5-methyl-1-(2'-pyridyl)pyrazole-3-carboxylic acid | 340720-08-3

• 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: 5-methyl-1-(2'-pyridyl)pyrazole-3-carboxylic acid
• 英文别名: 5-methyl-1-pyridin-2-yl-1H-pyrazole-3-carboxylic acid；PyPzCa；5-methyl-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acid；5-methyl-1-pyridin-2-ylpyrazole-3-carboxylic acid
• CAS: 340720-08-3
• 化学式: C₁₀H₉N₃O₂
• mdl: MFCD04111030
• 分子量: 203.2
• InChiKey: RUCYPGJTZPSUSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methyl-1-(2'-pyridyl)pyrazole-3-carboxylic acid 在 一水合肼 、 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 1-(5-bromopyridin-2-yl)-N-(4-chloro-2-methyl-6-(5-(5-methyl-1-(pyridin-2-yl)-1H-pyrazol-3-yl)-1,3,4-oxadiazol-2-yl)phenyl)-5-methyl-1H-pyrazole-4-carboxamide
  参考文献：
  名称：

  含吡啶基吡唑-4-甲酰胺的 1,3,4-恶二唑环结构设计及杀虫活性

  摘要：

  评估了含有吡啶基吡唑-4-甲酰胺的 1,3,4-恶二唑环对小菜蛾 ( Plutella xylostella ) 和夜蛾 ( Spodoptera frugiperda ) 蛾的杀虫活性。只有 1,3,4-恶二唑部分的取代决定了生物反应性，其中8q2 m -CF 3 Ph 对小菜蛾最有效，在 0.5-500 μg ml −1的浓度下显示 80%–93% 的死亡率，而其他人则保持不活跃或不太活跃（最高死亡率为 63%）。对草地贪夜蛾的杀幼虫活性低于小菜蛾，最高死亡率为33%。8q5晶体获得并分析，揭示了分子内氢键和分子间 π  π 相互作用的影响。

  DOI：

  10.1002/jhet.4571
• 作为产物：
  描述：

  乙酰丙酮酸乙酯 在 sodium hydroxide 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 5-methyl-1-(2'-pyridyl)pyrazole-3-carboxylic acid
  参考文献：
  名称：

  Pyrazolecarboxamide human neuropeptide Y5 receptor ligands with in vivo antifeedant activity

  摘要：

  1-Aryl-3-carboxamido-5-alkylpyrazoles were prepared based on a hit found in high-throughput screening of our corporate Compound library in an assay measuring affinity for the human neuropeptide Y5 receptor. 1-(3-Trifluoromethylphenyl)-3-[N-(5-quinolinyl)carboxamido]-5-methylpyrazole (31) bound to the human neuropeptide Y5 receptor with a 80 nM IC50 and was shown to inhibit cumulative food consumption 43.2% 2-6 It after ip dosing in a fasting-induced feeding model in rats. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00449-8

文献信息

• A 1D Cu(II) coordination polymer exhibiting ferromagnetic interactions and a mononuclear Cu(II) complex of substituted pyrazole carboxylic acids: Synthesis, characterization and crystal structure
  作者：Tarak Nath Mandal、Somnath Roy、Samik Gupta、Kinsuk Das、Rajat Saha、Golam Mostafa、Ray J. Butcher、Cai-Ming Liu、Susanta Kumar Kar

  DOI：10.1016/j.poly.2011.03.015

  日期：2011.5

  Reaction of 2 equiv. amount of copper(II) nitrate hexahydrate with 1 equiv. of 5-methyl-l-pyridin-2-yl-1H-pyrazole-3-carboxylic acid (PyPzCA) in presence of triethyl amine base afforded a 1D coordination polymeric compound [Cu-2(PyPzCA)(2)(H2O)(3)(NO3)]NO3 center dot H2O (1). Whereas, the same reaction when repeated with 1-(4,6-dimethyl-pyrimidin-2-yl)-5-methyl-1H-pyrazole-3-carboxylic acid (PymPzCA) instead of PyPzCA, a mononuclear compound [Cu(PymPzCA)]center dot 2H(2)O center dot NEt3 (2) is formed. Both the complexes are crystallographically characterized. In 1, both the copper atoms (Cul and Cu2) have distorted square pyramidal geometry with N2O3 chromophore while, in 2, the central copper atom has a distorted trigonal bipyramidal geometry with N2O3 chromophore. Complex 1, is a 1D coordination polymer where the metal centers being far apart and are involved in a weak ferromagnetic interaction which is quite unexpected. (C) 2011 Elsevier Ltd. All rights reserved.
• Pyrazolecarboxamide human neuropeptide Y5 receptor ligands with in vivo antifeedant activity
  作者：Cheryl P. Kordik、Chi Luo、Brian C. Zanoni、Timothy W. Lovenberg、Sandy J. Wilson、Anil H. Vaidya、Jeffrey J. Crooke、Daniel I. Rosenthal、Allen B. Reitz

  DOI：10.1016/s0960-894x(01)00449-8

  日期：2001.9

  1-Aryl-3-carboxamido-5-alkylpyrazoles were prepared based on a hit found in high-throughput screening of our corporate Compound library in an assay measuring affinity for the human neuropeptide Y5 receptor. 1-(3-Trifluoromethylphenyl)-3-[N-(5-quinolinyl)carboxamido]-5-methylpyrazole (31) bound to the human neuropeptide Y5 receptor with a 80 nM IC50 and was shown to inhibit cumulative food consumption 43.2% 2-6 It after ip dosing in a fasting-induced feeding model in rats. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Structural design and insecticidal activity of 1,3,4‐oxadiazole‐ring containing pyridylpyrazole‐4‐carboxamides
  作者：Abdalla Khallaf、Ping Wang、Shuping Zhuo、Hongjun Zhu、Hui Liu

  DOI：10.1002/jhet.4571

  日期：2023.1

  (Spodoptera frugiperda) moths were evaluated. Only substitutions on the 1,3,4-oxadiazole moiety dictated bioreactivity, with 8q2 m-CF3Ph being the most effective against Plutella xylostella, showing 80%–93% mortality at a concentration of 0.5–500 μg ml−1 while the others remained inactive or less active (highest mortality being 63%). The larvicidal activity against Spodoptera frugiperda was inferior

  评估了含有吡啶基吡唑-4-甲酰胺的 1,3,4-恶二唑环对小菜蛾 ( Plutella xylostella ) 和夜蛾 ( Spodoptera frugiperda ) 蛾的杀虫活性。只有 1,3,4-恶二唑部分的取代决定了生物反应性，其中8q2 m -CF 3 Ph 对小菜蛾最有效，在 0.5-500 μg ml −1的浓度下显示 80%–93% 的死亡率，而其他人则保持不活跃或不太活跃（最高死亡率为 63%）。对草地贪夜蛾的杀幼虫活性低于小菜蛾，最高死亡率为33%。8q5晶体获得并分析，揭示了分子内氢键和分子间 π  π 相互作用的影响。