2-甲氧基-5-(N-吗啉基甲基)烟酸甲酯 | 924300-49-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-甲氧基-5-(N-吗啉基甲基)烟酸甲酯
• 英文名称: methyl 2-methoxy-5-(morpholinomethyl)nicotinate
• 英文别名: methyl 2-methoxy-5-(morpholin-4-ylmethyl)pyridine-3-carboxylate
• CAS: 924300-49-2
• 化学式: C₁₃H₁₈N₂O₄
• 分子量: 266.297
• InChiKey: QOOCSNMMYOHYBW-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：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-甲氧基-5-(N-吗啉基甲基)烟酸甲酯 、 4-苯甲氧基苯乙酮 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 生成 1-[4-(benzyloxy)phenyl]-3-(2-methoxy-5-(morpholinomethyl)pyridin-3-yl)propane-1,3-dione
  参考文献：
  名称：

  Synthesis of 2-aryl-4H-pyrano[2,3-b]pyridin-4-ones by a one-pot deprotection–cyclization reaction

  摘要：

  An efficient synthesis of 2-aryl-4H-pyrano[2,3-b]pyridine-4-ones is reported, using a one-pot, two step process in the presence of pyridinium hydrochloride. The methodology is compatible with a series of functional groups useful for the synthesis of second generation analogs, as part of our SAR program. In addition, the method proved to be scalable (>100 g), allowing for efficient synthesis of material to support animal studies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.062
• 作为产物：
  描述：

  吗啉 、 methyl 5-(bromomethyl)-2-methoxynicotinate 以 四氢呋喃 为溶剂， 反应 2.0h， 以98%的产率得到2-甲氧基-5-(N-吗啉基甲基)烟酸甲酯
  参考文献：
  名称：

  Synthesis of 2-aryl-4H-pyrano[2,3-b]pyridin-4-ones by a one-pot deprotection–cyclization reaction

  摘要：

  An efficient synthesis of 2-aryl-4H-pyrano[2,3-b]pyridine-4-ones is reported, using a one-pot, two step process in the presence of pyridinium hydrochloride. The methodology is compatible with a series of functional groups useful for the synthesis of second generation analogs, as part of our SAR program. In addition, the method proved to be scalable (>100 g), allowing for efficient synthesis of material to support animal studies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.062

文献信息

• Pharmaceutical Compositions for the Prevention and Treatment of Complex Diseases and Their Delivery by Insertable Medical Devices
  申请人：Wong Norman C.W.

  公开号：US20090029987A1

  公开（公告）日：2009-01-29

  The present invention relates to polyphenol-like compounds that are useful for inhibiting VCAM-1 expression, MCP-1 expression and/or SMC proliferation in a mammal. The disclosed compounds are useful for regulating markers of inflammatory conditions, including vascular inflammation, and for treatment and prevention of inflammatory and cardiovascular diseases and related disease states.

  本发明涉及一种类似于多酚化合物，可用于抑制哺乳动物中VCAM-1表达、MCP-1表达和/或SMC增殖。所披露的化合物可用于调节炎症状态的标志物，包括血管炎症，并用于治疗和预防炎症和心血管疾病及相关疾病状态。
• Pharmaceutical compositions for the prevention and treatment of complex diseases and their delivery by insertable medical devices
  申请人：Resverlogix, Inc

  公开号：EP2314295A1

  公开（公告）日：2011-04-27

  The present invention relates to polyphenol-like compounds that are useful for inhibiting VCAM-1 expression, MCP-1 expression and/or SMC proliferation in a mammal. The disclosed compounds are useful for regulating markers of inflammatory conditions, including vascular inflammation, and for treatment and prevention of inflammatory and cardiovascular diseases and related disease states.

  本发明涉及可用于抑制哺乳动物体内 VCAM-1 表达、MCP-1 表达和/或 SMC 增殖的多酚类化合物。所公开的化合物可用于调节炎症状况（包括血管炎症）的标志物，以及治疗和预防炎症和心血管疾病及相关疾病状态。
• WO2007/16525
  申请人：——

  公开号：——

  公开（公告）日：——
• US8410109B2
  申请人：——

  公开号：US8410109B2

  公开（公告）日：2013-04-02
• Synthesis of 2-aryl-4H-pyrano[2,3-b]pyridin-4-ones by a one-pot deprotection–cyclization reaction
  作者：Vladimir Khlebnikov、Kalpesh Patel、Xiaojian Zhou、M. Madhava Reddy、Zhuoyi Su、Fabrizio S. Chiacchia、Henrik C. Hansen

  DOI：10.1016/j.tet.2009.06.062

  日期：2009.8

  An efficient synthesis of 2-aryl-4H-pyrano[2,3-b]pyridine-4-ones is reported, using a one-pot, two step process in the presence of pyridinium hydrochloride. The methodology is compatible with a series of functional groups useful for the synthesis of second generation analogs, as part of our SAR program. In addition, the method proved to be scalable (>100 g), allowing for efficient synthesis of material to support animal studies. (C) 2009 Elsevier Ltd. All rights reserved.