N-cyclohexyl-7-(dimethylamino)-1-(2-morpholinoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide | 1000376-74-8

• 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: N-cyclohexyl-7-(dimethylamino)-1-(2-morpholinoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide
• 英文别名: N-cyclohexyl-7-(dimethylamino)-1-(2-morpholin-4-ylethyl)-4-oxo-1,8-naphthyridine-3-carboxamide
• CAS: 1000376-74-8
• 化学式: C₂₃H₃₃N₅O₃
• 分子量: 427.547
• InChiKey: IYGBYFCBJQWYSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  78
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-cyclohexyl-7-(N,N-dimethylamine)-1,8-naphthyridin-4(1H)-on-3-carboxamide 、 N-(2-氯乙基)吗啉盐酸盐 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 以42%的产率得到N-cyclohexyl-7-(dimethylamino)-1-(2-morpholinoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide
  参考文献：
  名称：

  New 1,8-naphthyridine and quinoline derivatives as CB2 selective agonists

  摘要：

  A series of new 1,8-naphthyridine and quinoline derivatives were synthesized and evaluated for their cannabinoid receptor affinity. In particular, compounds 2, 5, 11, and 13 showed a high CB2 affinity and CB2 versus CB1 selectivity, in agreement with molecular modeling studies. Furthermore, compound 2 also exhibited in vivo antinociceptive effects. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.089

文献信息

• New 1,8-naphthyridine and quinoline derivatives as CB2 selective agonists
  作者：Clementina Manera、Maria Grazia Cascio、Veronica Benetti、Marco Allarà、Tiziano Tuccinardi、Adriano Martinelli、Giuseppe Saccomanni、Elisa Vivoli、Carla Ghelardini、Vincenzo Di Marzo、Pier Luigi Ferrarini

  DOI：10.1016/j.bmcl.2007.09.089

  日期：2007.12

  A series of new 1,8-naphthyridine and quinoline derivatives were synthesized and evaluated for their cannabinoid receptor affinity. In particular, compounds 2, 5, 11, and 13 showed a high CB2 affinity and CB2 versus CB1 selectivity, in agreement with molecular modeling studies. Furthermore, compound 2 also exhibited in vivo antinociceptive effects. (c) 2007 Elsevier Ltd. All rights reserved.