N,N-dimetil-2-(2-amminofenossi)acetammide | 24011-74-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N,N-dimetil-2-(2-amminofenossi)acetammide
• 英文别名: N,N-dimethyl 2'-aminophenoxo acetamide；2-(2-Aminophenoxy)-N,N-dimethylacetamide
• CAS: 24011-74-3
• 化学式: C₁₀H₁₄N₂O₂
• 分子量: 194.233
• InChiKey: QRBZBCKHRHFKPD-UHFFFAOYSA-N

物化性质

• 沸点：
  361.5±22.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-dimetil-2-(2-amminofenossi)acetammide 在 sodium acetate 、 三氯氧磷 作用下， 生成 3-(dimetilammino)-2H-1,4-benzossazine
  参考文献：
  名称：

  Balbi; Ferreccio; Mazzei, Farmaco, Edizione Scientifica, 1986, vol. 41, # 12, p. 942 - 953

  摘要：

  DOI：
• 作为产物：
  描述：

  硝苯酚 在 10% Pd/C 、 氢气 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 N,N-dimetil-2-(2-amminofenossi)acetammide
  参考文献：
  名称：

  Pyrrolidinyl phenylurea derivatives as novel CCR3 antagonists

  摘要：

  Optimization starting with our lead compound 1 (IC50 = 4.9 nM) led to the identification of pyrrolidinyl phenylurea derivatives. Further modification toward improvement of the bioavailability provided (R)-1-(1-((6-fluoronaphthalen-2-yl)methyl)pyrrolidin-3-yl)-3-(2-(2-hydroxyethoxy)phenyl)urea 32 (IC50 = 1.7 nM), a potent and orally active CCR3 antagonist. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.035

文献信息

• Dication C(R1)–N(R2)2 Synthons and their use in the Synthesis of Formamidines, Amidines, and α-Aminonitriles
  作者：Lisheng Cai、Ying Han、Sumei Ren、Liangfu Huang

  DOI：10.1016/s0040-4020(00)00785-7

  日期：2000.10

  A combination of amides and 2-pyridinesulfonyl chloride was evaluated as synthons of the dication C(R-1)-N(R-2)(2)(2+). When the substrates were primary amines, high yields of formamidines and amidines were obtained. When the substrates were alpha-aminoamides, alpha-aminonitriles were obtained. Through this process, naturally occurring a-aminoacids can be transformed into chiral alpha-aminonitriles with complete retention of stereochemical configuration. All reactions proceed rapidly at room temperature, and normally finish within 10 min, with yields ranging from 80 to 95% for most cases. Among the sulfonyl chlorides examined, 2-pyridinesulfonyl chloride stands out in both reaction rate and selectivity of formamidine or amidine versus sulfonyl amide. The scope and limitations of the reaction among different types of amides as synthons and amines as substrates were examined. (C) 2000 Elsevier Science Ltd. All rights reserved.