3-{2-[((4,6-dimethylpyrimidin-2-ylamino)(imino)methyl)amino]ethyl}-1H-indole | 667431-12-1

• 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: 3-{2-[((4,6-dimethylpyrimidin-2-ylamino)(imino)methyl)amino]ethyl}-1H-indole
• 英文别名: 1-(4,6-dimethylpyrimidin-2-yl)-2-[2-(1H-indol-3-yl)ethyl]guanidine
• CAS: 667431-12-1
• 化学式: C₁₇H₂₀N₆
• mdl: MFCD03853748
• 分子量: 308.386
• InChiKey: LRXTUBHKBZJFDW-UHFFFAOYSA-N

物化性质

• 熔点：
  186-188 °C(Solv: isopropanol (67-63-0))
• 沸点：
  542.1±52.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  92
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-{2-[((4,6-dimethylpyrimidin-2-ylamino)(imino)methyl)amino]ethyl}-1H-indole 、 3-氯苯甲酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 以61%的产率得到3-chloro-N-{(4,6-dimethylpyrimidin-2-ylamino)[2-(1H-indol-3-yl)ethylamino]methylidene}benzamide
  参考文献：
  名称：

  Guanidines based on tryptamine and histamine in reactions with electrophiles

  摘要：

  Reactions of 4,6-dimethylpyrimidin-2-ylcyanamide with tryptamines and histamine gave the corresponding disubstituted guanidines. The molecular parameters of the products were calculated using GAUSSIAN 03 software package. The direction of electrophilic attack on these compounds was predicted on the basis of the geometric shape of their highest occupied molecular orbital (HOMO) and molecular electrostatic potential (MEP) maps. Acyl, carbamoyl, and cyclic derivatives were obtained, whose structure was consistent with the results of quantum-chemical calculations.

  DOI：

  10.1134/s1070363207100143
• 作为产物：
  描述：

  色胺 、 (4,6-二甲基嘧啶-2-基)氰胺 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以56%的产率得到3-{2-[((4,6-dimethylpyrimidin-2-ylamino)(imino)methyl)amino]ethyl}-1H-indole
  参考文献：
  名称：

  Guanidines based on tryptamine and histamine in reactions with electrophiles

  摘要：

  Reactions of 4,6-dimethylpyrimidin-2-ylcyanamide with tryptamines and histamine gave the corresponding disubstituted guanidines. The molecular parameters of the products were calculated using GAUSSIAN 03 software package. The direction of electrophilic attack on these compounds was predicted on the basis of the geometric shape of their highest occupied molecular orbital (HOMO) and molecular electrostatic potential (MEP) maps. Acyl, carbamoyl, and cyclic derivatives were obtained, whose structure was consistent with the results of quantum-chemical calculations.

  DOI：

  10.1134/s1070363207100143

文献信息

• [EN] METHODS OF TREATMENT USING WNT INHIBITORS<br/>[FR] PROCÉDÉS DE TRAITEMENT UTILISANT DES INHIBITEURS DE WNT
  申请人：UNIV UTAH RES FOUND

  公开号：WO2010014948A1

  公开（公告）日：2010-02-04

  Described herein are methods of treating a cancer mediated by a Wnt signaling pathway, with a variety of compounds, including Wnt inhibitor compounds. Also described are methods of identifying compounds capable of modulating a Wnt signaling pathway.
• Guanidines based on tryptamine and histamine in reactions with electrophiles
  作者：A. S. Shestakov、O. E. Sidorenko、Kh. S. Shikhaliev、A. A. Pavlenko

  DOI：10.1134/s1070363207100143

  日期：2007.10

  Reactions of 4,6-dimethylpyrimidin-2-ylcyanamide with tryptamines and histamine gave the corresponding disubstituted guanidines. The molecular parameters of the products were calculated using GAUSSIAN 03 software package. The direction of electrophilic attack on these compounds was predicted on the basis of the geometric shape of their highest occupied molecular orbital (HOMO) and molecular electrostatic potential (MEP) maps. Acyl, carbamoyl, and cyclic derivatives were obtained, whose structure was consistent with the results of quantum-chemical calculations.