6-cyano-2-(3-chloro-1-(3-chloropyridin-2-yl)-1Hpyrazol-5-yl)-8-methyl-4H-benzo[d][1,3]oxazin-4-one | 736995-62-3

• 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
• 英文名称: 6-cyano-2-(3-chloro-1-(3-chloropyridin-2-yl)-1Hpyrazol-5-yl)-8-methyl-4H-benzo[d][1,3]oxazin-4-one
• 英文别名: 6-cyano-2-(3-chloro-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-8-methyl-4H-3,1-benzoxazine-4-one；2-[3-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-6-cyano-8-methyl-4H-3,1-benzoxazin-4-one；2-[5-chloro-2-(3-chloropyridin-2-yl)pyrazol-3-yl]-8-methyl-4-oxo-3,1-benzoxazine-6-carbonitrile
• CAS: 736995-62-3
• 化学式: C₁₈H₉Cl₂N₅O₂
• 分子量: 398.208
• InChiKey: DEHNNYNGLWXVQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  93.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-cyano-2-(3-chloro-1-(3-chloropyridin-2-yl)-1Hpyrazol-5-yl)-8-methyl-4H-benzo[d][1,3]oxazin-4-one 在 ammonium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 3-chloro-1-(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-(aminocarbonyl)phenyl]-1H-pyrazole-5-carboxamide
  参考文献：
  名称：

  发现氰基traniliprole，一种有效且选择性的具有跨谱杀虫活性的邻氨基苯甲酰胺二氨基丁酸碱受体活化剂

  摘要：

  邻氨基苯甲酰胺是昆虫控制化学的一种非常活跃的类别，它可以选择性激活昆虫瑞丹碱受体，从而导致肌肉细胞中钙离子存储不受控制的释放而导致死亡。在这一领域的工作导致氯吡虫啉在非常低的施用率下成功商业化用于防治鳞翅目和其他害虫。寻找较低的对数 P与具有改善的植物系统特性的类似物一样，对氰基取代的邻氨基苯甲酰胺的探索最终导致了第二种候选产品cyantraniliprole的发现，该产品对多种昆虫产生的多种有害生物均具有出色的活性。在这里，我们报道了一系列氰基邻氨基苯甲酰胺的化学，生物学和结构活性趋势，并从中选择了氰基苯腈用于商业开发。

  DOI：

  10.1016/j.bmcl.2013.09.076
• 作为产物：
  描述：

  2,3-二氯吡啶 在 吡啶 、 dipotassium peroxodisulfate 、 硫酸 、 水 、 sodium 、 一水合肼 、 甲基磺酰氯 、 sodium hydroxide 、 三氯氧磷 作用下， 以 甲醇 、 乙醇 、 乙腈 为溶剂， 反应 42.5h， 生成 6-cyano-2-(3-chloro-1-(3-chloropyridin-2-yl)-1Hpyrazol-5-yl)-8-methyl-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  新型邻氨基苯甲酰胺类杀虫剂：设计，合成和杀虫性评估

  摘要：

  通过偶联邻氨基苯甲酰胺和磺胺草的活性亚结构，设计并合成了三个新的含硫化物，N-氰基甲基亚磺酰亚胺基和N-氰基甲基亚磺酰亚胺基的邻氨基二酰胺衍生物。合成的化合物的结构通过红外光谱，1 H和13 C NMR以及元素分析来确认。通过化合物N-（2-（2-甲基-2-（甲硫基）丙基氨基甲酰基）-4-氯-6-甲基苯基）-3-溴-1-（3-氯吡啶啶）的晶体结构分析揭示了几个独特的结构特征。-2-基）-1 H-吡唑-5-羧酰胺16e。生物测定结果表明，与阳性对照氰基氰基丙烯腈相比，大多数合成化合物对分离的Mythimna separata和Plutella xylostella表现出优异的杀虫活性。特别地，N-（2-（2-（2-甲基-2-（N-氰基甲基硫代亚氨基亚氨基）丙基氨基甲酰基）-4-氯-6-甲基苯基）-3-溴-1-（3-氯吡啶-2-基）-1 H -吡唑-5-甲酰胺17e对Mythimna separata表现出优异的杀虫活性，在1

