(S)-4-[5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorobenzenecarbothioic acid hydrazide | 220010-61-7

• 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: (S)-4-[5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorobenzenecarbothioic acid hydrazide
• 英文别名: (S)-N-[3-(3-fluoro-4-hydrazinothiocarbonyl-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide；N-[[(5S)-3-[4-(aminocarbamothioyl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
• CAS: 220010-61-7
• 化学式: C₁₃H₁₅FN₄O₃S
• 分子量: 326.352
• InChiKey: KPOJJBGPTZQIAD-VIFPVBQESA-N

物化性质

• 密度：
  1.412±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-4-[5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorobenzenecarbothioic acid hydrazide 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (S)-N-[[3-[3-Fluoro-4-(5-hydroxymethyl-1,3,4-thiadiazol-2-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide
  参考文献：
  名称：

  The synthesis and antibacterial activity of 1,3,4-Thiadiazole phenyl oxazolidinone analogues

  摘要：

  Replacement of the morpholine Gring of linezolid 1 with a 1,3,4-thiadiazolyl ring leads to oxazolidinone analogues 5 having potent antibacterial activity against both gram-positive and gram-negative organisms. Conversion of the C5 acetamide group to a thioacetamide further increases the potency of these compounds. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.07.018
• 作为产物：
  描述：

  (5S)-N-((3-(4-amino-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl)methyl)acetamide 在 吡啶 、 盐酸 、 硫化氢 、 一水合肼 、 三乙胺 、 sodium nitrite 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.75h， 生成 (S)-4-[5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorobenzenecarbothioic acid hydrazide
  参考文献：
  名称：

  The synthesis and antibacterial activity of 1,3,4-Thiadiazole phenyl oxazolidinone analogues

  摘要：

  Replacement of the morpholine Gring of linezolid 1 with a 1,3,4-thiadiazolyl ring leads to oxazolidinone analogues 5 having potent antibacterial activity against both gram-positive and gram-negative organisms. Conversion of the C5 acetamide group to a thioacetamide further increases the potency of these compounds. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.07.018

文献信息

• NOVEL OXAZOLIDINONE COMPOUNDS AS ANTIINFECTIVE AGENTS
  申请人：Takhi Mohamed

  公开号：US20100298384A1

  公开（公告）日：2010-11-25

  The present invention relates to novel oxazolidinone compounds of formula (I) with antibacterial activity, their pharmaceutically acceptable salts, their stereoisomers, their prodrugs, pharmaceutical compositions comprising the same and to their use as therapeutic agents

  本发明涉及具有抗菌活性的新型噁唑烷酮化合物（I）及其药学上可接受的盐、立体异构体、前药、包含其的制药组合物以及将其用作治疗剂的用途。
• WO2008/143649
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] NOVEL OXAZOLIDINONE COMPOUNDS AS ANTIINFECTIVE AGENTS<br/>[FR] NOUVEAUX COMPOSÉS OXAZOLIDINONES COMME AGENTS ANTI-INFECTIEUX
  申请人：REDDYS LAB LTD DR

  公开号：WO2008143649A2

  公开（公告）日：2008-11-27

  [EN] The present invention relates to novel oxazolidinone compounds of formula (I) with antibacterial activity, their pharmaceutically acceptable salts, their stereoisomers, their prodrugs, pharmaceutical compositions comprising the same and to their use as therapeutic agents
  [FR] La présente invention porte sur de nouveaux composés oxazolidinones de formule (I), ayant une activité antibactérienne, sur leurs sels pharmaceutiquement acceptables, sur leurs stéréoisomères, sur leurs promédicaments, sur des compositions pharmaceutiques comprenant ceux-ci et sur leur utilisation comme agents thérapeutiques.
• The synthesis and antibacterial activity of 1,3,4-Thiadiazole phenyl oxazolidinone analogues
  作者：Lisa M Thomasco、Robert C Gadwood、Elizabeth A Weaver、Jason M Ochoada、Charles W Ford、Gary E Zurenko、Judith C Hamel、Douglas Stapert、Judy K Moerman、Ronda D Schaadt、Betty H Yagi

  DOI：10.1016/j.bmcl.2003.07.018

  日期：2003.12

  Replacement of the morpholine Gring of linezolid 1 with a 1,3,4-thiadiazolyl ring leads to oxazolidinone analogues 5 having potent antibacterial activity against both gram-positive and gram-negative organisms. Conversion of the C5 acetamide group to a thioacetamide further increases the potency of these compounds. (C) 2003 Elsevier Ltd. All rights reserved.