4-methoxy-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid | 1186620-39-2

• 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-methoxy-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid
• 英文别名: 4-methoxy-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid；4-Methoxy-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]benzoic acid
• CAS: 1186620-39-2
• 化学式: C₁₇H₁₄N₄O₃
• 分子量: 322.323
• InChiKey: BZKVAYKRFPRCSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 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：
  97.2
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-methoxy-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid 、 4-(2-(二乙基氨基)乙氧基)-苯胺 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 N-[4-[2-(diethylamino)ethoxy]phenyl]-4-methoxy-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]benzamide
  参考文献：
  名称：

  Design, synthesis and biological activities of Nilotinib derivates as antitumor agents

  摘要：

  A novel class of Nilotinib derivatives, B1-B20, were synthesized in high yields using various substituted anilines. All the title compounds were evaluated for their inhibitory activities against Bcr-Abl and antiproliferative effects on human leukemia cell (K562). The pharmacological results indicated that some compounds exhibited promising anticancer activity. In particular, compound B14 containing tertiary amine side chain exhibited Bcr-Abl inhibitory activity similar to that of Nilotinib. It was suggested that the introduction of the tertiary amine moiety could improve Bcr-Abl inhibitory activity and antitumor effects. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.02.036
• 作为产物：
  描述：

  3-氨基-4-甲氧基苯甲酸乙酯 在 盐酸 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 正丁醇 为溶剂， 反应 64.0h， 生成 4-methoxy-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid
  参考文献：
  名称：

  Design, synthesis and biological activities of Nilotinib derivates as antitumor agents

  摘要：

  A novel class of Nilotinib derivatives, B1-B20, were synthesized in high yields using various substituted anilines. All the title compounds were evaluated for their inhibitory activities against Bcr-Abl and antiproliferative effects on human leukemia cell (K562). The pharmacological results indicated that some compounds exhibited promising anticancer activity. In particular, compound B14 containing tertiary amine side chain exhibited Bcr-Abl inhibitory activity similar to that of Nilotinib. It was suggested that the introduction of the tertiary amine moiety could improve Bcr-Abl inhibitory activity and antitumor effects. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.02.036

文献信息

• [EN] NOVEL HYDRAZIDE CONTAINING TYROSINE KINASE INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS DE TYROSINE KINASE CONTENANT DE L'HYDRAZIDE
  申请人：SUN PHARMA ADVANCED RES CO LTD

  公开号：WO2009109991A2

  公开（公告）日：2009-09-11

  The present invention relates to compounds of formula (I), and salts thereof, wherein P represents a 5 or 6-membered heteroaryl ring; R1 is aryl or unsaturated heterocyclyl radical optionally substituted by one or more identical or different radicals R5.