3,3'-[methylenebis(3,1-phenylenenitrilo)]bis[1,3-dihydro-1-phenylmethyl-2H-indol-2-one] | 955950-09-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3'-[methylenebis(3,1-phenylenenitrilo)]bis[1,3-dihydro-1-phenylmethyl-2H-indol-2-one]
• 英文别名: 3,3'-[methylenebis(4,1-phenylenenitrilo)]bis[1,3-dihydro]-1-phenylmethylene-2H-indol-2-one；(3E)-1-benzyl-3-[3-[[3-[(E)-(1-benzyl-2-oxo-indolin-3-ylidene)amino]phenyl]methyl]phenyl]imino-indolin-2-one；1-benzyl-3-[3-[[3-[(1-benzyl-2-oxoindol-3-ylidene)amino]phenyl]methyl]phenyl]iminoindol-2-one
• CAS: 955950-09-1
• 化学式: C₄₃H₃₂N₄O₂
• 分子量: 636.753
• InChiKey: QQFXIQYHCOUZMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  49
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  65.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-[methylenebis(3,1-phenylenenitrilo)]bis[1,3-dihydro-1-phenylmethyl-2H-indol-2-one] 、 N-邻苯二甲酰甘氨酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以58%的产率得到
  参考文献：
  名称：

  一些单-和双-螺旋-β-内酰胺的苄基异丁香的合成

  摘要：

  通过施陶丁格的乙烯酮-亚胺[2 + 2]环加成反应，制备了一些新的单-和双-螺旋-β-内酰胺基苄基丝缎。通过包括1 H NMR，13 C NMR，IR和质谱的光谱数据表征环加合物。通过X射线晶体分析确定了苄基伊萨汀和单螺-β-内酰胺（5a）之一的构型。

  DOI：

  10.1016/j.tetlet.2007.07.199
• 作为产物：
  描述：

  1-苄基-1H-吲哚-2,3-二酮 、 3,3'-甲撑二苯胺 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 3,3'-[methylenebis(3,1-phenylenenitrilo)]bis[1,3-dihydro-1-phenylmethyl-2H-indol-2-one]
  参考文献：
  名称：

  一些单-和双-螺旋-β-内酰胺的苄基异丁香的合成

  摘要：

  通过施陶丁格的乙烯酮-亚胺[2 + 2]环加成反应，制备了一些新的单-和双-螺旋-β-内酰胺基苄基丝缎。通过包括1 H NMR，13 C NMR，IR和质谱的光谱数据表征环加合物。通过X射线晶体分析确定了苄基伊萨汀和单螺-β-内酰胺（5a）之一的构型。

  DOI：

  10.1016/j.tetlet.2007.07.199

文献信息

• Synthesis, Antibacterial, Antifungal and Antiviral Activity Evaluation of Some New bis-Schiff Bases of Isatin and Their Derivatives
  作者：Aliasghar Jarrahpour、Dariush Khalili、Erik De Clercq、Chanaz Salmi、Jean Brunel

  DOI：10.3390/12081720

  日期：——

  Twelve new bis-Schiff bases of isatin, benzylisatin and 5-fluoroisatin 3a-3l were prepared by condensation of isatin, benzylisatin and 5-fluoroisatin with primary aromatic amines. The chemical structures of the products were confirmed by 1H- and 13CNMR, IR and mass spectral data. The compounds were screened for antiviral activity against a panel of DNA and RNA viruses. Minimum cytotoxic and minimum virusinhibitory concentrations of these compounds were determined. Compounds 3c and 3i were the most cytotoxic in HEL cells. These newly synthesized bis-Schiff bases were also tested for their antibacterial and antifungal activities. They did not display activity against S. cerevisiae (ATCC 28383) or C. albicans (CIP 1180-79).

  十二种新型双Schiff碱3a-3l是通过伊萨丁、苄基伊萨丁和5-氟伊萨丁与初级芳香胺的缩合反应制备的。产品的化学结构通过1H-NMR、13C-NMR、红外光谱和质谱数据得到了确认。这些化合物被筛选出对一系列DNA和RNA病毒的抗病毒活性。确定了这些化合物的最小细胞毒性浓度和最小抑病毒浓度。化合物3c和3i在HEL细胞中表现出最高的细胞毒性。这些新合成的双Schiff碱也被测试了其抗菌和抗真菌活性。它们对酵母菌(S. cerevisiae, ATCC 28383)或白念珠菌(C. albicans, CIP 1180-79)未显示活性。
• Computational evaluation and experimental in vitro antibacterial, antifungal and antiviral activity of bis-Schiff bases of isatin and its derivatives
  作者：Aliasghar Jarrahpour、Javed Sheikh、Ibrahim El Mounsi、Harjeet Juneja、Taibi Ben Hadda

  DOI：10.1007/s00044-012-0127-6

  日期：2013.3

  A computational model has been developed for the rational design of bioactive pharmacophore sites as an antibacterial, antifungal and antiviral candidates based on available X-ray structures of bis-Schiff bases (Blagus et al., Maced J Chem Chem Eng 29:117-138, 2010; Nabei et al., Polyhedron 28:1734-1739, 2009; Zhang et al., Inorg Chem Commun 14:1636-1639, 2011; Zhong et al., Eur J Med Chem 41:1090-1092, 2006; Zhou et al., Inorg Chim Acta 359:1442-1448, 2006). A dozen of bis-Schiff bases 3-14 of isatin, benzylisatin and 5-fluoroisatin 1a-c were designed using this model. The compounds were screened for antibacterial, antifugal and antiviral activity against a panel of DNA and RNA viruses. The most potent of these compounds 8 and 11 was tested in viral cultures for their ability to present a potential (O delta--N delta-) antiviral pharmacophore site. Compounds 8 and 11 were the most cytotoxic in HEL cells. All these synthesized bis-Schiff bases were also tested for their antibacterial and antifungal activities. They did not display activity against S. cerevisiae (ATCC 28383) or C. albicans (CIP 1180-79); may be because they did not have an antibacterial pharmacophore site (X delta--Y delta+). The best inhibitors tested in vitro against HIV-1 are genetically predisposed to be inhibited by similar pharmacophore sites. The results from all the aspects of this bioinformatic approaches are discussed as par with our experience with screening candidates.