4-(6-Amino-3-methyl-quinolin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester | 338797-17-4

• 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: 4-(6-Amino-3-methyl-quinolin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 4-(6-amino-3-methylquinolin-4-yl)piperazine-1-carboxylate
• CAS: 338797-17-4
• 化学式: C₁₉H₂₆N₄O₂
• 分子量: 342.441
• InChiKey: ZEVLOQRTJASXEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  71.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(6-Amino-3-methyl-quinolin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester 在 吡啶 、 盐酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 25.5h， 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：

  3-Methyl-6-nitro-4-piperazin-1-yl-quinoline 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 96.0h， 生成 4-(6-Amino-3-methyl-quinolin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester
  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.
• Novel (4-piperazin-1-ylquinolin-6-yl) arylsulfonamides with high affinity and selectivity for the 5-HT6 receptor
  作者：Steven M Bromidge、Kerry Griffith、Tom D Heightman、Andrew Jennings、Frank D King、Stephen F Moss、Helen Newman、Graham Riley、Carol Routledge、Halina T Serafinowska、David R Thomas

  DOI：10.1016/s0960-894x(01)00558-3

  日期：2001.11

  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.