N-(3-thiomorpholin-4-ylsulfonylphenyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide | 1272003-83-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-thiomorpholin-4-ylsulfonylphenyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide
• CAS: 1272003-83-4
• 化学式: C₁₈H₁₈N₄O₃S₂
• 分子量: 402.498
• InChiKey: IUZGDFZMMUOAQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-氮杂吲哚-1-苯磺酰胺 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.5h， 生成 N-(3-thiomorpholin-4-ylsulfonylphenyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide
  参考文献：
  名称：

  Design, synthesis and biological evaluation of new thalidomide analogues as TNF-α and IL-6 production inhibitors

  摘要：

  Several thalidomide analogues were synthesized and compared to thalidomide and its more active analogue, lenalidomide, for their ability to inhibit the production of the pro-inflammatory cytokine tumour necrosis factor (TNF)-alpha and interleukin (IL)-6 by LPS-activated peripheral blood mononuclear cells (PBMCs). Among these compounds, two analogues containing sulfonyl group displayed interesting downregulation of TNF-alpha and IL-6 production. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.031

文献信息

• Design, synthesis and biological evaluation of new thalidomide analogues as TNF-α and IL-6 production inhibitors
  作者：Charlotte Chaulet、Cécile Croix、David Alagille、Sylvain Normand、Adriana Delwail、Laure Favot、Jean-Claude Lecron、Marie-Claude Viaud-Massuard

  DOI：10.1016/j.bmcl.2010.12.031

  日期：2011.2

  Several thalidomide analogues were synthesized and compared to thalidomide and its more active analogue, lenalidomide, for their ability to inhibit the production of the pro-inflammatory cytokine tumour necrosis factor (TNF)-alpha and interleukin (IL)-6 by LPS-activated peripheral blood mononuclear cells (PBMCs). Among these compounds, two analogues containing sulfonyl group displayed interesting downregulation of TNF-alpha and IL-6 production. (C) 2010 Elsevier Ltd. All rights reserved.