(3R,4S)-3-((S)-2-Amino-3-methyl-butyryl)-1-ethoxy-4-methyl-pyrrolidine-2,5-dione | 844678-66-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4S)-3-((S)-2-Amino-3-methyl-butyryl)-1-ethoxy-4-methyl-pyrrolidine-2,5-dione
• 英文别名: (3R,4S)-3-[(2S)-2-amino-3-methylbutanoyl]-1-ethoxy-4-methylpyrrolidine-2,5-dione
• CAS: 844678-66-6
• 化学式: C₁₂H₂₀N₂O₄
• 分子量: 256.302
• InChiKey: YMJCQHJRTJCBBF-YIZRAAEISA-N

物化性质

• 沸点：
  356.7±52.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  89.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,4S)-3-((S)-2-Amino-3-methyl-butyryl)-1-ethoxy-4-methyl-pyrrolidine-2,5-dione 在 盐酸 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Pyrrolidinedione derivatives as antibacterial agents with a novel mode of action

  摘要：

  The pseudopeptide pyrrolidinedione natural products moiramide B and andrimid represent a new class of antibiotics that target bacterial fatty acid biosynthesis. Structure activity relationship (SAR) studies revealed a high degree of variability for the fatty acid side chain, allowing optimization of physicochemical parameters, and a restricted SAR for the pyrrolidinedione group, indicating major relevance of this subunit for efficient target binding. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.002
• 作为产物：
  描述：

  (S)-methylsuccinic anhydride 在 盐酸 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (3R,4S)-3-((S)-2-Amino-3-methyl-butyryl)-1-ethoxy-4-methyl-pyrrolidine-2,5-dione
  参考文献：
  名称：

  Pyrrolidinedione derivatives as antibacterial agents with a novel mode of action

  摘要：

  The pseudopeptide pyrrolidinedione natural products moiramide B and andrimid represent a new class of antibiotics that target bacterial fatty acid biosynthesis. Structure activity relationship (SAR) studies revealed a high degree of variability for the fatty acid side chain, allowing optimization of physicochemical parameters, and a restricted SAR for the pyrrolidinedione group, indicating major relevance of this subunit for efficient target binding. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.002

文献信息

• Cinnamic acid amides
  申请人：Brunner Nina

  公开号：US20090149528A1

  公开（公告）日：2009-06-11

  The present invention relates to compounds, to processes for preparing them, to pharmaceutical compositions comprising them, and to their use in the therapy and/or prophylaxis in illnesses in people or animals, especially diseases of bacterial infection.

  本发明涉及化合物、制备它们的方法、包含它们的制药组合物以及它们在治疗和/或预防人或动物疾病中的使用，特别是细菌感染疾病。
• ARYLAMIDE
  申请人：InterMed Discovery GmbH

  公开号：EP1529042B1

  公开（公告）日：2013-02-20
• US7348357B2
  申请人：——

  公开号：US7348357B2

  公开（公告）日：2008-03-25
• US7402683B2
  申请人：——

  公开号：US7402683B2

  公开（公告）日：2008-07-22
• Pyrrolidinedione derivatives as antibacterial agents with a novel mode of action
  作者：Jens Pohlmann、Thomas Lampe、Mitsuyuki Shimada、Peter G. Nell、Josef Pernerstorfer、Niels Svenstrup、Nina A. Brunner、Guido Schiffer、Christoph Freiberg

  DOI：10.1016/j.bmcl.2004.12.002

  日期：2005.2

  The pseudopeptide pyrrolidinedione natural products moiramide B and andrimid represent a new class of antibiotics that target bacterial fatty acid biosynthesis. Structure activity relationship (SAR) studies revealed a high degree of variability for the fatty acid side chain, allowing optimization of physicochemical parameters, and a restricted SAR for the pyrrolidinedione group, indicating major relevance of this subunit for efficient target binding. (C) 2004 Elsevier Ltd. All rights reserved.