2-acetylpyridine 2-furoic acid hydrazide | 106635-42-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 2-acetylpyridine 2-furoic acid hydrazide
• 英文别名: 2-acetylpyridine-2-furanoylhydrazone；2-acetylpyridine-2-furoylhydrazone；Hacpy-fah；N-(1-pyridin-2-ylethylideneamino)furan-2-carboxamide
• CAS: 106635-42-1
• 化学式: C₁₂H₁₁N₃O₂
• 分子量: 229.238
• InChiKey: DACVNBCQYGJJJF-UHFFFAOYSA-N

物化性质

• 熔点：
  124 °C
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(acetylacetonate)oxovanadium 、 2-acetylpyridine 2-furoic acid hydrazide 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以51%的产率得到
  参考文献：
  名称：

  Evaluation of the cell cytotoxicity and DNA/BSA binding and cleavage activity of some dioxidovanadium(V) complexes containing aroylhydrazones

  摘要：

  Three dioxidovanadium(V) complexes [VO2L1-3] (1-3) [HL1 = 1-napthoyl hydrazone of 2-acetyl pyridine, HL2 = 2-furoyl hydrazone of 2-acetyl pyridine and H2L3 = isonicotinoyl hydrazone of 2-hydroxy benzaldehyde] have been reported. All the complexes were characterized by various spectroscopy (IR, UV-visible and NMR) and the molecular structures of 1 and 2 were characterized by single crystal X-ray diffraction technique. Structural report established five-coordinate geometries, distorted toward square pyramidal for each of 1 and 2, based on a tridentate -O,N,N coordinating anion and two oxido-O atoms. The experimental results show that the complexes interact with calf-thymus DNA (CT-DNA) possibly by a groove binding mode, with binding constants of similar to 10(5) M-1. All complexes show good photo-induced cleavage of pUC19 supercoiled plasmid DNA with complex 1 showing the highest photo-induced DNA cleavage activity of similar to 68%. 1-3 also exhibit moderate binding affinity in the range of 10(3)-10(4) M-1 towards bovine serum albumin (BSA), while all the complexes show good photoinduced BSA cleavage activity. Moreover the antiproliferative activity of all these complexes was studied, which reveal all compounds are significantly cytotoxic towards the HeLa cell line. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2014.12.018
• 作为产物：
  描述：

  2-乙酰基吡啶 、 2-呋喃甲酰肼 以 乙醇 为溶剂， 反应 3.0h， 以74%的产率得到2-acetylpyridine 2-furoic acid hydrazide
  参考文献：
  名称：

  Evaluation of the cell cytotoxicity and DNA/BSA binding and cleavage activity of some dioxidovanadium(V) complexes containing aroylhydrazones

  摘要：

  Three dioxidovanadium(V) complexes [VO2L1-3] (1-3) [HL1 = 1-napthoyl hydrazone of 2-acetyl pyridine, HL2 = 2-furoyl hydrazone of 2-acetyl pyridine and H2L3 = isonicotinoyl hydrazone of 2-hydroxy benzaldehyde] have been reported. All the complexes were characterized by various spectroscopy (IR, UV-visible and NMR) and the molecular structures of 1 and 2 were characterized by single crystal X-ray diffraction technique. Structural report established five-coordinate geometries, distorted toward square pyramidal for each of 1 and 2, based on a tridentate -O,N,N coordinating anion and two oxido-O atoms. The experimental results show that the complexes interact with calf-thymus DNA (CT-DNA) possibly by a groove binding mode, with binding constants of similar to 10(5) M-1. All complexes show good photo-induced cleavage of pUC19 supercoiled plasmid DNA with complex 1 showing the highest photo-induced DNA cleavage activity of similar to 68%. 1-3 also exhibit moderate binding affinity in the range of 10(3)-10(4) M-1 towards bovine serum albumin (BSA), while all the complexes show good photoinduced BSA cleavage activity. Moreover the antiproliferative activity of all these complexes was studied, which reveal all compounds are significantly cytotoxic towards the HeLa cell line. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2014.12.018

