4-{2-hydroxy-1-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester | 881017-97-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-{2-hydroxy-1-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 4-[2-hydroxy-1-[4-(1H-indol-3-yl)piperidin-1-yl]ethyl]piperidine-1-carboxylate
• CAS: 881017-97-6
• 化学式: C₂₅H₃₇N₃O₃
• 分子量: 427.587
• InChiKey: VBZPGZLAURTJNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  68.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-{2-hydroxy-1-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 生成 4-{2-hydroxy-1-[4-(1H-indol-3-yl)-hexahydropyridin-1-yl]-ethyl}-hexahydropyridine
  参考文献：
  名称：

  Substituted dipiperidine alcohols as potent CCR2 antagonists

  摘要：

  The synthesis and biological evaluation of a series of substituted dipiperidine alcohols are described. Structure-activity relationship studies led to the discovery of potent CCR2 antagonists displaying IC(50) values in the nanomolar or subnanomolar range. The cinnamoyl compounds had higher binding affinities than the corresponding urea analogs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.010
• 作为产物：
  描述：

  4-{ethoxycarbonyl-[4-(1H-indol-3-yl)-piperidin-1-yl]-methyl}-piperidine-1-carboxylic acid tert-butyl ester 在 lithium aluminium tetrahydride 、 sodium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以83%的产率得到4-{2-hydroxy-1-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Substituted dipiperidine CCR2 antagonists

  摘要：

  Formula (I)的替代二哌啶化合物或其盐、异构体、前药、代谢物或多型体，其为CCR2拮抗剂，可用于预防、治疗或改善需要的主体中的CCR2介导的炎症综合症、紊乱或疾病。

  公开号：

  US20060069123A1

文献信息

• Substituted dipiperidine CCR2 antagonists
  申请人：Xia Mingde

  公开号：US20060069123A1

  公开（公告）日：2006-03-30

  Substituted dipiperidine compounds of Formula (I) or a salt, isomer, prodrug, metabolite or polymorph thereof, which are CCR2 antagonists and are useful in preventing, treating or ameliorating CCR2 mediated inflammatory syndromes, disorders or diseases in a subject in need thereof.

  Formula (I)的替代二哌啶化合物或其盐、异构体、前药、代谢物或多型体，其为CCR2拮抗剂，可用于预防、治疗或改善需要的主体中的CCR2介导的炎症综合症、紊乱或疾病。
• Substituted dipiperidine alcohols as potent CCR2 antagonists
  作者：Mingde Xia、Cuifen Hou、Duane DeMong、Scott Pollack、Meng Pan、James Brackley、Monica Singer、Michele Matheis、Druie Cavender、Michael Wachter

  DOI：10.1016/j.bmcl.2008.05.010

  日期：2008.6

  The synthesis and biological evaluation of a series of substituted dipiperidine alcohols are described. Structure-activity relationship studies led to the discovery of potent CCR2 antagonists displaying IC(50) values in the nanomolar or subnanomolar range. The cinnamoyl compounds had higher binding affinities than the corresponding urea analogs. (C) 2008 Elsevier Ltd. All rights reserved.