tert-butyl 4-[4-({[6-(methoxycarbonyl)pyridin-3-yl]carbonyl}amino)-6-(pyrazin-2-ylamino)-2,4'-bipyridin-2'-yl]piperazine-1-carboxylate | 1370456-27-1

• 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: tert-butyl 4-[4-({[6-(methoxycarbonyl)pyridin-3-yl]carbonyl}amino)-6-(pyrazin-2-ylamino)-2,4'-bipyridin-2'-yl]piperazine-1-carboxylate
• 英文别名: Tert-butyl 4-[4-[4-[(6-methoxycarbonylpyridine-3-carbonyl)amino]-6-(pyrazin-2-ylamino)pyridin-2-yl]pyridin-2-yl]piperazine-1-carboxylate
• CAS: 1370456-27-1
• 化学式: C₃₁H₃₃N₉O₅
• 分子量: 611.66
• InChiKey: YQMKRYHKWVTQNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  165
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-[4-({[6-(methoxycarbonyl)pyridin-3-yl]carbonyl}amino)-6-(pyrazin-2-ylamino)-2,4'-bipyridin-2'-yl]piperazine-1-carboxylate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 5-({[2'-[4-(tert-butoxycarbonyl)piperazin-1-yl]-6-(pyrazin-2-ylamino)-2,4'-bipyridin-4-yl]amino}carbonyl)pyridine-2-carboxylic acid
  参考文献：
  名称：

  Highly potent aminopyridines as Syk kinase inhibitors

  摘要：

  A novel class of potent Syk inhibitors has been developed from rational design. Highly potent aminopyridine derivatives bearing a 4-trifluoromethyl-2-pyridyl motif and represented by compound 13b IC50: 0.6 nM were identified. Substitution by a 2-pyrazinyl motif and SAR expansion in position 4 of the central core provided diverse potent non-cytotoxic Syk inhibitors showing nanomolar activity inhibiting human mast cell line LAD2 degranulation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.045
• 作为产物：
  描述：

  4-(4-溴吡啶-2-基)哌嗪-1-羧酸叔丁酯 在 1,1'-双(二苯基膦)二茂铁 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 、 铁粉 、 sodium carbonate 、 氯化铵 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 联硼酸频那醇酯 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 甲苯 为溶剂， 生成 tert-butyl 4-[4-({[6-(methoxycarbonyl)pyridin-3-yl]carbonyl}amino)-6-(pyrazin-2-ylamino)-2,4'-bipyridin-2'-yl]piperazine-1-carboxylate
  参考文献：
  名称：

  Highly potent aminopyridines as Syk kinase inhibitors

  摘要：

  A novel class of potent Syk inhibitors has been developed from rational design. Highly potent aminopyridine derivatives bearing a 4-trifluoromethyl-2-pyridyl motif and represented by compound 13b IC50: 0.6 nM were identified. Substitution by a 2-pyrazinyl motif and SAR expansion in position 4 of the central core provided diverse potent non-cytotoxic Syk inhibitors showing nanomolar activity inhibiting human mast cell line LAD2 degranulation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.045

文献信息

• Pyridine- and isoquinoline-derivatives as Syk and JAK kinase inhibitors
  申请人：Almirall, S.A.

  公开号：EP2441755A1

  公开（公告）日：2012-04-18

  The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by inhibition of Syk kinase and/or Janus kinases.

  本发明涉及一种化合物的公式(I)，以及制备这种化合物的过程，以及它们在治疗一种病理状况或疾病中的应用，该病理状况或疾病容易通过抑制Syk激酶和/或Janus激酶来改善。