文献信息

• Synthesis, characterisation, reactivity and in vitro antiamoebic activity of hydrazone based oxovanadium(<scp>iv</scp>), oxovanadium(<scp>v</scp>) and µ-bis(oxo)bis{oxovanadium(<scp>v</scp>)} complexes
  作者：Mannar R. Maurya、Shalu Agarwal、Mohammad Abid、Amir Azam、Cerstin Bader、Martin Ebel、Dieter Rehder

  DOI：10.1039/b512326g

  日期：——

  Binuclear, µ-bis(oxo)bisoxovanadium(V)} complexes [(VOL)2(µ-O)2] (2 and 7) (where HL are the hydrazones Hacpy-nah I or Hacpy-fah II; acpy = 2-acetylpyridine, nah = nicotinic acid hydrazide and fah = 2-furoic acid hydrazide) were prepared by the reaction of [VO(acac)2] and the ligands in methanol followed by aerial oxidation. The paramagnetic intermediate complexes [VO(acac)(acpy-nah)] (1) and [VO(acac)(acpy-fah)]

  双核，μ-双（氧代）双氧钒（V）}络合物[（VOL）2（μ-O）2 ]（2和7）（其中HL是类Hacpy-nah I或Hacpy-fah II ; acpy通过[VO（acac）2 ]和配体在甲醇中的反应，然后进行空气氧化，制得＝（2-乙酰基吡啶，nah ＝烟酸酰肼和fah ＝ 2-糠酸酰肼）。顺磁性中间体配合物[VO（acac）（acpy-nah）]（1）和[VO（acac）（acpy-fah）]（6）也已被分离。H 2 O 2水溶液处理[VO（acac）（acpy-nah）]和[VO（acac）（acpy-fah）]产生过氧过氧钒（V）络合物[VO（O 2）（acpy-nah）]（3）和[VO（O 2）（acpy-fah）]（8）。在存在邻苯二酚（H 2 cat）或苯并异羟肟酸（H 2 bha）的情况下，1和6给出混合的螯合物[VO（cat）L]（HL = I：4，HL = II：9）或[VO
• Synthesis and Characterization of Iron(II) Complexes Containing Furoylhydrazone Ligands
  作者：B. Singh、Preeti Sahai、T. B. Singh

  DOI：10.1080/00945719909349470

  日期：1999.4
• Synthesis and Spectroscopic Investigation of Some Ironciid Complexes
  作者：B. Singh、Preeti Sahai

  DOI：10.1080/00945719809351667

  日期：1998.4.1
• Studies on Chromium(III) Complexes of Some Furoyl Hydrazones
  作者：B Singh、Preeti Sahai

  DOI：10.1080/00945719809351654

  日期：1998.1

  Chromium(III) complexes of the compositions [Cr(L)(HL)Cl](2)Cl-2 [HL = 2-acetylthiophene-2-furoylhydrazone (Hatfh), 2-acetylfuran -2-furoylhydrazone (Haffh). 2-acetylpyridine-2-furoylhydrazone-(Hapfh), (o) under bar-hydroxyacetophenone-2-furoylhydrazone (H(2)hafh]l. Cr-2(L)(3)(OH)(3)[H2O)(2) [HL = Hatfh, Haffh, Hapfh] and [Cr(L)(3)](2) [HL = H(2)hafh)] have been prepared and characterized on the basis of elemental analyses. molar conductance, magnetic susceptibility and IR spectral studies. Electronic and emission spectra show a decrease in the interelectronic repulsion while emission spectra are indicative of the absence of centro-symmetry around Cr3+.
• Singh, B.; Srivastava, Preeti, Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1986, vol. 16, p. 963 - 978
  作者：Singh, B.、Srivastava, Preeti

  DOI：——

  日期：——