N-(4-叠氮基-2,6-二乙基苯基)-4,5-二氢-1H-咪唑-2-胺 | 121158-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-叠氮基-2,6-二乙基苯基)-4,5-二氢-1H-咪唑-2-胺
• 英文名称: N-(4-azido-2,6-diethylphenyl)-4,5-dihydro-1H-imidazol-2(3H)-imine
• 英文别名: 2(2,6-diethyl-4- azidophenylimino)imidazolidine；2-(2,6-Diethyl-4-azidophenylimino)imidazolidine；N-(4-azido-2,6-diethylphenyl)-4,5-dihydro-1H-imidazol-2-amine
• CAS: 121158-53-0
• 化学式: C₁₃H₁₈N₆
• 分子量: 258.326
• InChiKey: REKFDIPXCOVRPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  50.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,6-二乙基苯胺 在 盐酸 、 sodium azide 、 水 、 硝酸 、 铁粉 、 溶剂黄146 、 sodium nitrite 、 三氯氧磷 作用下， 以 乙醇 、 水 为溶剂， 反应 9.72h， 生成 N-(4-叠氮基-2,6-二乙基苯基)-4,5-二氢-1H-咪唑-2-胺
  参考文献：
  名称：

  A probe for octopamine receptors. Synthesis of 2-[(4-azido-2,6-diethylphenyl)imino]imidazolidine and its tritiated derivative, a potent reversible irreversible activator of octopamine-sensitive adenylate cyclase

  摘要：

  In order to develop an irreversible ligand for octopamine receptors, a highly potent azido-substituted 2-(phenyl-imino)imidazolidine (NC-5Z, 8) and its tritiated derivative (3H-NC-5Z, 11) have been designed and synthesized. Under reversible-binding conditions, NC-5Z is 50-100-fold more potent than octopamine in activating octopamine-sensitive adenylate cyclase in a variety of tissues. After photolysis, 3H-NC-5Z binds irreversibly to cell membranes, and this binding is reduced by preincubation with octopamine agonists and antagonists but not by norepinephrine, dopamine, serotonin, or histamine. NC-5Z should be useful both as a potent reversible octopamine agonist and as an affinity probe for characterizing and isolating octopamine-receptor proteins.

  DOI：

  10.1021/jm00128a022

文献信息

• CNRE BINDING FACTORS AND USES THEREOF
  申请人：THE BRIGHAM AND WOMEN'S HOSPITAL, INC.

  公开号：EP1071434A1

  公开（公告）日：2001-01-31
• EP1071434A4
  申请人：——

  公开号：EP1071434A4

  公开（公告）日：2002-04-03
• [EN] CNRE BINDING FACTORS AND USES THEREOF<br/>[FR] FACTEURS DE LIAISON CNRE ET UTILISATIONS CORRESPONDANTES
  申请人：THE BRIGHAM AND WOMEN'S HOSPITAL, INC.

  公开号：WO1999055343A1

  公开（公告）日：1999-11-04

  (EN) The invention pertains to nucleic acids encoding CNRE-binding polypeptides, including fragments and biologically functional variants thereof. The invention also pertains to therapeutics and diagnostics involving the foregoing proteins and genes and agents that bind the foregoing proteins and genes.(FR) La présente invention concerne des acides nucléiques codant des polypeptides de liaison CNRE, et y-compris certains de leurs fragments et variantes biologiquement fonctionnelles. L'invention concerne également des produits thérapeutiques et de diagnostic mettant en oeuvre ces protéines et ces gènes, ainsi que des agents se liant à ces protéines et gènes.
• A probe for octopamine receptors. Synthesis of 2-[(4-azido-2,6-diethylphenyl)imino]imidazolidine and its tritiated derivative, a potent reversible irreversible activator of octopamine-sensitive adenylate cyclase
  作者：James A. Nathanson、Girts Kaugars

  DOI：10.1021/jm00128a022

  日期：1989.8

  In order to develop an irreversible ligand for octopamine receptors, a highly potent azido-substituted 2-(phenyl-imino)imidazolidine (NC-5Z, 8) and its tritiated derivative (3H-NC-5Z, 11) have been designed and synthesized. Under reversible-binding conditions, NC-5Z is 50-100-fold more potent than octopamine in activating octopamine-sensitive adenylate cyclase in a variety of tissues. After photolysis, 3H-NC-5Z binds irreversibly to cell membranes, and this binding is reduced by preincubation with octopamine agonists and antagonists but not by norepinephrine, dopamine, serotonin, or histamine. NC-5Z should be useful both as a potent reversible octopamine agonist and as an affinity probe for characterizing and isolating octopamine-receptor proteins.