(4,6-Dimethoxy-1,3,5-triazin-2-yl) 3-[2-(tritylamino)-1,3-thiazol-4-yl]benzoate | 1415695-57-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (4,6-Dimethoxy-1,3,5-triazin-2-yl) 3-[2-(tritylamino)-1,3-thiazol-4-yl]benzoate
• 英文别名: (4,6-dimethoxy-1,3,5-triazin-2-yl) 3-[2-(tritylamino)-1,3-thiazol-4-yl]benzoate
• CAS: 1415695-57-6
• 化学式: C₃₄H₂₇N₅O₄S
• 分子量: 601.685
• InChiKey: CSVHAKJNGUXAKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (4,6-Dimethoxy-1,3,5-triazin-2-yl) 3-[2-(tritylamino)-1,3-thiazol-4-yl]benzoate 在 N,O-双三甲硅基乙酰胺 、 苯甲醚 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (7R)-3-(acetyloxymethyl)-7-[[3-(2-amino-1,3-thiazol-4-yl)benzoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Design and synthesis of 2-aminothiazole based antimicrobials targeting MRSA

  摘要：

  Privileged structure-based libraries have been shown to provide high affinity lead compounds for a variety of important biological targets. The present study describes the synthesis and screening of a 2-aminothiazole based compound library to determine their utility as antimicrobials, focusing on MRSA. Several of the compounds in this series demonstrated improved antimicrobial activity as compared to ceftriaxone (CTX), a beta-lactam antibiotic. The most potent compound (21) had MICs in the range of 24 mu g/ml across a panel of Staphylococcus aureus strains. In addition, trifluoromethoxy substituted aminothiazoles and aminobenzothiazoles were found to be potent antimicrobials with MICs of 2-16 mu g/ml. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.095
• 作为产物：
  描述：

  methyl 3-(2-aminothiazol-4-yl)benzoate 在 N-甲基吗啉 、 吡啶 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 (4,6-Dimethoxy-1,3,5-triazin-2-yl) 3-[2-(tritylamino)-1,3-thiazol-4-yl]benzoate
  参考文献：
  名称：

  Design and synthesis of 2-aminothiazole based antimicrobials targeting MRSA

  摘要：

  Privileged structure-based libraries have been shown to provide high affinity lead compounds for a variety of important biological targets. The present study describes the synthesis and screening of a 2-aminothiazole based compound library to determine their utility as antimicrobials, focusing on MRSA. Several of the compounds in this series demonstrated improved antimicrobial activity as compared to ceftriaxone (CTX), a beta-lactam antibiotic. The most potent compound (21) had MICs in the range of 24 mu g/ml across a panel of Staphylococcus aureus strains. In addition, trifluoromethoxy substituted aminothiazoles and aminobenzothiazoles were found to be potent antimicrobials with MICs of 2-16 mu g/ml. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.095

文献信息

• Design and synthesis of 2-aminothiazole based antimicrobials targeting MRSA
  作者：Sivakumar Annadurai、Rogelio Martinez、Daniel J. Canney、Tess Eidem、Paul M. Dunman、Magid Abou-Gharbia

  DOI：10.1016/j.bmcl.2012.09.095

  日期：2012.12

  Privileged structure-based libraries have been shown to provide high affinity lead compounds for a variety of important biological targets. The present study describes the synthesis and screening of a 2-aminothiazole based compound library to determine their utility as antimicrobials, focusing on MRSA. Several of the compounds in this series demonstrated improved antimicrobial activity as compared to ceftriaxone (CTX), a beta-lactam antibiotic. The most potent compound (21) had MICs in the range of 24 mu g/ml across a panel of Staphylococcus aureus strains. In addition, trifluoromethoxy substituted aminothiazoles and aminobenzothiazoles were found to be potent antimicrobials with MICs of 2-16 mu g/ml. (C) 2012 Elsevier Ltd. All rights reserved.