1H-Indazole, 6-cyclopropyl-1-methyl-3-(tributylstannyl)- | 1431163-20-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 1H-Indazole, 6-cyclopropyl-1-methyl-3-(tributylstannyl)-
• 英文别名: tributyl-(6-cyclopropyl-1-methylindazol-3-yl)stannane
• CAS: 1431163-20-0
• 化学式: C₂₃H₃₈N₂Sn
• 分子量: 461.278
• InChiKey: AEKXXGGXRPPEBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.51
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  、 1H-Indazole, 6-cyclopropyl-1-methyl-3-(tributylstannyl)- 在 copper(l) iodide 、 四(三苯基膦)钯 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Strategic use of conformational bias and structure based design to identify potent JAK3 inhibitors with improved selectivity against the JAK family and the kinome

  摘要：

  Using a structure based design approach we have identified a series of indazole substituted pyrrolopyrazines, which are potent inhibitors of JAK3. Intramolecular electronic repulsion was used as a strategy to induce a strong conformational bias within the ligand. Compounds bearing this conformation participated in a favorable hydrophobic interaction with a cysteine residue in the JAK3 binding pocket, which imparted high selectivity versus the kinome and improved selectivity within the JAK family. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.02.012
• 作为产物：
  描述：

  在 isopropyl magnesium chloride 作用下， 以 四氢呋喃 为溶剂， 生成 1H-Indazole, 6-cyclopropyl-1-methyl-3-(tributylstannyl)-
  参考文献：
  名称：

  Strategic use of conformational bias and structure based design to identify potent JAK3 inhibitors with improved selectivity against the JAK family and the kinome

  摘要：

  Using a structure based design approach we have identified a series of indazole substituted pyrrolopyrazines, which are potent inhibitors of JAK3. Intramolecular electronic repulsion was used as a strategy to induce a strong conformational bias within the ligand. Compounds bearing this conformation participated in a favorable hydrophobic interaction with a cysteine residue in the JAK3 binding pocket, which imparted high selectivity versus the kinome and improved selectivity within the JAK family. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.02.012

文献信息

• Strategic use of conformational bias and structure based design to identify potent JAK3 inhibitors with improved selectivity against the JAK family and the kinome
  作者：Stephen M. Lynch、Javier DeVicente、Johannes C. Hermann、Saul Jaime-Figueroa、Sue Jin、Andreas Kuglstatter、Hongju Li、Allen Lovey、John Menke、Linghao Niu、Vaishali Patel、Douglas Roy、Michael Soth、Sandra Steiner、Parcharee Tivitmahaisoon、Minh Diem Vu、Calvin Yee

  DOI：10.1016/j.bmcl.2013.02.012

  日期：2013.5

  Using a structure based design approach we have identified a series of indazole substituted pyrrolopyrazines, which are potent inhibitors of JAK3. Intramolecular electronic repulsion was used as a strategy to induce a strong conformational bias within the ligand. Compounds bearing this conformation participated in a favorable hydrophobic interaction with a cysteine residue in the JAK3 binding pocket, which imparted high selectivity versus the kinome and improved selectivity within the JAK family. (C) 2013 Published by Elsevier Ltd.