Ethyl 2-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)yl)methyl]-4-oxazole carboxylate | 160914-86-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Ethyl 2-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)yl)methyl]-4-oxazole carboxylate
• 英文别名: ethyl 2-[(3-chloro-6H-benzo[b][1,4]benzoxazepin-5-yl)methyl]-1,3-oxazole-4-carboxylate
• CAS: 160914-86-3
• 化学式: C₂₀H₁₇ClN₂O₄
• 分子量: 384.819
• InChiKey: QEONUMIITUYIDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  64.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)yl)methyl]-4-oxazole carboxylate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 以89%的产率得到2-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)yl)methyl]-4-oxazole carboxylic acid
  参考文献：
  名称：

  2,4-Disubstituted oxazoles and thiazoles as latent pharmacophores for diacylhydrazine of SC-51089, a potent PGE2 antagonist

  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 EP1 receptor subtype with antinociceptive activity. (1,2) Analogues of SC-51089, in which the diacylhydrazine moiety has been replaced with 2,4-disubstituted-oxazoles and-thiazoles, are described. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(00)00229-7
• 作为产物：
  描述：

  2-甲基-4-恶唑甲酸乙酯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 四氯化碳 、 甲苯 为溶剂， 反应 24.0h， 生成 Ethyl 2-[(8-chlorodibenz[b,f][1,4]oxazepin-10(11H)yl)methyl]-4-oxazole carboxylate
  参考文献：
  名称：

  2,4-Disubstituted oxazoles and thiazoles as latent pharmacophores for diacylhydrazine of SC-51089, a potent PGE2 antagonist

  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 EP1 receptor subtype with antinociceptive activity. (1,2) Analogues of SC-51089, in which the diacylhydrazine moiety has been replaced with 2,4-disubstituted-oxazoles and-thiazoles, are described. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(00)00229-7

文献信息

• 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9- AND/OR 10-SUBSTITUTED DIBENZOXAZEPINE COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE
  申请人：G.D. SEARLE & CO.

  公开号：EP0696283B1

  公开（公告）日：1997-09-17
• US5395932A
  申请人：——

  公开号：US5395932A

  公开（公告）日：1995-03-07
• [EN] 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9- AND/OR 10-SUBSTITUTED DIBENZOXAZEPINE COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE<br/>[FR] COMPOSES DE DIBENZOXAZEPINE SUBSTITUES EN POSITION 2-, 3-, 4-, 5-, 6-, 7-, 8-, 9- ET/OU 10-, COMPOSITIONS PHARMACEUTIQUES ET METHODES D'UTILISATION
  申请人：G.D. SEARLE & CO.

  公开号：WO1994025456A1

  公开（公告）日：1994-11-10

  (EN) The present invention provides substituted dibenzoxazepine compounds of formula (I), which are useful as analgesic agents for the treatment of pain, and as prostaglandin-E2 antagonists for the treatment of prostaglandin-E2 mediated diseases, pharmaceutical compositions comprising a therapeutically-effective amount of a compound of formula (I) in combination with a pharmaceutically-acceptable carrier, a method for eliminating or ameliorating pain in an animal, and a method for treating prostaglandin-E2 mediated diseases in an animal, comprising administering a therapeutically-effective amount of a compound of formula (I) to the animal.(FR) La présente invention concerne les composés substitués de la dibenzoxazépine de la formule (I). Ces composés sont des analgésiques utiles pour le traitement de la douleur et des antagonistes de prostaglandine E2 pour le traitement de maladies liées à la prostaglandine E2. L'invention concerne également des compositions pharmaceutiques contenant des quantités efficaces sur le plan thérapeutique d'un composé de la formule (I), en combinaison avec un vecteur acceptable sur le plan pharmaceutique, un procédé pour éliminer ou réduire la douleur chez un sujet, ainsi qu'un procédé pour traiter les maladies liées à la prostaglandine E2 chez des sujets, consistant à leur administrer une quantité efficace sur le plan thérapeutique d'un composé de la formule (I).
• 2,4-Disubstituted oxazoles and thiazoles as latent pharmacophores for diacylhydrazine of SC-51089, a potent PGE2 antagonist
  作者：E.Ann Hallinan、Timothy J. Hagen、Sofya Tsymbalov、Awilda Stapelfeld、Michael A. Savage

  DOI：10.1016/s0968-0896(00)00229-7

  日期：2001.1

  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 EP1 receptor subtype with antinociceptive activity. (1,2) Analogues of SC-51089, in which the diacylhydrazine moiety has been replaced with 2,4-disubstituted-oxazoles and-thiazoles, are described. (C) 2000 Published by Elsevier Science Ltd.