1-[2-[2-(diethylamino)ethoxy]-5-nitrophenyl]ethanone | 125819-36-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-[2-(diethylamino)ethoxy]-5-nitrophenyl]ethanone
• CAS: 125819-36-5
• 化学式: C₁₄H₂₀N₂O₄
• 分子量: 280.324
• InChiKey: RYDWTTBATVYFDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[2-[2-(diethylamino)ethoxy]-5-nitrophenyl]ethanone 在 氢氧化钾 、 氢溴酸 、 苯甲醛 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 生成 1-[2-[2-(Diethylamino)ethoxy]-5-nitrophenyl]-3-phenyl-2-propen-1-one hydrobromide
  参考文献：
  名称：

  Novel N-[4-(aminosubstituted)phenyl]methanesulfonamides and their use as

  摘要：

  描述了新型N-[4-(氨基取代)苯基]甲磺酰胺类化合物及其作为心血管药物的用途，特别是作为抗心律失常药物的用途。还讨论了含有这类化合物的药物配方。

  公开号：

  US04906634A1
• 作为产物：
  描述：

  1-(2-氟-5-硝基苯基)乙-1-酮 、 二乙氨基乙醇 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 14.0h， 生成 1-[2-[2-(diethylamino)ethoxy]-5-nitrophenyl]ethanone
  参考文献：
  名称：

  SAR of biphenyl carboxamide ligands of the human melanin-concentrating hormone receptor 1 (MCH R1): Discovery of antagonist SB-568849

  摘要：

  We report here the discovery of a class of MCH R1 ligands based on a biphenyl carboxamide template. A docked-in model is presented indicating key interactions in the putative binding site of the receptor. Parallel high throughput synthetic techniques were utilised to allow rapid exploration of the structure-activity relationship around this template, leading to compound SB-568849 which possessed good receptor affinity and selectivity. This compound proved to be an antagonist with stability in vivo, an acceptable brain-blood ratio and oral bioavailability. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.056

文献信息

• Novel-N-(4-(Aminosubstituted)phenyl) methanesulfonamides and their use as cardiovascular agents
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP0332570A2

  公开（公告）日：1989-09-13

  Novel N-[4-aminosubstituted)phenyl]methane­sulfonamides and their use as cardiovascular agents, especially as antiarrhythmic agents are described. Pharmaceutical formulations containing such compounds are also discussed.

  介绍了新型 N-[4-氨基取代)苯基]甲磺酰胺类化合物及其作为心血管药物，特别是作为抗心律失常药物的用途。还讨论了含有此类化合物的药物制剂。
• US4906634A
  申请人：——

  公开号：US4906634A

  公开（公告）日：1990-03-06
• Novel N-[4-(aminosubstituted)phenyl]methanesulfonamides and their use as
  申请人：Schering A.G.

  公开号：US04906634A1

  公开（公告）日：1990-03-06

  Novel N-[4-(aminosubstituted)phenyl]methanesulfonamides and their use as cardiovascular agents, especially as antiarrhythmic agents are described. Pharmaceutical formulations containing such compounds are also discussed.

  描述了新型N-[4-(氨基取代)苯基]甲磺酰胺类化合物及其作为心血管药物的用途，特别是作为抗心律失常药物的用途。还讨论了含有这类化合物的药物配方。
• SAR of biphenyl carboxamide ligands of the human melanin-concentrating hormone receptor 1 (MCH R1): Discovery of antagonist SB-568849
  作者：David R. Witty、John H. Bateson、Guillaume J. Hervieu、Phillip Jeffrey、Christopher N. Johnson、Alison I. Muir、Peter J. O’Hanlon、Geoffrey Stemp、Alex J. Stevens、Kevin M. Thewlis、Shelagh Wilson、Kim Y. Winborn

  DOI：10.1016/j.bmcl.2006.06.056

  日期：2006.9

  We report here the discovery of a class of MCH R1 ligands based on a biphenyl carboxamide template. A docked-in model is presented indicating key interactions in the putative binding site of the receptor. Parallel high throughput synthetic techniques were utilised to allow rapid exploration of the structure-activity relationship around this template, leading to compound SB-568849 which possessed good receptor affinity and selectivity. This compound proved to be an antagonist with stability in vivo, an acceptable brain-blood ratio and oral bioavailability. (c) 2006 Elsevier Ltd. All rights reserved.