N-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-4-yl]-benzamide | 524718-25-0

• 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: N-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-4-yl]-benzamide
• 英文别名: N-[2-(3,4-dihydro-1H-isoquinolin-2-yl)pyridin-4-yl]benzamide
• CAS: 524718-25-0
• 化学式: C₂₁H₁₉N₃O
• 分子量: 329.401
• InChiKey: MNXKPYGCTXTCRR-UHFFFAOYSA-N

物化性质

• 沸点：
  475.5±45.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-4-yl]-benzamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 benzyl-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-4-yl]-amine
  参考文献：
  名称：

  2-(3,4-Dihydro-1H-isoquinolin-2yl)-pyridines as a novel class of NR1/2B subtype selective NMDA receptor antagonists

  摘要：

  Recently, we disclosed 4-aminoquinolines as structurally novel NR1/2B subtype selective NMDA receptor antagonists. We would now like to report our findings on structurally related pyridine analogues. The SAR developed in this series resulted in the discovery of high affinity antagonists which are selective (vs alpha1 and M1 receptors) and active in vivo. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00007-6
• 作为产物：
  描述：

  四氢异喹啉 在 盐酸 作用下， 生成 N-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-4-yl]-benzamide
  参考文献：
  名称：

  Pyridine substituted isoquinoline derivatives

  摘要：

  该发明涉及公式1的化合物。该发明的化合物对NMDA受体具有良好的亲和力，并且可用于治疗与该受体相关的疾病。

  公开号：

  US20030119870A1

文献信息

• Pyridine substituted isoquinoline derivatives
  申请人：——

  公开号：US20030119870A1

  公开（公告）日：2003-06-26

  The invention relates to compounds of formulae 1 Compounds of the invention have a good affinity to the NMDA receptor and are useful for the treatment of diseases related to this receptor.

  该发明涉及公式1的化合物。该发明的化合物对NMDA受体具有良好的亲和力，并且可用于治疗与该受体相关的疾病。
• PYRIDINE DERIVATIVES AS NMDA RECEPTOR LIGANDS
  申请人：F. Hoffmann-La Roche AG

  公开号：EP1448547B1

  公开（公告）日：2005-04-20
• US6831087B2
  申请人：——

  公开号：US6831087B2

  公开（公告）日：2004-12-14
• [EN] PYRIDINE DERIVATIVES AS NMDA RECEPTOR LIGANDS<br/>[FR] DÉRIVÉS DE PYRIDINE UTILISÉS COMME LIGANDS DU RÉCEPTEUR NMDA
  申请人：HOFFMANN LA ROCHE

  公开号：WO2003040128A1

  公开（公告）日：2003-05-15

  The invention relates to compounds of formulas (IA) or (IB) wherein R1 and R2 are independently from each other hydrogen, lower alkyl, -(CH2)n-OH, -(CH2)n-N(R6)2, -NR6C(O)C(O)O-lower alkyl, -NR6-(CH2)n-OH, -NR6C(O)-lower alkyl, -NH-benzyl or NR6C(O)-(CH2)n-OH; R6 is independently from each other hydrogen or lower alkyl R' is hydrogen or lower alkyl; R3 is hydrogen or amino; R4 is hydrogen or lower alkyl; R5 is hydrogen or halogen; or R1 and R' may be together with the carbon atoms to which they are attached the group (CH2)4-; or R2 and R3 may be together with the carbon atoms to which they are attached the group -N(R6)-CH2-O-CH2-; n is 0, 1, 2 or 3; and to pharmaceutically acceptable acid addition salts thereof. It has been shown that these compounds have a good affinity to the NMDA receptor and they may therefore be used for the treatment of diseases, related to this receptor.
• 2-(3,4-Dihydro-1H-isoquinolin-2yl)-pyridines as a novel class of NR1/2B subtype selective NMDA receptor antagonists
  作者：Bernd Büttelmann、Alexander Alanine、Anne Bourson、Ramanjit Gill、Marie-Paule Heitz、Vincent Mutel、Emmanuel Pinard、Gerhard Trube、René Wyler

  DOI：10.1016/s0960-894x(03)00007-6

  日期：2003.3

  Recently, we disclosed 4-aminoquinolines as structurally novel NR1/2B subtype selective NMDA receptor antagonists. We would now like to report our findings on structurally related pyridine analogues. The SAR developed in this series resulted in the discovery of high affinity antagonists which are selective (vs alpha1 and M1 receptors) and active in vivo. (C) 2003 Elsevier Science Ltd. All rights reserved.