7-<(2-bromoethyl)oxy>-8-methyl-2-(4-morpholinyl)-4H-1-benzopyran-4-one | 141308-24-9

• 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-<(2-bromoethyl)oxy>-8-methyl-2-(4-morpholinyl)-4H-1-benzopyran-4-one
• 英文别名: 7-(2-Bromoethyl)oxy-8-methyl-2-(4-morpholinyl)-4H-1-benzopyran-4-one(Relating to Chart J)；7-(2-bromoethyl)oxy-8-methyl-2-(4-morpholinyl)-4H-1-benzopyran-4-one；7-(2-Bromoethoxy)-8-methyl-2-morpholin-4-ylchromen-4-one
• CAS: 141308-24-9
• 化学式: C₁₆H₁₈BrNO₄
• 分子量: 368.227
• InChiKey: LGDJLTLFELDWGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  503.5±50.0 °C(Predicted)
• 密度：
  1.489±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-甲基哌嗪 、 7-<(2-bromoethyl)oxy>-8-methyl-2-(4-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-<(2-bromoethyl)oxy>-8-methyl-2-(4-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

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

  公开号：EP0525123A1

  公开（公告）日：1993-02-03
• 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：——

  公开号：WO1991019707A2

  公开（公告）日：1991-12-26

  [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 comme agents antiathérosclérotiques. De plus, divers composés de la formule (I) constituent des inhibiteurs utiles de la prolifération cellulaire.
• PDE2 inhibition by the PI3 kinase inhibitor LY294002 and analogues
  作者：Belinda M. Abbott、Philip E. Thompson

  DOI：10.1016/j.bmcl.2004.03.043

  日期：2004.6

  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.