tert-butyl [(1-benzyl-4-methoxypiperidin-4-yl)methyl]carbamate | 852358-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: tert-butyl [(1-benzyl-4-methoxypiperidin-4-yl)methyl]carbamate
• 英文别名: tert-Butyl ((1-benzyl-4-methoxypiperidin-4-yl)methyl)carbamate；tert-butyl N-[(1-benzyl-4-methoxypiperidin-4-yl)methyl]carbamate
• CAS: 852358-77-1
• 化学式: C₁₉H₃₀N₂O₃
• 分子量: 334.459
• InChiKey: WSVJPHWBOBJQDB-UHFFFAOYSA-N

物化性质

• 沸点：
  434.4±35.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl [(1-benzyl-4-methoxypiperidin-4-yl)methyl]carbamate 在 palladium on activated charcoal 盐酸 、 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 6.0h， 生成 6-(4-aminomethyl-4-methoxypiperidin-4-yl)-1-phenylhexan-1-one dihydrochloride
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of benzamide derivatives as selective 5-HT4 receptor agonists

  摘要：

  It is thought that selective 5-HT4 receptor agonists-such as 4-amino-5-chloro-2-metboxy-N-[1-(6-oxo-6-phenylhexyl)piperidin-4-ylmethyl]benzamide (2)-have the ability to enhance both upper and lower gastrointestinal motility without any significant adverse effects.Modification of 2 was performed. Variation of the piperidin-4-ylmethyl moiety of 2 led to a decrease in the binding affinity for the 5-HT4 receptor. Following conversion of the carbonyl group on the benzoyl part to a hydroxyl or sulfoxide group, the binding affinity for the 5-HT4 receptor was retained although the effect on defecation was reduced. Many of the 4-amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamides that had a ether or sulfide moiety in the side-chain part at the 1-position of the piperidine exhibited high affinity for the 5-HT4 receptor.Among these, phenylthio 41c and benzylthio derivative 44 were selective 5-HT4 receptor agonists, and had a similar effect on defecation to compound 2. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.02.016
• 作为产物：
  描述：

  6-苄基-1-噁-6-氮杂螺[2.5]辛烷 在 ammonium hydroxide 、 sodium hydride 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 tert-butyl [(1-benzyl-4-methoxypiperidin-4-yl)methyl]carbamate
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of benzamide derivatives as selective 5-HT4 receptor agonists

  摘要：

  It is thought that selective 5-HT4 receptor agonists-such as 4-amino-5-chloro-2-metboxy-N-[1-(6-oxo-6-phenylhexyl)piperidin-4-ylmethyl]benzamide (2)-have the ability to enhance both upper and lower gastrointestinal motility without any significant adverse effects.Modification of 2 was performed. Variation of the piperidin-4-ylmethyl moiety of 2 led to a decrease in the binding affinity for the 5-HT4 receptor. Following conversion of the carbonyl group on the benzoyl part to a hydroxyl or sulfoxide group, the binding affinity for the 5-HT4 receptor was retained although the effect on defecation was reduced. Many of the 4-amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamides that had a ether or sulfide moiety in the side-chain part at the 1-position of the piperidine exhibited high affinity for the 5-HT4 receptor.Among these, phenylthio 41c and benzylthio derivative 44 were selective 5-HT4 receptor agonists, and had a similar effect on defecation to compound 2. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.02.016

文献信息

• PYRAZOLO[3,4-B]PYRAZINE DERIVATIVES AS SHP2 PHOSPHATASE INHIBITORS
  申请人：Relay Therapeutics, Inc.

  公开号：US20200172546A1

  公开（公告）日：2020-06-04

  The present disclosure relates to compounds of formula (I) and pharmaceutical compositions thereof, and methods for inhibiting the activity of SHP2 phosphatase with the compounds and compositions of the disclosure. The present disclosure further relates to, but is not limited to, methods for treating disorders associated with SHP2 deregulation with the compounds and compositions of the disclosure