4-(5-Imino-4,4-dimethyl-2-oxo-imidazolidin-1-yl)-2-iodo-benzonitrile | 793668-25-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 4-(5-Imino-4,4-dimethyl-2-oxo-imidazolidin-1-yl)-2-iodo-benzonitrile
• CAS: 793668-25-4
• 化学式: C₁₂H₁₁IN₄O
• 分子量: 354.15
• InChiKey: LRGOSWDTTXLOGY-UHFFFAOYSA-N

物化性质

• 密度：
  1.80±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  79.98
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(5-Imino-4,4-dimethyl-2-oxo-imidazolidin-1-yl)-2-iodo-benzonitrile 在 盐酸 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(3-Cyanomethyl-4,4-dimethyl-2,5-dioxo-imidazolidin-1-yl)-2-iodo-benzonitrile
  参考文献：
  名称：

  Synthesis and structure–activity investigation of iodinated arylhydantoins and arylthiohydantoins for development as androgen receptor radioligands

  摘要：

  A series of side-chain derivatives of the arylhydantoin RU 58841 and the arylthiohydantoin RU 59063, wherein the aromatic trifluoromethyl group was replaced with iodine, was synthesized for possible development as radioiodinated androgon receptor (AR) ligands. Derivatives containing the cyanomethyl, methoxyethyl and propenyl side-chains displayed moderately high affinity (K-i = 20-59 nM) towards the rat AR. Side-chains containing bulky lipophilic groups such as, benzyl and phenylpropyl, were poorly tolerated (K-i > 219 nM). Superior AR binding affinities (0.71 nM < Ki < 11 nM) were displayed by arylhydantoins and arylthiohydantom derivatives containing hydroxybutyl or methyl side-chains. The latter compounds are potential candidates for development as radioiodinated AR ligands. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.031
• 作为产物：
  描述：

  4-amino-2-iodobenzonitrile 在 三乙胺 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 生成 4-(5-Imino-4,4-dimethyl-2-oxo-imidazolidin-1-yl)-2-iodo-benzonitrile
  参考文献：
  名称：

  Dort, M. E. Van; Jewett, D. M.; Jung, Y.-W., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S330 - S332

  摘要：

  DOI：