(3,5,6-Trimethylpyrazin-2-yl)methyl 3,5,6-trimethylpyrazine-2-carboxylate | 1354824-58-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (3,5,6-Trimethylpyrazin-2-yl)methyl 3,5,6-trimethylpyrazine-2-carboxylate
• CAS: 1354824-58-0
• 化学式: C₁₆H₂₀N₄O₂
• 分子量: 300.36
• InChiKey: IGFKDUHYJYZRDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  川芎嗪 在 potassium permanganate 、 碳酸氢钠 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 (3,5,6-Trimethylpyrazin-2-yl)methyl 3,5,6-trimethylpyrazine-2-carboxylate
  参考文献：
  名称：

  新型四甲基吡嗪衍生物作为潜在神经保护剂的设计，合成和生物学评估。

  摘要：

  氧化应激在神经系统疾病中起着至关重要的作用，导致活性氧的过量产生，线粒体功能障碍和细胞死亡。在这项工作中，我们设计和合成了一系列的四甲基吡嗪（TMP）衍生物，并研究了它们在体外清除自由基和预防氧化应激引起的神经元损伤的能力。其中，由TMP，咖啡酸和硝酰基组成的化合物22a显示出有效的自由基清除活性。化合物22a具有广泛的神经保护作用，包括挽救碘乙酸诱导的神经元丢失，防止叔丁基过氧化氢（t-BHP）诱导的神经元损伤。化合物22a通过激活磷脂酰肌醇3-激酶（PI3K）/ Akt信号传导途径发挥其对t-BHP损伤的神经保护作用。此外，在永久性大脑中动脉阻塞的大鼠模型中，化合物22a显着改善了神经功能缺损，并减轻了梗塞面积和脑水肿。总之，我们的结果表明，化合物22a可能是潜在的神经保护剂，可用于治疗神经系统疾病，尤其是缺血性中风。

  DOI：

  10.1248/cpb.c16-00699

文献信息

• Pyrazine derivative, and preparation method and medical use thereof
  申请人：GUANGZHOU MAGPIE PHARMACEUTICALS CO., LTD.

  公开号：US20190276413A1

  公开（公告）日：2019-09-12

  The present invention relates to a pyrazine derivative, and preparation method and medical use thereof. The pyrazine derivative can remove free radicals and suppress calcium overload and has cytoprotective effects, and can be used for the prevention and treatment of cardiovascular and cerebrovascular diseases, neurodegenerative diseases and other related diseases.

  这项发明涉及一种吡嗪衍生物，以及其制备方法和医药用途。该吡嗪衍生物可以清除自由基、抑制钙超载，具有细胞保护作用，可用于预防和治疗心血管和脑血管疾病、神经退行性疾病和其他相关疾病。
• [EN] PYRAZINE DERIVATIVES,PROCESS FOR MANUFACTURE AND USE THEREOF<br/>[FR] DÉRIVÉS DE PYRAZINE, LEUR PROCÉDÉ DE PRÉPARATION ET LEUR UTILISATION
  申请人：UNIV JINAN

  公开号：WO2012003784A1

  公开（公告）日：2012-01-12

  Pyrazine derivatives of formula (I) and pharmaceutically acceptable salts thereof are disclosed, wherein the designation of R1, R2, R3 and R4 are provided herein. Syntheses for preparation of such compounds are disclosed. Methods of use of these compounds and pharmaceutical compositions containing them for treatment and/or prevention of diseases and for manufacture of medicaments are disclosed. These compounds and pharmaceutical compositions have antioxidative and thrombolytic effects, and thus can be used for the treatment and/or prevention of cerebral stroke caused by ischemia, and used for manufacture of medicaments for the treatment and/or prevention of nervous system diseases caused by excessive amount of radicals and/or thrombosis, infectious diseases, metabolic system diseases, cardiovascular and cerebrovascular diseases, and age-related degenerative diseases.

  本文披露了式（I）的吡嗪衍生物及其药用可接受盐，其中提供了R1、R2、R3和R4的指定。披露了制备这些化合物的合成方法。披露了这些化合物的使用方法和含有它们的药物组合物，用于治疗和/或预防疾病以及制造药物。这些化合物和药物组合物具有抗氧化和溶栓作用，因此可用于治疗和/或预防由缺血引起的脑卒中，并用于制造用于治疗和/或预防由自由基和/或血栓形成引起的神经系统疾病、传染病、代谢系统疾病、心血管和脑血管疾病以及与年龄相关的退行性疾病的药物。
• NEW PYRAZINE DERIVATIVE, AND PREPARATION METHOD AND MEDICAL APPLICATION THEREOF
  申请人：Guangzhou Magpie Pharmaceutical Co., Ltd.

  公开号：EP3321259A1

  公开（公告）日：2018-05-16

  The present invention relates to a pyrazine derivative, and preparation method and medical use thereof. The pyrazine derivative can remove free radicals and suppress calcium overload and has cytoprotective effects, and can be used for the prevention and treatment of cardiovascular and cerebrovascular diseases, neurodegenerative diseases and other related diseases.

  本发明涉及一种吡嗪衍生物及其制备方法和医疗用途。该吡嗪衍生物能清除自由基，抑制钙超载，具有细胞保护作用，可用于预防和治疗心脑血管疾病、神经退行性疾病及其他相关疾病。
• PYRAZINE DERIVATIVES, PROCESS FOR MANUFACTURE AND USE THEREOF
  申请人：Wang Yuqiang

  公开号：US20120115874A1

  公开（公告）日：2012-05-10

  The present invention provides pyrazine derivatives of formula I and pharmaceutically acceptable salts thereof, wherein the designation of R 1 , R 2 , R 3 and R 4 is provided herein. The invention also provides syntheses for preparation of such compounds. The invention further provides methods of use of these compounds and pharmaceutical compositions containing them for treatment and/or prevention of diseases and for manufacture of medicaments. These compounds and pharmaceutical compositions have antioxidative and thrombolytic effects, and thus can be used for the treatment and/or prevention of cerebral stroke caused by ischemia, and used for manufacture of medicaments for the treatment and/or prevention of nervous system diseases caused by excessive amount of radicals and/or thrombosis, infectious diseases, metabolic system diseases, cardiovascular and cerebrovascular diseases, and age-related degenerative diseases.
• US8796281B2
  申请人：——

  公开号：US8796281B2

  公开（公告）日：2014-08-05