4-(3-(2-吡啶基)吡唑-1-基甲基)苯甲酸 | 1005208-87-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(3-(2-吡啶基)吡唑-1-基甲基)苯甲酸
• 英文名称: 4-(3-(2-pyridyl)pyrazol-1-ylmethyl)benzoic acid
• 英文别名: 4-((3-(pyridin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid；4-[(3-Pyridin-2-ylpyrazol-1-yl)methyl]benzoic acid；4-[(3-pyridin-2-ylpyrazol-1-yl)methyl]benzoic acid
• CAS: 1005208-87-6
• 化学式: C₁₆H₁₃N₃O₂
• 分子量: 279.298
• InChiKey: GRFZSPUCLCJTJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  dichlorobis(dimethyl sulfoxide)platinum(II) 、 4-(3-(2-吡啶基)吡唑-1-基甲基)苯甲酸 以 甲醇 为溶剂， 以73%的产率得到
  参考文献：
  名称：

  Palladium(II) and platinum(II) complexes of ((2-pyridyl)pyrazol-1-ylmethyl)benzoic acids: Synthesis, Solid state characterisation and biological cytotoxicity

  摘要：

  The new ligands 3-(3-(2-pyridyl) pyrazol-1-ylmethyl) benzoic acid (L2) and 5-(3-(2-pyridyl) pyrazol-1-ylmethyl) benzene 1,3-dicarboxylic acid (L3) are reported and the synthesis and characterisation of [PdCl2(L)] and [PtCl2(L)] complexes of these and the previously reported 4-(3-(2-pyridyl) pyrazol-1-ylmethyl) benzoic acid (L1) are described. In the solid state, the square planar complexes assemble via hydrogen bonding interactions involving COOH and M-Cl groups as well as by various p-stacking interactions involving the aromatic rings on the ligands and, notably, the chelate rings. Hirshfeld surface analysis has been used to gain insight into the assembly of the molecules. Preliminary studies of the biological cytotoxicity of the [PtCl2(L)] complexes against A549 and MDA-MB-231 cancer cell lines are reported. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2016.02.038
• 作为产物：
  描述：

  对溴甲基苯甲酸 、 2-(1H-吡唑-3-基)吡啶 在 四丁基氢氧化铵 、 sodium hydroxide 作用下， 以 水 、 苯 为溶剂， 生成 4-(3-(2-吡啶基)吡唑-1-基甲基)苯甲酸
  参考文献：
  名称：

  Palladium(II) and platinum(II) complexes of ((2-pyridyl)pyrazol-1-ylmethyl)benzoic acids: Synthesis, Solid state characterisation and biological cytotoxicity

  摘要：

  The new ligands 3-(3-(2-pyridyl) pyrazol-1-ylmethyl) benzoic acid (L2) and 5-(3-(2-pyridyl) pyrazol-1-ylmethyl) benzene 1,3-dicarboxylic acid (L3) are reported and the synthesis and characterisation of [PdCl2(L)] and [PtCl2(L)] complexes of these and the previously reported 4-(3-(2-pyridyl) pyrazol-1-ylmethyl) benzoic acid (L1) are described. In the solid state, the square planar complexes assemble via hydrogen bonding interactions involving COOH and M-Cl groups as well as by various p-stacking interactions involving the aromatic rings on the ligands and, notably, the chelate rings. Hirshfeld surface analysis has been used to gain insight into the assembly of the molecules. Preliminary studies of the biological cytotoxicity of the [PtCl2(L)] complexes against A549 and MDA-MB-231 cancer cell lines are reported. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2016.02.038

文献信息

• Preparation, structure and luminescent characterization of a series of metal–organic frameworks based on flexible ligands with nitrogen heterocycles and carboxyl
  作者：Hai-yu Dai、Yu-yuan Tang、Cui-juan Wang、Shuang Chen、Yan Tong、Zhi-Bing Zhang

