日本曹达公司于1972年推广的杀螨剂。

生态效应

• 鲤鱼LC₅₀(48h)：1.75mg/L。
• 对鸟类毒性低，日本鹌鹑急性经口LD₅₀>15000mg/kg。
• 在正常条件下，对蜜蜂无毒害作用；对天敌安全。

安全性

• 每人每日允许摄入量(ADI)：0.067mg/kg。
• 作物中最高残留限量为5mg/kg。最多使用一次。
• 使用浓度为200g(a.i.)/hm²时，安全间隔期21天，作物中残留量<0.01mg/kg；当使用浓度为133g(a.i.)/hm²时，安全间隔期16天，作物中的残留量<0.01mg/kg。
• 不要让喷出的农药飞散或流入河川、湖泊、养鱼塘内。使用后剩下的药液、洗涤液不要倒进水里，应妥善处理。
• 装有此农药的容器应焚烧或掩埋，勿用作装其他东西。勿与其他药剂混用。
• 喷药后，将脸、手和暴露的皮肤洗净。万一误饮，应喝大量的水并催吐，保持安静，就医诊治。

毒性

• 大鼠急性经口LD₅₀>15000mg/kg；小鼠急性经口LD₅₀为12000～14500mg/kg。
• 大鼠和小鼠急性经皮LD₅₀>15000mg/kg，腹腔注射LD₅₀为4217～1590mg/kg。对皮肤、黏膜无刺激作用。用含药剂400mg/kg的饲料喂养大鼠2年无危害。
• 根据慢性毒性、催畸、繁殖等试验数据，假定安全系数为200，则本药剂的人体每日允许摄取量为0.1mg/kg。日本允许水果中残留量为5mg/kg。
• 对鲤鱼LC₅₀为0.44mg/L（1.75mg/L）(48h)，水蚤LC₅₀为5mg/L（3h）。鹌鹑急性经口LD₅₀>15000mg/kg。

化学性质

纯品为白色结晶。熔点73℃，蒸气压<1.33×10⁻²Pa (4.53×10⁻⁴Pa)（25℃）。20℃时溶解度：水1g/L、甲醇286g/L、乙醇90g/L。对光稳定，在强酸或强碱条件下稳定。

生产方法

苯螨特以间苯二酚为原料，经过甲基化、羧酸化、苯核氯化、酰氯化、缩合和苯甲酰化等六步反应制得，反应方程式如下所示：

[ \text{间苯二酚} + \text{甲基化剂} \xrightarrow{\text{羧酸化}} \text{中间体1} ] [ \text{中间体1} + \text{氯代} \xrightarrow{\text{酰氯化}} \text{中间体2} ] [ \text{中间体2} + \text{苯甲酰化剂} \xrightarrow{\text{缩合}} \text{最终产物 苯螨特} ]

反应信息

• 作为反应物：
  描述：

  Benzohydroxamic acid, O-benzoyl-3-chloro-2,6-dimethoxy-N-ethyl- 、 amitraz 生成 N'-(4-chloro-2-methylphenyl)-N,N-dimethylmethanimidamide
  参考文献：
  名称：

  Oxadiazinones and pesticidal use

  摘要：

  本发明涉及一种新型的取代的1,3,5-噁二唑烷-2-酮，其化学式为##STR1## 其中R1和R4分别独立地为C1-C8烷基、C3-C6环烷基、C3-C4烯基、C3-C4炔基、苯基或苄基；R2和R3分别独立地为氢、C1-C4烷基，或R2和R3与它们所连接的碳原子一起为C3-C6环烷基；n为0、1或2。本发明还涉及制备这些化合物以及含有它们的组合物，用于害虫控制，特别是用于控制攻击植物和动物的昆虫和螨类。特别地，这些新型化合物对破坏植物的吸吮和摄食性昆虫非常有效。

  公开号：

  US04742056A1

文献信息

• Enhancement of biocide activity
  申请人：Kao Corporation

  公开号：EP0197622A1

  公开（公告）日：1986-10-15

  57 The biological effect of a biocide is enhanced by applying an esterase to a plant stem, leaves or an insect prior to, or together with, the application of the biocide.

  57 在施用杀菌剂之前或同时在植物茎、叶或昆虫身上施用酯酶，可增强杀菌剂的生物效应。
• Electronic ID database and detection method for pesticide compound in edible agro-products based on LC-Q-Orbitrap
  申请人：CHINESE ACADEMY OF INSPECTION AND QUARANTINE

  公开号：US11169128B2

  公开（公告）日：2021-11-09

  Disclosed is an electronic ID database and detection method for pesticide compound in edible agro-products based on LC-Q-Orbitrap. The electronic ID database includes a collection of various pesticides compound electronic ID information, intelligent matching values and collision energies. It is ordered according to the retention time in the electronic ID. The electronic ID contains pesticide compounds information, retention time, adduct ions information, fragment ions information, collision energies, and the optimal full scan mass spectrum. The detection method includes sample pre-treatment, setting LC-Q-Orbitrap operating conditions and sample pesticide residue screening. Setting LC-Q-Orbitrap operating conditions contain setting suitable chromatography and mass spectrometry conditions. In pesticide residue screening procedures, firstly, the retention time is used to find pesticide compounds electronic ID database. If matching, the corresponding electronic ID information is extracted. Then the intelligent matching value is compared, if it is same, the result is recorded and displayed, and the screening is completed.

  本发明公开了一种基于 LC-Q-Orbitrap 的食用农产品中农药化合物电子 ID 数据库及检测方法。电子 ID 数据库包括各种农药化合物电子 ID 信息、智能匹配值和碰撞能量的集合。它根据电子 ID 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、加成离子信息、碎片离子信息、碰撞能量和最佳全扫描质谱。检测方法包括样品预处理、设置 LC-Q-Orbitrap 运行条件和样品农药残留筛选。设置 LC-Q-Orbitrap 运行条件包括设置合适的色谱和质谱条件。在农药残留筛选程序中，首先利用保留时间查找农药化合物电子 ID 数据库。如果匹配，则提取相应的电子 ID 信息。然后比较智能匹配值，如果相同，则记录并显示结果，完成筛选。
• 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。
• 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：US20210285921A1

  公开（公告）日：2021-09-16

  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 pre-treatment 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.
• ELECTRONIC ID DATABASE AND DETECTION METHOD FOR PESTICIDE COMPOUND IN EDIBLE AGRO-PRODUCTS BASED ON LC-Q-ORBITRAP
  申请人：CHINESE ACADEMY OF INSPECTION AND QUARANTINE

  公开号：US20210223219A1

  公开（公告）日：2021-07-22

  Disclosed is an electronic ID database and detection method for pesticide compound in edible agro-products based on LC-Q-Orbitrap. The electronic ID database includes a collection of various pesticides compound electronic ID information, intelligent matching values and collision energies. It is ordered according to the retention time in the electronic ID. The electronic ID contains pesticide compounds information, retention time, adduct ions information, fragment ions information, collision energies, and the optimal full scan mass spectrum. The detection method includes sample pre-treatment, setting LC-Q-Orbitrap operating conditions and sample pesticide residue screening. Setting LC-Q-Orbitrap operating conditions contain setting suitable chromatography and mass spectrometry conditions. In pesticide residue screening procedures, firstly, the retention time is used to find pesticide compounds electronic ID database. If matching, the corresponding electronic ID information is extracted. Then the intelligent matching value is compared, if it is same, the result is recorded and displayed, and the screening is completed.