[3-(4-Methoxy-phenyl)-4-oxo-2-(2-trimethylsilanyl-ethoxymethyl)-2,4-dihydro-indeno[1,2-c]pyrazol-5-yl]-carbamic acid phenyl ester | 360792-99-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [3-(4-Methoxy-phenyl)-4-oxo-2-(2-trimethylsilanyl-ethoxymethyl)-2,4-dihydro-indeno[1,2-c]pyrazol-5-yl]-carbamic acid phenyl ester
• 英文别名: phenyl N-[3-(4-methoxyphenyl)-4-oxo-2-(2-trimethylsilylethoxymethyl)indeno[1,2-c]pyrazol-5-yl]carbamate
• CAS: 360792-99-0
• 化学式: C₃₀H₃₁N₃O₅Si
• 分子量: 541.679
• InChiKey: ROIMHTYVCXFTJE-UHFFFAOYSA-N

物化性质

• 沸点：
  672.8±55.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.69
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  91.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [3-(4-Methoxy-phenyl)-4-oxo-2-(2-trimethylsilanyl-ethoxymethyl)-2,4-dihydro-indeno[1,2-c]pyrazol-5-yl]-carbamic acid phenyl ester 在 盐酸 作用下， 以 1,4-二氧六环 、 乙醇 、 二甲基亚砜 为溶剂， 反应 0.5h， 生成 3-(4-methoxyphenyl)-5-(2-(3-(4-hydroxyphenyl)propionyl)hydrazinecarboxamido)indeno[1,2-c]pyrazol-4-one
  参考文献：
  名称：

  Parallel synthesis of acylsemicarbazide libraries: preparation of potent cyclin dependent kinase (cdk) inhibitors

  摘要：

  Potent cyclin dependent kinase inhibitors were prepared using parallel synthesis methodology. Treating advanced intermediate 2 with a variety of hydrazides in DMSO at 80degreesC for 30 min gave the desired acylsemicarbazides in good to excellent yield. Several compounds were active against cdk4/D1 and cdk2/E in the low nanomolar range. The SAR indicates a wide variety of substituents are tolerated at the acylsemicarbazide moiety. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.023
• 作为产物：
  描述：

  5-氨基-3-(4-甲氧基苯基)-茚并[1,2-c]吡唑-4(2H)-酮 在 potassium carbonate 、 三乙胺 作用下， 以 氯仿 、 丙酮 为溶剂， 生成 [3-(4-Methoxy-phenyl)-4-oxo-2-(2-trimethylsilanyl-ethoxymethyl)-2,4-dihydro-indeno[1,2-c]pyrazol-5-yl]-carbamic acid phenyl ester
  参考文献：
  名称：

  Parallel synthesis of acylsemicarbazide libraries: preparation of potent cyclin dependent kinase (cdk) inhibitors

  摘要：

  Potent cyclin dependent kinase inhibitors were prepared using parallel synthesis methodology. Treating advanced intermediate 2 with a variety of hydrazides in DMSO at 80degreesC for 30 min gave the desired acylsemicarbazides in good to excellent yield. Several compounds were active against cdk4/D1 and cdk2/E in the low nanomolar range. The SAR indicates a wide variety of substituents are tolerated at the acylsemicarbazide moiety. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.023