6-(Methylamino)-3-phenylpyrimidine-2,4(1H,3H)-dione | 84459-31-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-(Methylamino)-3-phenylpyrimidine-2,4(1H,3H)-dione
• 英文别名: 6-(methylamino)-3-phenyl-1H-pyrimidine-2,4-dione
• CAS: 84459-31-4
• 化学式: C₁₁H₁₁N₃O₂
• 分子量: 217.227
• InChiKey: SGXIWCWIFKQDTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  61.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴-4-羟基苯甲醛 、 6-(Methylamino)-3-phenylpyrimidine-2,4(1H,3H)-dione 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以74%的产率得到8-Hydroxy-10-methyl-3-phenyl-10H-pyrimido[4,5-b]quinoline-2,4-dione
  参考文献：
  名称：

  Nagamatsu, Tomohisa; Hashiguchi, Yuko; Yoneda, Fumio, Journal of the Chemical Society. Perkin transactions I, 1984, # 3, p. 561 - 565

  摘要：

  DOI：
• 作为产物：
  描述：

  6-chloro-3-phenylpyrimidine-2,4(1H,3H)-dione 、 甲胺 生成 6-(Methylamino)-3-phenylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis, biological active molecular design, and molecular docking study of novel deazaflavin–cholestane hybrid compounds

  摘要：

  Novel deazaflavin-cholestane hybrid compounds, 3',8'-disubstituted-5'-deazacholest-2,4-dieno[2,3g] pteridine-2',4'(3'H, 8'H)-diones, have been synthesized by condensation reaction between 6-(monosubstituted amino)-pyrimidin-2,4(1H,3H)-diones and 2-hydroxymethylenecholest-4-en-3-one in presence of p-toluenesulfonic acid monohydrate and diphenyl ether. The antitumor activities against human tumor cell lines (CCRF-HSB-2 and KB cells) have been investigated in vitro, and many of these compounds showed promising antitumor activities. Furthermore, molecular docking study using LigandFit within the software package Discovery Studio 1.7 was done for lead optimization of these compounds as potential PTK inhibitors. In general, all of the synthesized steroid-hybrid compounds showed good binding affinities into PTK (PDB code: 1t46). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.089

文献信息

• A new, general, and convenient synthesis of 5-deazaflavins (5-deazaisoalloxazines)
  作者：Tomohisa Nagamatsu、Yuko Hashiguchi、Mastsugu Higuchi、Fumio Yoneda

  DOI：10.1039/c39820001085

  日期：——

  The condensation of 6-substituted-aminouracils with o-halogenobenzaldehydes in dimethylformamide led to the formation of the corresponding 5-deazaflavins in a single step.

  6-取代的氨基尿嘧啶与邻卤代苯甲醛在二甲基甲酰胺中的缩合导致一步形成相应的5-脱氮黄素。
• NAGAMATSU, TOMOHISA;HASHIGUCHI, YUKO;YONEDA, FUMIO, J. CHEM. SOC. PERKIN TRANS., 1984, N 3, 561-565
  作者：NAGAMATSU, TOMOHISA、HASHIGUCHI, YUKO、YONEDA, FUMIO

  DOI：——

  日期：——
• Synthesis, biological active molecular design, and molecular docking study of novel deazaflavin–cholestane hybrid compounds
  作者：Ajaya R. Shrestha、Takashi Shindo、Noriyuki Ashida、Tomohisa Nagamatsu

  DOI：10.1016/j.bmc.2008.07.089

  日期：2008.9

  Novel deazaflavin-cholestane hybrid compounds, 3',8'-disubstituted-5'-deazacholest-2,4-dieno[2,3g] pteridine-2',4'(3'H, 8'H)-diones, have been synthesized by condensation reaction between 6-(monosubstituted amino)-pyrimidin-2,4(1H,3H)-diones and 2-hydroxymethylenecholest-4-en-3-one in presence of p-toluenesulfonic acid monohydrate and diphenyl ether. The antitumor activities against human tumor cell lines (CCRF-HSB-2 and KB cells) have been investigated in vitro, and many of these compounds showed promising antitumor activities. Furthermore, molecular docking study using LigandFit within the software package Discovery Studio 1.7 was done for lead optimization of these compounds as potential PTK inhibitors. In general, all of the synthesized steroid-hybrid compounds showed good binding affinities into PTK (PDB code: 1t46). (C) 2008 Elsevier Ltd. All rights reserved.
• Nagamatsu, Tomohisa; Hashiguchi, Yuko; Yoneda, Fumio, Journal of the Chemical Society. Perkin transactions I, 1984, # 3, p. 561 - 565
  作者：Nagamatsu, Tomohisa、Hashiguchi, Yuko、Yoneda, Fumio

  DOI：——

  日期：——