N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-5-(4-bromophenyl)-isoxazole-3-carboxamide | 1314023-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-5-(4-bromophenyl)-isoxazole-3-carboxamide
• 英文别名: N-[2-(1,3-benzodioxol-5-yl)ethyl]-5-(4-bromophenyl)-1,2-oxazole-3-carboxamide
• CAS: 1314023-96-5
• 化学式: C₁₉H₁₅BrN₂O₄
• 分子量: 415.243
• InChiKey: DNLIWMAQIVWYAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-溴苯乙酮 在 盐酸羟胺 、 sodium ethanolate 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 53.75h， 生成 N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-5-(4-bromophenyl)-isoxazole-3-carboxamide
  参考文献：
  名称：

  New FAAH inhibitors based on 3-carboxamido-5-aryl-isoxazole scaffold that protect against experimental colitis

  摘要：

  Growing evidence suggests a role for the endocannabinoid (EC) system, in intestinal inflammation and compounds inhibiting anandamide degradation offer a promising therapeutic option for the treatment of inflammatory bowel diseases. In this paper, we report the first series of carboxamides derivatives possessing FAAH inhibitory activities. Among them, compound 39 displayed significant inhibitory FAAH activity (IC50 = 0.088 mu M) and reduced colitis induced by intrarectal administration of TNBS. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.057

文献信息

• New FAAH inhibitors based on 3-carboxamido-5-aryl-isoxazole scaffold that protect against experimental colitis
  作者：Virginie Andrzejak、Giulio G. Muccioli、Mathilde Body-Malapel、Jamal El Bakali、Madjid Djouina、Nicolas Renault、Philippe Chavatte、Pierre Desreumaux、Didier M. Lambert、Régis Millet

  DOI：10.1016/j.bmc.2011.04.057

  日期：2011.6

  Growing evidence suggests a role for the endocannabinoid (EC) system, in intestinal inflammation and compounds inhibiting anandamide degradation offer a promising therapeutic option for the treatment of inflammatory bowel diseases. In this paper, we report the first series of carboxamides derivatives possessing FAAH inhibitory activities. Among them, compound 39 displayed significant inhibitory FAAH activity (IC50 = 0.088 mu M) and reduced colitis induced by intrarectal administration of TNBS. (C) 2011 Elsevier Ltd. All rights reserved.