amino-2 5H-benzopyranno<1><4,3-d>pyrimidine | 109466-23-1

• 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: amino-2 5H-benzopyranno<1><4,3-d>pyrimidine
• 英文别名: 5H-chromeno[4,3-d]pyrimidin-2-amine
• CAS: 109466-23-1
• 化学式: C₁₁H₉N₃O
• 分子量: 199.212
• InChiKey: AUYGNXXTXGESQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  61
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  pyrrolidinomethylene-3 chromanone-4 、 胍 以 乙醇 为溶剂， 反应 3.0h， 以90%的产率得到amino-2 5H-benzopyranno<1><4,3-d>pyrimidine
  参考文献：
  名称：

  Graffe, Bernadette; Sacquet, Marie-Claude; Bellassoued-Fargeau, Marie-Claude, Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1753 - 1756

  摘要：

  DOI：

文献信息

• New polycyclic pyrimidine derivatives with antiplatelet in vitro activity: synthesis and pharmacological screening
  作者：Olga Bruno、Silvia Schenone、Angelo Ranise、Francesco Bondavalli、Elisabetta Barocelli、Vigilio Ballabeni、Milena Chiavarini、Simona Bertoni、Massimiliano Tognolini、Mariannina Impicciatore

  DOI：10.1016/s0968-0896(00)00272-8

  日期：2001.3

  The preparation and the pharmacological screening of novel anti-aggregatory/antiphlogistic polycyclic pyrimidine derivatives are described. The compounds were developed starting from bioactive 2-aminobenzopyranopyrimidine derivatives in order to assess the importance of the benzopyrano[4,3-d]pyrimidine structure and the role of an amino basic moiety in position 2. Antiplatelet activity was assessed in vitro against ADP and arachidonic acid-induced aggregation in guinea-pig plasma. Anti-inflammatory analgesic/antipyretic activities were studied in rat paw oedema, mouse writhing test and E coli-induced rat fever. Ulcerogenic and gastroprotective effects were also investigated in vivo on rat gastric mucosa. Among the tested compounds, the 5-substituted benzopyranopyrimidine derivatives 3d and 4d proved to be the most active antiplatelet agents as potent as acetylsalicylic acid against arachidonic acid-stimulated aggregation. Furthermore the 2-methylthio derivative 4d was endowed with greater efficacy against ADP aggregation suggesting that additional non-TXA(2) dependent mechanisms are involved in its biological activity. Orally administered at 100 mg kg(-1) in rats this latter compound displayed antiphlogistic acitivity comparable to indomethacin (10 mg kg(-1)) coupled with an unusual gastroprotective effect on ethanol-induced ulcers. In conclusion, these findings indicate that the 5-pyrrolidino-2-methylthiobenzopyrano[4d] fulfils the chemical requirements to exhibit antiplatelet activity associated with gastroprotective effect. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Graffe, Bernadette; Sacquet, Marie-Claude; Bellassoued-Fargeau, Marie-Claude, Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1753 - 1756
  作者：Graffe, Bernadette、Sacquet, Marie-Claude、Bellassoued-Fargeau, Marie-Claude、Maitte, Pierre

  DOI：——

  日期：——