(R)-methyl 3-((quinuclidin-3-ylamino)methyl)-1H-indazole-4-carboxylate | 1198111-88-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: (R)-methyl 3-((quinuclidin-3-ylamino)methyl)-1H-indazole-4-carboxylate
• 英文别名: methyl 3-[[[(3R)-1-azabicyclo[2.2.2]octan-3-yl]amino]methyl]-2H-indazole-4-carboxylate
• CAS: 1198111-88-4
• 化学式: C₁₇H₂₂N₄O₂
• 分子量: 314.387
• InChiKey: RJNLFICZMBOWDQ-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  70.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-methyl 3-((quinuclidin-3-ylamino)methyl)-1H-indazole-4-carboxylate 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 3-[[[(3R)-1-azabicyclo[2.2.2]octan-3-yl]amino]methyl]-2H-indazole-4-carboxylic acid
  参考文献：
  名称：

  Novel serotonin type 3 receptor partial agonists for the potential treatment of irritable bowel syndrome

  摘要：

  Serotonin type 3 (5-HT(3)) receptor partial agonists are being targeted as potential new drugs for the treatment of irritable bowel syndrome (IBS). Two new chemical series bearing indazole and indole cores have exhibited nanomolar binding affinity for the h5-HT(3)A receptor. A range of partial agonist activities in HEK cells heterologously expressing the h5-HT(3)A receptor were measured for the indazole series. Excellent 5-HT(3) receptor selectivity, favorable in vitro metabolic stability and CYP inhibition properties, and good oral in vivo potency in the murine von Bezold-Jarisch reflex model is exemplified thereby indicating the series to have potential utility as improved IBS agents. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.11.080
• 作为产物：
  描述：

  C₁₇H₂₀N₄O₂ 在 三乙酰氧基硼氢化钠 、 ammonium hydroxide 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 生成 (R)-methyl 3-((quinuclidin-3-ylamino)methyl)-1H-indazole-4-carboxylate
  参考文献：
  名称：

  5-HT3 RECEPTOR MODULATORS, METHODS OF MAKING, AND USE THEREOF

  摘要：

  揭示了新型5-HT3受体调节剂。这些化合物用于治疗各种疾病，包括化疗诱发的恶心和呕吐、术后恶心和呕吐以及肠易激综合征。本发明还描述了制备这些化合物的方法。

  公开号：

  US20090298809A1

文献信息

• 5-HT3 receptor modulators, methods of making, and use thereof
  申请人：Albany Molecular Research, Inc.

  公开号：US08124600B2

  公开（公告）日：2012-02-28

  Novel 5-HT3 receptor modulators are disclosed. These compounds are used in the treatment of various disorders, including chemotherapy-induced nausea and vomiting, post-operative nausea and vomiting, and irritable bowel syndrome. Methods of making these compounds are also described in the present invention.

  本发明揭示了新型5-HT3受体调节剂。这些化合物用于治疗各种疾病，包括化疗引起的恶心和呕吐、术后恶心和呕吐以及肠易激综合征。本发明还描述了制备这些化合物的方法。
• US8124600B2
  申请人：——

  公开号：US8124600B2

  公开（公告）日：2012-02-28
• US8501729B2
  申请人：——

  公开号：US8501729B2

  公开（公告）日：2013-08-06
• US8710047B2
  申请人：——

  公开号：US8710047B2

  公开（公告）日：2014-04-29
• 5-HT3 RECEPTOR MODULATORS, METHODS OF MAKING, AND USE THEREOF
  申请人：Manning David D.

  公开号：US20090298809A1

  公开（公告）日：2009-12-03

  Novel 5-HT 3 receptor modulators are disclosed. These compounds are used in the treatment of various disorders, including chemotherapy-induced nausea and vomiting, post-operative nausea and vomiting, and irritable bowel syndrome. Methods of making these compounds are also described in the present invention.

  揭示了新型5-HT3受体调节剂。这些化合物用于治疗各种疾病，包括化疗诱发的恶心和呕吐、术后恶心和呕吐以及肠易激综合征。本发明还描述了制备这些化合物的方法。