(2-(benzofuran-3-yl)-1H-imidazol-4-yl)(3,4,5-trimethoxyphenyl)methanone | 1393085-32-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-(benzofuran-3-yl)-1H-imidazol-4-yl)(3,4,5-trimethoxyphenyl)methanone
• 英文别名: [2-(3-Benzofuranyl)-1H-imidazol-5-yl](3,4,5-trimethoxyphenyl)methanone；[2-(1-benzofuran-3-yl)-1H-imidazol-5-yl]-(3,4,5-trimethoxyphenyl)methanone
• CAS: 1393085-32-9
• 化学式: C₂₁H₁₈N₂O₅
• 分子量: 378.384
• InChiKey: LPRWOJPWYGARRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  86.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-(1H-imidazol-2-yl)-1-(phenylsulfonyl)-1H-indole 在 四丁基氟化铵 、 叔丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 、 正戊烷 为溶剂， 反应 0.5h， 生成 (2-(benzofuran-3-yl)-1H-imidazol-4-yl)(3,4,5-trimethoxyphenyl)methanone
  参考文献：
  名称：

  Discovery of Novel 2-Aryl-4-benzoyl-imidazole (ABI-III) Analogues Targeting Tubulin Polymerization As Antiproliferative Agents

  摘要：

  Novel ABI-III compounds were designed and synthesized based on our previously reported ABI-I and ABI-II analogues. ABI-III compounds are highly potent against a panel of melanoma and prostate cancer cell lines, with the best compound having an average IC50 value of 3.8 nM. They are not substrate of Pgp and thus may effectively overcome Pgp-mediated multidrug resistance. ABI-III analogues maintain their mechanisms of action by inhibition of tubulin polymerization.

  DOI：

  10.1021/jm300564b

文献信息

• COMPOUNDS FOR TREATMENT OF CANCER
  申请人：GTx, Inc.

  公开号：US20130197049A1

  公开（公告）日：2013-08-01

  The present invention relates to novel compounds having anti-cancer activity, methods of making these compounds, and their use for treating cancer and drug-resistant tumors, e.g. melanoma, metastatic melanoma, drug resistant melanoma, prostate cancer and drug resistant prostate cancer.

  本发明涉及具有抗癌活性的新化合物，制备这些化合物的方法，以及它们用于治疗癌症和耐药肿瘤的用途，例如黑色素瘤、转移性黑色素瘤、耐药性黑色素瘤、前列腺癌和耐药性前列腺癌。
• Compounds for treatment of cancer
  申请人：University of Tennessee Research Foundation

  公开号：US10301285B2

  公开（公告）日：2019-05-28

  The present invention relates to a compound of formula XXII and a compound of formula 17ya, which are defined as anywhere in the specification, to a composition comprising the same, and to a method of using thereof in the treatment of various forms of cancer.

  本发明涉及一种式 XXII 化合物和一种式 17ya 化合物（在说明书的任何地方都有定义），涉及一种包含这些化合物的组合物，还涉及一种将其用于治疗各种癌症的方法。
• US9029408B2
  申请人：——

  公开号：US9029408B2

  公开（公告）日：2015-05-12
• US9447049B2
  申请人：——

  公开号：US9447049B2

  公开（公告）日：2016-09-20
• Discovery of Novel 2-Aryl-4-benzoyl-imidazole (ABI-III) Analogues Targeting Tubulin Polymerization As Antiproliferative Agents
  作者：Jianjun Chen、Sunjoo Ahn、Jin Wang、Yan Lu、James T. Dalton、Duane D. Miller、Wei Li

  DOI：10.1021/jm300564b

  日期：2012.8.23

  Novel ABI-III compounds were designed and synthesized based on our previously reported ABI-I and ABI-II analogues. ABI-III compounds are highly potent against a panel of melanoma and prostate cancer cell lines, with the best compound having an average IC50 value of 3.8 nM. They are not substrate of Pgp and thus may effectively overcome Pgp-mediated multidrug resistance. ABI-III analogues maintain their mechanisms of action by inhibition of tubulin polymerization.