4-(Dimethoxymethyl)-5-[1-(2-fluorophenyl)-2-nitroethyl]-2-(3-piperidin-1-ylpropoxy)pyridine | 917473-36-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(Dimethoxymethyl)-5-[1-(2-fluorophenyl)-2-nitroethyl]-2-(3-piperidin-1-ylpropoxy)pyridine
• CAS: 917473-36-0
• 化学式: C₂₄H₃₂FN₃O₅
• 分子量: 461.534
• InChiKey: ZWMDBXJEHXTWPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  89.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-(Dimethoxymethyl)-5-[1-(2-fluorophenyl)-2-nitroethyl]-2-(3-piperidin-1-ylpropoxy)pyridine 在 盐酸 、 sodium tetrahydroborate 、 锌 作用下， 以 乙醇 为溶剂， 反应 19.0h， 生成 4-(2-fluoro-phenyl)-7-(3-piperidin-1-yl-propoxy)-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-(3-piperidin-1-yl-propoxy)-pyridine 、 2-氟-β-硝基苯乙烯 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 4-(Dimethoxymethyl)-5-[1-(2-fluorophenyl)-2-nitroethyl]-2-(3-piperidin-1-ylpropoxy)pyridine
  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：Janssen Pharmaceutica NV

  公开号：EP1899334B1

  公开（公告）日：2008-09-24
• US7417054B2
  申请人：——

  公开号：US7417054B2

  公开（公告）日：2008-08-26
• 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.