{(8R)-8-[[(2S)-2-(4-fluorophenyl)propanoyl](methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid | 1219010-99-7

• 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: {(8R)-8-[[(2S)-2-(4-fluorophenyl)propanoyl](methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid
• 英文别名: 2-((R)-8-((S)-2-(4-fluorophenyl)-N-methylpropanamido)-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl)acetic acid；2-[(8R)-8-[[(2S)-2-(4-fluorophenyl)propanoyl]-methylamino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl]acetic acid
• CAS: 1219010-99-7
• 化学式: C₂₃H₂₄FN₃O₃
• 分子量: 409.46
• InChiKey: YCLHCCNXVIOFPI-WMLDXEAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  75.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {(8R)-8-[[(2S)-2-(4-fluorophenyl)propanoyl](methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid 、 {(8R)-8-[[2-(4-fluorophenyl)-3-methylbutanoyl](methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid 、 {(8R)-8-[(diphenylacetyl)(methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid 、 {(8R)-8-[[2-(4-fluorophenyl)-2-methylpropanoyl](methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid 、 {(8R)-8-[{[4-(4-fluorophenyl)tetrahydro-2H-pyran-4-yl]carbonyl}(methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid 、 {(8R)-8-[{[1-(4-fluorophenyl)-2,2-dimethylcyclopropyl]carbonyl}(methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid 、 {(8R)-8-[{[1-(4-fluorophenyl)cyclobutyl]carbonyl}(methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid 、 {(8R)-8-[{[1-(4-fluorophenyl)cyclopentyl]carbonyl}(methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid 生成 2-[(8R)-8-[[(2R)-2-(4-fluorophenyl)propanoyl]methylamino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl]acetic acid
  参考文献：
  名称：

  AZAINDOLE DERIVATIVES AS CRTH2 RECEPTOR ANTAGONISTS

  摘要：

  公式I的化合物是PGD2受体CRTH2的拮抗剂，因此在治疗和/或预防CRTH2介导的疾病如哮喘方面非常有用。

  公开号：

  US20110178115A1
• 作为产物：
  描述：

  methyl {(8R)-8-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetate 在 水 、 magnesium 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 {(8R)-8-[[(2S)-2-(4-fluorophenyl)propanoyl](methyl)amino]-6,7,8,9-tetrahydropyrido[3,2-b]indolizin-5-yl}acetic acid
  参考文献：
  名称：

  Azaindoles as potent CRTH2 receptor antagonists

  摘要：

  A new class of 7-azaindole analogs of MK-7246 as potent and selective CRTH2 antagonists is reported. The SAR leading to the identification of the optimal azaindole regioisomer as well as the pharmacokinetics and off-target activities of the most potent antagonists are disclosed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.084

文献信息

• US8546422B2
  申请人：——

  公开号：US8546422B2

  公开（公告）日：2013-10-01
• Azaindoles as potent CRTH2 receptor antagonists
  作者：Daniel Simard、Yves Leblanc、Carl Berthelette、M. Helmi Zaghdane、Carmela Molinaro、Zhaoyin Wang、Michel Gallant、Stephen Lau、Trinh Thao、Martine Hamel、Rino Stocco、Nicole Sawyer、Susan Sillaots、Francois Gervais、Robert Houle、Jean-François Lévesque

  DOI：10.1016/j.bmcl.2010.11.084

  日期：2011.1

  A new class of 7-azaindole analogs of MK-7246 as potent and selective CRTH2 antagonists is reported. The SAR leading to the identification of the optimal azaindole regioisomer as well as the pharmacokinetics and off-target activities of the most potent antagonists are disclosed. (C) 2010 Elsevier Ltd. All rights reserved.
• AZAINDOLE DERIVATIVES AS CRTH2 RECEPTOR ANTAGONISTS
  申请人：Leblanc Yves

  公开号：US20110178115A1

  公开（公告）日：2011-07-21

  Compounds of formula I are antagonists of the PGD2 receptor, CRTH2, and as such are useful in the treatment and/or prevention of CRTH2-mediated diseases such as asthma.

  公式I的化合物是PGD2受体CRTH2的拮抗剂，因此在治疗和/或预防CRTH2介导的疾病如哮喘方面非常有用。