8-methyl-2-(4-morpholinyl)-7-(naphthyl-1-methyloxy)-4H-1-benzopyran-4-one | 130736-25-3

• 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: 8-methyl-2-(4-morpholinyl)-7-(naphthyl-1-methyloxy)-4H-1-benzopyran-4-one
• 英文别名: 8-Methyl-2-(4-morpholinyl)-7-(1-naphthalenylmethoxy)-4H-1-benzopyran-4-one；8-methyl-2-morpholin-4-yl-7-(naphthalen-1-ylmethoxy)chromen-4-one
• CAS: 130736-25-3
• 化学式: C₂₅H₂₃NO₄
• 分子量: 401.462
• InChiKey: GZIQMRPAMVVPAK-UHFFFAOYSA-N

物化性质

• 沸点：
  607.6±55.0 °C(Predicted)
• 密度：
  1.285±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二羟基-4-乙酰甲苯 在 lithium hydroxide 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 生成 8-methyl-2-(4-morpholinyl)-7-(naphthyl-1-methyloxy)-4H-1-benzopyran-4-one
  参考文献：
  名称：

  Synthesis and biological evaluation of antiplatelet 2-aminochromones

  摘要：

  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.

  DOI：

  10.1021/jm00066a012

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.
• 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.