  DOI：

  10.1071/ch13701

文献信息

• [EN] CYANO ANTHRANILAMIDE INSECTICIDES<br/>[FR] INSECTICIDES A BASE DE CYANO-ANTHRANILAMIDE
  申请人：DU PONT

  公开号：WO2004067528A1

  公开（公告）日：2004-08-12

  This invention provides compounds of Formula (I), N -oxides and suitable salts thereof INSERT FORMULA I HERE wherein R1 is Me, Cl, Br or F; R2 is F, Cl, Br, C1-C4 haloalkyl or C1-C4 haloalkoxy; R3 is F, Cl or Br; R4 is H or C1-C4 alkyl,C3-C4 alkenyl, C3-C4 alkynyl, C3-C5 cycloalkyl, or C4-C6 cycloalkylalkyl, each optionally substituted with one substituent selected from the group consisting of halogen, CN, SMe S(O)Me, S(O)2Me and OMe; R5 is H or Me; R6 is H, F or Cl; and R7 is H, F or Cl. Also disclosed are methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound of Formula (I), an N-oxide thereof or a suitable salt of the compound (e.g., as a composition described herein). This invention also pertains to a composition for controlling an invertebrate pest comprising a biologically effective amount of a compound of Formula (I), an N-oxide thereof or a suitable salt of the compound and at least one additional component selected from the group consisting of a surfactant, a solid diluent and a liquid diluent.

  这项发明提供了Formula (I)的化合物，N-氧化物及其适当的盐插入Formula I的公式如下：其中R1为Me、Cl、Br或F；R2为F、Cl、Br、C1-C4卤代烷基或C1-C4卤代烷氧基；R3为F、Cl或Br；R4为H或C1-C4烷基、C3-C4烯基、C3-C4炔基、C3-C5环烷基或C4-C6环烷烷基，每个均可选择一个来自卤素、CN、SMe、S(O)Me、S(O)2Me和OMe的取代基；R5为H或Me；R6为H、F或Cl；R7为H、F或Cl。还公开了一种用于控制无脊椎动物害虫的方法，包括将无脊椎动物害虫或其环境与Formula (I)的化合物、其N-氧化物或化合物的适当盐（例如，作为本文所述的组合物）的生物有效量接触。这项发明还涉及一种用于控制无脊椎动物害虫的组合物，包括Formula (I)的化合物、其N-氧化物或化合物的适当盐的生物有效量，以及从表面活性剂、固体稀释剂和液体稀释剂中选择的至少一种额外成分。
• 一类含砜(硫)亚胺的邻甲酰氨基苯甲酰胺衍 生物及其制备方法和用途
  申请人：南开大学

  公开号：CN104031025B

  公开（公告）日：2017-02-22

  本发明提供了一类含砜(硫)亚胺的邻甲酰氨基苯甲酰胺衍生物及其制备方法和用途，本发明涉及含吡唑甲酰胺类双酰胺衍生物，具有如I所示的化学结构通式。本发明公开了上述化合物的结构通式、合成方法与用作杀虫剂、杀菌剂、抗植物病毒剂、植物激活剂的用途，其与农业上可接受的助剂或增效剂混合用于制备杀虫剂、杀菌剂、抗植物病毒剂、植物激活剂的加工工艺；还公开了这些化合物与商品杀虫剂、杀菌剂、抗植物病毒剂和植物激活剂组合使用在防治农业、林业、园艺病害、虫害、病毒病害中的用途和制备方法。
• Cyano anthranilamide insecticides
  申请人：Hughes Andrew Kenneth

  公开号：US20060111403A1

  公开（公告）日：2006-05-25

  This invention provides compounds of Formula (I), N-oxides and suitable salts thereof INSERT FORMULA I HERE wherein R 1 is Me, Cl, Br or F; R 2 is F, Cl, Br, C 1 -C 4 haloalkyl or C 1 -C 4 haloalkoxy; R 3 is F, Cl or Br; R 4 is H or C 1 -C 4 alkyl, C 3 -C 4 alkenyl, C 3 -C 4 alkynyl, C 3 -C 5 cycloalkyl, or C 4 -C 6 cycloalkylalkyl, each optionally substituted with one substituent selected from the group consisting of halogen, CN, SMe S(O)Me, S(O) 2 Me and OMe; R 5 is H or Me; R 6 is H, F or Cl; and R 7 is H, F or Cl. Also disclosed are methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound of Formula (I), an N-oxide thereof or a suitable salt of the compound (e.g., as a composition described herein). This invention also pertains to a composition for controlling an invertebrate pest comprising a biologically effective amount of a compound of Formula (I), an N-oxide thereof or a suitable salt of the compound and at least one additional component selected from the group consisting of a surfactant, a solid diluent and a liquid diluent.

