3-bromo-N,N-diethyl-5-pyridin-2-yliminobenzo[a]phenoxazin-9-amine | 1187533-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3-bromo-N,N-diethyl-5-pyridin-2-yliminobenzo[a]phenoxazin-9-amine
• CAS: 1187533-38-5
• 化学式: C₂₅H₂₁BrN₄O
• 分子量: 473.372
• InChiKey: IENDYHSVYUMONR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 N-(3-bromo-9H-benzo[a]phenoxazin-9-ylidene)-N-ethylethanaminium nitrate 在 air 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 3-bromo-N,N-diethyl-5-pyridin-2-yliminobenzo[a]phenoxazin-9-amine
  参考文献：
  名称：

  Discovery of Novel Benzo[a]phenoxazine SSJ-183 as a Drug Candidate for Malaria

  摘要：

  Malaria is a serious infectious disease caused by protozoan parasites in tropical and subtropical regions. Even inhabitants of temperate zones are exposed to the danger of malaria infection because of travel and global warming. Novel, effective,safe, and inexpensive drugs are required to treat malaria and. . contribute to the global goal of eradication. A search for new antimalarial-agents has by the synthesis of by biological evaluations. The derivative SSJ-183(5) having a 4-aminopyridine group, showed an IC50 value against Plasmodium falciparum of 7.6 nM and a selectivity index of > 7300: Cure was acheived by three oral doses of 5 at 100 mg/kg to mice infected with the Plasmodium berghei ANKA strain. The safety of 5 was supported acute toxicity testing in mice with single doses up to 2000 mg/kg po, chromosome aberration test, in vitro as well as in vivo micronucleus tests and phototoxicity studies in mice. Thus, 5 is a promising candidate as a new antimalarial agent.

  DOI：

  10.1021/ml100120a

文献信息

• Discovery of Novel Benzo[<i>a</i>]phenoxazine SSJ-183 as a Drug Candidate for Malaria
  作者：Jian-Feng Ge、Chika Arai、Mei Yang、Abu Bakar Md.、Jun Lu、Nasser S. M. Ismail、Sergio Wittlin、Marcel Kaiser、Reto Brun、Susan A. Charman、Tien Nguyen、Julia Morizzi、Isamu Itoh、Masataka Ihara

  DOI：10.1021/ml100120a

  日期：2010.10.14

  Malaria is a serious infectious disease caused by protozoan parasites in tropical and subtropical regions. Even inhabitants of temperate zones are exposed to the danger of malaria infection because of travel and global warming. Novel, effective,safe, and inexpensive drugs are required to treat malaria and. . contribute to the global goal of eradication. A search for new antimalarial-agents has by the synthesis of by biological evaluations. The derivative SSJ-183(5) having a 4-aminopyridine group, showed an IC50 value against Plasmodium falciparum of 7.6 nM and a selectivity index of > 7300: Cure was acheived by three oral doses of 5 at 100 mg/kg to mice infected with the Plasmodium berghei ANKA strain. The safety of 5 was supported acute toxicity testing in mice with single doses up to 2000 mg/kg po, chromosome aberration test, in vitro as well as in vivo micronucleus tests and phototoxicity studies in mice. Thus, 5 is a promising candidate as a new antimalarial agent.