1-(3-bromo-2-hydroxypropyl)-2-methyl-4-nitroimidazole | 194803-31-1

• 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-(3-bromo-2-hydroxypropyl)-2-methyl-4-nitroimidazole
• 英文别名: 1-Bromo-3-(2-methyl-4-nitroimidazol-1-yl)propan-2-ol
• CAS: 194803-31-1
• 化学式: C₇H₁₀BrN₃O₃
• 分子量: 264.079
• InChiKey: JXGQPWIBTMOSJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  83.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3-bromo-2-hydroxypropyl)-2-methyl-4-nitroimidazole 生成 R-(+)-1-(3-bromo-2-hydroxypropyl)-2-methyl-4-nitroimidazole
  参考文献：
  名称：

  Lipase-catalyzed resolution of both enantiomers of Ornidazole and some analogues

  摘要：

  The resolution of the enantiomers of the chemotherapeutic Ornidazole (Tiberal((R))) 1a was achieved by acetylation of the racemic compound with vinylacetate in the presence of lipase Amano PS (from Pseudomonas cepacia). The halogen analogues 4a-6a and the corresponding 4-nitro-derivatives 1b and 4b-6b were also synthesized and the enantiomers were separated by kinetic enzymatic resolution. The absolute configuration of two compounds was determined by X-ray crystallography. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00260-7
• 作为产物：
  描述：

  奥硝唑异构体 在 sodium hydroxide 、 氢溴酸 作用下， 反应 3.25h， 生成 1-(3-bromo-2-hydroxypropyl)-2-methyl-4-nitroimidazole
  参考文献：
  名称：

  Lipase-catalyzed resolution of both enantiomers of Ornidazole and some analogues

  摘要：

  The resolution of the enantiomers of the chemotherapeutic Ornidazole (Tiberal((R))) 1a was achieved by acetylation of the racemic compound with vinylacetate in the presence of lipase Amano PS (from Pseudomonas cepacia). The halogen analogues 4a-6a and the corresponding 4-nitro-derivatives 1b and 4b-6b were also synthesized and the enantiomers were separated by kinetic enzymatic resolution. The absolute configuration of two compounds was determined by X-ray crystallography. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00260-7