(3-hydroxybenzylidene)furan-2-carbohydrazide | 292180-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: (3-hydroxybenzylidene)furan-2-carbohydrazide
• 英文别名: N-[(3-hydroxyphenyl)methylideneamino]furan-2-carboxamide
• CAS: 292180-94-0
• 化学式: C₁₂H₁₀N₂O₃
• mdl: MFCD00779868
• 分子量: 230.223
• InChiKey: FRGIBITUESJKJS-UHFFFAOYSA-N

物化性质

• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3-hydroxybenzylidene)furan-2-carbohydrazide 、 三苄基氯化锡 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以55%的产率得到[(3-hydroxybenzylidene)furan-2-carbohydrazide] tribenzyltin(IV)
  参考文献：
  名称：

  Synthetic stratagem, characterization and biocidal applications of triorganotin(IV) complexes derived from hydrazide/hydrazone analogues

  摘要：

  A series of Schiff base ligands as benzylidene benzohydrazide and their hydrazone analogues (I-a-I-c) have been synthesized and then complexed with organotin(IV) moiety having general formula [R'(3) SnL] to get the target compounds(1-9), where L = C4H3OCONHN=CHR, R = C6H5O(I-a), C4H5O(I-b), C6H3Cl2(I-c) and R' = -CH3(1-3), -CH2Ph(4-6), -Ph(7-9). They were fully characterized using FT-IR, NMR(H-1, C-13 and Sn-119) spectroscopy, along with elemental analysis and melting point. One of the precursor (I-b) has been analyzed by single crystal XRD to further authenticate the structure. The Sn-119 NMR data suggest the molecular geometry of organotin derivatives as distorted pentagonal bipyramidal. They were also evaluated for their antibacterial, antifungal, alpha-amylase inhibition, DPPH, total reducing power and total antioxidant activities. Triaryltin(IV) derivatives show good antibacterial and antifungal activity. Whereas the data for antidiabetic activity demonstrated that the compounds may serve as moderately effective alpha amylase inhibitor.

  DOI：

  10.1016/j.ica.2018.10.009
• 作为产物：
  描述：

  2-呋喃甲酰肼 、 间羟基苯甲醛 在 甲酸 作用下， 以 二甲基亚砜 为溶剂， 生成 (3-hydroxybenzylidene)furan-2-carbohydrazide
  参考文献：
  名称：

  Mechanistic differences between in vitro assays for hydrazone-based small molecule inhibitors of anthrax lethal factor

  摘要：

  A systematically generated series of hydrazones were analyzed as potential inhibitors of anthrax lethal factor. The hydrazones were screened using one UV-based and two fluorescence-based in vitro assays. The study identified several inhibitors with IC50 values in the micromolar range, and importantly, significant differences in the types of inhibition were observed with the different assays. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2006.07.004