3,3'-dimethyl-6-(phenylamino)-2,4-(1H,3H)-pyrimidinedione | 58137-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3'-dimethyl-6-(phenylamino)-2,4-(1H,3H)-pyrimidinedione
• 英文别名: 3-Methyl-6-(m-toluidino)uracil；3-methyl-6-(3-methyl-anilino)-1H-pyrimidine-2,4-dione；3-methyl-6-(3-methylanilino)-1H-pyrimidine-2,4-dione
• CAS: 58137-46-5
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: WRCFYUNJRIEFRD-UHFFFAOYSA-N

物化性质

• 熔点：
  291 °C
• 密度：
  1.291±0.06 g/cm3(Predicted)
• 溶解度：
  >34.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  3,3'-dimethyl-6-(phenylamino)-2,4-(1H,3H)-pyrimidinedione 生成 3,8-Dimethylalloxazin
  参考文献：
  名称：

  Fluid solution and solid-state electron nuclear double resonance studies of flavin model compounds and flavoenzymes

  摘要：

  DOI：

  10.1021/ja00315a048
• 作为产物：
  描述：

  6-氯-3-甲基尿嘧啶 、 3-甲基苯胺 以68%的产率得到3,3'-dimethyl-6-(phenylamino)-2,4-(1H,3H)-pyrimidinedione
  参考文献：
  名称：

  Fluid solution and solid-state electron nuclear double resonance studies of flavin model compounds and flavoenzymes

  摘要：

  DOI：

  10.1021/ja00315a048

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。
• Flavins as potential antimalarials. 2. 3-Methyl-10-(substituted-phenyl)flavins
  作者：William B. Cowden、Peter K. Halladay、Ross B. Cunningham、Nicholas H. Hunt、Ian A. Clark

  DOI：10.1021/jm00110a009

  日期：1991.6

  A series of 3-methyl-10-(substituted-phenyl)flavins was prepared and tested for antimalarial activity against the lethal parasite Plasmodium vinckei in mice. Several of these analogues were found to be effective antimalarial agents. A quantitative structure-activity relationship study was undertaken with 44 analogues and no satisfactory relationship could be established.
• 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：——
• COWDEN, WILLIAM B.;HALLADAY, PETER K.;CUNNINGHAM, ROSS B.;HUNT, NICHOLAS +, J. MED. CHEM., 34,(1991) N, C. 1818-1822
  作者：COWDEN, WILLIAM B.、HALLADAY, PETER K.、CUNNINGHAM, ROSS B.、HUNT, NICHOLAS +

  DOI：——

  日期：——
• 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：——