2-(trifluoromethyl)pyrido<3,4-d>pyrimidin-4(3H)-one | 52833-58-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 2-(trifluoromethyl)pyrido<3,4-d>pyrimidin-4(3H)-one
• 英文别名: 2-trifluoromethyl-3H-pyrido[3,4-d]pyrimidin-4-one；2-(Trifluoromethyl)-pyrido[3,4-d]pyrimidin-4(3H)-one；2-(trifluoromethyl)-3H-pyrido[3,4-d]pyrimidin-4-one
• CAS: 52833-58-6
• 化学式: C₈H₄F₃N₃O
• 分子量: 215.134
• InChiKey: XRSGBIHEPAYDKE-UHFFFAOYSA-N

物化性质

• 沸点：
  274.8±50.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(trifluoromethyl)pyrido<3,4-d>pyrimidin-4(3H)-one 在 N,N-二甲基苯胺 、 三氯氧磷 作用下， 以 苯 为溶剂， 以58%的产率得到4-chloro-2-(trifluoromethyl)pyrido<3,4-d>pyrimidin-4(3H)-one
  参考文献：
  名称：

  Preparation and structure-activity relationships of 4-substituted amino-2-methylpyrido[3,4-d]pyrimidines as cytokinin analogs

  摘要：

  Various 4-substituted amino derivatives of 2-methylpyrido[3,4-d]pyrimidine were prepared to investigate their structure-cytokinin activity relationships. Both an Amaranthus betacyanin and a lettuce seed germination bioassay revealed that most anilino and some alkylamino derivatives were active, whereas benzylamino derivatives were inactive, indicating that the new cytokinin analogs differ from N-6-adenines in their substituent effects on the activity. The most active was a m-fluoroanilino derivative, which was as potent as N-6-benzyladenine in a tobacco callus bioassay. 2-Alkyl substituents smaller or larger than a methyl group reduced the activity.

  DOI：

  10.1021/jf00052a035
• 作为产物：
  描述：

  2,2,2-三氟乙酰胺 、 3-氨基-4-吡啶羧酸 反应 5.0h， 以79%的产率得到2-(trifluoromethyl)pyrido<3,4-d>pyrimidin-4(3H)-one
  参考文献：
  名称：

  Preparation and structure-activity relationships of 4-substituted amino-2-methylpyrido[3,4-d]pyrimidines as cytokinin analogs

  摘要：

  Various 4-substituted amino derivatives of 2-methylpyrido[3,4-d]pyrimidine were prepared to investigate their structure-cytokinin activity relationships. Both an Amaranthus betacyanin and a lettuce seed germination bioassay revealed that most anilino and some alkylamino derivatives were active, whereas benzylamino derivatives were inactive, indicating that the new cytokinin analogs differ from N-6-adenines in their substituent effects on the activity. The most active was a m-fluoroanilino derivative, which was as potent as N-6-benzyladenine in a tobacco callus bioassay. 2-Alkyl substituents smaller or larger than a methyl group reduced the activity.

  DOI：

  10.1021/jf00052a035

文献信息

• Preparation and structure-activity relationships of 4-substituted amino-2-methylpyrido[3,4-d]pyrimidines as cytokinin analogs
  作者：Shiro Nishikawa、Yoshio Nishikimi、Shinji Maki、Zenzaburo Kumazawa、Naoki Kashimura

  DOI：10.1021/jf00052a035

  日期：1995.4

  Various 4-substituted amino derivatives of 2-methylpyrido[3,4-d]pyrimidine were prepared to investigate their structure-cytokinin activity relationships. Both an Amaranthus betacyanin and a lettuce seed germination bioassay revealed that most anilino and some alkylamino derivatives were active, whereas benzylamino derivatives were inactive, indicating that the new cytokinin analogs differ from N-6-adenines in their substituent effects on the activity. The most active was a m-fluoroanilino derivative, which was as potent as N-6-benzyladenine in a tobacco callus bioassay. 2-Alkyl substituents smaller or larger than a methyl group reduced the activity.