5-Aminooxymethyl-isoxazole-3-carbonitrile | 238760-95-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Aminooxymethyl-isoxazole-3-carbonitrile
• 英文别名: 5-(Aminooxymethyl)-1,2-oxazole-3-carbonitrile
• CAS: 238760-95-7
• 化学式: C₅H₅N₃O₂
• 分子量: 139.114
• InChiKey: SQUQQVKBQFLBHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  85.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Aminooxymethyl-isoxazole-3-carbonitrile 在 盐酸 、 间甲酚 作用下， 生成 (2S,3R,5R)-3-[(3-Cyano-isoxazol-5-ylmethoxyimino)-methyl]-3-methyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and Evaluation of 2β-0xyimino and Alkenylpenicillanic Acid Sulfone Derivatives as β-Lactamase Inhibitors

  摘要：

  The synthesis and in vitro synergies of 2 beta-alkenyl and oxyiminopenam sulfone derivatives are described. Most of the compounds synthesized exhibited good inhibitory activities and synergistic antibacterial activities with piperacillin and ceftriaxone, respectively, against several beta-lactamase producing strains. Particularly the 2 beta-alkenylpenam sulfone derivatives. 1e and 1g, showed good synergistic activity with ceftriaxone against Citrobacter freundi NIH 10018-68 and Proteus vulgaris 20. Also the compounds 2a, 2c, and 2f, 2 beta-oxyiminopenam sulfone derivatives, exhibited improved synergistic activity with piperacillin against Citrobacter freundi NIH 10018-68.

  DOI：

  10.1002/(sici)1521-4184(19991)332:1<7::aid-ardp7>3.0.co;2-m
• 作为产物：
  描述：

  5-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxymethyl)-isoxazole-3-carbonitrile 在 一水合肼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 5-Aminooxymethyl-isoxazole-3-carbonitrile
  参考文献：
  名称：

  Synthesis and Evaluation of 2β-0xyimino and Alkenylpenicillanic Acid Sulfone Derivatives as β-Lactamase Inhibitors

  摘要：

  The synthesis and in vitro synergies of 2 beta-alkenyl and oxyiminopenam sulfone derivatives are described. Most of the compounds synthesized exhibited good inhibitory activities and synergistic antibacterial activities with piperacillin and ceftriaxone, respectively, against several beta-lactamase producing strains. Particularly the 2 beta-alkenylpenam sulfone derivatives. 1e and 1g, showed good synergistic activity with ceftriaxone against Citrobacter freundi NIH 10018-68 and Proteus vulgaris 20. Also the compounds 2a, 2c, and 2f, 2 beta-oxyiminopenam sulfone derivatives, exhibited improved synergistic activity with piperacillin against Citrobacter freundi NIH 10018-68.

  DOI：

  10.1002/(sici)1521-4184(19991)332:1<7::aid-ardp7>3.0.co;2-m