Ethyl 5-amino-1-[2,6-dichloro-4-(trifluoromethyl) phenyl]-3-methylthiopyrazole-4-carboxylate | 321846-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Ethyl 5-amino-1-[2,6-dichloro-4-(trifluoromethyl) phenyl]-3-methylthiopyrazole-4-carboxylate
• 英文别名: Ethyl 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-3-methylsulfanylpyrazole-4-carboxylate
• CAS: 321846-06-4
• 化学式: C₁₄H₁₂Cl₂F₃N₃O₂S
• 分子量: 414.235
• InChiKey: ZWJGDMSWCKASII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  95.4
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Ethyl 5-amino-1-[2,6-dichloro-4-(trifluoromethyl) phenyl]-3-methylthiopyrazole-4-carboxylate 在 lithium hydroxide 、 N-碘代丁二酰亚胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 16.5h， 生成 1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-4-iodo-3-methylthiopyrazol-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
• 作为产物：
  描述：

  3,3-双(甲硫基)-2-氰基丙烯酸乙酯 、 2,6-二氯-4-三氟甲基苯肼 以 异丙醇 为溶剂， 反应 16.0h， 以75%的产率得到Ethyl 5-amino-1-[2,6-dichloro-4-(trifluoromethyl) phenyl]-3-methylthiopyrazole-4-carboxylate
  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
• 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.