5-methyl-1-(2-pyridyl)pyrazole-3-carbohydrazide

• 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-carbohydrazide
• 英文别名: 5-Methyl-1-pyridin-2-ylpyrazole-3-carbohydrazide；5-methyl-1-pyridin-2-ylpyrazole-3-carbohydrazide
• 化学式: C₁₀H₁₁N₅O
• 分子量: 217.23
• InChiKey: BFFHJDOEJWOCJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 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：
  85.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methyl-1-(2-pyridyl)pyrazole-3-carbohydrazide 、 苯甲酰甲酸甲酯 以 甲醇 为溶剂， 反应 4.0h， 以56.5%的产率得到(Z)-2-(2-(5-methyl-1-(pyridin-2-yl)-1H-pyrazole-3-carbonyl)hydrazono)-2-phenylacetic acid
  参考文献：
  名称：

  Three new 1D Cu(II) coordination polymers and a binuclear Cu(II) complex of two pyrazole derived Schiff base ligands: Heterocyclic ring substitution and anion dependent structural variations – Spectral studies

  摘要：

  Three new zig-zag 1D coordination polymers and a binuclear complex of Cu(II) involving pyrazole based tri-and pentadentate schiff base ligands (Z)-2-(2-(5-methyl-1H-pyrazole-3-carbonyl) hydrazono)-2-phenylacetic acid (L-1') and (Z)-2-(2-(5-methyl-1-(pyridin-2-yl)-1H-pyrazole-3-carbonyl) hydrazono)-2-phenylacetic acid (L-2') are reported in this work. The ligand precursors L-1 and L-2 have been transformed into L-1' and L-2' during the course of reaction with metal ions in which the ester groups have been changed to carboxylate group. The 1D coordination polymers, namely, [Cu(L-1')(ClO4)(2)(H2O)](n) (1), [Cu(L-2')(ClO4)](n) (3), [Cu(L-2')(NO3)](n) (4) and a binuclear complex [Cu-2(L-1')(2)Cl-2] (2) have been synthesized. The complexes 1-3 are of distorted octahedral geometry and the complex 2 is distorted square pyramidal. Interestingly, these structural variations are dependent on counterions and substituent on the pyrazole ring. These have been characterized by elemental analyses, UV, IR, single crystal X-ray diffraction, electrochemical and photoluminescence studies. L-1' serves as tridentate NNO donor where pyrazole nitrogen, azomethine nitrogen and ligand carboxylate group are coordinatively active, leaving the carbonyl oxygen of carbohydrazide part inactive. The same situation (coordination modes) arises in another pentadentate NNNOO donor L-2' where extra pyridine nitrogen is coordinated. The complexes 3 and 4 have considerable fluorescence emission while the rest of the complexes and the ligand molecules are fluorescent silent. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.10.013
• 作为产物：
  描述：

  ethyl 5-methyl-1-(2'-pyridyl)pyrazole-3-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 5-methyl-1-(2-pyridyl)pyrazole-3-carbohydrazide
  参考文献：
  名称：

  Adhikari, Nimairatan; Saha, Nityananda, Journal of Chemical Research, 2006, # 10, p. 645 - 648

  摘要：

  DOI：

文献信息

• Self assembled tetranuclear Cu4(ii), Ni4(ii) [2 × 2] square grids and a dicopper(ii) complex of heterocycle based polytopic ligands - Magnetic studies
  作者：Tarak Nath Mandal、Somnath Roy、Saugata Konar、Atanu Jana、Sangita Ray、Kinsuk Das、Rajat Saha、Mohamed Salah El Fallah、Ray J. Butcher、Sudipta Chatterjee、Susanta Kumar Kar

  DOI：10.1039/c1dt10813a

  日期：——

  1229) self-assemble to form homoleptic [2 × 2] tetranuclear M4 (M = Cu(II) and Ni(II)) square grids structures [Cu4(PyPzOAP)4](NO3)4 (1), [Cu4(PzOAP)4](ClO4)4 (2) and [Ni4(PyPzOAP)4](NO3)4·8H2O·2CH3CN (3). While the ligand 2-PzCAP forms a dicopper(II) complex [Cu2(2-PzCAP)(OH)(NO3)(H2O)](NO3)·2H2O (4). The complex 1 is a perfect square grid (a = 4.201 Å), whereas, 2 and 3 are almost square grids. All

  对位配体PyPzOAP（N -[（Z）-氨基（吡啶-2-基）亚甲基] -5-甲基-1-（吡啶-2-基）-1 H-吡唑-3-碳酰肼酸）和多配体2-PzCAP（Ñ ' 3，Ñ ' 5 -双[（1- ë）-1-（吡啶-2-基）亚乙基] -1- ħ吡唑-3,5- dicarbohydrazide）是通过亚氨基吡啶甲酸亚氨基甲酸甲酯与5-甲基-1-（2-吡啶基）吡唑-3-碳酰肼的缩合反应原位合成的。2-乙酰基吡啶 和 吡唑-3,5-二甲酰肼分别。配体PyPzOAP和PzOAP（先前报道，Dalton Trans。，2007，1229 ）自组装形成均相[2×2]四核M 4（M = Cu（II）和Ni（II））方形网格结构[Cu 4（PyPzOAP）4 ]（NO 3）4（1），[Cu 4（PzOAP）4 ]（ClO 4）4（2）和[Ni 4（PyPzOAP）4 ]（NO 3）4 ·8H 2 O·2CH 3
• Syntheses, characterization, X-ray crystal structures and emission properties of five oxovanadium(V) complexes with pyridyl/pyrimidyl–pyrazole derived ditopic ligands
  作者：Tarak Nath Mandal、Somnath Roy、Samik Gupta、Bijan Kumar Paul、Ray J. Butcher、Arnold L. Rheingold、Susanta Kumar Kar

