8-chloro-N-(2-oxo-3-butenyl)dibenz<1,4>oxazepine-10(11H)-carboxamide | 149454-43-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-chloro-N-(2-oxo-3-butenyl)dibenz<1,4>oxazepine-10(11H)-carboxamide
• 英文别名: 8-chloro-N-(2-oxo-3-butenyl)dibenz[b,f][1,4]oxazepin-10(11H)-carboxamide；8-chloro-N-(2-oxo-3-butenyl)dibenz-[b,f][1,4]oxazepin-10(11H)-carboxamide；3-chloro-N-(2-oxobut-3-enyl)-6H-benzo[b][1,4]benzoxazepine-5-carboxamide
• CAS: 149454-43-3
• 化学式: C₁₈H₁₅ClN₂O₃
• 分子量: 342.782
• InChiKey: AHVCWNWWRCVWBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-chloro-N-(2-oxo-3-butenyl)dibenz<1,4>oxazepine-10(11H)-carboxamide 在 哌啶 、 双氧水 、 苄基三甲基氢氧化铵 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 8-chloro-N-[4-(ethylsulfonyl)-2-oxobutyl]dibenz[b,f][1,4]oxazepin-10(11H)-carboxamide
  参考文献：
  名称：

  Aminoacetyl Moiety as a Potential Surrogate for Diacylhydrazine Group of SC-51089, a Potent PGE₂ Antagonist, and Its Analogs

  摘要：

  8-Chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[1-oxo-3-(4-pyridinyl)propyl]hydrazide, monohydrochloride (1, SC-51089) is a functional PGE(2) antagonist selective for the EP(1) receptor subtype with antinociceptive activity. During metabolism in cultured rat hepatocytes, SC-51089, which contains a diacylhydrazine moiety, has been shown to release hydrazine. Analogs of SC-51089, in which the diacylhydrazine functionality has been replaced by isosteric and isoelectronic groups, have been synthesized and have been shown to be analgesics and PGE(2) antagonists of the EP(1) subtype. This report discusses the structure-activity relationships within these series.

  DOI：

  10.1021/jm950454k
• 作为产物：
  描述：

  8-chloro-10,11-dihydrodibenz[b,f][1,4]oxazepine 在 sodium hydroxide 、 三乙胺 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 90.0h， 生成 8-chloro-N-(2-oxo-3-butenyl)dibenz<1,4>oxazepine-10(11H)-carboxamide
  参考文献：
  名称：

  Aminoacetyl Moiety as a Potential Surrogate for Diacylhydrazine Group of SC-51089, a Potent PGE₂ Antagonist, and Its Analogs

  摘要：

  8-Chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[1-oxo-3-(4-pyridinyl)propyl]hydrazide, monohydrochloride (1, SC-51089) is a functional PGE(2) antagonist selective for the EP(1) receptor subtype with antinociceptive activity. During metabolism in cultured rat hepatocytes, SC-51089, which contains a diacylhydrazine moiety, has been shown to release hydrazine. Analogs of SC-51089, in which the diacylhydrazine functionality has been replaced by isosteric and isoelectronic groups, have been synthesized and have been shown to be analgesics and PGE(2) antagonists of the EP(1) subtype. This report discusses the structure-activity relationships within these series.

  DOI：

  10.1021/jm950454k

文献信息

• Substituted dibenzoxazepine compounds, pharmaceutical compositions and
  申请人：G. D. Searle & Co.

  公开号：US05212169A1

  公开（公告）日：1993-05-18

  The present invention provides substituted dibenzoxazepine compounds of Formula I: ##STR1## which are useful as analgesic agents for the treatment of pain, pharmaceutical compositions comprising a therapeutically-effective amount of a compound of Formula I in combination with a pharmaceutically-acceptable carrier, and a method for eliminating or ameliorating pain in an animal comprising administering a therapeutically-effective amount of a compound of Formula I to the animal.

  本发明提供了一种具有以下结构的取代二苯并噁唑酚化合物，该化合物对于治疗疼痛具有用途：##STR1## 这些化合物可作为镇痛剂用于治疗疼痛，所述药物组合物包括在与药学上可接受的载体结合的化合物I的治疗有效量，以及一种用于消除或减轻动物疼痛的方法，包括向动物施用化合物I的治疗有效量。
• Methods for treating convulsions and ischemia with substituted
  申请人：G. D. Searle & Co.

  公开号：US05382578A1

  公开（公告）日：1995-01-17

  The present invention provides substituted dibenzoxazepine compounds of Formula I: ##STR1## which are useful as analgesic agents for the treatment of pain, and for the treatment of convulsions and ischemia, pharmaceutical compositions comprising a therapeutically-effective amount of a compound of Formula I in combination with a pharmaceutically-acceptable carrier, and a method for eliminating or ameliorating pain and for the treatment of convulsions and ischemia, in an animal comprising administering a therapeutically-effective amount of a compound of Formula I to the animal.

