2,4-dibromo-1-methoxyphenazine | 1259015-02-5

• 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: 2,4-dibromo-1-methoxyphenazine
• CAS: 1259015-02-5
• 化学式: C₁₃H₈Br₂N₂O
• 分子量: 368.027
• InChiKey: MVQCVSKTSHOOMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-羟基吩嗪 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 6.0h， 生成 2,4-dibromo-1-methoxyphenazine
  参考文献：
  名称：

  Phenazine antibiotic inspired discovery of potent bromophenazine antibacterial agents against Staphylococcus aureus and Staphylococcus epidermidis

  摘要：

  我们发现了一类新型的溴苯青霉素，对金黄色葡萄球菌和表皮葡萄球菌具有强有力的抗菌活性。

  DOI：

  10.1039/c3ob42416b

文献信息

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

  公开号：WO2015100331A3

  公开（公告）日：2015-09-03
• Potential Chemopreventive Agents Based on the Structure of the Lead Compound 2-Bromo-1-hydroxyphenazine, Isolated from <i>Streptomyces</i> Species, Strain CNS284
  作者：Martin Conda-Sheridan、Laura Marler、Eun-Jung Park、Tamara P. Kondratyuk、Katherine Jermihov、Andrew D. Mesecar、John M. Pezzuto、Ratnakar N. Asolkar、William Fenical、Mark Cushman

  DOI：10.1021/jm1011066

  日期：2010.12.23

  The isolation of 2-bromo-1-hydroxyphenazine from a marine Streptomyces species, strain CNS284, and its activity against NF-kappa B, suggested that a short and flexible route for the synthesis of this metabolite and a variety of phenazine analogues should be developed. Numerous phenazines were subsequently prepared and evaluated as inducers of quinone reductase I (QR1) and inhibitors of quinone reductase 2 (QR2), NF-kappa B, and inducible nitric oxide synthase (iNOS). Several of the active phenazine derivatives displayed IC50 values vs QR1 induction and QR2 inhibition in the nanomolar range, suggesting that they may find utility as cancer chemopreventive agents.
• PHENAZINE DERIVATIVES AS ANTIMICROBIAL AGENTS
  申请人：University of Florida Research Foundation, Inc.

  公开号：EP3086791A2

  公开（公告）日：2016-11-02
• US9856225B2
  申请人：——

  公开号：US9856225B2

  公开（公告）日：2018-01-02
• Phenazine antibiotic inspired discovery of potent bromophenazine antibacterial agents against Staphylococcus aureus and Staphylococcus epidermidis
  作者：Nicholas V. Borrero、Fang Bai、Cristian Perez、Benjamin Q. Duong、James R. Rocca、Shouguang Jin、Robert W. Huigens III

  DOI：10.1039/c3ob42416b

  日期：——

  We have discovered a novel class of bromophenazines with potent antibacterial activity against Staphylococcus aureus and Staphylococcus epidermidis.

  我们发现了一类新型的溴苯青霉素，对金黄色葡萄球菌和表皮葡萄球菌具有强有力的抗菌活性。