1,3,8-trimethyl-7-phenyl-1H-pyrrolo[3,2-g]pteridine-2,4(3H,8H)-dione | 647826-61-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1,3,8-trimethyl-7-phenyl-1H-pyrrolo[3,2-g]pteridine-2,4(3H,8H)-dione
• 英文别名: 1,3,8-Trimethyl-7-phenylpyrrolo[3,2-G]pteridine-2,4-dione
• CAS: 647826-61-7
• 化学式: C₁₇H₁₅N₅O₂
• 分子量: 321.338
• InChiKey: ZIRMPCPDVQUMEQ-UHFFFAOYSA-N

物化性质

• 熔点：
  227-229 °C
• 沸点：
  557.0±60.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  71.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-chloro-1,3-dimethylpteridine-2,4(1H,3H)-dione 在 tris-(dibenzylideneacetone)dipalladium(0) potassium permanganate 、 copper(l) iodide 、 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 生成 1,3,8-trimethyl-7-phenyl-1H-pyrrolo[3,2-g]pteridine-2,4(3H,8H)-dione
  参考文献：
  名称：

  摘要：

  Sonogashira cross-coupling of 6-chloro-1,3-dimethyllumazine with terminal alkynes gave 6-alkynyl derivatives in good yields. Oxidative amination of the latter with primary alkylamines was accompanied by the pyrrole-ring closure to form 1-R'-2-R-6,8-dimethylpyrrolo[3,2-g]pteridine-5,7(6H,8H)-diones. The addition of bromine to 6-alkynyllumazines afforded the corresponding dibromoalkenes whose treatment with sodium trithiocarbonate gave rise to 2-R-6,8-dimethyltliieno[3,2-g]pteridine-5,7(6H,8H)-diones. The latter compounds are close analogs of the metabolite of molybdenum cofactor (molybdopterine).

  DOI：

  10.1023/a:1024891530684

文献信息

• Synthesis and heterocyclizations of 3-alkynyl-6,8-dimethylpyrimido-[4,5-<i>c</i>]pyridazine-5,7(6<i>H</i>,8<i>H</i>)-diones and their lumazine analogues
  作者：Anna V. Gulevskaya、Shee Van Dang、Alexander F. Pozharskii

  DOI：10.1002/jhet.5570420308

  日期：2005.4

  Synthesis of some condensed pyrrolo-, thieno-, furo-, pyrido- and pyranopteridines as well as isomeric pyrrolo- and thienopyrimido[4,5-c]pyridazines from alkynyl derivatives of 6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-dione and 1,3-dimethyllumazine is represented.

  由6,8-二甲基嘧啶并[4,5- c ]哒嗪的炔基衍生物合成一些稠合的吡咯并，噻吩并，呋喃基，吡啶并和吡喃蝶啶以及异构体吡咯并和噻吩并嘧啶并[4,5 - c ]哒嗪。代表-5,7（6 H，8 H）-二酮和1,3-二甲基鲁嗪。
• ——
  作者：A. V. Gulevskaya、Dang Van Shee、A. F. Pozharskii

  DOI：10.1023/a:1024891530684

  日期：——

  Sonogashira cross-coupling of 6-chloro-1,3-dimethyllumazine with terminal alkynes gave 6-alkynyl derivatives in good yields. Oxidative amination of the latter with primary alkylamines was accompanied by the pyrrole-ring closure to form 1-R'-2-R-6,8-dimethylpyrrolo[3,2-g]pteridine-5,7(6H,8H)-diones. The addition of bromine to 6-alkynyllumazines afforded the corresponding dibromoalkenes whose treatment with sodium trithiocarbonate gave rise to 2-R-6,8-dimethyltliieno[3,2-g]pteridine-5,7(6H,8H)-diones. The latter compounds are close analogs of the metabolite of molybdenum cofactor (molybdopterine).