(S)-[3-(3-isoxazol-5-yl-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl)-2-oxo-oxazolidin-5-ylmethyl]-carbamic acid tert-butyl ester | 741722-75-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (S)-[3-(3-isoxazol-5-yl-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl)-2-oxo-oxazolidin-5-ylmethyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[[(5S)-3-[5-(1,2-oxazol-5-yl)-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(10),2,5,11,13-pentaen-12-yl]-2-oxo-1,3-oxazolidin-5-yl]methyl]carbamate
• CAS: 741722-75-8
• 化学式: C₂₄H₂₇N₅O₅
• 分子量: 465.509
• InChiKey: KEBMGPBFLBSLOL-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-[3-(3-isoxazol-5-yl-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl)-2-oxo-oxazolidin-5-ylmethyl]-carbamic acid tert-butyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 (5S)-5-(Aminomethyl)-3-[1,4,5,6-tetrahydro-3-(5-isoxazolyl)benzo[6,7]cyclohepta[1,2-c]pyrazol-8-yl]-2-oxazolidinone
  参考文献：
  名称：

  Synthesis and SAR of novel conformationally-restricted oxazolidinones possessing Gram-positive and fastidious Gram-negative antibacterial activity. Part 1: Substituted pyrazoles

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2007.05.056
• 作为产物：
  描述：

  (S)-[2-oxo-3-(5-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-oxazolidin-5-ylmethyl]-carbamic acid tert-butyl ester 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 (S)-[3-(3-isoxazol-5-yl-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl)-2-oxo-oxazolidin-5-ylmethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and SAR of novel conformationally-restricted oxazolidinones possessing Gram-positive and fastidious Gram-negative antibacterial activity. Part 1: Substituted pyrazoles

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2007.05.056
• 作为试剂：
  描述：

  {3-[6(r,s)-(Isoxazole-5-carbonyl)-5-oxo-6,7,8,9-tetrahydro-5h-benzocyclohepten-2-yl]-2-oxo-oxazolidin-5(s)-ylmethyl}-carbamic acid tert-butyl ester 、 一水合肼 在 (S)-[3-(3-isoxazol-5-yl-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl)-2-oxo-oxazolidin-5-ylmethyl]-carbamic acid tert-butyl ester 、 methanol-dichloromethane 作用下， 以 乙醇 为溶剂， 反应 1.17h， 生成 (S)-[3-(3-isoxazol-5-yl-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-8-yl)-2-oxo-oxazolidin-5-ylmethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Antibacterial agents

  摘要：

  本文披露了I式化合物及其制备方法。此外，还披露了制备具有生物活性的I式化合物的方法，以及包含I式化合物的药学上可接受的组合物的方法。本文所披露的I式化合物可以用于多种应用，包括用作抗菌剂。

  公开号：

  US20050288273A1

文献信息

• [EN] ANTIBACTERIAL AGENTS<br/>[FR] AGENTS ANTIBACTERIENS
  申请人：WARNER LAMBERT CO

  公开号：WO2004069832A3

  公开（公告）日：2004-10-21
• ANTIBACTERIAL AGENTS
  申请人：Warner-Lambert Company LLC

  公开号：EP1594865A2

  公开（公告）日：2005-11-16
• 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.
• Antibacterial agents
  申请人：Boyer Earl Frederick

  公开号：US20050288273A1

  公开（公告）日：2005-12-29

  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.

  本文披露了I式化合物及其制备方法。此外，还披露了制备具有生物活性的I式化合物的方法，以及包含I式化合物的药学上可接受的组合物的方法。本文所披露的I式化合物可以用于多种应用，包括用作抗菌剂。