2-(pyridin-3-ylcarbamoyl)-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester | 1257882-90-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 2-(pyridin-3-ylcarbamoyl)-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester
• 英文别名: 2-(Pyridin-3-ylcarbamoyl)-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester；tert-butyl 2-(pyridin-3-ylcarbamoyl)-2,8-diazaspiro[4.5]decane-8-carboxylate
• CAS: 1257882-90-8
• 化学式: C₁₉H₂₈N₄O₃
• 分子量: 360.456
• InChiKey: XSJDHVKABFPUJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(pyridin-3-ylcarbamoyl)-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester 在 盐酸 、 三乙酰氧基硼氢化钠 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 8-(3-(4-chlorophenoxy)benzyl)-N-(pyridin-3-yl)-2,8-diazaspiro[4.5]decane-2-carboxamide
  参考文献：
  名称：

  Heteroarylureas with spirocyclic diamine cores as inhibitors of fatty acid amide hydrolase

  摘要：

  A series of mechanism based heteroaryl urea fatty acid amide hydrolase (FAAH) inhibitors with spirocyclic diamine cores is described. A potent member of this class, (37), was found to inhibit FAAH centrally, elevate the brain levels of three fatty acid ethanolamides [FAAs: anandamide (AEA), oleoyl ethanolamide (OEA) and palmitoyl ethanolamide (PEA)], and was moderately efficacious in a rat model of neuropathic pain. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.113
• 作为产物：
  描述：

  2,8-二氮杂螺[4.5]癸烷-8-羧酸叔丁酯 、 3-吡啶氨基甲酸苯酯 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成 2-(pyridin-3-ylcarbamoyl)-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Heteroarylureas with spirocyclic diamine cores as inhibitors of fatty acid amide hydrolase

  摘要：

  A series of mechanism based heteroaryl urea fatty acid amide hydrolase (FAAH) inhibitors with spirocyclic diamine cores is described. A potent member of this class, (37), was found to inhibit FAAH centrally, elevate the brain levels of three fatty acid ethanolamides [FAAs: anandamide (AEA), oleoyl ethanolamide (OEA) and palmitoyl ethanolamide (PEA)], and was moderately efficacious in a rat model of neuropathic pain. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.113

文献信息

• [EN] HETEROARYL-SUBSTITUTED SPIROCYCLIC DIAMINE UREA MODULATORS OF FATTY ACID AMIDE HYDROLASE<br/>[FR] MODULATEURS D'AMIDE D'ACIDE GRAS HYDROLASE DE TYPE DIAMINE URÉE SPIROCYCLIQUE SUBSTITUÉE PAR UN GROUPE HÉTÉROARYLE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2010141817A1

  公开（公告）日：2010-12-09

  Certain heteroaryl-substituted spirocyclic diamine urea compounds are described, which are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity, such as anxiety, pain, inflammation, sleep disorders, eating disorders, energy metabolism disorders, and movement disorders (e.g., multiple sclerosis).

  描述了某些杂环取代的螺环二胺脲化合物，这些化合物可用作FAAH抑制剂。这些化合物可用于制药组合物和治疗由脂肪酸酰胺水解酶（FAAH）活性介导的疾病状态、紊乱和条件的方法，如焦虑、疼痛、炎症、睡眠紊乱、进食紊乱、能量代谢紊乱和运动紊乱（例如多发性硬化）。
• HETEROARYL-SUBSTITUTED SPIROCYCLIC DIAMINE UREA MODULATORS OF FATTY ACID AMIDE HYDROLASE
  申请人：Breitenbucher J. Guy

  公开号：US20120083476A1

  公开（公告）日：2012-04-05

  Certain heteroaryl-substituted spirocyclic diamine urea compounds are described, which are useful as FAAH inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by fatty acid amide hydrolase (FAAH) activity, such as anxiety, pain, inflammation, sleep disorders, eating disorders, energy metabolism disorders, and movement disorders (e.g., multiple sclerosis).

  本文描述了某些杂环取代的螺环二胺尿素化合物，可用作FAAH抑制剂。这些化合物可用于药物组合物和治疗由脂肪酸酰胺水解酶（FAAH）活性介导的疾病状态，失调和情况的方法，例如焦虑，疼痛，炎症，睡眠障碍，进食障碍，能量代谢障碍和运动障碍（例如多发性硬化）。
• Heteroarylureas with spirocyclic diamine cores as inhibitors of fatty acid amide hydrolase
  作者：John M. Keith、William M. Jones、Joan M. Pierce、Mark Seierstad、James A. Palmer、Michael Webb、Mark J. Karbarz、Brian P. Scott、Sandy J. Wilson、Lin Luo、Michelle L. Wennerholm、Leon Chang、Sean M. Brown、Michele Rizzolio、Raymond Rynberg、Sandra R. Chaplan、J. Guy Breitenbucher

  DOI：10.1016/j.bmcl.2013.12.113

  日期：2014.2

  A series of mechanism based heteroaryl urea fatty acid amide hydrolase (FAAH) inhibitors with spirocyclic diamine cores is described. A potent member of this class, (37), was found to inhibit FAAH centrally, elevate the brain levels of three fatty acid ethanolamides [FAAs: anandamide (AEA), oleoyl ethanolamide (OEA) and palmitoyl ethanolamide (PEA)], and was moderately efficacious in a rat model of neuropathic pain. (C) 2014 Elsevier Ltd. All rights reserved.