4,6-bis(3,4,5-trimethoxyphenyl)pyrimidin-2-amine | 1613046-29-9

• 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: 4,6-bis(3,4,5-trimethoxyphenyl)pyrimidin-2-amine
• 英文别名: 4,6-Bis(3,4,5-trimethoxyphenyl)pyrimidin-2-amine
• CAS: 1613046-29-9
• 化学式: C₂₂H₂₅N₃O₆
• 分子量: 427.457
• InChiKey: TZQLXLCIFOMNNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 在 sodium hydride 、 potassium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4,6-bis(3,4,5-trimethoxyphenyl)pyrimidin-2-amine
  参考文献：
  名称：

  Synthesis and biological evaluation of substituted 4,6-diarylpyrimidines and 3,5-diphenyl-4,5-dihydro-1H-pyrazoles as anti-tubercular agents

  摘要：

  Various substituted 4,6-diarylpyrimidin-2-amine (4), 4,6-diaryl-2-(heteroaryl)pyrimidine (6) and 1-(3,5-diaryl-4,5-dihydro-1H-pyrazol-1-yl)ethanone (7) derivatives were synthesized in good yields using simple methodology. The synthesized compounds (4-7) were evaluated for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv strain. Compounds 4a, 6b, 7b, and 7c exhibited significant anti-tubercular activity at MIC values 25, 25, 12.5 and 12.5 mu M concentration. In vitro cytotoxicity data using non cancerous hepatic monocytes (THP-1) cells indicated that most active compounds 7b and 7c were safe as their MIC values were much lower than their cytotoxic values. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.094

文献信息

• Discovery of Pyroptosis-inducing Drugs and Antineoplastic Activity Based on the ROS/ER Stress/Pyroptosis Axis
  作者：Xin Gan、Jingwen Xie、Zhaojun Dong、Yuna Wu、Xiaoqing Zeng、Zhenzhen Yang、Bo Liu、Min Zhu、Bozhen Wang、Wulan Li、Ledan Wang、Huajie Zhang、Jianzhang Wu、Yue Hu

  DOI：10.2174/0109298673281684240102072157

  日期：2024.2.13

  synthesized and screened in lung cancers. The quantitative structure-activity relationship (QSAR) model was established by XGBoost method of artificial intelligence to identify the pharmacophore. Experiments In vitro and in vivo were performed to explore the molecular mechanism of pyroptosis induced by the active compound. Results: α, β-unsaturated ketone was the functional group of the chalcone skeleton and

  背景： 焦亡是由化疗药物触发的细胞死亡过程，近年来已成为一种非常有前途的对抗肿瘤的机制。天然产物作为新药的引领者，在抗癌药物的发现中发挥着重要作用。与其他天然产物相比，药用食品同源天然产物 （MFHNP） 表现出卓越的安全性。在一系列 MFHNP 分子骨架中，本研究发现只有苄基苯乙酮 （1） 可以诱导癌细胞焦亡。然而，1 的抗癌活性仍有待提高。背景： 化疗药物诱导的细胞焦亡是近年来发现的一种很有前途的抗肿瘤机制。天然产物作为新药的主导因素，在抗癌药物的发现中仍然发挥着重要作用。与其他天然产品相比，药用食品同源天然产物 （MFHNP） 具有更好的安全性。在一系列 MFHNP 分子骨架中，本研究发现只有苄基苯乙酮 （1） 可以诱导癌细胞焦亡。然而，1 的抗癌活性仍有待提高。目的： 本研究旨在通过修饰查尔酮结构，找到一种具有高效抗肿瘤活性的焦亡诱导剂。目标：/ 方法：为了检查化合物 1 中 Michael
• Synthesis and biological evaluation of substituted 4,6-diarylpyrimidines and 3,5-diphenyl-4,5-dihydro-1H-pyrazoles as anti-tubercular agents
  作者：Vinay Pathak、Hardesh K. Maurya、Sandeep Sharma、Kishore K. Srivastava、Atul Gupta

  DOI：10.1016/j.bmcl.2014.04.094

  日期：2014.7

  Various substituted 4,6-diarylpyrimidin-2-amine (4), 4,6-diaryl-2-(heteroaryl)pyrimidine (6) and 1-(3,5-diaryl-4,5-dihydro-1H-pyrazol-1-yl)ethanone (7) derivatives were synthesized in good yields using simple methodology. The synthesized compounds (4-7) were evaluated for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv strain. Compounds 4a, 6b, 7b, and 7c exhibited significant anti-tubercular activity at MIC values 25, 25, 12.5 and 12.5 mu M concentration. In vitro cytotoxicity data using non cancerous hepatic monocytes (THP-1) cells indicated that most active compounds 7b and 7c were safe as their MIC values were much lower than their cytotoxic values. (C) 2014 Elsevier Ltd. All rights reserved.