(6-methoxy-2H-indazol-3-yl)-(3,4,5-trimethoxyphenyl)methanol | 889134-39-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: (6-methoxy-2H-indazol-3-yl)-(3,4,5-trimethoxyphenyl)methanol
• CAS: 889134-39-8
• 化学式: C₁₈H₂₀N₂O₅
• 分子量: 344.367
• InChiKey: ZFZJENUSQNCHNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  85.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (6-methoxy-2H-indazol-3-yl)-(3,4,5-trimethoxyphenyl)methanol 在 manganese(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以87%的产率得到(6-methoxy-1H-indazol-3-yl)-(3,4,5-trimethoxyphenyl)methanone
  参考文献：
  名称：

  Scaffold-Hopping Strategy: Synthesis and Biological Evaluation of 5,6-Fused Bicyclic Heteroaromatics To Identify Orally Bioavailable Anticancer Agents

  摘要：

  Utilizing scaffold-hopping drug-design strategy, we sought to identify a backup drug candidate for BPR0L075 (1), an indole-based anticancer agent. For this purpose, 5,6-fused bicyclic heteroaromatic scaffolds were designed and synthesized through shuffling of the nitrogen from the N-1 position or by insertion of one or two nitrogen atoms into the indole core of 1. Among these, 7-azaindole core 12 showed potent in vitro anticancer activity and improved oral bioavailability (F = 35%) compared with 1 (F < 10%).

  DOI：

  10.1021/jm101027s
• 作为产物：
  描述：

  (6-methoxy-1H-indazol-3-yl)-(3,4,5-trimethoxyphenyl)methanone 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 (6-methoxy-2H-indazol-3-yl)-(3,4,5-trimethoxyphenyl)methanol
  参考文献：
  名称：

  WO2006/57946

  摘要：

  公开号：

文献信息

• Tubulin Binding Anti Cancer Agents And Prodrugs Thereof
  申请人：Matteucci Mark

  公开号：US20090042820A1

  公开（公告）日：2009-02-12

  Novel tubulin binding compounds and hypoxia activated prodrugs of novel and known tubulin binding compounds useful for treating cancer and other hyperproliferative diseases are disclosed.
• US7456289B2
  申请人：——

  公开号：US7456289B2

  公开（公告）日：2008-11-25
• Scaffold-Hopping Strategy: Synthesis and Biological Evaluation of 5,6-Fused Bicyclic Heteroaromatics To Identify Orally Bioavailable Anticancer Agents
  作者：Yen-Shih Tung、Mohane Selvaraj Coumar、Yu-Shan Wu、Hui-Yi Shiao、Jang-Yang Chang、Jing-Ping Liou、Paritosh Shukla、Chun-Wei Chang、Chi-Yen Chang、Ching-Chuan Kuo、Teng-Kuang Yeh、Chin-Yu Lin、Jian-Sung Wu、Su-Ying Wu、Chun-Chen Liao、Hsing-Pang Hsieh

  DOI：10.1021/jm101027s

  日期：2011.4.28

  Utilizing scaffold-hopping drug-design strategy, we sought to identify a backup drug candidate for BPR0L075 (1), an indole-based anticancer agent. For this purpose, 5,6-fused bicyclic heteroaromatic scaffolds were designed and synthesized through shuffling of the nitrogen from the N-1 position or by insertion of one or two nitrogen atoms into the indole core of 1. Among these, 7-azaindole core 12 showed potent in vitro anticancer activity and improved oral bioavailability (F = 35%) compared with 1 (F < 10%).
• WO2006/57946
  申请人：——

  公开号：——

  公开（公告）日：——