4-(2-methyl-3,4-dihydro-1H-isoquinolin-7-yl)-3H-1,3-thiazole-2-thione | 189149-46-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 4-(2-methyl-3,4-dihydro-1H-isoquinolin-7-yl)-3H-1,3-thiazole-2-thione
• CAS: 189149-46-0
• 化学式: C₁₃H₁₄N₂S₂
• 分子量: 262.4
• InChiKey: IAJVJKDUXTYCQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  16.13
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(2-methyl-3,4-dihydro-1H-isoquinolin-7-yl)-3H-1,3-thiazole-2-thione 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
  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：

  7-acetyl-2-(trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline 在 盐酸 、 sodium hydroxide 、 三氯化铝 、 溴 、 sodium cyanoborohydride 作用下， 以 乙醚 、 乙醇 、 正丁醇 为溶剂， 反应 34.0h， 生成 4-(2-methyl-3,4-dihydro-1H-isoquinolin-7-yl)-3H-1,3-thiazole-2-thione
  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