3-Methyl-6-nitro-4-piperazin-1-yl-quinoline | 338797-15-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-Methyl-6-nitro-4-piperazin-1-yl-quinoline
• 英文别名: 3-Methyl-6-nitro-4-piperazin-1-ylquinoline
• CAS: 338797-15-2
• 化学式: C₁₄H₁₆N₄O₂
• 分子量: 272.307
• InChiKey: PLBRJZLGYVVNSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  74
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Methyl-6-nitro-4-piperazin-1-yl-quinoline 在 palladium on activated charcoal 吡啶 、 盐酸 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 121.5h， 生成 5-chloro-3-methyl-benzo[b]thiophen-2-sulfonic acid (3-methyl-4-piperazin-1-yl-quinolin-6-yl)amide
  参考文献：
  名称：

  Novel (4-piperazin-1-ylquinolin-6-yl) arylsulfonamides with high affinity and selectivity for the 5-HT6 receptor

  摘要：

  The discovery of (4-piperazin-1-ylquinolin-6-yl) arylsulfonamides and their binding affinites for a selection of 5-HT and dopamine subreceptors is described. Many compounds show high afffinity (pK(i) > 8) for the 5-HT6 receptor and > 100-fold selectivity against a range of other receptors. Structure-activity relationships of these compounds are discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00558-3
• 作为产物：
  描述：

  哌嗪 、 4-chloro-3-methyl-6-nitroquinoline 以 甲苯 为溶剂， 反应 24.0h， 生成 3-Methyl-6-nitro-4-piperazin-1-yl-quinoline
  参考文献：
  名称：

  Novel (4-piperazin-1-ylquinolin-6-yl) arylsulfonamides with high affinity and selectivity for the 5-HT6 receptor

  摘要：

  The discovery of (4-piperazin-1-ylquinolin-6-yl) arylsulfonamides and their binding affinites for a selection of 5-HT and dopamine subreceptors is described. Many compounds show high afffinity (pK(i) > 8) for the 5-HT6 receptor and > 100-fold selectivity against a range of other receptors. Structure-activity relationships of these compounds are discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00558-3

文献信息

• SULFONAMIDE DERIVATIVES
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1228066A2

  公开（公告）日：2002-08-07
• [EN] NOVEL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2001032646A2

  公开（公告）日：2001-05-10

  Novel sulfonamide compounds having CNS activity, processes for their preparation, to compositions containing the same and their use as medicaments.