1-ethyl-3-phenylquinazoline-2,4(1H,3H)-dione | 115540-77-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-ethyl-3-phenylquinazoline-2,4(1H,3H)-dione
• 英文别名: 3-phenyl-1-ethyl-3H-quinazolin-2,4-dione；1-ethyl-3-phenylquinazoline-2,4-dione
• CAS: 115540-77-7
• 化学式: C₁₆H₁₄N₂O₂
• 分子量: 266.299
• InChiKey: WOJCZZPRSSKRJC-UHFFFAOYSA-N

物化性质

• 熔点：
  246 °C(Solv: methanol (67-56-1))
• 沸点：
  419.0±28.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-ethylisatoic anhydride 、 异氰酸苯酯 反应 2.0h， 以80%的产率得到1-ethyl-3-phenylquinazoline-2,4(1H,3H)-dione
  参考文献：
  名称：

  Reddy, Ch. K.; Reddy, P. S. N.; Ratnam, C. V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 882 - 883

  摘要：

  DOI：

文献信息

• Copper-catalyzed domino reaction of carbodiimides and benzoic acid derivatives for the synthesis of quinazolinediones
  作者：Chanikan Duangjan、Vatcharin Rukachaisirikul、Saowanit Saithong、Juthanat Kaeobamrung

  DOI：10.1016/j.tetlet.2018.08.028

  日期：2018.9

  obtained from 2-iodobenzoic acids and carbodiimide derivatives under mild reaction conditions via a copper-catalyzed domino reaction. The absence of an external base was essential to avoid the generation of amide by-products. Both alkyl- and aryl-substituted carbodiimides gave the corresponding quinazolinediones. However, the use of aryl-substituted carbodiimides resulted in low yields due to an undesired

  喹唑啉二酮是由2-碘苯甲酸和碳二亚胺衍生物在温和的反应条件下通过铜催化的多米诺反应制得的。缺少外部碱对于避免酰胺副产物的产生是必不可少的。烷基和芳基取代的碳二亚胺均得到相应的喹唑啉二酮。然而，由于不希望的消除方法，芳基取代的碳二亚胺的使用导致低产率。
• Progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton
  作者：Aya Nakagawa、Shigeyuki Uno、Makoto Makishima、Hiroyuki Miyachi、Yuichi Hashimoto

  DOI：10.1016/j.bmc.2008.05.016

  日期：2008.7

  Novel non-steroidal progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton were developed and their structure-activity relationships were investigated. Among the prepared compounds, 4-(4,4-diethyl-3,4-dihydro-1,3-dioxoquinolin-2(1H)yl) benzonitrile (DEPIQ-4CN) showed the most potent activity, with IC50 values of 74-78 nM in alkaline phosphatase activity and reporter gene assays. (c) 2008 Elsevier Ltd. All rights reserved.
• REDDY, CH. K.;REDDY, P. S. N.;RATNAM, C. V., INDIAN J. CHEM., 26,(1987) N 9, 882-883
  作者：REDDY, CH. K.、REDDY, P. S. N.、RATNAM, C. V.

  DOI：——

  日期：——
• Reddy, Ch. K.; Reddy, P. S. N.; Ratnam, C. V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 882 - 883
  作者：Reddy, Ch. K.、Reddy, P. S. N.、Ratnam, C. V.

  DOI：——

  日期：——