N-methyl-4,6-dimethoxyindoline | 1221439-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-methyl-4,6-dimethoxyindoline
• CAS: 1221439-99-1
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: LDNBUXBZMFFJCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-methyl-4,6-dimethoxyindoline 、 catharanthine N-oxide 在 三氟乙酸酐 、 sodium tetrahydroborate 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 1.67h， 以56%的产率得到
  参考文献：
  名称：

  Elaboration of Simplified Vinca Alkaloids and Phomopsin Hybrids

  摘要：

  Nine simplified vinca alkaloids and phomospin A hybrids, in which vindoline moiety has been replaced by a simpler scaffold, have been elaborated to evaluate their activity on the inhibition of tubulin polymerization. This article deals with the synthesis of various simplified vinca alkaloids, using a stereoselective coupling of catharantine with reactive aromatic compounds and methanol as well as their subsequent condensation with a large peptide chain mimicking those of phomopsin A. Biological evaluation and molecular modeling studies are also reported.

  DOI：

  10.1111/j.1747-0285.2009.00922.x
• 作为产物：
  描述：

  1-methyl-4,6-dimethoxyindole 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以90%的产率得到N-methyl-4,6-dimethoxyindoline
  参考文献：
  名称：

  Elaboration of Simplified Vinca Alkaloids and Phomopsin Hybrids

  摘要：

  Nine simplified vinca alkaloids and phomospin A hybrids, in which vindoline moiety has been replaced by a simpler scaffold, have been elaborated to evaluate their activity on the inhibition of tubulin polymerization. This article deals with the synthesis of various simplified vinca alkaloids, using a stereoselective coupling of catharantine with reactive aromatic compounds and methanol as well as their subsequent condensation with a large peptide chain mimicking those of phomopsin A. Biological evaluation and molecular modeling studies are also reported.

  DOI：

  10.1111/j.1747-0285.2009.00922.x