N'-[(E)-2-hydroxy-6-(4,4-azo-pentaacetylnaphthalen-1-yl)methylidene]-4-(2-(azidomethyl)-1H-benzimidazol-1-yl) butanehydrazide | 1443292-80-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: N'-[(E)-2-hydroxy-6-(4,4-azo-pentaacetylnaphthalen-1-yl)methylidene]-4-(2-(azidomethyl)-1H-benzimidazol-1-yl) butanehydrazide
• 英文别名: [5-[(E)-[4-[2-(azidomethyl)benzimidazol-1-yl]butanoylhydrazinylidene]methyl]-6-hydroxynaphthalen-2-yl] 3-(3-methyldiazirin-3-yl)propanoate
• CAS: 1443292-80-5
• 化学式: C₂₈H₂₇N₉O₄
• 分子量: 553.58
• InChiKey: JCCIPBUOYVRMSG-OKCVXOCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  41
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  145
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  ethyl 4-[2-(azidomethyl)-1H-benzimidazol-1-yl]butanoate 在 一水合肼 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 22.0h， 生成 N'-[(E)-2-hydroxy-6-(4,4-azo-pentaacetylnaphthalen-1-yl)methylidene]-4-(2-(azidomethyl)-1H-benzimidazol-1-yl) butanehydrazide
  参考文献：
  名称：

  Divin: A Small Molecule Inhibitor of Bacterial Divisome Assembly

  摘要：

  Bacterial cell division involves the dynamic assembly of division proteins and coordinated constriction of the cell envelope. A wide range of factors regulates cell division-including growth and environmental stresses-and the targeting of the division machinery has been a widely discussed approach for antimicrobial therapies. This paper introduces divin, a small molecule inhibitor of bacterial cell division that may facilitate mechanistic studies of this process. Divin disrupts the assembly of late division proteins, reduces peptidoglycan remodeling at the division site, and blocks compartmentalization of the cytoplasm. In contrast to other division inhibitors, divin does not interact with the tubulin homologue FtsZ, affect chromosome segregation, or activate regulatory mechanisms that inhibit cell division indirectly. Our studies of bacterial cell division using divin as a probe suggest that dividing bacteria proceed through several morphological stages of the cell envelope, and FtsZ is required but not sufficient to compartmentalize the cytoplasmic membrane at the division site. Divin is only moderately toxic to mammalian cells at concentrations that inhibit the growth of clinical pathogens. These characteristics make divin a useful probe for studying bacterial cell division and a starting point for the development of new classes of therapeutic agents.

  DOI：

  10.1021/ja404640f