  本发明提供了一种替代二苯并噁唑环化合物，其化学式为I：##STR1## 该化合物可用作镇痛剂，用于治疗疼痛、惊厥和缺血，并且还提供了包含一定量化合物I和药学上可接受的载体的治疗剂量的制药组合物，以及一种用于消除或缓解疼痛、治疗惊厥和缺血的方法，包括向动物施加治疗有效量的化合物I。
• 2-,3-,8-and/or 10-substituted dibenzoxazepine compounds, pharmaceutical
  申请人：G. D. Searle & Co.

  公开号：US05288719A1

  公开（公告）日：1994-02-22

  The present invention provides a method for treating osteoporosis in a mammal comprising administering to said mammal a therapeutically-effective amount of a 2-, 3-, 8- and/or 10-substituted dibenzoxazepine compound having a structure of the formula: ##STR1## or a pharmaceutically-acceptable salt thereof, wherein: X is --NH-- or --CH.sub.2 --; Y is (1) --CH.sub.2 -- when X is --NH--, and (2) --NH-- when X is --CH.sub.2 --; R.sup.1 is hydrogen, halogen or --OR.sup.4 ; R.sup.4 is hydrogen, alkyl or ##STR2## Z is oxygen, sulfur, --SO--, --SO.sub.2 -- or --NR.sup.5 --; R.sup.5 is hydrogen or t-butyloxycarbonyl; R.sup.2 is hydrogen, halogen or trifluoromethyl; R.sup.3 is hydrogen, halogen, aryl, heteroaryl in which the heteroatoms are selected from oxygen, nitrogen and/or sulfur, or --NR.sup.6 R.sup.7 ; R.sup.6 and R.sup.7 are each independently hydrogen or alkyl; R.sup.8 is alkyl, aryl or ##STR3## R.sup.9 and R.sup.10 are each independently hydrogen or alkyl, or when taken together form N-morpholino or 4-methyl-N-piperazinyl; m and n are each independently integers of from 0 to 3; and P is 0 or 1, provided that p is not 1 when m is 0.

  本发明提供了一种治疗哺乳动物骨质疏松症的方法，包括向所述哺乳动物施用具有下列结构式的2-、3-、8-和/或10-取代的二苯并噁唑化合物的治疗有效量或其药学上可接受的盐：##STR1## 其中：X是--NH--或--CH.sub.2--; Y是(1)当X是--NH--时为--CH.sub.2--，(2)当X是--CH.sub.2--时为--NH--；R.sup.1是氢、卤素或--OR.sup.4；R.sup.4是氢、烷基或##STR2## Z是氧、硫、--SO--、--SO.sub.2--或--NR.sup.5--；R.sup.5是氢或t-丁氧羰基；R.sup.2是氢、卤素或三氟甲基；R.sup.3是氢、卤素、芳基、杂芳基，其中杂原子选择自氧、氮和/或硫，或--NR.sup.6R.sup.7；R.sup.6和R.sup.7各自独立地是氢或烷基；R.sup.8是烷基、芳基或##STR3## R.sup.9和R.sup.10各自独立地是氢或烷基，或当一起取代时形成N-吗啉基或4-甲基-N-哌嗪基；m和n各自独立地是0到3的整数；P为0或1，但当m为0时，p不为1。
• SUBSTITUTED DIBENZOXAZEPINE COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND THEIR USE AS ANALGESIC AGENTS AND PROSTAGLANDIN ANTAGONISTS
  申请人：G.D. Searle & Co.

  公开号：EP0539977A1

  公开（公告）日：1993-05-05

  The present invention provides substituted dibenzoxazepine compounds of Formula I: which are useful as analgesic agents for the treatment of pain, pharmaceutical compositions comprising a therapeutically-effective amount of a compound of Formula I in combination with a pharmaceutically-acceptable carrier, and a method for eliminating or ameliorating pain in an animal comprising administering a therapeutically-effective amount of a compound of Formula I to the animal.

  本发明提供了式 I 的取代二苯并氧氮杂卓化合物： 可用作治疗疼痛的镇痛剂；包含治疗有效量的式 I 化合物与药学上可接受的载体的药物组合物；以及消除或改善动物疼痛的方法，该方法包括对动物施用治疗有效量的式 I 化合物。
• SUBSTITUTED DIBENZOXAZEPINE COMPOUNDS AS ANALGESIC AGENTS
  申请人：G.D. SEARLE & CO.

  公开号：EP0610303A1

  公开（公告）日：1994-08-17