2-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)-N-(6-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)hexyl)acetamide | 1146684-86-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)-N-(6-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)hexyl)acetamide
• CAS: 1146684-86-7
• 化学式: C₄₄H₄₅N₅O₉S₂
• 分子量: 852.001
• InChiKey: JDMBDEPHGNCMHO-HQRUWVKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.72
• 重原子数：
  60.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  171.82
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  N-Boc-1,6-己二胺 在 哌啶 、 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.25h， 生成 2-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)-N-(6-((2Z,5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-4-oxo-2-(phenylimino)thiazolidin-3-yl)hexyl)acetamide
  参考文献：
  名称：

  [EN] 5-SUBSTITUTED-2-IMINO-THIAZOLIDINONE COMPOUNDS AND THEIR USE AS INHIBITORS OF BACTERIAL INFECTION
  [FR] COMPOSÉS 2-IMINO-THIAZOLIDINONE SUBSTITUÉS EN POSITION 5 ET LEUR UTILISATION COMME INHIBITEURS D'INFECTION BACTÉRIENNE

  摘要：

  公开号：

  WO2009137133A3

文献信息

• Tethered thiazolidinone dimers as inhibitors of the bacterial type III secretion system
  作者：Toni Kline、Kathleen C. Barry、Stona R. Jackson、Heather B. Felise、Hai V. Nguyen、Samuel I. Miller

  DOI：10.1016/j.bmcl.2009.01.047

  日期：2009.3

  Disruption of protein-protein interactions by small molecules is achievable but presents significant hurdles for effective compound design. In earlier work we identified a series of thiazolidinone inhibitors of the bacterial type III secretion system (T3SS) and demonstrated that this scaffold had the potential to be expanded into molecules with broad-spectrum anti-Gram negative activity. We now report on one series of thiazolidinone analogs in which the heterocycle is presented as a dimer at the termini of a series of linkers. Many of these dimers inhibited the T3SS-dependent secretion of a virulence protein at concentrations lower than that of the original monomeric compound identified in our screen. (C) 2009 Elsevier Ltd. All rights reserved.
• US8252940B2
  申请人：——

  公开号：US8252940B2

  公开（公告）日：2012-08-28
• [EN] 5-SUBSTITUTED-2-IMINO-THIAZOLIDINONE COMPOUNDS AND THEIR USE AS INHIBITORS OF BACTERIAL INFECTION<br/>[FR] COMPOSÉS 2-IMINO-THIAZOLIDINONE SUBSTITUÉS EN POSITION 5 ET LEUR UTILISATION COMME INHIBITEURS D'INFECTION BACTÉRIENNE
  申请人：UNIV WASHINGTON

  公开号：WO2009137133A3

  公开（公告）日：2010-01-21