2-pyrrolidino-5H-[1]benzopyrano[4,3-d]pyrimidin-5-one | 61466-38-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-pyrrolidino-5H-[1]benzopyrano[4,3-d]pyrimidin-5-one
• 英文别名: 2-pyrrolidin-1-yl-chromeno[4,3-d]pyrimidin-5-one；2-(Pyrrolidin-1-yl)-5H-[1]benzopyrano[4,3-d]pyrimidin-5-one；2-pyrrolidin-1-ylchromeno[4,3-d]pyrimidin-5-one
• CAS: 61466-38-4
• 化学式: C₁₅H₁₃N₃O₂
• 分子量: 267.287
• InChiKey: KWPPLCINFGIHFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-pyrrolidin-1-yl-5H-chromeno[4,3-d]pyrimidin-5-ol 在 sodium hydroxide 、 potassium permanganate 作用下， 反应 0.5h， 生成 2-pyrrolidino-5H-[1]benzopyrano[4,3-d]pyrimidin-5-one
  参考文献：
  名称：

  Petersen,U.; Heitzer,H., Justus Liebigs Annalen der Chemie, 1976, p. 1663 - 1673

  摘要：

  DOI：

文献信息

• Petersen,U.; Heitzer,H., Justus Liebigs Annalen der Chemie, 1976, p. 1663 - 1673
  作者：Petersen,U.、Heitzer,H.

  DOI：——

  日期：——
• 2-Substituted [1]benzopyrano[4,3-d]pyrimidin-5-ones
  作者：I. Strakova、M. Petrova、S. Belyakov、A. Strakovs

  DOI：10.1007/s10593-007-0128-4

  日期：2007.6
• PETERSEN U.; HEITZER H., J. LIEBIGS ANN. CHEM. <JLAC-BF>, 1976, NO 9, 1663-1673
  作者：PETERSEN U.、 HEITZER H.

  DOI：——

  日期：——
• Synthesis, antiplatelet and antithrombotic activities of new 2-substituted benzopyrano[4,3-d]pyrimidin-4-cycloamines and 4-amino/cycloamino-benzopyrano[4,3-d]pyrimidin-5-ones
  作者：Olga Bruno、Chiara Brullo、Silvia Schenone、Francesco Bondavalli、Angelo Ranise、Massimiliano Tognolini、Mariannina Impicciatore、Vigilio Ballabeni、Elisabetta Barocelli

  DOI：10.1016/j.bmc.2005.07.066

  日期：2006.1

  Atherothrombotic coronary artery disease, associated with deep vein thrombosis, is one of the most common causes of death worldwide. Recently, antiplatelet combination therapy using agents with different mechanisms of action, Such as aspirin, dipyridamole, and thienopyridines, seems to be an attractive preventive approach. Moreover, several large, randomized clinical trials support combination therapy with aspirin plus warfarin in high-risk patients with atherosclerotic heart disease. Our research on the benzopyrano[4,3-d]pyrimidine system gave rise to the synthesis of a large number of Compounds endowed with in vitro anti-aggregating activity. Several SAR considerations Suggest that the benzopyranopyrimidine system is an appropriate scaffold to obtain molecules that are able to act simultaneously in different pathways of aggregation. Now, we report the synthesis of new 2-substituted benzopyrano[4,3-d]pyrimidin-4-cycloamines and 4-amino/cycloamino-benzopyrano[4,3-d]pyrimidin-5-ones and the results of the pharmacological study on haemostasis. Some tested compounds showed a large-spectrum antiplatelet activity in vitro, and are more potent than aspirin as antithrombotics in vivo but, at variance with aspirin, they do not increase bleeding. This paper describes novel antithrombotic Compounds with an interesting pharmacological profile and a potentially attractive benefit/risk ratio, with their mechanism of action generally, but not exclusively, dependent on antiplatelet activity, deserving further investigations. (c) 2005 Elsevier Ltd. All rights reserved.