(E/Z)-1-benzylimidazole-5-carbaldehyde oxime | 857352-35-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E/Z)-1-benzylimidazole-5-carbaldehyde oxime
• 英文别名: 1-benzylimidazole-5-carbaldehyde oxime；N-[(3-benzylimidazol-4-yl)methylidene]hydroxylamine
• CAS: 857352-35-3
• 化学式: C₁₁H₁₁N₃O
• 分子量: 201.228
• InChiKey: YGLWXTCRQMMCKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E/Z)-1-benzylimidazole-5-carbaldehyde oxime 在 硝酸 、 溶剂黄146 作用下， 反应 1.0h， 以48%的产率得到1-benzylimidazole-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+
• 作为产物：
  描述：

  1-苄基-1H-咪唑-5-甲醛 在 盐酸羟胺 、 sodium carbonate 作用下， 反应 1.0h， 生成 (E/Z)-1-benzylimidazole-5-carbaldehyde oxime
  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+

文献信息

• Synthesis, ocular effects, and nitric oxide donation of imidazole amidoximes
  作者：L. Oresmaa、H. Kotikoski、M. Haukka、O. Oksala、E. Pohjala、H. Vapaatalo、E. Moilanen、P. Vainiotalo、P. Aulaskari

  DOI：10.1016/j.ejmech.2006.05.001

  日期：2006.9

  Novel 1-R-imidazole-5-amidoximes and I-R-5-cyano-imidazole-4-amidoximes (R: H, Me, Bn) were prepared from their corresponding nitriles and were tested for their efficacy to lower intraocular pressure (IOP) in rabbits. The ability of these compounds to donate nitric oxide (NO) was studied by observing the stimulation of formation of cyclic guanosine-3',5'-monophosphate (cGMP) in the incubation of porcine iris-ciliary body. In the incubation experiments, 1-methylimidazole-5-amidoxime and 1(H)-imidazole-4(5)-amidoxime stimulated formation of cGMP indicating NO donating ability of these compounds. 1-Methylimidazole-5-amidoxime lowered IOP significantly after intravitreal injection. (c) 2006 Elsevier SAS. All rights reserved.