2-morpholino-3-nitro-4H-chromen-4-one | 130737-38-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-morpholino-3-nitro-4H-chromen-4-one
• 英文别名: 2-(4-morpholinyl)-3-nitro-4H-1-benzopyran-4-one；2-morpholin-4-yl-3-nitrochromen-4-one
• CAS: 130737-38-1
• 化学式: C₁₃H₁₂N₂O₅
• 分子量: 276.249
• InChiKey: WKINMSHKBLGHAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  84.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-morpholino-3-nitro-4H-chromen-4-one 在 钯 氮气 、 乙酸乙酯 作用下， 以 乙酸乙酯 为溶剂， 反应 4.0h， 以to give 3-Amino-2-(morpholinyl)-4H-1-benzopyran-4-one (419 mg, 94%)的产率得到3-Amino-2-(4-morpholinyl)-4H-1-benzopyran-4-one
  参考文献：
  名称：

  Antiatherosclerotic and antithrombotic 1-benzopyran-4-ones and

  摘要：

  本发明涉及公式I的化合物，其可作为抗动脉粥样硬化药物与药物载体结合使用。此外，公式I的各种化合物也是细胞增殖抑制剂。

  公开号：

  US05703075A1
• 作为产物：
  描述：

  吗啉 、 2-(methylthio)-3-nitro-4H-chromen-4-one 以 1,4-二氧六环 为溶剂， 以93%的产率得到2-morpholino-3-nitro-4H-chromen-4-one
  参考文献：
  名称：

  A concise synthetic strategy to functionalized chromenones via [5+1] heteroannulation and facile C–N/C–S/C–O bond formation with various nucleophiles

  摘要：

  A highly efficient strategy to 2,3-substituted chromen-4H-ones has been developed. The methodology involves unexpected intramolecular heteroannulation of readily accessible substituted 2-hydroxy-omega-nitroacetophenone with carbon disulfide in the presence K2CO3 followed by methylation with methyl iodide. These chromenones were further reacted with various nucleophiles such as amines, thiols, and alkoxide resulting in the facile C-N, C-S, and C-O bond formation. The scope and generality have been discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.020

文献信息

• ANTIATHEROSCLEROTIC AND ANTITHROMBOTIC 1-BENZOPYRAN-4-ONES AND 2-AMINO-1,3-BENZOXAZINE-4-ONES
  申请人：THE UPJOHN COMPANY

  公开号：EP0459983A1

  公开（公告）日：1991-12-11
• US5703075A
  申请人：——

  公开号：US5703075A

  公开（公告）日：1997-12-30
• [EN] ANTIATHEROSCLEROTIC AND ANTITHROMBOTIC 1-BENZOPYRAN-4-ONES AND 2-AMINO-1,3-BENZOXAZINE-4-ONES
  申请人：THE UPJOHN COMPANY

  公开号：WO1990006921A1

  公开（公告）日：1990-06-28

  (EN) This invention relates to compounds of formula (I) which are useful in association with a pharmaceutical carrier as antiatherosclerotic agents. In addition, various compounds of formula (I) are useful inhibitors of cell proliferation.(FR) L'invention concerne des composés de la formule (I), utiles en association avec un support pharmaceutique en tant qu'agents antiathérosclérotiques. De plus, divers composés de la formule (I) sont des inhibiteurs utiles de prolifération de cellules.
• A concise synthetic strategy to functionalized chromenones via [5+1] heteroannulation and facile C–N/C–S/C–O bond formation with various nucleophiles
  作者：Mahesh M. Savant、Neetha S. Gowda、Akshay M. Pansuriya、Chirag V. Bhuva、Naval Kapuriya、Sridhar M. Anandalwar、Shashidhara J. Prasad、Anamik Shah、Yogesh T. Naliapara

  DOI：10.1016/j.tetlet.2010.11.020

  日期：2011.1

  A highly efficient strategy to 2,3-substituted chromen-4H-ones has been developed. The methodology involves unexpected intramolecular heteroannulation of readily accessible substituted 2-hydroxy-omega-nitroacetophenone with carbon disulfide in the presence K2CO3 followed by methylation with methyl iodide. These chromenones were further reacted with various nucleophiles such as amines, thiols, and alkoxide resulting in the facile C-N, C-S, and C-O bond formation. The scope and generality have been discussed. (C) 2010 Elsevier Ltd. All rights reserved.
• Antiatherosclerotic and antithrombotic 1-benzopyran-4-ones and
  申请人：Pharmacia & Upjohn Company

  公开号：US05703075A1

  公开（公告）日：1997-12-30

  This invention relates to compounds of Formula I ##STR1## which are useful in association with a pharmaceutical carrier as antiatherosclerotic agents. In addition, various compounds of Formula I are useful inhibitors of cell proliferation.

  这项发明涉及公式I的化合物，这些化合物在与药用载体一起作为抗动脉粥样硬化药剂时是有用的。此外，公式I的各种化合物是细胞增殖的有效抑制剂。