7-methoxy-4,4-dimethyl-6-{[2-(trimethylsilyl)ethoxy]methoxy}-1,4-dihydroindeno[1,2-c]pyrazole | 760991-54-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 7-methoxy-4,4-dimethyl-6-{[2-(trimethylsilyl)ethoxy]methoxy}-1,4-dihydroindeno[1,2-c]pyrazole
• 英文别名: 2-[(7-methoxy-4,4-dimethyl-1H-indeno[1,2-c]pyrazol-6-yl)oxymethoxy]ethyl-trimethylsilane
• CAS: 760991-54-6
• 化学式: C₁₉H₂₈N₂O₃Si
• 分子量: 360.528
• InChiKey: OBRMDLFNDLPKOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  56.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-methoxy-4,4-dimethyl-6-{[2-(trimethylsilyl)ethoxy]methoxy}-1,4-dihydroindeno[1,2-c]pyrazole 在 N-碘代丁二酰亚胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 7.5h， 生成 3-iodo-7-methoxy-4,4-dimethyl-6-{[2-(trimethylsilyl)ethoxy]methoxy}-1,4-dihydroindeno[1,2-c]pyrazole
  参考文献：
  名称：

  [EN] FUSED TRI AND TETRA-CYCLIC PYRAZOLE KINASE INHIBITORS
  [FR] INHIBITEURS DE PYRAZOLE KINASE FUSIONNEE TRICYCLIQUE ET TETRACYCLIQUE

  摘要：

  具有化学式(I) (I)的化合物对抑制蛋白激酶很有用。还公开了制备这些化合物的方法、含有这些化合物的组合物，以及使用这些化合物进行治疗的方法。

  公开号：

  WO2004080973A1
• 作为产物：
  描述：

  5-hydroxy-6-methoxy-3,3-dimethylindanone 在 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 7-methoxy-4,4-dimethyl-6-{[2-(trimethylsilyl)ethoxy]methoxy}-1,4-dihydroindeno[1,2-c]pyrazole
  参考文献：
  名称：

  1,4-Dihydroindeno[1,2-c]pyrazoles as potent checkpoint kinase 1 inhibitors: Extended exploration on phenyl ring substitutions and preliminary ADME/PK studies

  摘要：

  A study on substitutions at the four open positions on the phenyl ring of the 1,4-dihydroindeno[1,2-c]pyrazoles as potent CHK-1 inhibitors is described. Bis-substitution at both the 6- and 7-positions led to inhibitors with IC50 values below 0.3 nM. The compound with the best overall activities (36) was able to potentiate the anti-proliferative effect of doxorubicin in HeLa cells by at least 47-fold. Physicochemical, metabolic, and pharmacokinetic properties of selected inhibitors are also disclosed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.055

文献信息

• [EN] FUSED TRI AND TETRA-CYCLIC PYRAZOLE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE PYRAZOLE KINASE FUSIONNEE TRICYCLIQUE ET TETRACYCLIQUE
  申请人：ABBOTT LAB

  公开号：WO2004080973A1

  公开（公告）日：2004-09-23

  Compounds having the formula (I) (I), are useful for inhibiting protein kinases. Also disclosed are methods of making the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  具有化学式(I) (I)的化合物对抑制蛋白激酶很有用。还公开了制备这些化合物的方法、含有这些化合物的组合物，以及使用这些化合物进行治疗的方法。
• 1,4-Dihydroindeno[1,2-c]pyrazoles as potent checkpoint kinase 1 inhibitors: Extended exploration on phenyl ring substitutions and preliminary ADME/PK studies
  作者：Yunsong Tong、Akiyo Claiborne、Magdalena Pyzytulinska、Zhi-Fu Tao、Kent D. Stewart、Peter Kovar、Zehan Chen、Robert B. Credo、Ran Guan、Philip J. Merta、Haiying Zhang、Jennifer Bouska、Elizabeth A. Everitt、Bernard P. Murry、Dean Hickman、Tim J. Stratton、Jian Wu、Saul H. Rosenberg、Hing L. Sham、Thomas J. Sowin、Nan-horng Lin

  DOI：10.1016/j.bmcl.2007.04.055

  日期：2007.7

  A study on substitutions at the four open positions on the phenyl ring of the 1,4-dihydroindeno[1,2-c]pyrazoles as potent CHK-1 inhibitors is described. Bis-substitution at both the 6- and 7-positions led to inhibitors with IC50 values below 0.3 nM. The compound with the best overall activities (36) was able to potentiate the anti-proliferative effect of doxorubicin in HeLa cells by at least 47-fold. Physicochemical, metabolic, and pharmacokinetic properties of selected inhibitors are also disclosed. (c) 2007 Elsevier Ltd. All rights reserved.