2-[(3-iodo-1,4-dihydro-indeno[1,2-c]pyrazol-7-ylmethyl)-amino]-ethanol | 760990-28-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-[(3-iodo-1,4-dihydro-indeno[1,2-c]pyrazol-7-ylmethyl)-amino]-ethanol
• 英文别名: 2-[(3-Iodo-2,4-dihydroindeno[1,2-c]pyrazol-7-yl)methylamino]ethanol
• CAS: 760990-28-1
• 化学式: C₁₃H₁₄IN₃O
• 分子量: 355.178
• InChiKey: RENCLZFABQTHBS-UHFFFAOYSA-N

物化性质

• 沸点：
  577.1±50.0 °C(Predicted)
• 密度：
  1.797±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.9
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-(4,4,5,5-四甲基-1,3,2-二氧杂环戊硼烷-2-基)联苯-4-醇 、 2-[(3-iodo-1,4-dihydro-indeno[1,2-c]pyrazol-7-ylmethyl)-amino]-ethanol 在 bis-triphenylphosphine-palladium(II) chloride sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 生成 4'-(7-{[(2-hydroxyethyl)amino]methyl}-1,4-dihydroindeno[1,2-c]pyrazol-3-yl)-1,1'-biphenyl-4-ol
  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
• 作为产物：
  描述：

  3-iodo-1,4-dihydroindeno[1,2-c]pyrazole-7-carbaldehyde 在 sodium tetrahydroborate 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 生成 2-[(3-iodo-1,4-dihydro-indeno[1,2-c]pyrazol-7-ylmethyl)-amino]-ethanol
  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

• Fused tri and tetra-cyclic pyrazole kinase inhibitors
  申请人：——

  公开号：US20040259904A1

  公开（公告）日：2004-12-23

  Compounds having the formula (I) 1 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.

  化合物具有公式（I）1，对于抑制蛋白激酶具有用途。还公开了制备该化合物的方法，含有该化合物的组合物以及使用该化合物的治疗方法。
• US7320986B2
  申请人：——

  公开号：US7320986B2

  公开（公告）日：2008-01-22