methyl 1-(4-methoxybenzyl)-6-oxo-1,6-dihydropyridine-3-carboxylate

• 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
• 英文名称: methyl 1-(4-methoxybenzyl)-6-oxo-1,6-dihydropyridine-3-carboxylate
• 英文别名: methyl 1-(4-methoxybenzyl)-2-pyridone-5-carboxylate；1-(4-Methoxy-benzyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid methyl ester；methyl 1-[(4-methoxyphenyl)methyl]-6-oxopyridine-3-carboxylate
• 化学式: C₁₅H₁₅NO₄
• 分子量: 273.288
• InChiKey: ABVGCUIARQGGCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 1-(4-methoxybenzyl)-6-oxo-1,6-dihydropyridine-3-carboxylate 、 氢氧化锂 在 水 、 乙酸乙酯 、 magnesium sulfate 作用下， 以 tetrahydrofuran methanol 为溶剂， 反应 64.0h， 以to afford 1-(4-methoxy-benzyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid, which的产率得到1-(4-methoxy-benzyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid
  参考文献：
  名称：

  Calcium receptor modulating agents

  摘要：

  本发明通常涉及新型钙敏感剂化合物和包含它们的制药组合物。本发明还涉及使用式（I）中所表示的化合物治疗与钙感受受体功能相关的疾病或疾病的方法。其中，Cy1为吡啶基、吡啶基、喹啉基或9-乙基-9H-β-咔啉基，其中每种化合物都可以被取代，而Cy2为苯基萘基。

  公开号：

  US08791147B2
• 作为产物：
  描述：

  丙炔酸甲酯 、 methyl 3-(4-methoxybenzylamino)acrylate 在 乙基溴化镁 作用下， 生成 methyl 1-(4-methoxybenzyl)-6-oxo-1,6-dihydropyridine-3-carboxylate
  参考文献：
  名称：

  Aminoacrylates. II. An Efficient Synthesis of .ALPHA.-Pyridones by Heterocyclic Annelation Reactions of Magnesium Amides Derived from sec-Aminoacrylates with Methyl Propiolate.

  摘要：

  由仲氨基丙烯酸酯 3 和乙基溴化镁制得的镁酰胺 4 与丙炔酸甲酯（2）反应生成了 α-吡啶酮。这提供了一种高效的杂环环化反应。

  DOI：

  10.1248/cpb.47.128

文献信息

• CALCIUM RECEPTOR MODULATING AGENTS
  申请人：Fotsch Christopher

  公开号：US20110230517A1

  公开（公告）日：2011-09-22

  The present invention relates generally to novel calcimimetic compounds and pharmaceutical compositions comprising them. The invention also relates to methods of treating of diseases or disorders related to the function of the calcium sensing receptor using the compounds represented in Formula (I). Where Cy 1 is pyridinonyl, pyridinyl, quinolinyl or 9-ethyl-9H-beta-carbolinyl, each of which optionally substituted and where Cy 2 is phenyl naphthyl.

  本发明涉及新型钙敏感剂化合物及包含它们的制药组合物。本发明还涉及使用式（I）中所表示的化合物治疗与钙感受受体功能相关的疾病或障碍的方法。其中Cy1为吡啶基、吡啶基、喹啉基或9-乙基-9H-β-咔唑基，每种基团均可选择性地取代，Cy2为苯基萘基。
• An annulation method for the synthesis of alkyl-substituted 6-carbomethoxy-2-pyridones
  作者：Yu Zhang、Brad M. Loertscher、Steven L. Castle

  DOI：10.1016/j.tet.2009.06.006

  日期：2009.8

  A protocol for the synthesis of 5-alkyl and 3,5-dialkyl-6-carbomethoxy-2-pyridones was devised. Key steps include a Mannich reaction, acylation of a tosylamine, and a PPh3/TiCl4-promoted intramolecular Reformatsky-type reaction with a thioester as the electrophile. The latter process typically afforded a vinylogous thiocarbamate via elimination of water rather than the Dieckmann-type product which would have resulted from elimination of the thiol. However, the Dieckmann-type ketone product was obtained in one instance. Subsequent elimination of the tosyl group and desulfurization completed the pyridone synthesis. (C) 2009 Elsevier Ltd. All rights reserved.
• US8791147B2
  申请人：——

  公开号：US8791147B2

  公开（公告）日：2014-07-29
• Aminoacrylates. II. An Efficient Synthesis of .ALPHA.-Pyridones by Heterocyclic Annelation Reactions of Magnesium Amides Derived from sec-Aminoacrylates with Methyl Propiolate.
  作者：Takeshi KOIKE、Naoki TAKEUCHI、Seisho TOBINAGA

  DOI：10.1248/cpb.47.128

  日期：——

  The reactions of magnesium amides 4 derived from sec-aminoacrylates 3 and ethylmagnesium bromide with methyl propiolate (2) afforded α-pyridones. This provides an efficient heterocyclic annelation reaction.

  由仲氨基丙烯酸酯 3 和乙基溴化镁制得的镁酰胺 4 与丙炔酸甲酯（2）反应生成了 α-吡啶酮。这提供了一种高效的杂环环化反应。
• Calcium receptor modulating agents
  申请人：Fotsch Christopher

  公开号：US08791147B2

  公开（公告）日：2014-07-29

  The present invention relates generally to novel calcimimetic compounds and pharmaceutical compositions comprising them. The invention also relates to methods of treating of diseases or disorders related to the function of the calcium sensing receptor using the compounds represented in Formula (I). Where Cy1 is pyridinonyl, pyridinyl, quinolinyl or 9-ethyl-9H-beta-carbolinyl, each of which optionally substituted and where Cy2 is phenyl naphthyl.

  本发明通常涉及新型钙敏感剂化合物和包含它们的制药组合物。本发明还涉及使用式（I）中所表示的化合物治疗与钙感受受体功能相关的疾病或疾病的方法。其中，Cy1为吡啶基、吡啶基、喹啉基或9-乙基-9H-β-咔啉基，其中每种化合物都可以被取代，而Cy2为苯基萘基。