  DOI：10.1016/j.poly.2011.03.018

  日期：2011.5

  azole-3-carbohydrazide) and a binuclear (di-μ-oxo) oxovanadium(V) complex of the ligand PymPzCAP (1-(4,6-dimethylpyrimidin-2-yl)-5-methyl-N′-[1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazide) have been investigated. The ligands act as uninegative NNO tridentates donors for the VO2+ ion exhibiting their monotopicity. The ligands show varying emission properties due to the presence of fluophoric

  杂环基对位配体PyPzOAP（N- [氨基（吡啶-2-基）亚甲基] -5-甲基-1-（吡啶-2-基）-1 H-吡唑-3-碳酰肼酸的四种氧钒（V）络合物），PyPzOAPz（N- [氨基（吡嗪-2-基）亚甲基] -5-甲基-1-（吡啶-2-基）-1 H-吡唑-3-碳酰肼酸），PymPzOAP（N- [氨基（吡啶-2-基）亚甲基] -1-（4,6-二甲基嘧啶-2-基）-5-甲基-1 H-吡唑-3-碳酰肼酸）和PyPzCAP（5-甲基-1-（吡啶-2 -yl）-N '-[1-（吡啶-2-基）亚乙基] -1 H-吡唑-3-碳酰肼）和配体PymPzCAP的双核（di-μ-oxo）氧钒（V）络合物（1 -（4,6-二甲基嘧啶-2-基）-5-甲基-N已经研究了′-[1-（吡啶-2-基）亚乙基] -1 H-吡唑-3-碳酰肼）。配体充当单负性的VO 2 +离子的单负NNO三齿体供体。由于存在诸如1-（2-吡
• Synthesis, structural, magnetic, DFT calculations and CShM studies of three new pentanuclear Mn(<scp>ii</scp>) clusters
  作者：T. N. Mandal、S. Roy、S. Konar、A. Jana、K. Das、S. Ray、S. Gupta、R. Saha、M. S. El Fallah、J. Tercero、R. J. Butcher、S. Chatterjee、S. K. Kar

  DOI：10.1039/c1dt11458a

  日期：——

  pentanuclear Mn(II) cluster (1) on reaction with Cu(NO3)2·6H2O in 1 : 1 mole proportion in CH3OH:H2O (60 : 40) forms a homoleptic [2 × 2] tetranuclear Cu4(II) grid [Cu4(PzCAP)4(NO3)2](NO3)2·8H2O (4). The same Cu4(II) grid is also obtained from a direct reaction between the ditopic ligand PzCAP with Cu(NO3)2·6H2O in 1 : 1 mole proportion. This conversion of a cluster to a grid is a novel observation

  对位配体PyPzOAPz（N -[（Z）-氨基（吡嗪-2-基）亚甲基] -5-甲基-1-（吡啶-2-基）-1 H-吡唑-3-碳肼基酸合成亚氨基吡嗪-2-羧酸甲酯与5-甲基-1-（2-吡啶基）吡唑-3-碳酰肼的原位缩合反应。在这项工作中，我们还使用了两个较早的配体PzCAP（5-甲基-N -[（1 E）-1-（吡啶-2-基）亚乙基] -1 H-吡唑-3-碳酰肼酸）（道尔顿Trans。，2009，8215）和PzOAP（N -[（Z）-氨基（吡啶-2-基）亚甲基] -5-甲基-1 H-吡唑-3-碳酰肼酸）（Dalton Trans。，2007，1229）。使这些配体PzCAP，PzOAP和PyPzOAPz与Mn（ClO 4）2 ·6H 2 O反应，生成三个五核Mn（II）簇[Mn 5（PzCAP）6 ]（ClO 4）4（1），[Mn 5（PzOAP）6 ]（ClO 4）4（2）和[Mn 5（PyPzOAPz）6
• 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。
• A new fluorescence turn-on chemosensor for nanomolar detection of Al³⁺ constructed from a pyridine–pyrazole system
  作者：Barnali Naskar、Kinsuk Das、Ramij R. Mondal、Dilip K. Maiti、Alberto Requena、José Pedro Cerón-Carrasco、Chandraday Prodhan、Keya Chaudhuri、Sanchita Goswami

  DOI：10.1039/c7nj03955g

  日期：——

  A pyridine–pyrazole based fluorescence turn-on chemosensor provides access to selective detection of Al³⁺ in solution as well as in HepG2 living cells.

  基于吡啶-吡唑的荧光导通化学传感器可以选择性地检测溶液和 HepG2 活细胞中的 Al3+。