<2-<<(allyloxy)carbonyl>amino>-4-thiazolyl>methoximinoacetic acid | 123078-34-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: <2-<<(allyloxy)carbonyl>amino>-4-thiazolyl>methoximinoacetic acid
• 英文别名: 2-Methoxyimino-2-[2-(prop-2-enoxycarbonylamino)-1,3-thiazol-4-yl]acetic acid
• CAS: 123078-34-2
• 化学式: C₁₀H₁₁N₃O₅S
• 分子量: 285.28
• InChiKey: NTMWZUTUIMJLCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  allyl (7S,6R)-7-(phenoxyacetamido)-3-(acetoxymethyl)-1-carba-1-dethia-3-cephem-4-carboxylate 、 <2-<<(allyloxy)carbonyl>amino>-4-thiazolyl>methoximinoacetic acid 生成 allyl (7S,6R)-7-<<<2-<<(allyloxy)carbonyl>amino>-4-thiazolyl>methoximinoacetyl>amino>-3-(acetoxymethyl)-1-carba-1-dethia-3-cephem-4-carboxylate
  参考文献：
  名称：

  Comparative reactivity of 1-carba-1-dethiacephalosporins with cephalosporins

  摘要：

  Nine matched pairs of cephalosporins and their 1-carba-1-dethiacephalosporin analogues have been compared with regard to microbiological activity, beta-lactam carbonyl infrared absorption, and aqueous stability. In general the microbiological activity of the pairs of compounds were very similar across a broad range of bacteria. The infrared absorption bands for the beta-lactam carbonyls of the pairs indicated a general trend for the 1-carba-1-dethiacephalosporins to absorb at lower frequencies than the corresponding cephalosporins. All of the 1-carba-1-dethiacephalosporins did however present a striking stability enhancement over their cephalosporin counterparts at pH = 10 or 11 in water. This marked contrast of MIC similarity with the observed differences in chemical reactivity clearly demonstrates hydroxide ion catalyzed hydrolysis is not a good model for transpeptidase activity unless the compounds comprise a limited domain of structural type.

  DOI：

  10.1021/jm00168a019