1(H)-imidazole-5-nitrolic acid | 857352-41-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1(H)-imidazole-5-nitrolic acid
• 英文别名: N-[1H-imidazol-5-yl(nitro)methylidene]hydroxylamine
• CAS: 857352-41-1
• 化学式: C₄H₄N₄O₃
• 分子量: 156.101
• InChiKey: UXXKJZUOJQZYJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1(H)-imidazole-5-nitrolic acid 、 丁酰氯 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 0.25h， 以69%的产率得到
  参考文献：
  名称：

  Synthesis and ocular effects of imidazole nitrolic acid and amidoxime esters

  摘要：

  Esters of 1-(H)-imidazole-5-nitrolic acid and 1-methyl-imidazole-5-carboxamide oxime were prepared to study the effect of esterification on the ocular effects of these compounds. Esterifications were performed with acid chloride. Acid chloride also reacts with the ring nitrogen of 1-(H)-imidazole-5-nitrolic acid, but the desired esters could be selectively prepared by adjustment of the reaction conditions. Esterification led to loss of the ocular effects exhibited by the parent compounds. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.068
• 作为产物：
  描述：

  1H-imidazole-4-carbaldehyde oxime 在 硝酸 、 溶剂黄146 作用下， 反应 0.5h， 以46%的产率得到1(H)-imidazole-5-nitrolic acid
  参考文献：
  名称：

  Synthesis and Ocular Effects of Imidazole Nitrolic Acids

  摘要：

  Novel 1-R-imidazole-2-nitrolic acids and 1-R-imidazole-5-nitrolic acids (R: H, Me, Bn) were synthesized from oximes by treatment with a mixture of fuming nitric acid and acetic acid. The effects of these potential nitric oxide-donating compounds were tested on ocular variables such as intraocular pressure and formation of cyclic guanosine-3,5 '-monophosphate in the incubation of porcine iris-ciliary body.

  DOI：

  10.1021/jm048949+