7-hydroxy-8-methyl-2-morpholinyl-4H-1-benzopyran-4-one | 130735-91-0

• 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: 7-hydroxy-8-methyl-2-morpholinyl-4H-1-benzopyran-4-one
• 英文别名: 7-hydroxy-2-(4-morpholinyl)-8-methyl-4H-1-benzopyran-4-one；7-hydroxy-8-methyl-2-morpholin-4-ylchromen-4-one
• CAS: 130735-91-0
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: HVAFHGNROKLJGO-UHFFFAOYSA-N

物化性质

• 沸点：
  465.2±45.0 °C(Predicted)
• 密度：
  1.360±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-hydroxy-8-methyl-2-morpholinyl-4H-1-benzopyran-4-one 生成 8-甲基-7-[2-(4-甲基哌嗪-1-基)乙氧基]-2-吗啉-4-基苯并吡喃-4-酮
  参考文献：
  名称：

  PDE2 inhibition by the PI3 kinase inhibitor LY294002 and analogues

  摘要：

  Synthetic 2-morpholinochromones, including the known PI3-kinase inhibitor LY294002, have been evaluated in vitro as inhibitors of isolated human platelet phosphodiesterases. Inhibition of the cAMP-phosphodiesterases, PDE2 and PDE3 by LY294002 is reported for the first time. Preliminary screening across a range of 2-morpholinochromones has revealed structural features for optimised PDE2 inhibition. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.043
• 作为产物：
  描述：

  4-乙酰基吗啉 在 三氟甲磺酸酐 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 7-hydroxy-8-methyl-2-morpholinyl-4H-1-benzopyran-4-one
  参考文献：
  名称：

  PDE2 inhibition by the PI3 kinase inhibitor LY294002 and analogues

  摘要：

  Synthetic 2-morpholinochromones, including the known PI3-kinase inhibitor LY294002, have been evaluated in vitro as inhibitors of isolated human platelet phosphodiesterases. Inhibition of the cAMP-phosphodiesterases, PDE2 and PDE3 by LY294002 is reported for the first time. Preliminary screening across a range of 2-morpholinochromones has revealed structural features for optimised PDE2 inhibition. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.043

文献信息

• 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.

  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。
• Synthesis and biological evaluation of antiplatelet 2-aminochromones
  作者：Joel Morris、Donn G. Wishka、Alice H. Lin、William R. Humphrey、Ann L. Wiltse、Ronald B. Gammill、Thomas M. Judge、Sharon N. Bisaha、Nancy L. Olds

  DOI：10.1021/jm00066a012

  日期：1993.7

  The synthesis and biological evaluation of a series of antiplatelet 2-morpholinylchromones has been described. Modification of the C-7 phenylmethoxy group of 8-methyl-7-(phenylmethoxy)-2-(4-morpholinyl)-4H-1-benzopyran-4-one (2) has led to the discovery of a series of 7-[(amino-ethyl)oxy]-8-methyl derivatives which are potent inhibitors of ADP-induced platelet aggregation. Several members of this class proved active in preventing platelet-dependent thrombus formation in the dog, including 8-methyl-7-[2-(4-methyl-1-piperazinyl)ethoxy]-2-(4-morpholinyl)-4H-1-benzopyran-4-one (39) which was devoid of hemodynamic effects at the effective antithrombotic dose.
• Analysis of anti-PDE3 activity of 2-morpholinochromone derivatives reveals multiple mechanisms of anti-platelet activity
  作者：Belinda M. Abbott、Philip E. Thompson

  DOI：10.1016/j.bmcl.2005.10.092

  日期：2006.2

  A series of synthetic 2-morpholinochromones have been evaluated as inhibitors of platelet phosphodiesterase, PDE3A. While previous assertions about the anti-PDE3 activity of this class have been confirmed, in some cases the reported anti-platelet activities clearly derive from a non-PDE3 regulated mechanism. The potential utility of 2-morpholinochromones either as PDE3 inhibitors and/or anti-thrombotic agents thus remains only poorly examined. (c) 2005 Elsevier Ltd. All rights reserved.
• 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