1-甲基-4-[(1-甲基-4-硝基-1H-吡咯-2-羰基)-氨基]-1H-咪唑-2-羧酸乙酯 | 142211-80-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-甲基-4-[(1-甲基-4-硝基-1H-吡咯-2-羰基)-氨基]-1H-咪唑-2-羧酸乙酯
• 英文名称: 1-methyl-4-[(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-1H-imidazole-2-carboxylic acid ethyl ester
• 英文别名: ethyl 1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)imidazole-2-carboxylate；ethyl 1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)imidazol-2-carbonate；Ethyl 1-methyl-4-(1-methyl-4-nitro-1H-pyrrole-2-amido)-1H-imidazole-2-carboxylate；ethyl 1-methyl-4-[(1-methyl-4-nitropyrrole-2-carbonyl)amino]imidazole-2-carboxylate
• CAS: 142211-80-1
• 化学式: C₁₃H₁₅N₅O₅
• 分子量: 321.293
• InChiKey: NRQQHIIHIFVJEG-UHFFFAOYSA-N

物化性质

• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  121.29
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-甲基-4-[(1-甲基-4-硝基-1H-吡咯-2-羰基)-氨基]-1H-咪唑-2-羧酸乙酯 在 盐酸 、 lithium hydroxide 、 氨 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 3-<1-methyl-4-<1-methyl-4-(1-methyl-4-nitropyrrole-2-carboxamido)imidazole-2-carboxamido>pyrrole-2-carboxamido>propionamidine hydrochloride
  参考文献：
  名称：

  Dwyer, Tammy J.; Geierstanger, Bernhard H.; Bathini, Yadagiri, Journal of the American Chemical Society, 1992, vol. 114, # 15, p. 5911 - 5919

  摘要：

  DOI：
• 作为产物：
  描述：

  1-甲基-4-硝基咪唑-2-羧酸乙酯 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 6.0h， 生成 1-甲基-4-[(1-甲基-4-硝基-1H-吡咯-2-羰基)-氨基]-1H-咪唑-2-羧酸乙酯
  参考文献：
  名称：

  Dwyer, Tammy J.; Geierstanger, Bernhard H.; Bathini, Yadagiri, Journal of the American Chemical Society, 1992, vol. 114, # 15, p. 5911 - 5919

  摘要：

  DOI：

文献信息

• Exploring the limits of benzimidazole DNA-binding oligomers for the hypoxia inducible factor (HIF) site
  作者：Anne Viger、Peter B. Dervan

  DOI：10.1016/j.bmc.2006.08.028

  日期：2006.12

  The vascular endothelial growth factor (VEGF) and its receptors have been implicated as key-factors in tumor angiogenesis and are major targets in cancer therapy. New oligomers which mimic the architecture of DNA-binding polyamides have been designed to target the hypoxia inducible factor (HIF-1 alpha) binding site on the promoter of VEGF gene. These oligomers incorporate an increasing number of six-five fused rings such as hydroxybenzimidazole-imidazole, benzimidazole pyrrole, benzimidazole-chlorothiophene, and imidazopyridine-pyrrole, and bind the VEGF hypoxia response element (HRE) 5'-TACGT-3' with high affinity and selectivity. (c) 2006 Elsevier Ltd. All rights reserved.
• A Convenient Method for the Synthesis of DNA-Recognizing Polyamides in Solution
  作者：Junhua Xiao、Gu Yuan、Weiqiang Huang、Albert S. C. Chan、K.-L. Daniel Lee

  DOI：10.1021/jo000135n

  日期：2000.9.1

  A convenient method for the synthesis of polyamides containing N-methylpyrrole (Py) and N-methylimidazole (Im) in solution has been developed. Most of the building blocks have been prepared by a haloform reaction in a simple way that column chromatography can be avoided. By use of the DCC/HOBT coupling reaction, the building blocks prepared have been effectively connected to construct a variety of subchains and polyamides without employing amino protection and deprotection. By use of the present method, an eight-ring polyamide, PyPyPyPy gamma PyImImPy beta Dp (gamma is gamma-aminobutyric acid, beta is beta-alanine, Dp is N,N-dimethylpropyldiamine), has been synthesized by the coupling of two four-ring subchains in one step.