[4-(ethyl-methylamino)phenyl]carbamic acid tert-butyl ester | 1111628-41-1

• 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-(ethyl-methylamino)phenyl]carbamic acid tert-butyl ester
• 英文别名: 1,1-Dimethylethyl N-[4-(ethylmethylamino)phenyl]carbamate；tert-butyl N-[4-[ethyl(methyl)amino]phenyl]carbamate
• CAS: 1111628-41-1
• 化学式: C₁₄H₂₂N₂O₂
• 分子量: 250.341
• InChiKey: ROJHPBZVLKTSCS-UHFFFAOYSA-N

物化性质

• 熔点：
  56-58 °C
• 沸点：
  323.1±25.0 °C(Predicted)
• 密度：
  1.074±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [4-(ethyl-methylamino)phenyl]carbamic acid tert-butyl ester 、 三氟乙酸 反应 2.0h， 生成
  参考文献：
  名称：

  Guanidine and 2-Aminoimidazoline Aromatic Derivatives as α₂-Adrenoceptor Ligands: Searching for Structure−Activity Relationships

  摘要：

  In this paper, we report the synthesis of three new 2-aminoimidazoline (compounds 4b, 5b, and 6b) and three new guanidine derivatives (compounds 7b, 8b, and 9b) as potential alpha(2)-adrenoceptor antagonists for the treatment of depression. Their pharmacological profile was evaluated in vitro in human brain tissue and compared to the potential antidepressant 1 and the agonists 2 and 3. All new substrates were evaluated by in vitro functional [S-35]GTP gamma S binding assays in human prefrontal cortex to determine their agonistic or antagonistic activity. Compound 8b was found to be an antagonist in vitro and was subjected to in vivo microdialysis experiments in rats. Moreover, a new synthesis of the precursor amines for compounds 4b-9b is presented.

  DOI：

  10.1021/jm800838r
• 作为产物：
  描述：

  (4-甲氨基苯基)氨基甲酸叔丁酯 、 甲磺酸乙酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以39%的产率得到[4-(ethyl-methylamino)phenyl]carbamic acid tert-butyl ester
  参考文献：
  名称：

  Guanidine and 2-Aminoimidazoline Aromatic Derivatives as α₂-Adrenoceptor Ligands: Searching for Structure−Activity Relationships

  摘要：

  In this paper, we report the synthesis of three new 2-aminoimidazoline (compounds 4b, 5b, and 6b) and three new guanidine derivatives (compounds 7b, 8b, and 9b) as potential alpha(2)-adrenoceptor antagonists for the treatment of depression. Their pharmacological profile was evaluated in vitro in human brain tissue and compared to the potential antidepressant 1 and the agonists 2 and 3. All new substrates were evaluated by in vitro functional [S-35]GTP gamma S binding assays in human prefrontal cortex to determine their agonistic or antagonistic activity. Compound 8b was found to be an antagonist in vitro and was subjected to in vivo microdialysis experiments in rats. Moreover, a new synthesis of the precursor amines for compounds 4b-9b is presented.

  DOI：

  10.1021/jm800838r

文献信息

• a2-Adrenoceptor Ligands
  申请人：Rozas Hernando Maria Isabel

  公开号：US20100160332A1

  公开（公告）日：2010-06-24

  The adrenergic receptors or adrenoceptors are a family of G-protein coupled receptors split into α and β subclasses. The adrenoceptors have important roles in regulating a myriad of physiological conditions and their malfunction has been implicated in the pathophysiology of a number of diseases. Disclosed herein are a series of novel compounds which are ligands of the alpha2-adrenoceptor (α 2 -ARs) subclass of adrenergic receptors. The invention also provides for pharmaceutical compositions comprising the novel compounds. The compounds are suitable for use in the manufacture of medicaments for the treatment of α 2 -ARs associated disorders, such as depression and schizophrenia.

  肾上腺素受体或肾上腺素受体是一类G蛋白偶联受体家族，分为α和β亚类。肾上腺素受体在调节多种生理条件中起着重要作用，其功能异常已被认为与多种疾病的病理生理有关。本文披露了一系列新颖化合物，这些化合物是肾上腺素受体中α2-肾上腺素受体（α2-ARs）亚类的配体。本发明还提供了包含这些新颖化合物的药物组合物。这些化合物适用于制造用于治疗与α2-肾上腺素受体相关疾病的药物，如抑郁症和精神分裂症。
• Guanidine and 2-Aminoimidazoline Aromatic Derivatives as α₂-Adrenoceptor Ligands: Searching for Structure−Activity Relationships
  作者：Fernando Rodriguez、Isabel Rozas、Jorge E. Ortega、Amaia M. Erdozain、J. Javier Meana、Luis F. Callado

  DOI：10.1021/jm800838r

  日期：2009.2.12

  In this paper, we report the synthesis of three new 2-aminoimidazoline (compounds 4b, 5b, and 6b) and three new guanidine derivatives (compounds 7b, 8b, and 9b) as potential alpha(2)-adrenoceptor antagonists for the treatment of depression. Their pharmacological profile was evaluated in vitro in human brain tissue and compared to the potential antidepressant 1 and the agonists 2 and 3. All new substrates were evaluated by in vitro functional [S-35]GTP gamma S binding assays in human prefrontal cortex to determine their agonistic or antagonistic activity. Compound 8b was found to be an antagonist in vitro and was subjected to in vivo microdialysis experiments in rats. Moreover, a new synthesis of the precursor amines for compounds 4b-9b is presented.