1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-3-methylthio-4-pyrazin-2-ylpyrazol-5-ylamine | 321846-25-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-3-methylthio-4-pyrazin-2-ylpyrazol-5-ylamine
• 英文别名: 2-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-methylsulfanyl-4-pyrazin-2-ylpyrazol-3-amine
• CAS: 321846-25-7
• 化学式: C₁₅H₁₀Cl₂F₃N₅S
• 分子量: 420.245
• InChiKey: NFXAWQDTYKJJTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  94.9
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1H-吡唑-1-胺 、 1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-3-methylthio-4-pyrazin-2-ylpyrazol-5-ylamine 以 N,N-二甲基甲酰胺 为溶剂， 以14 mg (35%)的产率得到1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-3-methylthio-4-pyrazin-2-ylpyrazole
  参考文献：
  名称：

  1- Aryl-3-thioalkyl pyrazoles, the synthesis thereof and the use thereof as insecticides

  摘要：

  本发明涉及新型吡唑衍生物及其作为杀虫剂的用途。吡唑衍生物具有以下化学式：或其盐，其中R1代表R5O，R5SO2，R5SO或R5S，其中R5如本文所定义；X为卤素，氰基，C1-6烷氧羰基，C2-6炔基，可选地取代的C6-14芳基或通过碳-碳键与噻唑连接的可选地取代的5-至7-成员杂芳环；R2为氢，氨基，氯，溴，碘，氰基，C1-6烷氧基，C1-6烷基或C6-10芳基；以及R3-R7分别代表氢，卤素，直链或支链的C1-4烷基或C1-4烷氧基，其中任一者未被取代或被一个或多个卤素原子取代，直链或支链的C1-4烷硫基或C1-4烷基磺氧基，其中任一者被一个或多个卤素原子取代，硝基，氰基，或直链或支链的C1-4烷基磺酰基，未被取代或被一个或多个卤素原子取代。

  公开号：

  US06518266B1
• 作为产物：
  描述：

  2,6-二氯-4-三氟甲基苯肼 在 lithium hydroxide 、 N-碘代丁二酰亚胺 、 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 甲醇 、 乙醇 、 异丙醇 、 甲苯 、 乙腈 为溶剂， 反应 38.5h， 生成 1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-3-methylthio-4-pyrazin-2-ylpyrazol-5-ylamine
  参考文献：
  名称：

  Synthesis and GABA receptor potency of 3-thiomethyl-4-(hetero)aryl-5-amino-1-phenylpyrazoles

  摘要：

  A convenient synthetic route to novel 4-arylpyrazoles is described. The potential for insecticidal activity through GABA channel blockage by this series of compounds, as well as their selectivity for insect versus mammalian receptors, are explored through in vitro and in vivo assays. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.033

文献信息

• US6518266B1
  申请人：——

  公开号：US6518266B1

  公开（公告）日：2003-02-11
• [EN] 1-ARYL-3-THIOALKYL PYRAZOLES, THE SYNTHESIS THEREOF AND THE USE THEREOF AS INSECTICIDES<br/>[FR] 1-ARYLE-3-THIOALKYLE PYRAZOLES, LEUR SYNTHESE ET LEUR UTILISATION COMME INSECTICIDES
  申请人：DIMENSIONAL PHARM INC

  公开号：WO2001007413A1

  公开（公告）日：2001-02-01

  The present invention is directed to novel pyrazole derivatives and their use as pesticidal agents. The pyrazole derivatives have Formula (I) or as salt thereof, where R1 represents R?5O, R5SO¿2, R?5SO or R5¿S in which R5 is as defined herein; X is halo, cyano, C¿1-6? alkoxycarbonyl, C2-6 alkynyl, optionally substituted C6-14 aryl or an optionally substituted 5- to 7- membered heteroaromatic ring linked to thiazole via a carbon-carbon bond; R?2¿ is hydrogen, amino, chloro, bromo, iodo, cyano, C¿1-6? alkoxy, C1-6 alkyl or C6-10 aryl; and R?3-R7¿ each represent hydrogen, halogen, straight- or branched-chain C¿1-4? alkyl or C1-4 alkoxy, either of which is unsubstituted or substituted by one or more halogen atoms, straight- or branched-chain C1-4 alkylthio or C1-4 alkylsulphinyl, either of which is substituted by one or more halogen atoms, nitro, cyano, or straight- or branched-chain C1-4 alkylsulphonyl group which is unsubstituted or substituted by one or more halogen atoms.
• 1- Aryl-3-thioalkyl pyrazoles, the synthesis thereof and the use thereof as insecticides
  申请人：3-Dimensional Pharmaceuticals

  公开号：US06518266B1

  公开（公告）日：2003-02-11

  The present invention is directed to novel pyrazole derivatives and their use as pesticidal agents. The pyrazole derivatives have Formula I: or a salt thereof, where R1 represents R5O, R5SO2, R5SO or R5S in which R5 is as defined herein; X is halo, cyano, C1-6 alkoxycarbonyl, C2-6 alkynyl, optionally substituted C6-14 aryl or an optionally substituted 5- to 7-membered heteroaromatic ring linked to thiazole via a carbon-carbon bond; R2 is hydrogen, amino, chloro, bromo, iodo, cyano, C1-6 alkoxy, C1-6 alkyl or C6-10 aryl; and R3-R7 each represent hydrogen, halogen, straight- or branched-chain C1-4 alkyl or C1-4 alkoxy, either of which is unsubstituted or substituted by one or more halogen atoms, straight- or branched-chain C1-4 alkylthio or C1-4 alkylsulphinyl, either of which is substituted by one or more halogen atoms, nitro, cyano, or straight- or branched-chain C1-4 alkylsulphonyl group which is unsubstituted or substituted by one or more halogen atoms.

  本发明涉及新型吡唑衍生物及其作为杀虫剂的用途。吡唑衍生物具有以下化学式：或其盐，其中R1代表R5O，R5SO2，R5SO或R5S，其中R5如本文所定义；X为卤素，氰基，C1-6烷氧羰基，C2-6炔基，可选地取代的C6-14芳基或通过碳-碳键与噻唑连接的可选地取代的5-至7-成员杂芳环；R2为氢，氨基，氯，溴，碘，氰基，C1-6烷氧基，C1-6烷基或C6-10芳基；以及R3-R7分别代表氢，卤素，直链或支链的C1-4烷基或C1-4烷氧基，其中任一者未被取代或被一个或多个卤素原子取代，直链或支链的C1-4烷硫基或C1-4烷基磺氧基，其中任一者被一个或多个卤素原子取代，硝基，氰基，或直链或支链的C1-4烷基磺酰基，未被取代或被一个或多个卤素原子取代。
• Synthesis and GABA receptor potency of 3-thiomethyl-4-(hetero)aryl-5-amino-1-phenylpyrazoles
  作者：Sanath K. Meegalla、Dario Doller、DeYou Sha、Rich Soll、Nancy Wisnewski、Gary M. Silver、Dale Dhanoa

  DOI：10.1016/j.bmcl.2004.07.033

  日期：2004.10

  A convenient synthetic route to novel 4-arylpyrazoles is described. The potential for insecticidal activity through GABA channel blockage by this series of compounds, as well as their selectivity for insect versus mammalian receptors, are explored through in vitro and in vivo assays. (C) 2004 Elsevier Ltd. All rights reserved.