2-((R)-5-((R)-3-phenyl-3-((3-(trifluoromethyl)phenyl)sulfonamido)propanamido)-5,6,7,8-tetrahydronaphthalen-2-yl)allyl methanesulfonate | 1242142-60-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-((R)-5-((R)-3-phenyl-3-((3-(trifluoromethyl)phenyl)sulfonamido)propanamido)-5,6,7,8-tetrahydronaphthalen-2-yl)allyl methanesulfonate
• CAS: 1242142-60-4
• 化学式: C₃₀H₃₁F₃N₂O₆S₂
• 分子量: 636.713
• InChiKey: ANSCTFHBWYPKJY-VSGBNLITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  118.64
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-((R)-5-((R)-3-phenyl-3-((3-(trifluoromethyl)phenyl)sulfonamido)propanamido)-5,6,7,8-tetrahydronaphthalen-2-yl)allyl methanesulfonate 、 (S)-3-吡咯烷醇 以 二氯甲烷 为溶剂， 生成 (3R)-N-((1R)-6-(1-(((3S)-3-hydroxy-1-pyrrolidinyl)methyl)ethenyl)-1,2,3,4-tetrahydro-1-naphthalenyl)-3-phenyl-3-(((3-(trifluoromethyl)phenyl)sulfonyl)amino)propanamide
  参考文献：
  名称：

  Aryl sulfonamides containing tetralin allylic amines as potent and selective bradykinin B1 receptor antagonists

  摘要：

  The bradykinin B1 receptor has been shown to mediate pain response and is rapidly induced upon injury. Blocking this receptor may provide a promising treatment for inflammation and pain. We previously reported tetralin benzyl amines as potent B1 antagonists. Here we describe the synthesis and SAR of B1 receptor antagonists with homobenzylic amines. The SAR of different linkers led to the discovery of tetralin allylic amines as potent and selective B1 receptor antagonists (hB1 IC(50) = 1.3 nM for compound 16). Some of these compounds showed modest oral bioavailability in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.010
• 作为产物：
  描述：

  (3R)-N-[(1R)-6-(3-hydroxyprop-1-en-2-yl)-1,2,3,4-tetrahydronaphthalen-1-yl]-3-phenyl-3-[[3-(trifluoromethyl)phenyl]sulfonylamino]propanamide 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-((R)-5-((R)-3-phenyl-3-((3-(trifluoromethyl)phenyl)sulfonamido)propanamido)-5,6,7,8-tetrahydronaphthalen-2-yl)allyl methanesulfonate
  参考文献：
  名称：

  Aryl sulfonamides containing tetralin allylic amines as potent and selective bradykinin B1 receptor antagonists

  摘要：

  The bradykinin B1 receptor has been shown to mediate pain response and is rapidly induced upon injury. Blocking this receptor may provide a promising treatment for inflammation and pain. We previously reported tetralin benzyl amines as potent B1 antagonists. Here we describe the synthesis and SAR of B1 receptor antagonists with homobenzylic amines. The SAR of different linkers led to the discovery of tetralin allylic amines as potent and selective B1 receptor antagonists (hB1 IC(50) = 1.3 nM for compound 16). Some of these compounds showed modest oral bioavailability in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.010