4-pentyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine | 1254344-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 4-pentyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
• 英文别名: 4-pentyl-4H,5H,6H,7H-thieno[3,2-c]pyridine
• CAS: 1254344-82-5
• 化学式: C₁₂H₁₉NS
• 分子量: 209.356
• InChiKey: PTXDFWIQFBRSHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  40.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-formyl-4-pentyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以100%的产率得到4-pentyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
  参考文献：
  名称：

  An Efficient and Convenient Synthesis of 4,5,6,7-Tetrahydrothieno[3,2-c]pyridines by a Modified Pictet-Spengler Reaction via a Formyliminium Ion Intermediate

  摘要：

  A synthesis of N-formyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridines (5) was achieved in a highly efficient manner via trifluoroacetic acid catalyzed cyclization of formyliminium ion (4), which was produced by imination of 2-(2-thienyl)ethylamine (1) and a carbonyl compound (2) using titanium(IV) tetraisopropoxide followed by formylation with acetic-formic anhydride in a one-pot procedure. This modified Pictet-Spengler reaction provides a convenient method for preparing 4,5,6,7-tetahydrothieno[3,2-c]pyridines (6) possessing various substituents at C-4.

  DOI：

  10.3987/com-10-11992

文献信息

• TREATMENT OF PANCREATIC AND RELATED CANCERS WITH 5-ACYL-6,7-DIHYDROTHIENO[3,2-c]PYRIDINES
  申请人：Memorial Sloan Kettering Cancer Center

  公开号：EP2828267A2

  公开（公告）日：2015-01-28
• TREATMENT OF PANCREATIC AND RELATED CANCERS WITH 5-ACYL-6,7-DIHYDROTHIENO[3,2-C}PYRIDINES
  申请人：Memorial Sloan-Kettering Cancer Center

  公开号：US20150105419A1

  公开（公告）日：2015-04-16

  Methods for inhibiting the growth of pancreatic cancer cells or other cancer cells driven by Sonic hedgehog are disclosed. The method involves exposing the cells to 5-acyl-6,7-dihydrothieno[3,2-c]pyridines of formula (I)
• TREATMENT OF PANCREATIC AND RELATED CANCERS WITH 5-ACYL-6,7-DIHYDROTHIENO[3,2-C]PYRIDINES
  申请人：Memorial Sloan-Kettering Cancer Center

  公开号：US20160136142A1

  公开（公告）日：2016-05-19

  Methods for inhibiting the growth of pancreatic cancer cells or other cancer cells driven by Sonic hedgehog are disclosed. The method involves exposing the cells to 5-acyl-6,7-dihydrothieno[3,2-c]pyridines of formula I
• US9242994B2
  申请人：——

  公开号：US9242994B2

  公开（公告）日：2016-01-26
• US9597320B2
  申请人：——

  公开号：US9597320B2

  公开（公告）日：2017-03-21