4-{[4-(4-methoxyphenyl)pyrimidin-2-yl]amino}benzene-1-sulfonamide

• 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-{[4-(4-methoxyphenyl)pyrimidin-2-yl]amino}benzene-1-sulfonamide
• 英文别名: 4-{[4-(4-methoxyphenyl)pyrimidin-2-yl]amino}benzenesulfonamide；4-(4-(4-Methoxyphenyl)pyrimidin-2-ylamino)benzenesulfonamide；4-[[4-(4-methoxyphenyl)pyrimidin-2-yl]amino]benzenesulfonamide
• 化学式: C₁₇H₁₆N₄O₃S
• 分子量: 356.405
• InChiKey: WMMHYPDJXGCLJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-甲氧基苯硼酸 在 sodium carbonate 、 三氟乙酸 作用下， 以 水 、 异丙醇 为溶剂， 反应 18.25h， 生成 4-{[4-(4-methoxyphenyl)pyrimidin-2-yl]amino}benzene-1-sulfonamide
  参考文献：
  名称：

  Synthesis and evaluation of the NSCLC anti-cancer activity and physical properties of 4-aryl- N -phenylpyrimidin-2-amines

  摘要：

  Reported herein are efforts to profile 4-aryl-N-phenylpyrimidin-2-amines in terms of their anti-cancer activity towards non small-cell lung carcinoma (NSCLC) cells. We have synthesized new 4-aryl-N-phenylpyrimidin-2-amines and assessed them in terms of their cytotoxicity (A549, NCI-H187, MCF7, Vero & KB) and physicochemical properties (logD(7.4) and solubility). 13f and 13c demonstrated potent anti-cancer activity in A549 cells (0.2 mu M), compared to 0.4 mu M for the NSCLC drug Doxorubicin. 13f also displayed low experimental logD(7.4) (2.9) and the best solubility (similar to 40 mu M). Compounds 13b and 13d showed the best balance of A549 anti-cancer activity and selectivity. 13g showed good activity and selectivity comparable with the anti-cancer drug Doxorubicin. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.08.063

文献信息

• Anilino-pyrimidine analogs
  申请人：Sum Fuk-Wah

  公开号：US20060079543A1

  公开（公告）日：2006-04-13

  The present invention relates to compounds of formula I: wherein R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are defined herein.

  本发明涉及以下式I的化合物： 其中R1、R2、R3、R4、R5和R6在此处定义。
• Synthesis and biological evaluation of tricyclic anilinopyrimidines as IKKβ inhibitors
  作者：Aimee L. Crombie、Fuk-Wah Sum、Dennis W. Powell、Darrin W. Hopper、Nancy Torres、Dan M. Berger、Yixian Zhang、Maria Gavriil、Tammy M. Sadler、Kim Arndt

  DOI：10.1016/j.bmcl.2010.04.022

  日期：2010.6

  A series of tricyclic anilinopyrimidines were synthesized and evaluated as IKK beta inhibitors. Several analogues, including tricyclic phenyl (10, 18a, 18c, 18d, and 18j) and thienyl (26 and 28) derivatives were shown to have good in vitro enzyme potency and excellent cellular activity. Pharmaceutical profiling of a select group of tricyclic compounds compared to the non-tricyclic analogues suggested that in some cases, the improved cellular activity may be due to increased clog P and permeability. (C) 2010 Elsevier Ltd. All rights reserved.
• US7799915B2
  申请人：——

  公开号：US7799915B2

  公开（公告）日：2010-09-21