ethyl 3-[[4-(4-methylpiperazin-1-yl)benzoyl]amino]-5-[(2R)-2-phenylpropanoyl]-4,6-dihydropyrrolo[3,4-c]pyrazole-1-carboxylate | 916995-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: ethyl 3-[[4-(4-methylpiperazin-1-yl)benzoyl]amino]-5-[(2R)-2-phenylpropanoyl]-4,6-dihydropyrrolo[3,4-c]pyrazole-1-carboxylate
• CAS: 916995-46-5
• 化学式: C₂₉H₃₄N₆O₄
• 分子量: 530.627
• InChiKey: FLKPIQZQZYKNSD-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 3-[[4-(4-methylpiperazin-1-yl)benzoyl]amino]-5-[(2R)-2-phenylpropanoyl]-4,6-dihydropyrrolo[3,4-c]pyrazole-1-carboxylate 在 甲醇 、 三乙胺 作用下， 反应 3.0h， 生成 N-{5-[(2R)-2-(methyl)-2-(phenyl)ethanoyl]-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-yl}-4-(4-methylpiperazin-1-yl)benzamide
  参考文献：
  名称：

  1,4,5,6-Tetrahydropyrrolo[3,4-c]pyrazoles:  Identification of a Potent Aurora Kinase Inhibitor with a Favorable Antitumor Kinase Inhibition Profile

  摘要：

  The optimization of a series of 5-phenylacetyl 1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole derivatives toward the inhibition of Aurora kinases led to the identification of compound 9d. This is a potent inhibitor of Aurora kinases that also shows low nanomolar potency against additional anticancer kinase targets. Based on its high antiproliferative activity on different cancer cell lines, favorable chemico-physical and pharmacokinetic properties, and high efficacy in in vivo tumor models, compound 9d was ultimately selected for further development.

  DOI：

  10.1021/jm060897w
• 作为产物：
  描述：

  3-氨基-5-叔丁氧羰基-吡咯并[3,4-C]吡唑 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 76.0h， 生成 ethyl 3-[[4-(4-methylpiperazin-1-yl)benzoyl]amino]-5-[(2R)-2-phenylpropanoyl]-4,6-dihydropyrrolo[3,4-c]pyrazole-1-carboxylate
  参考文献：
  名称：

  1,4,5,6-Tetrahydropyrrolo[3,4-c]pyrazoles:  Identification of a Potent Aurora Kinase Inhibitor with a Favorable Antitumor Kinase Inhibition Profile

  摘要：

  The optimization of a series of 5-phenylacetyl 1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole derivatives toward the inhibition of Aurora kinases led to the identification of compound 9d. This is a potent inhibitor of Aurora kinases that also shows low nanomolar potency against additional anticancer kinase targets. Based on its high antiproliferative activity on different cancer cell lines, favorable chemico-physical and pharmacokinetic properties, and high efficacy in in vivo tumor models, compound 9d was ultimately selected for further development.

  DOI：

  10.1021/jm060897w

文献信息

• 1,4,5,6-Tetrahydropyrrolo[3,4-<i>c</i>]pyrazoles:  Identification of a Potent Aurora Kinase Inhibitor with a Favorable Antitumor Kinase Inhibition Profile
  作者：Daniele Fancelli、Jürgen Moll、Mario Varasi、Rodrigo Bravo、Roberta Artico、Daniela Berta、Simona Bindi、Alexander Cameron、Ilaria Candiani、Paolo Cappella、Patrizia Carpinelli、Walter Croci、Barbara Forte、Maria Laura Giorgini、Jan Klapwijk、Aurelio Marsiglio、Enrico Pesenti、Maurizio Rocchetti、Fulvia Roletto、Dino Severino、Chiara Soncini、Paola Storici、Roberto Tonani、Paola Zugnoni、Paola Vianello

  DOI：10.1021/jm060897w

  日期：2006.11.30

  The optimization of a series of 5-phenylacetyl 1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole derivatives toward the inhibition of Aurora kinases led to the identification of compound 9d. This is a potent inhibitor of Aurora kinases that also shows low nanomolar potency against additional anticancer kinase targets. Based on its high antiproliferative activity on different cancer cell lines, favorable chemico-physical and pharmacokinetic properties, and high efficacy in in vivo tumor models, compound 9d was ultimately selected for further development.