4H-1,4-恶嗪 | 290-47-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪类
• 中文名称: 4H-1,4-恶嗪
• 英文名称: 4H-1,4-oxazine
• CAS: 290-47-1
• 化学式: C₄H₅NO
• 分子量: 83.0898
• InChiKey: UOSQFVCDJBZRKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4H-1,4-恶嗪 、 1,4-bis{6-[ethoxy(imino)methyl]indol-2-yl}benzene hydrochloric acid salt 在 盐酸 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 48.0h， 以65%的产率得到1,4-bis{6-[(1,4-oxazine-4-yl)(imino)methyl]indol-2-yl}benzene hydrochloric acid salt
  参考文献：
  名称：

  Synthesis and structure-activity relationship of novel bisindole amidines active against MDR Gram-positive and Gram-negative bacteria

  摘要：

  A series of novel diamidines with N-substituents on an amidine N-atom were synthesized and evaluated for their cytotoxicity and in vitro antibacterial activity against a range of Gram-positive and Gram-negative bacterial strains. Based on structure-activity relationship, N-substituents with a branched chain and a shorter carbon chain on the amidine N-atom exhibited more promising activity against Gram-negative and MDR-Gram-positive bacteria: compounds 5c and Si were the most powerful candidate compounds. Compound 5c showed greater efficacy than levofloxacin against most drug resistant Gram-positive bacteria and exhibited broad-spectrum antibacterial activity against Gram-negative bacteria, with MIC values in the range of 2-16 mu g/mL. Slightly more potent antibacterial activity against Klebsiella pneumoniae, Acinetobacter calcoaceticus, Enterobacter cloacae, and Proteus mirabilis was observed for 5i in comparison with 5c. Compound 5i also showed remarkable antibacterial activity against NDM-1-producing Gram-negative bacteria, with MIC values in the range of 2-4 mu g/mL, and was superior to the reference drugs meropenem and levofloxacin. Effective antibacterial activity of 5i was also shown in vivo in a mouse model of Staphylococcus aureus MRSA strain, with an ED(50)values of 2.62 mg/kg. (C) 2018 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2018.03.031
• 作为产物：
  描述：

  4-(叔丁氧羰基)-4H-[1,4]恶嗪 450.0 ℃ 、1.33 Pa 条件下， 生成 4H-1,4-恶嗪 、 异丁烯
  参考文献：
  名称：

  1,4-Oxazine

  摘要：

  使用FVP已经产生了基本的杂环化合物1,4-噁嗪。它是所有可能的异构噁嗪、噻嗪及其重原子类似物中第一个通过光谱学鉴定的母体杂环，并且被证明在溶液中完全以4H-异构体的形式存在。N-Boc前体的X射线结构测定显示与理论预测的几何参数存在显著偏差。

  DOI：

  10.1039/c3cc47801g

文献信息

• 吡咯并三嗪类化合物及其应用
  申请人：中国药科大学

  公开号：CN111018860B

  公开（公告）日：2022-06-10

  本发明属于医药化学领域，具体涉及一类内酰胺类组蛋白去乙酰化酶抑制剂、制备方法、含有该组蛋白去乙酰化酶抑制剂的药物组合，以及此类抑制剂在预防和/或治疗与组蛋白去乙酰化酶活性失控有关疾病的药物中的用途。