KPYB10602 | 1232100-21-8

• 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: KPYB10602
• 英文别名: 8-trifluoromethyl-3,4-dihydro-1H-pyrido[2,3-b]carbazol-2(10H)-one；3,4-Dihydro-8-(trifluoromethyl)-10H-pyrido[2,3-b]carbazole-2(1H)-one；8-(trifluoromethyl)-1,3,4,10-tetrahydropyrido[2,3-b]carbazol-2-one
• CAS: 1232100-21-8
• 化学式: C₁₆H₁₁F₃N₂O
• 分子量: 304.271
• InChiKey: YAHGCGBWWTVTTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-(2-nitro-4-trifluoromethylphenyl)-3,4-dihydroquinolin-2(1H)-one 在 三苯基膦 作用下， 以 邻二氯苯 为溶剂， 反应 13.0h， 以20%的产率得到KPYB10602
  参考文献：
  名称：

  Structure–Activity Relationships of Carboline and Carbazole Derivatives as a Novel Class of ATP-Competitive Kinesin Spindle Protein Inhibitors

  摘要：

  The kinesin spindle protein (KSP) is a mitotic kinesin involved in the establishment of a functional bipolar mitotic spindle during cell division. It is considered to be an attractive target for cancer chemotherapy with reduced side effects. Based on natural product scaffold-derived fused indole-based inhibitors and known biphenyl-type KSP inhibitors, various carboline and carbazole derivatives were synthesized and biologically evaluated. beta-Carboline and lactam-fused carbazole derivatives exhibited remarkably potent KSP inhibitory activity and mitotic arrest in prometaphase with formation of an irregular monopolar spindle. The planar tri- and tetracyclic analogs inhibited KSP ATPase in an ATP-competitive manner just like biphenyl-type inhibitors.

  DOI：

  10.1021/jm200448n

文献信息

• Structure–Activity Relationships of Carboline and Carbazole Derivatives as a Novel Class of ATP-Competitive Kinesin Spindle Protein Inhibitors
  作者：Tomoki Takeuchi、Shinya Oishi、Toshiaki Watanabe、Hiroaki Ohno、Jun-ichi Sawada、Kenji Matsuno、Akira Asai、Naoya Asada、Kazuo Kitaura、Nobutaka Fujii

  DOI：10.1021/jm200448n

  日期：2011.7.14

  The kinesin spindle protein (KSP) is a mitotic kinesin involved in the establishment of a functional bipolar mitotic spindle during cell division. It is considered to be an attractive target for cancer chemotherapy with reduced side effects. Based on natural product scaffold-derived fused indole-based inhibitors and known biphenyl-type KSP inhibitors, various carboline and carbazole derivatives were synthesized and biologically evaluated. beta-Carboline and lactam-fused carbazole derivatives exhibited remarkably potent KSP inhibitory activity and mitotic arrest in prometaphase with formation of an irregular monopolar spindle. The planar tri- and tetracyclic analogs inhibited KSP ATPase in an ATP-competitive manner just like biphenyl-type inhibitors.