ethyl 2-amino-4-benzyl-6-isopropyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate | 1376709-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: ethyl 2-amino-4-benzyl-6-isopropyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
• 英文别名: Ethyl 2-amino-4-benzyl-6-propan-2-yl-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
• CAS: 1376709-54-4
• 化学式: C₂₁H₂₇NO₂S
• 分子量: 357.517
• InChiKey: GYFGETWKHNEZBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  80.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-amino-4-benzyl-6-isopropyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 在 吡啶 、 4-二甲氨基吡啶 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 15.25h， 生成 (E)-5-benzyl-7-isopropyl-3-(3-(4-methoxyphenyl)allyl)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Thieno[2,3-d]pyrimidinedione derivatives as antibacterial agents

  摘要：

  Several thieno[2,3-d]pyrimidinediones have been synthesized and examined for antibacterial activity against a range of Gram-positive and Gram-negative pathogens. Two compounds displayed potent activity (2-16 mg/L) against multi-drug resistant Gram-positive organisms, including methicillin resistant, vancomycin-intermediate, vancomycin-resistant Staphylococcus aureus (MRSA, VISA, VRSA) and vancomycin-resistant enterococci (VRE). Only one of these agents possessed moderate activity (16 -32 mg/L) against Gram-negative strains. An examination of the cytotoxicity of these agents revealed that they displayed low toxicity (40-50 mg/L) against mammalian cells and very low hemolytic activity (2-7%). Taken together, these studies suggest that thieno[2,3-d]pyrimidinediones are interesting scaffolds for the development of novel Gram-positive antibacterial agents. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.035
• 作为产物：
  描述：

  4-异丙基环己酮 在 吗啉 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 正丁基锂 作用下， 以 乙醇 、 正己烷 、 甲苯 为溶剂， 反应 66.5h， 生成 ethyl 2-amino-4-benzyl-6-isopropyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
  参考文献：
  名称：

  Thieno[2,3-d]pyrimidinedione derivatives as antibacterial agents

  摘要：

  Several thieno[2,3-d]pyrimidinediones have been synthesized and examined for antibacterial activity against a range of Gram-positive and Gram-negative pathogens. Two compounds displayed potent activity (2-16 mg/L) against multi-drug resistant Gram-positive organisms, including methicillin resistant, vancomycin-intermediate, vancomycin-resistant Staphylococcus aureus (MRSA, VISA, VRSA) and vancomycin-resistant enterococci (VRE). Only one of these agents possessed moderate activity (16 -32 mg/L) against Gram-negative strains. An examination of the cytotoxicity of these agents revealed that they displayed low toxicity (40-50 mg/L) against mammalian cells and very low hemolytic activity (2-7%). Taken together, these studies suggest that thieno[2,3-d]pyrimidinediones are interesting scaffolds for the development of novel Gram-positive antibacterial agents. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.035