1-(8-piperazin-1-yl-3,4-dihydro-2H-quinolin-1-yl)ethanone | 444620-52-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(8-piperazin-1-yl-3,4-dihydro-2H-quinolin-1-yl)ethanone
• CAS: 444620-52-4
• 化学式: C₁₅H₂₁N₃O
• 分子量: 259.351
• InChiKey: NJWWUQJJKSVNAU-UHFFFAOYSA-N

物化性质

• 沸点：
  518.8±50.0 °C(Predicted)
• 密度：
  1.143±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(8-piperazin-1-yl-3,4-dihydro-2H-quinolin-1-yl)ethanone 在 氢气 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 生成 (3R)-N-[(2R)-1-[4-(1-acetyl-3,4-dihydro-2H-quinolin-8-yl)piperazin-1-yl]-3-(4-chlorophenyl)-1-oxopropan-2-yl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide
  参考文献：
  名称：

  Privileged structure-based ligands for melanocortin receptors—tetrahydroquinolines, indoles, and aminotetralines

  摘要：

  Substitution of the aryl sulfonamide moiety contained in MC4 agonist 1 with bicyclic heterocycles and aminotetralines produced compounds with MC4 activity. The heterocycles represent alternative privileged structures to that contained in 1. Compounds in which the polar group of the privileged structure was displayed in an endocyclic fashion were not as active as the parent agonist 1, while those with an exocyclic polar group afforded activity competitive with 1. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.035
• 作为产物：
  描述：

  1-(8-喹啉基)哌嗪 在 铂 氢气 、 三氟乙酸 作用下， 生成 1-(8-piperazin-1-yl-3,4-dihydro-2H-quinolin-1-yl)ethanone
  参考文献：
  名称：

  Privileged structure-based ligands for melanocortin receptors—tetrahydroquinolines, indoles, and aminotetralines

  摘要：

  Substitution of the aryl sulfonamide moiety contained in MC4 agonist 1 with bicyclic heterocycles and aminotetralines produced compounds with MC4 activity. The heterocycles represent alternative privileged structures to that contained in 1. Compounds in which the polar group of the privileged structure was displayed in an endocyclic fashion were not as active as the parent agonist 1, while those with an exocyclic polar group afforded activity competitive with 1. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.035

文献信息

• US7157463B2
  申请人：——

  公开号：US7157463B2

  公开（公告）日：2007-01-02
• Privileged structure-based ligands for melanocortin receptors—tetrahydroquinolines, indoles, and aminotetralines
  作者：Matthew J. Fisher、Ryan T. Backer、Saba Husain、Hansen M. Hsiung、Jeffrey T. Mullaney、Thomas P. O’Brian、Paul L. Ornstein、Roger R. Rothhaar、John M. Zgombick、Karin Briner

  DOI：10.1016/j.bmcl.2005.07.035

  日期：2005.10

  Substitution of the aryl sulfonamide moiety contained in MC4 agonist 1 with bicyclic heterocycles and aminotetralines produced compounds with MC4 activity. The heterocycles represent alternative privileged structures to that contained in 1. Compounds in which the polar group of the privileged structure was displayed in an endocyclic fashion were not as active as the parent agonist 1, while those with an exocyclic polar group afforded activity competitive with 1. (c) 2005 Elsevier Ltd. All rights reserved.