[(2-hydroxybenzaldehyde)-3-isatin]-bishydrazone | 70565-00-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: [(2-hydroxybenzaldehyde)-3-isatin]-bishydrazone
• 英文别名: 2-hydroxybenzaldehyde-N-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)hydrazone；3-salicylidenehydrazono-2-indolinone；SHI；(3E)-3-[(2-hydroxyphenyl)methylidenehydrazinylidene]-1H-indol-2-one
• CAS: 70565-00-3
• 化学式: C₁₅H₁₁N₃O₂
• 分子量: 265.271
• InChiKey: GGYABFWLZCMOFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(2-hydroxybenzaldehyde)-3-isatin]-bishydrazone 、 nickel dichloride 在 ammonia 作用下， 以 甲醇 、 水 为溶剂， 以89%的产率得到[[(2-hydroxybenzaldehyde)-3-isatin]-bishydrazone]nickel(II) chloride
  参考文献：
  名称：

  锰 (II)、铁 (II)、钴 (II)、镍 (II)、铜 (II) 和锌 (II) 与双腙的配合物

  摘要：

  合成了锰 (II)、铁 (II)、钴 (II)、镍 (II)、铜 (II) 和锌 (II) 与由靛红腙与水杨醛缩合形成的双腙的配合物，并在元素分析、摩尔电导、磁化率数据、紫外可见、红外和核磁共振光谱研究的基础。光谱数据显示，该配体作为一元三齿配位体，通过靛红部分的偶氮甲碱氮、酚氧和羰基氧与金属离子配位。锰 (II)、铁 (II) 和钴 (II) 配合物的金属配体比例为 1:2，而镍 (II)、铜 (II) 和锌 (II) 配合物的金属配体化学计量比为 1:1。铜 (II) 配合物的 EPR 光谱数据显示金属-配体键具有相当大的共价特性。镍(II)配合物的XRD图谱表明金属配合物具有正交晶格。对配体和金属配合物的抗菌活性进行了筛选，发现配合物是比配体更有效的杀菌剂。

  DOI：

  10.1080/15533170500357988
• 作为产物：
  描述：

  靛红 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 3.42h， 生成 [(2-hydroxybenzaldehyde)-3-isatin]-bishydrazone
  参考文献：
  名称：

  Khan, Khalid Mohammed; Khan, Momin; Ali, Muhammad, Journal of the Chemical Society of Pakistan, 2013, vol. 35, # 3, p. 987 - 993

  摘要：

  DOI：

文献信息

• Khan, Khalid Mohammed; Khan, Momin; Ali, Muhammad, Journal of the Chemical Society of Pakistan, 2013, vol. 35, # 3, p. 987 - 993
  作者：Khan, Khalid Mohammed、Khan, Momin、Ali, Muhammad、Qadir, Muhammad Irfan、Perveen, Shahnaz、Karim, Aneela、Choudhary, Muhammad Iqbal

  DOI：——

  日期：——
• Khan, Momin; Khan, Khalid Mohammed; Rahim, Fazal, Journal of the Chemical Society of Pakistan, 2015, vol. 37, # 3, p. 520 - 526
  作者：Khan, Momin、Khan, Khalid Mohammed、Rahim, Fazal、Samreen、Perveen, Shahnaz、Karim, Aneela、Imtiazuddin、Choudhary, Muhammad Iqbal

  DOI：——

  日期：——
• Synthesis of bis-Schiff bases of isatins and their antiglycation activity
  作者：Khalid Mohammed Khan、Momin Khan、Muhammad Ali、Muhammad Taha、Saima Rasheed、Shahnaz Perveen、M. Iqbal Choudhary

  DOI：10.1016/j.bmc.2009.09.028

  日期：2009.11

  Bis-Schiff bases 1-27 have been synthesized and their in vitro antiglycation potential has been evaluated. Compounds 21 (IC50 = 243.95 +/- 4.59 mu M), 20 (IC50 = 257.61 +/- 5.63 mu M), and 7 (IC50 = 291.14 +/- 2.53 mu M) showed an excellent antiglycation activity better than the standard (rutin, IC50 = 294.46 +/- 1.50 mu M). This study has identified a series of potential molecules as antiglycation agents. A structure-activity relationship has been studied, and all the compounds were characterized by spectroscopic techniques. (C) 2009 Elsevier Ltd. All rights reserved.
• Pharmacological characteristics of some 3-salicylidenehydrazono-2-indolinone coordination compounds
  作者：Sandra S. Konstantinović、Vanja S. Cakić

  DOI：10.1007/s00044-009-9229-1

  日期：2010.11

  3-Salicylidenehydrazono-2-indolinone (SHI) complexes with Co(II), Ni(II), Cu(II), Zn(II), and Pd(II) were synthesized. All compounds were evaluated for their antimicrobial activity against seven pathogenic bacteria and four fungi. The compounds also have been screened for anti-inflammatory activity. The complexes have better antimicrobial and anti-inflammatory than ligand itself. The in vitro antiamoebic activity was evaluated against the HM1:IMSS strain of Entamoeba histolytica, and the results were compared with the standard drug, metronidazole. The preliminary test results showed that the complexes had better antiamoebic activity than their respective ligands. SHI and its complexes were found to possess potent antioxidant activity and be better than standard antioxidants, such as vitamin C and mannitol. In particular, the Cu(II) complex displayed excellent activity on the superoxide radical.
• APPLICATION of SBA-Pr-SO3H IN THE GREEN SYNTHESIS OF ISATINHYDRAZONE DERIVATIVES: CHARACTERIZATION, UV-Vis INVESTIGATION AND COMPUTATIONAL STUDIES
  作者：PARISA GHOLAMZADEH、GHODSI MOHAMMADI ZIARANI、ALIREZA BADIEI

  DOI：10.4067/s0717-97072016000200017

  日期：——