1-(2-硫代-2,3-二氢-1,3-噻唑-4-基)乙酮 | 99848-09-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-硫代-2,3-二氢-1,3-噻唑-4-基)乙酮
• 英文名称: 1-(2-Mercapto-thiazol-4-yl)-ethanone
• 英文别名: 1-(2-Sulfanylidene-2,3-dihydro-1,3-thiazol-4-yl)ethan-1-one；1-(2-sulfanylidene-3H-1,3-thiazol-4-yl)ethanone
• CAS: 99848-09-6
• 化学式: C₅H₅NOS₂
• 分子量: 159.233
• InChiKey: GICNZNXWCILKJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  86.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  1-(2-硫代-2,3-二氢-1,3-噻唑-4-基)乙酮 在 palladium on activated charcoal MOPS buffer 、 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 19.0h， 生成 (4R,5S,6S)-3-(4-Acetyl-thiazol-2-ylsulfanyl)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological properties of a new series of anti-MRSA β-lactams; 2-(thiazol-2-ylthio)carbapenems

  摘要：

  A series of 1 beta-methylcarbapenems containing variously C-2 substituted thiazol-2-ylthio groups were synthesized, and their in vitro anti-MRSA activity was examined. Among them, 1 beta-methyl-2-(4-arylthiazol-2-ylthio) carbapenems exhibited superior anti-MRSA activity. Introduction of a cationic moiety in the C-2 side chain not only reduced the binding to HSA but also increased the stability against DHP-I, without affecting the anti-MRSA, activity. It was also found that the distance between the cationic moiety and the carbapenem skeleton was related to the strength of HSA binding and the stability against DHP-I. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00273-8
• 作为产物：
  描述：

  二硫代氨基甲酸铵 、 1-氯-2,3-丁二酮 生成 1-(2-硫代-2,3-二氢-1,3-噻唑-4-基)乙酮
  参考文献：
  名称：

  Garreau, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1947, vol. 224, p. 841

  摘要：

  DOI：

文献信息

• Synthesis and biological properties of a new series of anti-MRSA β-lactams; 2-(thiazol-2-ylthio)carbapenems
  作者：Hisatoshi Shinagawa、Hiroshi Yamaga、Hitoshi Houchigai、Yoshihiro Sumita、Makoto Sunagawa

  DOI：10.1016/s0968-0896(96)00273-8

  日期：1997.3

  A series of 1 beta-methylcarbapenems containing variously C-2 substituted thiazol-2-ylthio groups were synthesized, and their in vitro anti-MRSA activity was examined. Among them, 1 beta-methyl-2-(4-arylthiazol-2-ylthio) carbapenems exhibited superior anti-MRSA activity. Introduction of a cationic moiety in the C-2 side chain not only reduced the binding to HSA but also increased the stability against DHP-I, without affecting the anti-MRSA, activity. It was also found that the distance between the cationic moiety and the carbapenem skeleton was related to the strength of HSA binding and the stability against DHP-I. (C) 1997 Elsevier Science Ltd.
• Garreau, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1947, vol. 224, p. 841
  作者：Garreau

  DOI：——

  日期：——