5-[7-[(4-Methylpiperazin-1-yl)methyl]-2,4-dihydroindeno[1,2-c]pyrazol-3-yl]thiophene-2-carbaldehyde | 866851-99-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-[7-[(4-Methylpiperazin-1-yl)methyl]-2,4-dihydroindeno[1,2-c]pyrazol-3-yl]thiophene-2-carbaldehyde
• 英文别名: 5-[7-[(4-methylpiperazin-1-yl)methyl]-2,4-dihydroindeno[1,2-c]pyrazol-3-yl]thiophene-2-carbaldehyde
• CAS: 866851-99-2
• 化学式: C₂₁H₂₂N₄OS
• 分子量: 378.498
• InChiKey: ARZGFCVRPATZHA-UHFFFAOYSA-N

物化性质

• 沸点：
  632.1±55.0 °C(Predicted)
• 密度：
  1.333±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[7-[(4-Methylpiperazin-1-yl)methyl]-2,4-dihydroindeno[1,2-c]pyrazol-3-yl]thiophene-2-carbaldehyde 在 sodium tetrahydroborate 、 叠氮磷酸二苯酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  1,4-Dihydroindeno[1,2-c]pyrazoles as novel multitargeted receptor tyrosine kinase inhibitors

  摘要：

  A series of 1,4-dihydroindeno[1,2-c]pyrazoles with a 3-thiophene substituent carrying a urea-type side chain were identified as potent multitargeted (VEGFR and PDGFR families) receptor tyrosine kinase inhibitors. A KDR homology model suggested that the urea moiety is able to interact with a recognition motif in the hydrophobic specificity pocket of the enzyme. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.066
• 作为产物：
  描述：

  7-[(4-methyl-1-piperazinyl)methyl]-3-(2-thienyl)-1,4-dihydroindeno[1,2-c]pyrazole 、 N,N-二甲基甲酰胺 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到5-[7-[(4-Methylpiperazin-1-yl)methyl]-2,4-dihydroindeno[1,2-c]pyrazol-3-yl]thiophene-2-carbaldehyde
  参考文献：
  名称：

  1,4-Dihydroindeno[1,2-c]pyrazoles as novel multitargeted receptor tyrosine kinase inhibitors

  摘要：

  A series of 1,4-dihydroindeno[1,2-c]pyrazoles with a 3-thiophene substituent carrying a urea-type side chain were identified as potent multitargeted (VEGFR and PDGFR families) receptor tyrosine kinase inhibitors. A KDR homology model suggested that the urea moiety is able to interact with a recognition motif in the hydrophobic specificity pocket of the enzyme. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.066

文献信息

• Tricyclic pyrazole kinase inhibitors
  申请人：Arnold D. Lee

  公开号：US20060014816A1

  公开（公告）日：2006-01-19

  Compounds of the present invention are useful for inhibiting protein tyrosine kinases. Also disclosed are methods of making the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  本发明的化合物可用于抑制蛋白酪氨酸激酶。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。
• TRICYCLIC PYRAZOLE KINASE INHIBITORS
  申请人：AbbVie Inc.

  公开号：EP1740579B1

  公开（公告）日：2015-08-19
• US7468371B2
  申请人：——

  公开号：US7468371B2

  公开（公告）日：2008-12-23
• 1,4-Dihydroindeno[1,2-c]pyrazoles as novel multitargeted receptor tyrosine kinase inhibitors
  作者：Jürgen Dinges、Kimba L. Ashworth、Irini Akritopolou-Zanze、Lee D. Arnold、Steven A. Baumeister、Peter F. Bousquet、George A. Cunha、Steven K. Davidsen、Stevan W. Djuric、Vijaya J. Gracias、Michael R. Michaelides、Paul Rafferty、Thomas J. Sowin、Kent D. Stewart、Zhiren Xia、Henry Q. Zhang

  DOI：10.1016/j.bmcl.2006.05.066

  日期：2006.8

  A series of 1,4-dihydroindeno[1,2-c]pyrazoles with a 3-thiophene substituent carrying a urea-type side chain were identified as potent multitargeted (VEGFR and PDGFR families) receptor tyrosine kinase inhibitors. A KDR homology model suggested that the urea moiety is able to interact with a recognition motif in the hydrophobic specificity pocket of the enzyme. (c) 2006 Elsevier Ltd. All rights reserved.