4-nitrobenzyl 4-bromomethylbenzoate | 158168-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-nitrobenzyl 4-bromomethylbenzoate
• 英文别名: (4-Nitrophenyl)methyl 4-(bromomethyl)benzoate
• CAS: 158168-47-9
• 化学式: C₁₅H₁₂BrNO₄
• 分子量: 350.169
• InChiKey: MTYDFONCDKRNTG-UHFFFAOYSA-N

物化性质

• 沸点：
  490.6±35.0 °C(Predicted)
• 密度：
  1.526±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-(7-methylthioimidazo-[5,1-b]thiazol-2-yl)-1-carbapen-2-em-3-carboxylate 、 4-nitrobenzyl 4-bromomethylbenzoate 以 氯仿 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of novel di- and tricationic carbapenems with potent anti-MRSA activity

  摘要：

  A new series of 1 beta-methyl carbapenems possessing a 6,7-disubstituted imidazo[5,1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus was prepared, and their activities against methicillin-resistant Staphylococcus aureus (MRSA) were evaluated. First, a benzyl moiety was introduced at the C-6 position of imidazo[5,1-b]thiazole attached to the carbapenem. These benzylated molecules showed potent anti-MRSA activity, but poor water solubility. In order to overcome this drawback, we designed and synthesized di- and tricationic carbapenems and finally discovered a novel carbapenem (15i), which exhibited excellent anti-MRSA activity and good water solubility. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.039

文献信息

• Novel carbapenem derivatives of quarternary salt type
  申请人：——

  公开号：US20030022881A1

  公开（公告）日：2003-01-30

  An objective of the present invention is to provide carbapenem derivatives which have potent antibiotic activity against MRSA, PRSP, Influenzavirus, and &bgr;-lactamase-producing bacteria and are stable against DHP-1. The compounds according to the present invention are compounds represented by formula (I) or pharmaceutically acceptable salts thereof: 1 wherein R 1 represents H or methyl; R 2 and R 3 each independently represent H, halogen, lower alkyl or the like; R 4 represents optionally substituted lower alkylthio or the like; and R 5 represents optionally substituted lower alkyl or the like.

  本发明的目的在于提供对MRSA、PRSP、流感病毒和β-内酰胺酶产生菌具有强大抗生素活性的碳青霉烯衍生物，且对DHP-1稳定。根据本发明的化合物是由公式(I)表示的化合物或其药物可接受的盐：1其中R1代表H或甲基；R2和R3各自独立地代表H、卤素、低级烷基等；R4代表可选地取代的低级烷基亚磺酰基等；R5代表可选地取代的低级烷基等。
• NOVEL CARBAPENEM DERIVATIVES OF QUATERNARY SALT TYPE
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：EP1251134A1

  公开（公告）日：2002-10-23

  An objective of the present invention is to provide carbapenem derivatives which have potent antibiotic activity against MRSA, PRSP, Influenzavirus, and β-lactamase-producing bacteria and are stable against DHP-1. The compounds according to the present invention are compounds represented by formula (I) or pharmaceutically acceptable salts thereof: wherein R1 represents H or methyl; R2 and R3 each independently represent H, halogen, lower alkyl or the like; R4 represents optionally substituted lower alkylthio or the like; and R5 represents optionally substituted lower alkyl or the like.

  本发明的目的是提供碳青霉烯类衍生物，它们对 MRSA、PRSP、流感病毒和产 β-内酰胺酶细菌具有强效抗生素活性，并且对 DHP-1 稳定。根据本发明的化合物是由式（I）代表的化合物或其药学上可接受的盐： 其中 R1 代表 H 或甲基；R2 和 R3 各自独立地代表 H、卤素、低级烷基或类似物；R4 代表任选取代的低级烷硫基或类似物；R5 代表任选取代的低级烷基或类似物。
• US6825187B2
  申请人：——

  公开号：US6825187B2

  公开（公告）日：2004-11-30
• Synthesis of novel di- and tricationic carbapenems with potent anti-MRSA activity
  作者：Takahisa Maruyama、Yasuo Yamamoto、Yuko Kano、Mizuyo Kurazono、Eiki Shitara、Katsuyoshi Iwamatsu、Kunio Atsumi

  DOI：10.1016/j.bmcl.2008.11.039

  日期：2009.1

  A new series of 1 beta-methyl carbapenems possessing a 6,7-disubstituted imidazo[5,1-b]thiazol-2-yl group directly attached to the C-2 position of the carbapenem nucleus was prepared, and their activities against methicillin-resistant Staphylococcus aureus (MRSA) were evaluated. First, a benzyl moiety was introduced at the C-6 position of imidazo[5,1-b]thiazole attached to the carbapenem. These benzylated molecules showed potent anti-MRSA activity, but poor water solubility. In order to overcome this drawback, we designed and synthesized di- and tricationic carbapenems and finally discovered a novel carbapenem (15i), which exhibited excellent anti-MRSA activity and good water solubility. (C) 2008 Elsevier Ltd. All rights reserved.