4-azidosalicoyl-ethylenediamine hydrochloride | 1293988-99-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-azidosalicoyl-ethylenediamine hydrochloride
• CAS: 1293988-99-4
• 化学式: C₉H₁₁N₅O₂*ClH
• 分子量: 257.68
• InChiKey: UTOFVOMVSVMQKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  124.11
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-azidosalicoyl-ethylenediamine hydrochloride 、 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以290.8 mg的产率得到4-azido-2-hydroxy-N-(2-(2-((E)-((3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-17-oxo-3,4,9,11-tetrahydro-1H-cyclopenta[a]phenanthren-7-(2H,8H,10H,12H,13H,14H,15H,16H,17H)-ylidene)aminooxy)acetamido)ethyl)benzamide
  参考文献：
  名称：

  Photo-DHEA—A functional photoreactive dehydroepiandrosterone (DHEA) analog

  摘要：

  The steroid hormone dehydroepiandrosterone (DHEA) has beneficial effects on vascular function, survival of neurons, and fatty acid metabolism. However, a specific receptor for DHEA has not been identified to date. Here, we describe the synthesis of a photoreactive DHEA derivative (Photo-DHEA). In Photo-DHEA, typical characteristics of DHEA are conserved: (i) a "planar" tetracyclic ring system with a Delta(5) double bond, (ii) a 3 beta-hydroxyl group. and (iii) a keto group at C17. In cell-based assays, Photo-DHEA showed the same properties as DHEA. We conclude that Photo-DHEA is suitable for radioiodination to yield a tool for the identification of the elusive DHEA receptor. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2011.01.009
• 作为产物：
  描述：

  4-叠氮基水杨酸 N-羟基琥珀酰亚胺酯 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 3.5h， 生成 4-azidosalicoyl-ethylenediamine hydrochloride
  参考文献：
  名称：

  Photo-DHEA—A functional photoreactive dehydroepiandrosterone (DHEA) analog

  摘要：

  The steroid hormone dehydroepiandrosterone (DHEA) has beneficial effects on vascular function, survival of neurons, and fatty acid metabolism. However, a specific receptor for DHEA has not been identified to date. Here, we describe the synthesis of a photoreactive DHEA derivative (Photo-DHEA). In Photo-DHEA, typical characteristics of DHEA are conserved: (i) a "planar" tetracyclic ring system with a Delta(5) double bond, (ii) a 3 beta-hydroxyl group. and (iii) a keto group at C17. In cell-based assays, Photo-DHEA showed the same properties as DHEA. We conclude that Photo-DHEA is suitable for radioiodination to yield a tool for the identification of the elusive DHEA receptor. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2011.01.009