  本发明提供了公式（I）的化合物，N-氧化物和适当的盐INSERT FORMULA I HERE，其中R1为Me，Cl，Br或F；R2为F，Cl，Br，C1-C4卤代烷基或C1-C4卤代甲氧基；R3为F，Cl或Br；R4为H或C1-C4烷基，C3-C4烯基，C3-C4炔基，C3-C5环烷基或C4-C6环烷基烷基，每个可选择地被一个取代基所取代，所述取代基选自卤素，CN，SMe，S（O）Me，S（O）2Me和OMe的群；R5为H或Me；R6为H，F或Cl；R7为H，F或Cl。本发明还揭示了一种控制无脊椎动物害虫的方法，包括将无脊椎动物害虫或其环境与公式（I）的化合物，其N-氧化物或化合物的适当盐的生物学有效量接触（例如，作为本文所述的组分的组合物）。本发明还涉及一种用于控制无脊椎动物害虫的组合物，包括公式（I）的化合物，其N-氧化物或化合物的适当盐的生物学有效量和至少一种来自表面活性剂，固体稀释剂和液体稀释剂的组分。
• CYANO ANTHRANILAMIDE INSECTICIDES
  申请人：Hughes Kenneth Andrew

  公开号：US20110319452A1

  公开（公告）日：2011-12-29

  This invention provides compounds of Formula 1, N-oxides and suitable salts thereof wherein R 1 is Me, Cl, Br or F; R 2 is F, Cl, Br, C 1 -C 4 haloalkyl or C 1 -C 4 haloalkoxy; R 3 is F, Cl or Br; R 4 is H; C 1 -C 4 alkyl, C 3 -C 4 alkenyl, C 3 -C 4 alkynyl, C 3 -C 5 cycloalkyl, or C 4 -C 6 cycloalkylalkyl, each optionally substituted with one substituent selected from the group consisting of halogen, CN, SMe, S(O)Me, S(O) 2 Me, and OMe; R 5 is H or Me; R 6 is H, F or Cl; and R 7 is H, F or Cl. Also disclosed are methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound of Formula 1, an N-oxide thereof or a suitable salt of the compound (e.g., as a composition described herein). This invention also pertains to a composition for controlling an invertebrate pest comprising a biologically effective amount of a compound of Formula 1, an N-oxide thereof or a suitable salt of the compound and at least one additional component selected from the group consisting of a surfactant, a solid diluent and a liquid diluent.

  本发明提供了公式1的化合物，N-氧化物及其适当的盐，其中R1为Me、Cl、Br或F；R2为F、Cl、Br、C1-C4卤代烷基或C1-C4卤代烷氧基；R3为F、Cl或Br；R4为H、C1-C4烷基、C3-C4烯基、C3-C4炔基、C3-C5环烷基或C4-C6环烷基烷基，每个基团可选地被一个从卤素、CN、SMe、S（O）Me、S（O）2Me和OMe组成的取代基所取代；R5为H或Me；R6为H、F或Cl；R7为H、F或Cl。本发明还揭示了一种用化合物公式1、其N-氧化物或化合物的适当盐（例如，本文所述的组成物）的生物有效量接触无脊椎动物害虫或其环境来控制无脊椎动物害虫的方法。本发明还涉及一种用于控制无脊椎动物害虫的组合物，其包括公式1的化合物、其N-氧化物或化合物的适当盐的生物有效量，以及从表面活性剂、固体稀释剂和液体稀释剂组成的至少一种额外成分中选择的至少一种。
• Novel chlorantraniliprole derivatives as potential insecticides and probe to chlorantraniliprole binding site on ryanodine receptor
  作者：Min Luo、Qichao Chen、Jin Wang、Changyan Hu、Jing Lu、Xiaomin Luo、Dequn Sun

  DOI：10.1016/j.bmcl.2014.02.053

  日期：2014.4

  The lepidopteran pests such as diamondback moth are the regularly harmful pests of crops in the world, which brings enormous losses in crop production. Chlorantraniliprole is an anthranilic diamide insecticide registered for the control of lepidopteran pests with high insecticidal activity, however with uncertain binding site action target of chlorantraniliprole on ryanodine receptor, a series of new chlorantraniliprole derivatives were synthesized and the insecticidal activities of these compounds against diamondback moth were evaluated with chlorantraniliprole and indoxacarb as control. All compounds except 8h, 8p and 8t exhibited varying degree of activities against diamondback moth. Especially, compounds 8c, 8i, 8k and 8l displayed good insecticidal activities against diamondback moth and the activities are even better than that of indoxacarb during 72 h period. The K-i values of all synthesized compounds were calculated through autodocking program respectively. The relationship between calculation value of molecular docking and results of insecticidal activities indicated that the proposed specific receptor, the membrane-spanning domain protein of diamondback moth ryanodine receptor in our study might have chlorantraniliprole binding sites. (C) 2014 Elsevier Ltd. All rights reserved.