4-Acetylamino-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester | 225667-13-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-Acetylamino-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester
• 英文别名: Ethyl 4-acetamido-1-methylimidazole-2-carboxylate；ethyl 4-acetamido-1-methylimidazole-2-carboxylate
• CAS: 225667-13-0
• 化学式: C₉H₁₃N₃O₃
• 分子量: 211.221
• InChiKey: PTKVQJWORUONEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  73.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Acetylamino-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester 在 sodium hydroxide 、 水 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 为溶剂， 生成 4-[(4-Acetylamino-1-methyl-1H-imidazole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Sequence-Specific DNA Alkylation by Hybrid Molecules between Segment A of Duocarmycin A and Pyrrole/Imidazole Diamide

  摘要：

  In the absence of distamycin A (Dist), hybrids 1 (X=N, CH) selectively alkylate the 3' end of adenine in AT-rich DNA sequences. However, these hybrids can form a heterodimer with Dist to alkylate G residues of predetermined DNA sequences efficiently and with high selectivity.

  DOI：

  10.1002/(sici)1521-3773(19990301)38:5<650::aid-anie650>3.0.co;2-o
• 作为产物：
  描述：

  乙酸酐 、 4-氨基-N-甲基咪唑-2-羧酸乙酯盐酸盐 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以85%的产率得到4-Acetylamino-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Sequence-Specific DNA Alkylation by Hybrid Molecules between Segment A of Duocarmycin A and Pyrrole/Imidazole Diamide

  摘要：

  In the absence of distamycin A (Dist), hybrids 1 (X=N, CH) selectively alkylate the 3' end of adenine in AT-rich DNA sequences. However, these hybrids can form a heterodimer with Dist to alkylate G residues of predetermined DNA sequences efficiently and with high selectivity.

  DOI：

  10.1002/(sici)1521-3773(19990301)38:5<650::aid-anie650>3.0.co;2-o

文献信息

• Selectfluor-Promoted Direct Fluorination at the 4- or 5-Position of Imidazole Derivatives
  作者：Dazhi Zhang、Zhihui Jiang、Tingjunhong Ni、Changqing Wei、Shujuan Tian、Yan Li、Li Dai、Hong Liu

  DOI：10.1055/s-0032-1317934

  日期：——

  Facile fluorination of imidazole derivatives at the 4- or 5-position has been achieved successfully by Selectfluor. This is the first report of a technique for preparing fluoroimidazoles in one step.
• Sequence-Specific DNA Alkylation by Hybrid Molecules between Segment A of Duocarmycin A and Pyrrole/Imidazole Diamide
  作者：Zhi-Fu Tao、Tsuyoshi Fujiwara、Isao Saito、Hiroshi Sugiyama

  DOI：10.1002/(sici)1521-3773(19990301)38:5<650::aid-anie650>3.0.co;2-o

  日期：1999.3.1

  In the absence of distamycin A (Dist), hybrids 1 (X=N, CH) selectively alkylate the 3' end of adenine in AT-rich DNA sequences. However, these hybrids can form a heterodimer with Dist to alkylate G residues of predetermined DNA sequences efficiently and with high selectivity.