DB293 | 216308-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: DB293
• 英文别名: 2-(5-{4-[amino(Imino)methyl]phenyl}-2-Furyl)-1h-Benzimidazole-5-Carboximidamide；2-[5-(4-carbamimidoylphenyl)furan-2-yl]-3H-benzimidazole-5-carboximidamide
• CAS: 216308-19-9
• 化学式: C₁₉H₁₆N₆O
• 分子量: 344.376
• InChiKey: LXJNJISEUJIGFP-UHFFFAOYSA-N

物化性质

• 沸点：
  630.9±65.0 °C(Predicted)
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  142
• 氢给体数：
  5
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-二氨基苯甲腈 在 盐酸 、 氨 、 对苯醌 作用下， 以 乙醇 为溶剂， 反应 76.0h， 生成 DB293
  参考文献：
  名称：

  Extended Aromatic Furan Amidino Derivatives as Anti-Pneumocystis carinii Agents

  摘要：

  The. syntheses of nine new derivatives of 2,5-bis[4-(N-alkylamidino)phenyl]furans with extended aromatic systems are reported. The interaction of these dicationic furans with poly(dA)*poly(dT) and with the duplex oligomers d(CGCGAATTCGCG)(2) and d(GCGAATTCGC)(2) was determined by T(m) measurement, and the effectiveness of these compounds against the immunosuppressed rat model of Pneumocystis carinii was evaluated. At a screening dose of 10 mu mol/kg, 4 of the 12 amidino furans described here are more active than the parent compound 1. In general, extension of the aromatic system in the absence of a substitution of the amidino nitrogens resulted in higher affinity for DNA than the parent compound as judged by the larger Delta T(m) values and suggests enhanced van der Waals interactions in the amidino furan-DNA complex. Three of the compounds, 3, 5, and 11, yield cysts counts of less than 0.1% of control when administered at a dosage of 10 mu mol/kg. Compound 3, which does not have an extended aromatic system, is the most active derivative. Although a direct correlation between anti-P. carinii activity and DNA binding affinity was not observed, all compounds which have significant activity have large Delta T(m) values.

  DOI：

  10.1021/jm980230c

文献信息

• BACTERIAL EFFLUX PUMP INHIBITORS FOR THE TREATMENT OF OPHTHALMIC AND OTIC INFECTIONS
  申请人：Bostian Keith

  公开号：US20080132457A1

  公开（公告）日：2008-06-05

  Efflux pump inhibitors are co-administered with antimicrobial agents for the treatment of ophthalmic or otic infections. The agents may be co-administered directly to the site of infection (e.g., the eye or ear).

  流出泵抑制剂与抗微生物药物一起联合使用，用于治疗眼科或耳科感染。这些药物可以直接共同应用于感染部位（例如眼睛或耳朵）。
• Dicationic compounds which selectively recognize G-quadruplex DNA
  申请人：Wilson W. David

  公开号：US20100249175A1

  公开（公告）日：2010-09-30

  Dicationic compounds that are highly selective for binding G-quadruplex DNA are described. Several compounds exhibit groove binding toward G-quadruplex DNA and in vitro and in vivo activity versus Trypanosoma brucei rhodesiense. The compounds represent novel drugs for the treatment of cancer, malaria, leishmania, and trypanosomiasis.

  本文描述了高度选择性结合G四链体DNA的二阳离子化合物。几种化合物对G四链体DNA表现出凹槽结合的特性，并在体内外显示出对Trypanosoma brucei rhodesiense的活性。这些化合物代表了治疗癌症、疟疾、利什曼病和锥虫病的新型药物。
• US7432278B2
  申请人：——

  公开号：US7432278B2

  公开（公告）日：2008-10-07
• US7947741B2
  申请人：——

  公开号：US7947741B2

  公开（公告）日：2011-05-24
• US7994225B2
  申请人：——

  公开号：US7994225B2

  公开（公告）日：2011-08-09