2-[(4-dimethylaminophenyl)imino]-5-methyl-1,3-di(tert-butoxycarbonyl)imidazolidine | 1393670-38-6

• 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: 2-[(4-dimethylaminophenyl)imino]-5-methyl-1,3-di(tert-butoxycarbonyl)imidazolidine
• CAS: 1393670-38-6
• 化学式: C₂₂H₃₄N₄O₄
• 分子量: 418.536
• InChiKey: IUSHQNWAUIIQQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  74.68
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-[(4-dimethylaminophenyl)imino]-5-methyl-1,3-di(tert-butoxycarbonyl)imidazolidine 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 3.0h， 以71%的产率得到4-dimethylamino-N-(4-methylimidazolidin-2-ylidene)aniline hydrochloride
  参考文献：
  名称：

  制备芳基2-亚氨基咪唑烷的新方法

  摘要：

  提出了合成1-芳基-和2-芳基-2-亚氨基咪唑烷的不同策略。的环化Ñ -Boc- Ñ ' -芳基- ñ '' -在甲磺酰氯和三乙胺或氢化钠在0℃下存在（2-羟乙基）胍，得到良好的收率相应的2- iminoimidazolidines。

  DOI：

  10.1016/j.tetlet.2012.06.042
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 sodium hydride 、 三乙胺 、 mercury dichloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 mineral oil 为溶剂， 反应 19.75h， 生成 2-[(4-dimethylaminophenyl)imino]-5-methyl-1,3-di(tert-butoxycarbonyl)imidazolidine
  参考文献：
  名称：

  Guanidine-based α2-adrenoceptor ligands: Towards selective antagonist activity

  摘要：

  Depression has been linked to a selective increase in the high affinity conformation of the alpha(2)-adrenergic autoreceptors (alpha 2-ARs) in the human brain as well as to an overexpression of alpha 2-ARs in the hippocampus and cerebral cortex. Thus, the development of novel alpha 2-AR antagonists represents an attractive source of new antidepressants. This paper describes the design, synthesis and pharmacological evaluation of 30 new guanidinium and 2-iminoimidazolidinium as potential alpha 2-AR antagonists. In order to design this new series of alpha 2-AR antagonists, a pharmacophore model was developed using the GALAHAD software. This study suggested that increased substitution in the space surrounding the cationic guanidine moiety might lead selectively to antagonist activity. Following the preparation of compounds incorporating this feature and competitive radioligand binding, [S-35]GTP gamma S functional assays revealed that this structural modification affords exclusively alpha 2-AR antagonists, in contrast with the analogous unsubstituted compounds in which a mixture of antagonist/agonist activities was previously observed. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.05.057