6-chloro-N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethl]pyrazin-2-amine | 1065266-69-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-chloro-N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethl]pyrazin-2-amine
• CAS: 1065266-69-4
• 化学式: C₁₀H₉ClFN₅
• 分子量: 253.666
• InChiKey: VCWONQZNCNUOHJ-LURJTMIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  63.59
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-chloro-N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethl]pyrazin-2-amine 、 2-甲基-2-丙基3-氨基-5-甲基-1H-吡唑-1-羧酸酯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 生成 N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethyl]-N-(5-methyl-1-pyrazol-3-yl)pyrazine-2,6-diamine
  参考文献：
  名称：

  Discovery of pyrazol-3-ylamino pyrazines as novel JAK2 inhibitors

  摘要：

  The design, synthesis and biological evaluation of a series of pyrazol-3-ylamino pyrazines as potent and selective JAK2 kinase inhibitors is reported, along with the pharmacokinetic and pharmacodynamic properties of lead compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.054
• 作为产物：
  描述：

  (S)-1-(5-氟嘧啶-2-基)乙胺盐酸盐 、 2,6-二氯吡嗪 在 N,N-二异丙基乙胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 6-chloro-N-[(1S)-1-(5-fluoropyrimidin-2-yl)ethl]pyrazin-2-amine
  参考文献：
  名称：

  Discovery of pyrazol-3-ylamino pyrazines as novel JAK2 inhibitors

  摘要：

  The design, synthesis and biological evaluation of a series of pyrazol-3-ylamino pyrazines as potent and selective JAK2 kinase inhibitors is reported, along with the pharmacokinetic and pharmacodynamic properties of lead compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.054

文献信息

• WO2008/117050
  申请人：——

  公开号：——

  公开（公告）日：——
• Replacement of pyrazol-3-yl amine hinge binder with thiazol-2-yl amine: Discovery of potent and selective JAK2 inhibitors
  作者：Stephanos Ioannidis、Michelle L. Lamb、Lynsie Almeida、Huiping Guan、Bo Peng、Geraldine Bebernitz、Kirsten Bell、Marat Alimzhanov、Michael Zinda

  DOI：10.1016/j.bmcl.2010.01.091

  日期：2010.3

  Thiazol-2-yl amine was identified as an isosteric replacement for pyrazol-3-yl amine during our efforts to identify potent and selective JAK2 inhibitors. The rationale, synthesis and biological evaluation of several analogs is reported, along with the in vivo evaluation of the lead compounds. (C) 2010 Elsevier Ltd. All rights reserved.