4-chloro-1-hydroxy-7,8-dimethylphenazine | 1002295-99-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-chloro-1-hydroxy-7,8-dimethylphenazine
• 英文别名: 4-Chloro-7,8-dimethylphenazin-1-ol
• CAS: 1002295-99-9
• 化学式: C₁₄H₁₁ClN₂O
• 分子量: 258.707
• InChiKey: AJDRSILAJLAUHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-1-hydroxy-7,8-dimethylphenazine 、 4-氯苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以93%的产率得到1-(4-chlorobenzoyloxy)-4-chloro-7,8-dimethylphenazine
  参考文献：
  名称：

  3,3,6,6-Tetrachloro-2,2-dihydroxycyclohexanone as a synthetic equivalent of unavailable 3-chloro-6-hydroxy-1,2-benzoquinone: first synthesis of 4-chloro-1-hydroxyphenazines

  摘要：

  3,3,6,6-Tetrachloro-2,2-dihydroxycyclohexanone has been found to be an excellent synthetic equivalent of unavailable 3-chloro-6-hydroxycyclohexa-1,2-benzoquinone. Reactions with 1,2-phenylenediamines provide hitherto unattainable 4-chloro-1-hydroxyphenazines in fair to high yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.120
• 作为产物：
  描述：

  3,3,6,6-tetrachloro-2,2-dihydroxycyclohexanone 、 4，5-二甲基-1，2-苯二胺 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以78%的产率得到4-chloro-1-hydroxy-7,8-dimethylphenazine
  参考文献：
  名称：

  3,3,6,6-Tetrachloro-2,2-dihydroxycyclohexanone as a synthetic equivalent of unavailable 3-chloro-6-hydroxy-1,2-benzoquinone: first synthesis of 4-chloro-1-hydroxyphenazines

  摘要：

  3,3,6,6-Tetrachloro-2,2-dihydroxycyclohexanone has been found to be an excellent synthetic equivalent of unavailable 3-chloro-6-hydroxycyclohexa-1,2-benzoquinone. Reactions with 1,2-phenylenediamines provide hitherto unattainable 4-chloro-1-hydroxyphenazines in fair to high yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.120

文献信息

• [EN] PHENAZINE DERIVATIVES AS ANTIMICROBIAL AGENTS<br/>[FR] DÉRIVÉS DE PHÉNAZINE UTILISÉS COMME AGENTS ANTIMICROBIENS
  申请人：UNIV FLORIDA

  公开号：WO2017011730A2

  公开（公告）日：2017-01-19

  The present invention provides novel phenazine derivatives, such as compounds of Formula (I') (e.g., Formula (I)), (II), and (III), and pharmaceutically acceptable salts thereof. The compounds of the invention are expected to be antimicrobial agents and may act by a microbial warfare strategy (e.g., a reactive oxygen species (ROS)-based competition strategy). The present invention also provides pharmaceutical compositions, kits, uses, and methods that involve the compounds of the invention and may be useful in preventing or treating a microbial infection (e.g., a bacterial infection or mycobacterial infection) in a subject, inhibiting the growth and/or reproduction of a microorganism (e.g., a bacterium or mycobacterium), killing a microorganism (e.g., a bacterium or mycobacterium), inhibiting the formation and/or growth of a biofilm, reducing or clearing a biofilm, and/or disinfecting a surface.