(S)-N-[2-oxo-3-(5-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-oxazolidin-5-ylmethyl]-acetamide | 740842-18-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-N-[2-oxo-3-(5-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-oxazolidin-5-ylmethyl]-acetamide
• 英文别名: N-[[(5S)-2-oxo-3-(5-oxo-6,7,8,9-tetrahydrobenzo[7]annulen-2-yl)-1,3-oxazolidin-5-yl]methyl]acetamide
• CAS: 740842-18-6
• 化学式: C₁₇H₂₀N₂O₄
• 分子量: 316.357
• InChiKey: CYOOUIZLMZUUHE-AWEZNQCLSA-N

物化性质

• 沸点：
  580.9±39.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-N-[2-oxo-3-(5-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-oxazolidin-5-ylmethyl]-acetamide 在 pyridinium hydrobromide perbromide 、 溶剂黄146 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 72.0h， 以100%的产率得到N-[3-(6(R,S)-bromo-5-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-2-oxo-oxazolidin-5 (S)-ylmethyl]-acetamide
  参考文献：
  名称：

  [EN] ANTIBACTERIAL AGENTS
  [FR] AGENTS ANTIBACTERIENS

  摘要：

  公开号：

  WO2004069832A3
• 作为产物：
  描述：

  (S)-N-[2-oxo-3-(6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-oxazolidin-5-ylmethyl]-acetamide 在 chromium(VI) oxide 、 水 、 乙酸酐 、 air 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以14%的产率得到(S)-N-[2-oxo-3-(5-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-oxazolidin-5-ylmethyl]-acetamide
  参考文献：
  名称：

  [EN] ANTIBACTERIAL AGENTS
  [FR] AGENTS ANTIBACTERIENS

  摘要：

  公开号：

  WO2004069832A3

文献信息

• Synthesis and structure–activity studies of novel benzocycloheptanone oxazolidinone antibacterial agents
  作者：J.V.N. Vara Prasad、Frederick E. Boyer、Lou Chupak、Michael Dermyer、Qizhu Ding、K. Gavardinas、Susan E. Hagen、Michael D. Huband、Wenhua Jiao、Takushi Kaneko、Samarendra N. Maiti、Michael Melnick、Karina Romero、M. Patterson、Xiujuan Wu

  DOI：10.1016/j.bmcl.2006.07.064

  日期：2006.10

  We describe a novel class of benzocycloheptanone derived oxazolidinone antibacterial agents. The synthesis and antibacterial activities with structure variation is discussed.

  我们描述了一类新的苯并环庚酮衍生的恶唑烷酮抗菌剂。讨论了具有结构变化的合成和抗菌活性。
• [EN] OXAZOLIDINONE DERIVATIVES N-SUBSTITUTED BY A BICYCLIC RING, FOR USE AS ANTIBACTERIAL AGENTS<br/>[FR] DERIVES D'OXAZOLIDINONE N-SUBSTITUES PAR UN NOYAU BICYCLIQUE, UTILISES COMME AGENTS ANTIBACTERIENS
  申请人：WARNER LAMBERT CO

  公开号：WO2004069244A1

  公开（公告）日：2004-08-19

  Compounds of formula (I) and methods for their preparation are disclosed. Further disclosed are methods of making biologically active compounds of formula (I) as well as pharmaceutically acceptable compositions comprising compounds of formula (I). Compounds of formula (I) as disclosed herein can be used in a variety of applications including use as antibacterial agents. P is a bicyclic ring system as defined in claim 1.

  公式（I）的化合物及其制备方法已被披露。进一步披露了制备公式（I）生物活性化合物的方法，以及包含公式（I）化合物的药用可接受组合物的方法。本文披露的公式（I）化合物可用于各种应用，包括用作抗菌剂。P是如权利要求1所定义的双环环系统。
• Antibacterial agents
  申请人：——

  公开号：US20040224939A1

  公开（公告）日：2004-11-11

  Compounds of formula I and methods for their preparation are disclosed. Further disclosed are methods of making biologically active compounds of formula I as well as pharmaceutically acceptable compositions comprising compounds of formula I. Compounds of formula I as disclosed herein can be used in a variety of applications including use as antibacterial agents.

  本发明揭示了化学式I的化合物及其制备方法。此外，还揭示了制备化学式I的生物活性化合物的方法，以及包含化学式I化合物的药学上可接受的组合物的方法。如本文所述，化学式I的化合物可用于各种应用，包括用作抗菌剂。
• Synthesis and SAR of novel conformationally restricted oxazolidinones possessing Gram-positive and fastidious Gram-negative antibacterial activity. Part 2: Amino substitutions on heterocyclic D-ring system
  作者：Allison L. Choy、J.V.N. Vara Prasad、Frederick E. Boyer、Michael D. Huband、Michael R. Dermyer

  DOI：10.1016/j.bmcl.2007.05.085

  日期：2007.8

  A novel series of conformationally restricted oxazolidinones was synthesized, in which the heterocyclic D ring was substituted with various amino groups. Several analogs exhibited potent activity against both Gram-positive and fastidious Gram-negative organisms. Certain aniino-substituted analogs also exhibited improved aqueous solubility compared to the corresponding un-substituted heterocyclic D-ring analogs.(c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis and SAR of novel conformationally-restricted oxazolidinones possessing Gram-positive and fastidious Gram-negative antibacterial activity. Part 1: Substituted pyrazoles
  作者：Frederick E. Boyer、J.V.N. Vara Prasad、Allison L. Choy、Louis Chupak、Michael R. Dermyer、Qizhu Ding、Michael D. Huband、Wenhua Jiao、Takushi Kaneko、Vladimir Khlebnikov、Ji-Young Kim、Manjinder S. Lall、Samarendra N. Maiti、Karina Romero、Xiujuan Wu

  DOI：10.1016/j.bmcl.2007.05.056

  日期：2007.8

  A novel series of conformationally-restricted oxazolidinones was synthesized which possess a fused pyrazole ring substituted with various alkyl, aryl and heteroaryl substituents. A number of analogs exhibited potent activity against both Gram-positive and fastidious Gram-negative organisms.(c) 2007 Elsevier Ltd. All rights reserved.