Ethyl 5-amino-1-(3-chloropyridin-2-yl)pyrazole-4-carboxylate

• 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: Ethyl 5-amino-1-(3-chloropyridin-2-yl)pyrazole-4-carboxylate
• 化学式: C₁₁H₁₁ClN₄O₂
• 分子量: 266.687
• InChiKey: ZUOWLDGNFZIUCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  83
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 5-amino-1-(3-chloropyridin-2-yl)pyrazole-4-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1-(3-chloropyridin-2-yl)-5-amino-1H-4-pyrazole hydrazide
  参考文献：
  名称：

  1-取代-5-氨基-4-吡唑联1,3,4-二唑硫醚或联 1,3,4-二唑砜类衍生物及其应用

  摘要：

  本发明公开了一类1-取代-5-氨基-4-吡唑联1,3,4-二唑硫醚或联1,3,4-二唑砜类衍生物及其应用，其结构分别如I，II所示，其中R1为烷基、烯基、苯基、取代苯基、苄基、取代苄基、杂环基、取代杂环基；X为O、S。该类化合物可作防治植物病毒病的农药和农药添加剂。

  公开号：

  CN103880836B
• 作为产物：
  描述：

  2,3-二氯吡啶 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 Ethyl 5-amino-1-(3-chloropyridin-2-yl)pyrazole-4-carboxylate
  参考文献：
  名称：

  Design, synthesis, and bioassay of novel 1‐(3‐chloropyridin‐2‐yl)‐5‐amino‐4‐pyrazole derivatives containing a 1,3,4‐thiadiazole thioether or sulfone moiety

  摘要：

  AbstractA series of novel 1‐(3‐chloropyridin‐2‐yl)‐5‐amino‐4‐pyrazole derivatives containing a 1,3,4‐thiadiazole thioether or sulfone moiety were designed and synthesized. All the title compounds were confirmed by 1H NMR, 13C NMR, and MS, and the intermediate 2 and title compound 5e were confirmed by single crystal X‐ray diffraction analysis. Bioassay evaluation revealed that compound 5a (54.2 ± 2.0%) and 5r (75.2 ± 3.9%) exhibited good curative and protection activity against TMV, respectively, which was slightly lower than that of ningnanmycin (57.1 ± 2.2% and 73.8 ± 3.4%). Compound 5b (64.7 ± 8.5% and 67.7 ± 2.1%) exhibited good curative and protective activity against CMV, which was better than that of ningnanmycin (55.8 ± 1.4% and 64.2 ± 5.8%). The lethality rates of 5a, 5c, 5d, 5h, 5j, 5n, 5o, 5p, 5q, 5r, 5t, 6a, and 6e against C. pipiens were 100% at a concentration of 10 μg/ml, as well as chlorantraniliprole (100%). These results may provide enough support to justify further molecular design and derivation.

  DOI：

  10.1002/jhet.4436

文献信息

• Synthesis of 4<i>H</i>-Pyrazolo[3,4-<i>d</i>]pyrimidin-4-one Hydrazine Derivatives as a Potential Inhibitor for the Self-Assembly of TMV Particles
  作者：Ya Wang、Shengxin Guo、Wei Sun、Hong Tu、Yao Tang、Ying Xu、Renjiang Guo、Zhichao Zhao、Zhaokai Yang、Jian Wu

  DOI：10.1021/acs.jafc.3c05334

  日期：2024.2.14

  Tobacco mosaic virus coat protein (TMV-CP), as a potential target for the development of antiviral agents, can assist in the long-distance movement of viruses and plays an extremely important role in virus replication and propagation. This work focuses on the synthesis and the action mechanism of novel 4H-pyrazolo[3,4-d] pyrimidin-4-one hydrazine derivatives. The synthesized compounds exhibited promising

  烟草花叶病毒外壳蛋白（TMV-CP）作为抗病毒药物开发的潜在靶点，可以协助病毒长距离移动，在病毒复制和传播中发挥着极其重要的作用。本工作重点研究新型4H-吡唑并[3,4- d ]嘧啶-4-酮肼衍生物的合成及其作用机制。合成的化合物对 TMV 表现出良好的抗病毒活性。具体而言，化合物G2对TMV表现出较高的灭活活性（93%），略好于商业试剂NNM（90%）。通过分子对接、分子动力学模拟、微尺度热泳、qRT-PCR、透射电镜等手段进一步探讨其作用机制。结果表明， G2能够与TMV-CP活性口袋中的Trp352 、 Tyr139和Asn73等氨基酸残基相互作用，产生强疏水相互作用，从而阻碍病毒的自组装。
• Design, Synthesis, and Herbicidal Activity of Pyrazole Amide Derivatives as Potential Transketolase Inhibitors
  作者：Shiqi Hu、Yanen Wang、Kai Wang、Dongchen Yang、Lai Chen、Zexiu An、Jingqian Huo、Jinlin Zhang

  DOI：10.1021/acs.jafc.3c06306

  日期：2024.2.21

  The design and synthesis of new herbicidal active compounds based on a new target are of great significance for the development of new herbicides. Transketolase (TK) plays a key role in the Calvin cycle of plant photosynthesis and has been confirmed as a potential candidate target to develop and discover new herbicides. To obtain compounds with ultraefficient targeting of TK, a series of pyrazole amide

  基于新靶点的新型除草活性化合物的设计与合成对于新型除草剂的开发具有重要意义。转酮醇酶（TK）在植物光合作用的卡尔文循环中发挥着关键作用，已被确认为开发和发现新型除草剂的潜在候选靶标。为了获得超高效靶向TK的化合物，以TK为新靶点，通过对先导化合物4u的结构优化，设计合成了一系列吡唑酰胺衍生物。小杯法生测结果表明，化合物6ba和6bj表现出很强的抑制作用，对马唐( DS )的根部抑制率约为90%，对反枝苋( AR )和狗尾草( SV )的根部抑制率约为80%。优于阳性对照甲基磺草酮和烟嘧磺隆。此外，化合物6ba和6bj表现出优异的抑制效果，通过叶面喷雾法，在150g活性成分/ha的剂量下，抑制率约为80%（对DS ）和超过80%（对SV ）。 TK酶活性抑制试验表明，目标化合物对TK的抑制效果与除草活性结果一致。分子对接分析表明，化合物6ba和6bj深入TK活性腔，与TK通过强相互作用结合，
• Pyrazolesulfonamide derivative, process for its production and herbicide containing it
  申请人：NISSAN CHEMICAL INDUSTRIES LTD.

  公开号：EP0318602A1

  公开（公告）日：1989-06-07

  A pyrazolesulfonamide derivative represented by Formula (I): wherein R represents a hydrogen atom or a methyl group; X represents a hydrogen atom or a fluorine atom. The compound is useful as a herbicide having not only excellent killing effect on weeds but also the selectivity on certain crops. Useful processes for synthesizing the compound are also disclosed.

  由式(I)代表的吡唑磺酰胺衍生物： 其中 R 代表氢原子或甲基；X 代表氢原子或氟原子。该化合物可用作除草剂，不仅对杂草具有极佳的杀灭效果，而且对某些作物具有选择性。还公开了合成该化合物的有用工艺。
• US4881965A
  申请人：——

  公开号：US4881965A

  公开（公告）日：1989-11-21
• CN116621846
  申请人：——

  公开号：——

  公开（公告）日：——