4-(2-Aminobenzo[d]thiazol-6-ylamino)-7-(3-(3,5-dimethylpiperazin-1-yl)propoxy)-6-methylquinoline-3-carbonitrile | 1096120-06-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(2-Aminobenzo[d]thiazol-6-ylamino)-7-(3-(3,5-dimethylpiperazin-1-yl)propoxy)-6-methylquinoline-3-carbonitrile
• 英文别名: 4-[(2-amino-1,3-benzothiazol-6-yl)amino]-7-[3-(3,5-dimethylpiperazin-1-yl)propoxy]-6-methylquinoline-3-carbonitrile
• CAS: 1096120-06-7
• 化学式: C₂₇H₃₁N₇OS
• 分子量: 501.655
• InChiKey: PCCKFKMSYUVHFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  140
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-((2-aminobenzo[d]thiazol-6-yl)amino)-7-(3-chloropropoxy)-6-methylquinoline-3-carbonitrile 、 2,6-二甲基哌嗪 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(2-Aminobenzo[d]thiazol-6-ylamino)-7-(3-(3,5-dimethylpiperazin-1-yl)propoxy)-6-methylquinoline-3-carbonitrile
  参考文献：
  名称：

  The design, synthesis and biological evaluation of 7-alkoxy-4-heteroarylamino-3-cyanoquinolines as dual inhibitors of c-Src and iNOS

  摘要：

  Because both c-Src and iNOS are key regulatory enzymes in tumorigenesis, a new series of 4-heterocycle amine-3-quinolinecarbonitriles as potent dual inhibitors of both enzymes were designed, synthesized and evaluated as multiple targets agents in cancer therapy. All compounds were evaluated by two related enzyme inhibition assays and an anti-proliferation assay in vitro. The results showed that most compounds inhibited c-Src and iNOS well. The best compound 8 inhibited both enzymes with the IC(50) values of 34.8 nM and 26.7 mu M. Several compounds also showed moderate anti-proliferation at 10 mu M against colon and liver cancer cell lines. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.006

文献信息

• The design, synthesis and biological evaluation of 7-alkoxy-4-heteroarylamino-3-cyanoquinolines as dual inhibitors of c-Src and iNOS
  作者：Xin Cao、Qi-Dong You、Zhi-Yu Li、Xiao-Rong Liu、Dan Xu、Qing-Long Guo、Jing Shang、Ji-Wang Chern、Meng-Ling Chen

  DOI：10.1016/j.bmcl.2008.10.006

  日期：2008.12

  Because both c-Src and iNOS are key regulatory enzymes in tumorigenesis, a new series of 4-heterocycle amine-3-quinolinecarbonitriles as potent dual inhibitors of both enzymes were designed, synthesized and evaluated as multiple targets agents in cancer therapy. All compounds were evaluated by two related enzyme inhibition assays and an anti-proliferation assay in vitro. The results showed that most compounds inhibited c-Src and iNOS well. The best compound 8 inhibited both enzymes with the IC(50) values of 34.8 nM and 26.7 mu M. Several compounds also showed moderate anti-proliferation at 10 mu M against colon and liver cancer cell lines. (C) 2008 Elsevier Ltd. All rights reserved.