2-[3-[(E)-(benzo[e][1]benzofuran-2-carbonylhydrazinylidene)methyl]-2-methylindol-1-yl]acetic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 2-[3-[(E)-(benzo[e][1]benzofuran-2-carbonylhydrazinylidene)methyl]-2-methylindol-1-yl]acetic acid
• 化学式: C₂₅H₁₉N₃O₄
• 分子量: 425.4
• InChiKey: JIWQGZIQAKOGTN-LGJNPRDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  96.8
• 氢给体数：
  2
• 氢受体数：
  5

文献信息

• NOVEL TUBULIN POLYMERIZATION INHIBITOR AND METHOD FOR SYNTHESIZING SAME
  申请人：KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY

  公开号：US20160102078A1

  公开（公告）日：2016-04-14

  The present invention relates to (E)-ethyl 2-(2-methyl-3-((2-(naphtho[2,1-b]furan-2-carbonyl)hydrazono)methyl)-1H-indol-1-yl)acetate as a novel tubulin polymerization inhibitor and a method for synthesizing the same. The compound of the present invention can inhibit mitosis and induce apoptosis and thus be used as an anticancer agent, by binding to tubulin to inhibit microtube polymerization. According to the synthesis method of the present invention, the reaction is simplified and the efficiency is 60%, or higher, leading to a very high yield, thereby providing an effective synthesis method.

  本发明涉及(E)-乙基2-(2-甲基-3-((2-(萘并[2,1-b]呋喃-2-甲酰)肼基)甲基)-1H-吲哚-1-基)乙酸乙酯作为一种新型微管聚合抑制剂及其合成方法。本发明的化合物可以通过结合微管抑制微管聚合来抑制有丝分裂并诱导凋亡，因此可用作抗癌剂。根据本发明的合成方法，反应简化且效率达到60%或更高，产率非常高，从而提供了一种有效的合成方法。
• NOVEL INDOLE DERIVATIVE AND ANTI-CANCER COMPOSITION CONTAINING SAME
  申请人：Korea Research Institute of Bioscience and Biotechnology

  公开号：EP3418271A1

  公开（公告）日：2018-12-26

  The present invention relates to: an indole derivative, which is a novel cell mitosis inhibitor; a stereoisomer thereof or a pharmaceutically acceptable salt thereof; a use thereof as a therapeutic agent; a composition containing the same and a treatment method using the composition; and a preparation method therefor. According to the present invention, the indole derivative, the stereoisomer thereof or the pharmaceutically acceptable salt thereof, inhibits the tubulin polymerization during mitosis so as to induce apoptosis, and has an excellent anti-cancer effect also in cancer cells having multiple drug resistance.

  本发明涉及：一种吲哚衍生物，它是一种新型细胞有丝分裂抑制剂；其立体异构体或其药学上可接受的盐；其作为治疗剂的用途；含有其的组合物和使用该组合物的治疗方法；以及其制备方法。根据本发明，吲哚衍生物、其立体异构体或其药学上可接受的盐可抑制有丝分裂过程中的微管蛋白聚合，从而诱导细胞凋亡，对具有多重耐药性的癌细胞也有很好的抗癌效果。
• BENZOFURAN-BASED N-ACYLHYDRAZONE DERIVATIVE AND PHARMACEUTICAL COMPOSITION COMPRISING SAME
  申请人：Korea Research Institute of Bioscience and Biotechnology

  公开号：EP4015516A1

  公开（公告）日：2022-06-22

  A benzofuran-based N-acylhydrazone derivative according to the present invention has an excellent anticancer effect while having low toxicity and excellent solubility, and thus a pharmaceutical composition comprising the derivative can be usefully used to prevent or treat a cell proliferative disorder including various cancers.

  根据本发明的苯并呋喃基 N-酰腙衍生物具有极佳的抗癌效果，同时毒性低、溶解性好，因此包含该衍生物的药物组合物可以有效地用于预防或治疗包括各种癌症在内的细胞增殖性疾病。
• COMPOSITION FOR PREVENTION OR TREATMENT OF CANCER COMPRISING N-METHYLENENAPHTHO[2,1-b]FURAN-2-CARBOHYDRAZIDE DERIVATIVES AS AN ACTIVE INGREDIENT
  申请人：KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY

  公开号：US20150182502A1

  公开（公告）日：2015-07-02

  The present invention relates to ethyl(2-methyl-3(E)-[(naphtho[2,1-b]furan-2-ylcarbonyl)hydrazono]methyl}-1H-indole-1-yl)acetate, the novel mitosis inhibitor. The said ethyl(2-methyl-3(E)-[(naphtho[2,1-b]furan-2-ylcarbonyl)hydrazono]methyl}-1H-indole-1-yl)acetate not only induces apoptosis by inhibiting tubulin polymerization in the course of mitosis but also displays an excellent anticancer effect in the multi-drug resistant cancer cells, so that it can be effectively used for the treatment of cell proliferative disease including various cancers.
• NOVEL INDOLE DERIVATIVE AND ANTI-CANCER CONPOSITION CONTAINING SAME
  申请人：KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY

  公开号：US20210292306A1

  公开（公告）日：2021-09-23

  The present invention relates to: an indole derivative, which is a novel cell mitosis inhibitor; a stereoisomer thereof or a pharmaceutically acceptable salt thereof; a use thereof as a therapeutic agent; a composition containing the same and a treatment method using the composition; and a preparation method therefor. According to the present invention, the indole derivative, the stereoisomer thereof or the pharmaceutically acceptable salt thereof, inhibits the tubulin polymerization during mitosis so as to induce apoptosis, and has an excellent anti-cancer effect also in cancer cells having multiple drug resistance.