N-carbomethoxyethylenediamine | 29170-18-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-carbomethoxyethylenediamine
• 英文别名: (2-amino-ethyl)-carbamic acid methyl ester；(2-Amino-aethyl)-carbamidsaeure-methylester；methyl N-(2-aminoethyl)carbamate
• CAS: 29170-18-1
• 化学式: C₄H₁₀N₂O₂
• 分子量: 118.136
• InChiKey: ZLPCBYPQDSLNMY-UHFFFAOYSA-N

物化性质

• 沸点：
  224.0±23.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲基-4,6-二氯-5-氨基嘧啶 、 N-carbomethoxyethylenediamine 以 异丙醇 为溶剂， 生成 methyl (2-((5-amino-6-chloro-2-methylpyrimidin-4-yl)amino)ethyl)carbamate
  参考文献：
  名称：

  Discovery and optimization of novel purines as potent and selective CB2 agonists

  摘要：

  A focused screening strategy identified thienopyrimidine 1 as a hCB2 cannabinoid receptor agonist with moderate selectivity over the hCB1 receptor. This initial hit suffered from poor in vitro metabolic stability and high in vivo clearance. Structure-activity relationships describe the optimization and modification to a less lipophilic purine core. Examples from this novel series were found to be highly potent and fully efficacious agonists of the human CB2 receptor with excellent selectivity against CB1. Compound 10 possesses good biopharmaceutical properties, is highly water soluble and demonstrates robust oral activity in rodent models of joint pain. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.035
• 作为产物：
  描述：

  N-(2-溴乙基)氨基甲酸甲酯 、 乌洛托品 在 氯仿 作用下， 生成 N-carbomethoxyethylenediamine
  参考文献：
  名称：

  The Chemical Structure of Some Diamine Carbamates¹

  摘要：

  DOI：

  10.1021/ja01148a124

文献信息

• Methoxycarbonylation of Aliphatic Diamines with Dimethyl Carbonate Promoted by<i>in situ</i>Generated Hydroxide Ion: A Mechanistic Consideration
  作者：Dae Won Kim、Eun Soo Huh、Sang Do Park、Ly Vinh Nguyen、Mai Dao Nguyen、Hoon Sik Kim、Minserk Cheong、Dinh Quan Nguyen

  DOI：10.1002/adsc.200900699

  日期：2010.2.15

  The methoxycarbonylation reactions of aliphatic diamines with dimethyl carbonate are accelerated greatly in the presence of water. Theoretical investigations on the mechanistic aspects of the methoxycarbonylation of 1,6-hexanediamine strongly suggest that the hydroxide ion, generated in situ from the interaction of 1,6-hexanediamine with water, is an active catalytic species and plays a pivotal role

  在水的存在下，脂肪族二胺与碳酸二甲酯的甲氧基羰基化反应大大加快。对1,6-己二胺甲氧基羰基化机理的理论研究有力地表明，由1,6-己二胺与水的相互作用原位产生的氢氧根离子是一种活性的催化物质，在速率上起关键作用。 -确定从氨基提取氢的步骤。
• Efficient and Green Preparation of 2-Imidazolidinone using Sulfamic Acid as Acidic Catalyst
  作者：Jianshe Liu、Yaqiang Xie、Liyi Ye、Huidong Yan、Song Tu

  DOI：10.1080/00304948.2014.944406

  日期：2014.9.3

  extensive applications such as corrosion inhibitors, antioxidants in gasoline, and intermediates for pharmaceuticals and agrochemicals.2,3 Among urea derivatives, 2imidazolidinone is widely used as an intermediate for the synthesis of medicines, toiletries, cosmetic products,4 and as delignification solvent and chemotherapeutic agents.5,6 It is also the key intermediate in the synthesis of 1,3-dim

  2-乙二胺 (EDA) 与光气、三光气或二氧化碳。当使用光气时，该反应需要高压并导致严重的毒理学和环境问题。8-10 除了需要使用昂贵的原材料外，许多催化剂价格昂贵且对人体健康有害。因此，已经开发了涉及 EDA 与尿素反应 11 和有机碳酸酯（如碳酸二甲酯、碳酸二乙酯、碳酸亚乙酯和双（对碳甲氧基苯基）碳酸酯）的替代路线。 3,6,12-14 碳酸二甲酯 (DMC) 是一种安全、低成本、绿色环保的光气和其他羰基化剂的替代试剂1,15。最近，
• Discovery and optimization of novel purines as potent and selective CB2 agonists
  作者：Sean P. Hollinshead、Peter C. Astles、Mark G. Chambers、Michael P. Johnson、John Palmer、Michael W. Tidwell

  DOI：10.1016/j.bmcl.2012.06.035

  日期：2012.8

  A focused screening strategy identified thienopyrimidine 1 as a hCB2 cannabinoid receptor agonist with moderate selectivity over the hCB1 receptor. This initial hit suffered from poor in vitro metabolic stability and high in vivo clearance. Structure-activity relationships describe the optimization and modification to a less lipophilic purine core. Examples from this novel series were found to be highly potent and fully efficacious agonists of the human CB2 receptor with excellent selectivity against CB1. Compound 10 possesses good biopharmaceutical properties, is highly water soluble and demonstrates robust oral activity in rodent models of joint pain. (c) 2012 Elsevier Ltd. All rights reserved.
• The Chemical Structure of Some Diamine Carbamates¹
  作者：Ephraim Katchalski、Chaja Berliner-Klibanski、Arie Berger

  DOI：10.1021/ja01148a124

  日期：1951.4