7-(acetyloxy)-8-allyl-2-(4-morpholinyl)-4H-1-benzopyran-4-one | 141307-93-9

• 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-(acetyloxy)-8-allyl-2-(4-morpholinyl)-4H-1-benzopyran-4-one
• 英文别名: 7-(acetyloxy)-2-(4-morpholinyl)-8-(2-propenyl)-4H-1-Benzopyran-4-one；(2-Morpholin-4-yl-4-oxo-8-prop-2-enylchromen-7-yl) acetate
• CAS: 141307-93-9
• 化学式: C₁₈H₁₉NO₅
• 分子量: 329.353
• InChiKey: ISJSIUYFDODWPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-(acetyloxy)-8-allyl-2-(4-morpholinyl)-4H-1-benzopyran-4-one 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 1.3h， 以100%的产率得到7-(acetyloxy)-8-propyl-2-(4-morpholinyl)-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
• 作为产物：
  描述：

  1-(3-烯丙基-2,4-二羟基苯基)乙酮 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 7-(acetyloxy)-8-allyl-2-(4-morpholinyl)-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：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.