6-(1-Hydroxy-2-pyrrolidin-1-yl-ethyl)-4H-benzo[1,4]oxazin-3-one | 543726-95-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 6-(1-Hydroxy-2-pyrrolidin-1-yl-ethyl)-4H-benzo[1,4]oxazin-3-one
• 英文别名: 6-(1-hydroxy-2-pyrrolidin-1-ylethyl)-4H-1,4-benzoxazin-3-one
• CAS: 543726-95-0
• 化学式: C₁₄H₁₈N₂O₃
• 分子量: 262.309
• InChiKey: MBSAMRCSQCWVEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-3-(4-trifluoromethylphenyl)pyridine 、 6-(1-Hydroxy-2-pyrrolidin-1-yl-ethyl)-4H-benzo[1,4]oxazin-3-one 在 三丁基膦 、 偶氮二甲酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 6-{1-[2-Oxo-3-(4-trifluoromethyl-phenyl)-2H-pyridin-1-yl]-2-pyrrolidin-1-yl-ethyl}-4H-benzo[1,4]oxazin-3-one
  参考文献：
  名称：

  Synthesis and Biological activity of kappa opioid receptor agonists. Part 2: Preparation of 3-aryl-2-pyridone analogues generated by solution- and solid-phase parallel synthesis methods

  摘要：

  New analogues of the previously described 3-aryl pyridone KOR agonists have been synthesised by parallel synthetic methods, both in solution- and with solid-phase chemistry, making use of the well known and versatile Mitsunobu, Suzuki and Buchwald reactions. Opioid receptor binding data for the compounds produced is reported. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00033-7
• 作为产物：
  描述：

  6-(bromoacetyl)-2H-1,4-benzoxazin-3(4H)-one 在 sodium tetrahydroborate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 6-(1-Hydroxy-2-pyrrolidin-1-yl-ethyl)-4H-benzo[1,4]oxazin-3-one
  参考文献：
  名称：

  Synthesis and Biological activity of kappa opioid receptor agonists. Part 2: Preparation of 3-aryl-2-pyridone analogues generated by solution- and solid-phase parallel synthesis methods

  摘要：

  New analogues of the previously described 3-aryl pyridone KOR agonists have been synthesised by parallel synthetic methods, both in solution- and with solid-phase chemistry, making use of the well known and versatile Mitsunobu, Suzuki and Buchwald reactions. Opioid receptor binding data for the compounds produced is reported. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00033-7

文献信息

• Synthesis and Biological activity of kappa opioid receptor agonists. Part 2: Preparation of 3-aryl-2-pyridone analogues generated by solution- and solid-phase parallel synthesis methods
  作者：Graeme Semple、Britt-Marie Andersson、Vijay Chhajlani、Jennie Georgsson、Magnus J Johansson、Åsa Rosenquist、Lars Swanson

  DOI：10.1016/s0960-894x(03)00033-7

  日期：2003.3

  New analogues of the previously described 3-aryl pyridone KOR agonists have been synthesised by parallel synthetic methods, both in solution- and with solid-phase chemistry, making use of the well known and versatile Mitsunobu, Suzuki and Buchwald reactions. Opioid receptor binding data for the compounds produced is reported. (C) 2003 Elsevier Science Ltd. All rights reserved.