4-(3,4-dichloro-phenyl)-7-(1-isopropyl-piperidin-4-ylmethoxy)-1,2,3,4-tetrahydro-[2,6]naphthyridine | 917473-16-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-(3,4-dichloro-phenyl)-7-(1-isopropyl-piperidin-4-ylmethoxy)-1,2,3,4-tetrahydro-[2,6]naphthyridine
• 英文别名: 4-(3,4-Dichlorophenyl)-7-((1-isopropylpiperidin-4-yl)methoxy)-1,2,3,4-tetrahydro-2,6-naphthyridine；4-(3,4-dichlorophenyl)-7-[(1-propan-2-ylpiperidin-4-yl)methoxy]-1,2,3,4-tetrahydro-2,6-naphthyridine
• CAS: 917473-16-6
• 化学式: C₂₃H₂₉Cl₂N₃O
• 分子量: 434.409
• InChiKey: CQWSBUJEGUSBFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  37.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3,4-dichloro-phenyl)-7-(1-isopropyl-piperidin-4-ylmethoxy)-1,2,3,4-tetrahydro-[2,6]naphthyridine 、 聚合甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 4-(3,4-dichloro-phenyl)-7-(1-isopropyl-piperidin-4-ylmethoxy)-2-methyl-1,2,3,4-tetrahydro-[2,6]naphthyridine
  参考文献：
  名称：

  Novel naphthyridines are histamine H3 antagonists and serotonin reuptake transporter inhibitors

  摘要：

  A series of novel tetrahydronaphthyridine-based histamine H-3 ligands that have serotonin reuptake transporter inhibitor activity is described. The 1,2,3,4-tetrahydro-2,6-naphthyridine scaffold is assembled via the addition of a nitrostyrene to a metalated pyridine followed by reduction and cyclization to form the naphthyridine. In vitro biological data for these novel compounds are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.006
• 作为产物：
  描述：

  5-bromo-4-(dimethoxymethyl)-2-((1-isopropylpiperidin-4-yl)methoxy)pyridine 在 盐酸 、 sodium tetrahydroborate 、 正丁基锂 、 锌 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 20.0h， 生成 4-(3,4-dichloro-phenyl)-7-(1-isopropyl-piperidin-4-ylmethoxy)-1,2,3,4-tetrahydro-[2,6]naphthyridine
  参考文献：
  名称：

  Novel naphthyridines are histamine H3 antagonists and serotonin reuptake transporter inhibitors

  摘要：

  A series of novel tetrahydronaphthyridine-based histamine H-3 ligands that have serotonin reuptake transporter inhibitor activity is described. The 1,2,3,4-tetrahydro-2,6-naphthyridine scaffold is assembled via the addition of a nitrostyrene to a metalated pyridine followed by reduction and cyclization to form the naphthyridine. In vitro biological data for these novel compounds are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.006

文献信息

• NAPHTHYRIDINE COMPOUNDS
  申请人：Carruthers I. Nicholas

  公开号：US20060287292A1

  公开（公告）日：2006-12-21

  Certain naphthyridine compounds are histamine H 3 receptor and serotonin transporter modulators useful in the treatment of histamine H 3 receptor- and serotonin-mediated diseases.

  某些萘啶类化合物是组胺H3受体和血清素转运体调节剂，可用于治疗组胺H3受体和血清素介导的疾病。
• US7417054B2
  申请人：——

  公开号：US7417054B2

  公开（公告）日：2008-08-26
• [EN] NAPHTHYRIDINE COMPOUNDS<br/>[FR] COMPOSES DE NAPHTHYRIDINE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2006138714A2

  公开（公告）日：2006-12-28

  [EN] Certain naphthyridine compounds are histamine H₃ receptor and serotonin transporter modulators useful in the treatment of histamine H₃ receptor- and serotonin-medicated diseases.
  [FR] Certains composés de naphthyridine sont des modulateurs de transporteurs de sérotonine et de récepteur H₃ d'histamine qui convienne pour le traitement des maladies soignées par sérotonine et par le récepteur H₃ d'histamine.
• Novel naphthyridines are histamine H3 antagonists and serotonin reuptake transporter inhibitors
  作者：Michael A. Letavic、John M. Keith、Kiev S. Ly、Ann J. Barbier、Jamin D. Boggs、Sandy J. Wilson、Brian Lord、Timothy W. Lovenberg、Nicholas I. Carruthers

  DOI：10.1016/j.bmcl.2007.02.006

  日期：2007.5

  A series of novel tetrahydronaphthyridine-based histamine H-3 ligands that have serotonin reuptake transporter inhibitor activity is described. The 1,2,3,4-tetrahydro-2,6-naphthyridine scaffold is assembled via the addition of a nitrostyrene to a metalated pyridine followed by reduction and cyclization to form the naphthyridine. In vitro biological data for these novel compounds are discussed. (c) 2007 Elsevier Ltd. All rights reserved.