2-[(3-carbamoyl-2,4-difluorophenoxy)methyl]benzothiazole-5-carbonyl chloride | 1227628-15-0

• 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: 2-[(3-carbamoyl-2,4-difluorophenoxy)methyl]benzothiazole-5-carbonyl chloride
• 英文别名: 2-[(3-Carbamoyl-2,4-difluorophenoxy)methyl]-1,3-benzothiazole-5-carbonyl chloride
• CAS: 1227628-15-0
• 化学式: C₁₆H₉ClF₂N₂O₃S
• 分子量: 382.775
• InChiKey: ROQCWMMYELHDHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[(3-carbamoyl-2,4-difluorophenoxy)methyl]benzothiazole-5-carbonyl chloride 在 氨 作用下， 以 四氢呋喃 为溶剂， 反应 16.16h， 以20 mg的产率得到2-((3-carbamoyl-2,4-difluorophenoxy)methyl)benzothiazole-5-carboxamide
  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
• 作为产物：
  描述：

  2-[(3-carbamoyl-2,4-difluorophenoxy)methyl]benzothiazole-5-carboxylic acid 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 2-[(3-carbamoyl-2,4-difluorophenoxy)methyl]benzothiazole-5-carbonyl chloride
  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

• 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.