1-(2-Hydroxy-ethyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carboxylic acid ethyl ester | 849663-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-Hydroxy-ethyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 1-(2-hydroxyethyl)-1,4,5,6-tetrahydropyrazolo[3,4-e]indazole-3-carboxylate；ethyl 1-(2-hydroxyethyl)-5,6-dihydro-4H-pyrazolo[3,4-e]indazole-3-carboxylate
• CAS: 849663-41-8
• 化学式: C₁₃H₁₆N₄O₃
• 分子量: 276.295
• InChiKey: TZZBQZWXYPLXCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  93
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2-Hydroxy-ethyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carboxylic acid ethyl ester 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 生成 1-(2-Hydroxy-ethyl)-1,6-dihydro-benzo[1,2-c;3,4-c']dipyrazole-3-carboxylic acid amide
  参考文献：
  名称：

  Benzodipyrazoles: a new class of potent CDK2 inhibitors

  摘要：

  The synthesis and the preliminary expansion of this new class of CDK2 inhibitors are presented. The synthesis was accomplished using a solution-phase protocol amenable to rapid parallel expansion and suitable to be scaled-up in view of possible lead development. Following a medicinal chemistry program aimed at improving cell permeability and selectivity, a series of compounds with nanomolar activity in the biochemical assay and able to efficiently inhibit tumor cell proliferation has been obtained.

  DOI：

  10.1016/j.bmcl.2005.01.023
• 作为产物：
  描述：

  2-肼基乙醇 、 oxo-(4-oxo-2-trityl-4,5,6,7-tetrahydro-2H-indazol-5-yl)-acetic acid ethyl ester 在 溶剂黄146 作用下， 反应 3.0h， 生成 1-(2-Hydroxy-ethyl)-1,4,5,6-tetrahydro-benzo[1,2-c;3,4-c']dipyrazole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Benzodipyrazoles: a new class of potent CDK2 inhibitors

  摘要：

  The synthesis and the preliminary expansion of this new class of CDK2 inhibitors are presented. The synthesis was accomplished using a solution-phase protocol amenable to rapid parallel expansion and suitable to be scaled-up in view of possible lead development. Following a medicinal chemistry program aimed at improving cell permeability and selectivity, a series of compounds with nanomolar activity in the biochemical assay and able to efficiently inhibit tumor cell proliferation has been obtained.

  DOI：

  10.1016/j.bmcl.2005.01.023

文献信息

• Cyclic pyrazoles for the inhibition of mitogen activated protein kinase-activated protein kinase-2
  申请人：Pharmacia Corporation

  公开号：US20040127492A1

  公开（公告）日：2004-07-01

  Cyclic pyrazole compounds are described which inhibit mitogen activated protein kinase-activated protein kinase-2 (MK-2). Methods of making such compounds are described, as well as a method of using them for the inhibition of MK-2 in a subject in need of such inhibition, where the method involves administering to the subject an MK-2 inhibiting compound of the present invention. Pharmaceutical compositions and kits which contain the present MK-2 inhibiting compounds are also described.

  本发明涉及一种环状吡唑化合物，其能够抑制丝裂原活化蛋白激酶激活蛋白激酶-2（MK-2）。本发明还描述了制备这种化合物的方法，以及一种使用它们来抑制需要这种抑制的受体的方法，其中该方法涉及向受体中注射本发明的MK-2抑制化合物。本发明还描述了包含本MK-2抑制化合物的药物组合物和工具箱。