(E)-1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)diazene | 6333-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: (E)-1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)diazene
• 英文别名: (4-methoxy-phenyl)-(3,4,5-trimethoxy-phenyl)-diazene；3.4.5.4'-Tetramethoxy-azobenzol；(4-Methoxy-phenyl)-(3,4,5-trimethoxy-phenyl)-diazen
• CAS: 6333-83-1
• 化学式: C₁₆H₁₈N₂O₄
• 分子量: 302.33
• InChiKey: WPNPDCOAABPERN-ISLYRVAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  61.64
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  苯酚 生成 (E)-1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)diazene
  参考文献：
  名称：

  Preparation of Azo Compounds for the Study of Inhibition of Tumor Growth

  摘要：

  DOI：

  10.1021/ja01177a018

文献信息

• [EN] AZOARYLS AS REVERSIBLY MODULATABLE TUBULIN INHIBITORS<br/>[FR] AZOARYLES UTILISÉS COMME INHIBITEURS RÉVERSIBLEMENT MODULABLES DE TUBULINES
  申请人：ECOLE NORM SUPERIEURE LYON

  公开号：WO2015166295A1

  公开（公告）日：2015-11-05

  The invention concerns a new class of tubulin polymerisation inhibitors and their applications in research and medicine, notably in chemotherapy. The invention proposes new azoaryl derivatives of formula (I): as defined in Claim 1, which may be fully reversibly interconverted between non-tubulin-binding trans and tubulin-binding cis isomeric forms, either by irradiation or spontaneously. The invention also concerns compounds with a azoaryl structure for use in studying the cytoskeleton and/or its associated processes, or in the treatment of a disease for which a tubulin polymerisation inhibition activity has a beneficial effect, wherein the compound is administered to the cell, organism or patient in need of such treatment in the trans form of the diazenyl bond, and where this trans form is inactive as regards a tubulin polymerisation inhibition effect, and where after photoisomerisation in vitro, in cellulo or in vivo to an azoaryl compound in its cis isomeric form of the diazenyl bond by the application of light, optionally with modification in vitro, in cellulo or in vivo of one or more substituents, the resultant cis form is active as regards a tubulin polymerisation inhibition effect.

  这项发明涉及一类新的微管聚合抑制剂及其在研究和医学中的应用，特别是在化疗中。该发明提出了一种新的azoaryl衍生物，其化学式为(I)：如权利要求书中定义的那样，这些衍生物可以在非微管结合的反式和微管结合的顺式异构形式之间完全可逆地相互转化，可以通过辐射或自发转化。该发明还涉及具有azoaryl结构的化合物，用于研究细胞骨架及/或其相关过程，或用于治疗微管聚合抑制活性对某种疾病具有益处的情况，其中该化合物以顺式的偶氮键形式给需要此类治疗的细胞、生物体或患者使用，该顺式形式在微管聚合抑制效应方面是无效的，然后通过光照在体外、细胞内或体内将其光异构化为其顺式偶氮键的顺式异构形式的azoaryl化合物，可选地在体外、细胞内或体内通过修改一个或多个取代基，所得的顺式形式在微管聚合抑制效应方面是有效的。
• AZOARYLS AS REVERSIBLY MODULATABLE TUBULIN INHIBITORS
  申请人：Ecole Normale Supérieure de Lyon

  公开号：EP3137554A1

  公开（公告）日：2017-03-08
• Preparation of Azo Compounds for the Study of Inhibition of Tumor Growth
  作者：Orrie M. Friedman、Ralph M. Gofstein、Arnold M. Seligman

  DOI：10.1021/ja01177a018

  日期：1949.9