  DOI：10.1016/j.jssc.2017.07.020

  日期：2017.12

  Abstract Seven new compounds, [Zn(pypymba)2]n(1), [Co(pypymba)2]n(2), [Cd(pypymba)2]n(3), [Cd(Hpypymba)Cl2]n(4), [Cd(pypymba)Cl]·C2H5OH·H2O}n(5), [Cd(pypyaa)Cl]n(6), [Cd2(pyznpy)2Cl2H2O]·H2O}n(7) [Hpypymba = 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid, Hpyznpy = 4-((3-(pyridin-2-yl)-1H-pyrazol-1-yl)methyl)benzoic acid, Hpypyaa = 2-(3-pyridin-2-yl)-1H-pyrazol-1-yl)acetic acid], were hydrothermally

  摘要 七种新化合物，[Zn(pypymba)2]n(1)、[Co(pypymba)2]n(2)、[Cd(pypymba)2]n(3)、[Cd(Hpypymba)Cl2]n( 4), [Cd(pypymba)Cl]·C2H5OH·H2O}n(5), [Cd(pypyaa)Cl]n(6), [Cd2(pyznpy)2Cl2 ]· }n(7) [Hpypymba = 4-((3-(吡嗪-2-基)-1H-吡唑-1-基)甲基)苯甲酸，Hpyznpy = 4-((3-(吡啶-2-基)-1H-吡唑-1- yl)methyl)benzoic acid, Hpypyaa = 2-(3-pyridin-2-yl)-1H-pyrazol-1-yl)乙酸]，通过调节金属离子的种类、抗衡阴离子、溶剂和 pH 值水热合成并通过常规方法进行表征：XRD、元素分析、荧光性质分析、TGA和晶体结构分析以及单晶X射线晶体学。化合物
• Ag(I)-Based Tectons for the Construction of Helical and <i>meso</i>-Helical Hydrogen-Bonded Coordination Networks
  作者：David A McMorran

  DOI：10.1021/ic701919r

  日期：2008.1.1

  self-complementary hydrogen-bonding region which can facilitate intermolecular association of ligands or ligand-based complexes. X-ray structural analysis of the ligand shows it to adopt a one-dimensional helical polymeric structure, with adjacent ligands hydrogen bonded to each other. Reaction of L with silver(I) salts (AgOTf (1, 1.1.5H(2)O), AgNO(3) (2), AgPF6 (3.CH(3)OH), and AgClO(4) (4.CH(3)OH)) results

  制备并表征了新的配体4-（3-（2-吡啶基）吡唑-1-基甲基）苯甲酸（L）。该双功能配体既包含具有两个氮供体的螯合区域，该氮供体适合于螯合软过渡金属离子，又包含可促进配体或基于配体的配合物的分子间缔合的自互补氢键合区域。配体的X射线结构分析表明，它采用一维螺旋状聚合物结构，相邻的配体彼此氢键结合。L与银（I）盐（AgOTf（1，1.1.5H（2）O），AgNO（3）（2），AgPF6（3.CH（3）OH）和AgClO（4）的反应（4。 CH（3）OH））导致形成具有2：1化学计量的配合物。对这些配合物的X射线结构分析表明，在每种情况下，获得一维链结构，其中手性AgL（2）构造氢直接或通过阴离子或溶剂介导氢键在一起。观察到具有螺旋或中螺旋结构的结构。
• RETRACTED ARTICLE: A terbium(III) organic framework as a fluorescent probe for selectively sensing of organic small molecules and metal ions especially nitrobenzene and Fe³⁺
  作者：Yu-Yuan Tang、Cui-Juan Wang、Shuang Chen、Hai-Yu Dai

  DOI：10.1080/00958972.2017.1413490

  日期：2017.12.17

  A terbium organic framework (Tb-MOF), [Tb-2(Pyznpy)(6)center dot 4H(2)O]center dot 2H(2)O}(n) (1) (Hpyznpy = 4-((3-(pyrazin-2-yl)-1H-pyrazol-1-yl) methyl) benzoic acid), has been synthesized under solvothermal conditions. X-ray crystal analysis indicates that 1 crystallizes in the triclinic form with P-1 space group, and six petal-like 1D chains are connected by hydrogen bonds and pi...pi interactions to form the 3D structure of 1. Tb-MOF 1 exhibits an intense green fluorescence under UV light. The fluorescent nature of 1 suggests that Tb-MOF 1 could be an efficient multifunctional fluorescence probe for sensitivity sensing of small organic molecules and metal ions, especially for nitrobenzene and Fe3+. The mechanism of the sensing properties was studied as well.GRAPHICS