8-chlorodibenz<1,4>oxazepine-10(11H)-carboxylic acid, 2-<1-oxo-3-(2-pyridinyl)propyl>hydrazide, N-oxide | 146032-80-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-chlorodibenz<1,4>oxazepine-10(11H)-carboxylic acid, 2-<1-oxo-3-(2-pyridinyl)propyl>hydrazide, N-oxide
• 英文别名: 3-chloro-N'-[3-(1-oxidopyridin-1-ium-2-yl)propanoyl]-6H-benzo[b][1,4]benzoxazepine-5-carbohydrazide
• CAS: 146032-80-6
• 化学式: C₂₂H₁₉ClN₄O₄
• 分子量: 438.87
• InChiKey: LSEUNAXKXDTJTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  31
• 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：
  96.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-ethyl 3-(2-pyridyl)-propenoate 在 palladium on activated charcoal 氢气 、 双氧水 、 溶剂黄146 、 三乙胺 、 肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 90.0 ℃ 、34.48 kPa 条件下， 反应 59.0h， 生成 8-chlorodibenz<1,4>oxazepine-10(11H)-carboxylic acid, 2-<1-oxo-3-(2-pyridinyl)propyl>hydrazide, N-oxide
  参考文献：
  名称：

  N-Substituted dibenzoxazepines as analgesic PGE2 antagonists

  摘要：

  8-Chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-acetylhydrazide (1, SC-19220) has been previously reported by us and others to be a PGE2 antagonist selective for the EP1 receptor subtype1 with antinociceptive activities.2 Analogs of SC-19220, in which the acetyl moiety has been replaced with pyridylpropionyl groups and their homologs, have been synthesized as illustrated by compounds 13 and 29. These and other members of this series have been shown to be efficacious analgesics and PGE2 antagonists of the EP1 subtype. This report discusses the structure activity relationships within this series.

  DOI：

  10.1021/jm00074a010

文献信息

• N-Substituted dibenzoxazepines as analgesic PGE2 antagonists
  作者：E. Ann. Hallinan、Timothy J. Hagen、Robert K. Husa、Sofya Tsymbalov、Shashidhar N. Rao、Jean Pierre vanHoeck、Michael F. Rafferty、Awilda Stapelfeld、Michael A. Savage、Melvin Reichman

  DOI：10.1021/jm00074a010

  日期：1993.10

  8-Chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-acetylhydrazide (1, SC-19220) has been previously reported by us and others to be a PGE2 antagonist selective for the EP1 receptor subtype1 with antinociceptive activities.2 Analogs of SC-19220, in which the acetyl moiety has been replaced with pyridylpropionyl groups and their homologs, have been synthesized as illustrated by compounds 13 and 29. These and other members of this series have been shown to be efficacious analgesics and PGE2 antagonists of the EP1 subtype. This report discusses the structure activity relationships within this series.