3-({6-ethoxypyrido[3,2-d][1,3]thiazol-2-yl}methoxy)-2,6-difluorobenzamide | 1227628-81-0

• 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: 3-({6-ethoxypyrido[3,2-d][1,3]thiazol-2-yl}methoxy)-2,6-difluorobenzamide
• 英文别名: 3-[(6-Ethoxy-[1,3]thiazolo[5,4-b]pyridin-2-yl)methoxy]-2,6-difluorobenzamide
• CAS: 1227628-81-0
• 化学式: C₁₆H₁₃F₂N₃O₃S
• 分子量: 365.36
• InChiKey: FACBOZUYNYDGBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-({5-bromo-6-ethoxypyrido[3,2-d][1,3]thiazol-2-yl}methoxy)-2,6-difluorobenzamide 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium phosphate 、 2,4,6-trifluoro-3-methoxyphenylboronic acid 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以12%的产率得到3-({6-ethoxypyrido[3,2-d][1,3]thiazol-2-yl}methoxy)-2,6-difluorobenzamide
  参考文献：
  名称：

  Creating an Antibacterial with in Vivo Efficacy: Synthesis and Characterization of Potent Inhibitors of the Bacterial Cell Division Protein FtsZ with Improved Pharmaceutical Properties

  摘要：

  3-Methoxybenzamide (1) is a weak inhibitor of the essential bacterial cell division protein FtsZ. Alkyl derivatives of 1 are potent antistaphylococcal compounds with suboptimal drug-like properties. Exploration of the structure activity relationships of analogues of these inhibitors led to the identification of potent antistaphylococcal compounds with improved pharmaceutical properties.

  DOI：

  10.1021/jm9016366

文献信息

• [EN] AROMATIC AMIDES AND USES THEREOF<br/>[FR] AMIDES AROMATIQUES ET LEURS UTILISATIONS
  申请人：BIOTA SCIENT MANAGEMENT

  公开号：WO2012142671A1

  公开（公告）日：2012-10-26

  The present invention provides compounds of Formula (I): and salts, racemates, isomers, diastereoisomers, enantiomers, hydrates, solvates, N-oxides, pharmaceutically acceptable derivatives or prodrugs thereof. Also provided the use of these compounds as antibacterials, compositions comprising them and processes for their manufacture.

  本发明提供了化合物的结构式(I)：以及它们的盐、消旋体、异构体、对映异构体、立体异构体、水合物、溶剂合物、N-氧化物、药学上可接受的衍生物或前药。还提供了这些化合物作为抗菌剂的用途，包括它们的组合物和制造过程。
• AROMATIC AMIDES AND USES THEREOF
  申请人：Biota Scientific Management Pty Ltd

  公开号：EP2699557A1

  公开（公告）日：2014-02-26
• EP2699557B1
  申请人：——

  公开号：EP2699557B1

  公开（公告）日：2017-08-16
• Creating an Antibacterial with in Vivo Efficacy: Synthesis and Characterization of Potent Inhibitors of the Bacterial Cell Division Protein FtsZ with Improved Pharmaceutical Properties
  作者：David J. Haydon、James M. Bennett、David Brown、Ian Collins、Greta Galbraith、Paul Lancett、Rebecca Macdonald、Neil R. Stokes、Pramod K. Chauhan、Jignesh K. Sutariya、Narendra Nayal、Anil Srivastava、Joy Beanland、Robin Hall、Vincent Henstock、Caterina Noula、Chris Rockley、Lloyd Czaplewski

  DOI：10.1021/jm9016366

  日期：2010.5.27

  3-Methoxybenzamide (1) is a weak inhibitor of the essential bacterial cell division protein FtsZ. Alkyl derivatives of 1 are potent antistaphylococcal compounds with suboptimal drug-like properties. Exploration of the structure activity relationships of analogues of these inhibitors led to the identification of potent antistaphylococcal compounds with improved pharmaceutical properties.