(S)-N-[N-(2,3-dihydrobenzofuran-4-yl)-pyrrolidin-3-yl]butyramide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: (S)-N-[N-(2,3-dihydrobenzofuran-4-yl)-pyrrolidin-3-yl]butyramide
• 英文别名: N-[(S)-1-(2,3-Dihydro-benzofuran-4-yl)-pyrrolidin-3-yl]-butyramide；N-[(3S)-1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]butanamide
• 化学式: C₁₆H₂₂N₂O₂
• 分子量: 274.363
• InChiKey: AUJCIORXQAONNC-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-dihydro-1-benzofuran-4-yl trifluoromethanesulfonate 在 盐酸 、 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 甲苯 为溶剂， 生成 (S)-N-[N-(2,3-dihydrobenzofuran-4-yl)-pyrrolidin-3-yl]butyramide
  参考文献：
  名称：

  Heterocyclic aminopyrrolidine derivatives as melatoninergic agents

  摘要：

  A series of chiral heterocyclic aminopyrrolidine derivatives was synthesized as novel melatoninergic ligands. Binding affinity assays were performed on cloned human MT1 and MT2 receptors, stably expressed in NIH3T3 cells. Compound 16 was identified as an orally bioavailable agonist at MT1 and MT2 melatonin receptors with low vasoconstrictive activity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.030

文献信息

• HETEROCYCLIC AMINOPYRROLIDINE DERIVATIVES AS MELATONERGIC AGENTS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP1189900B1

  公开（公告）日：2004-01-14
• EP1189900A4
  申请人：——

  公开号：EP1189900A4

  公开（公告）日：2002-07-31
• US6211225B1
  申请人：——

  公开号：US6211225B1

  公开（公告）日：2001-04-03
• [EN] HETEROCYCLIC AMINOPYRROLIDINE DERIVATIVES AS MELATONERGIC AGENTS<br/>[FR] DERIVES D'AMINOPYRROLIDINE HETEROCYCLIQUES UTILISES EN TANT QU'AGENTS MELATONERGIQUES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2001002392A1

  公开（公告）日：2001-01-11

  There is provided a novel series of heterocyclic aminopyrrolidine compounds of Formula (I) wherein R?1, R2, R3, R4¿, W, Z and the wavy bond are as defined herein which bind to the human melatonin receptor and therefore are useful as melatonergic agents.
• Heterocyclic aminopyrrolidine derivatives as melatoninergic agents
  作者：Li-Qiang Sun、Jie Chen、Ronald J. Mattson、James R. Epperson、Jeffrey A. Deskus、Wen-Sen Li、Katherine Takaki、Donald B. Hodges、Lawrence Iben、Cathy D. Mahle、Astrid Ortiz、David Molstad、Elaine Ryan、Krishnaswamy Yeleswaram、Cen Xu、Guanglin Luo

  DOI：10.1016/j.bmcl.2003.09.030

  日期：2003.12

  A series of chiral heterocyclic aminopyrrolidine derivatives was synthesized as novel melatoninergic ligands. Binding affinity assays were performed on cloned human MT1 and MT2 receptors, stably expressed in NIH3T3 cells. Compound 16 was identified as an orally bioavailable agonist at MT1 and MT2 melatonin receptors with low vasoconstrictive activity. (C) 2003 Elsevier Ltd. All rights reserved.