Cyclohexylaminomethylen-malonsaeure-dinitril | 73619-76-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Cyclohexylaminomethylen-malonsaeure-dinitril
• 英文别名: 2-[(Cyclohexylamino)methylidene]propanedinitrile
• CAS: 73619-76-8
• 化学式: C₁₀H₁₃N₃
• mdl: MFCD20542408
• 分子量: 175.233
• InChiKey: GYXGUIZUPGNMPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  59.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Cyclohexylaminomethylen-malonsaeure-dinitril 、 溴乙酸乙酯 在 sodium ethanolate 、 potassium carbonate 作用下， 生成 3-amino-4-cyan-1-cyclohexyl-pyrrol-2-carbonsaeureethylester
  参考文献：
  名称：

  Zur Synthese von 3-Amino-pyrrolen durch Thorpe-Ziegler-Cyclisierung

  摘要：

  N-Aryl and alkylaminomethylene cyanacetic acid derivatives 1 react with alpha-halogencarbonyl compounds 2 in the presence of potassium carbonate/sodium ethoxide to yield the substituted 3-amino-pyrroles 6. Using the same principle of cyclization pyrrole derivatives 6 can also be obtained by reaction of beta-chloro- and beta-alkoxymethylenemalononitriles 4 with beta-aminocarbonyl compounds 5. From the malononitrile derivatives 1 containing the methylthio group in the beta-position, and alpha-halogen ketones 7, the 2-dicyanomethylene oxazolines 8 arise which undergo alkoholysis by treatment with sodium alkoxide to form the 3-amino-5-alkoxy-pyrrole derivatives 9.

  DOI：

  10.1002/prac.19923340608
• 作为产物：
  描述：

  环己胺 、 2-(Ethoxyamino-methylene)-malononitrile 以 乙醇 为溶剂， 生成 Cyclohexylaminomethylen-malonsaeure-dinitril
  参考文献：
  名称：

  1,1′-Dicyano-2-substituted ethylenes: A new class of glucose uptake inhibitors in antifilarial chemotherapy

  摘要：

  Several 1,1'-dicyano-2-substituted ethylenes (2-16) were synthesized and evaluated for in vivo antifilarial activity. Some of the screened compounds showed significant antifilarial response against Acanthocheilonema viteae in rodents. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00322-3

文献信息

• Enamine Derivatives of Malonic Acid with Pharmacologic Activities
  作者：Arthur A. Santilli、William F. Bruce、T. S. Osdene

  DOI：10.1021/jm00331a015

  日期：1964.1