N-(4-methoxyphenyl)-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(4-methoxyphenyl)-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide
• 英文别名: N-(4-methoxyphenyl)-2-oxo-1H-benzo[cd]indole-6-sulfonamide
• 化学式: C₁₈H₁₄N₂O₄S
• mdl: MFCD02237241
• 分子量: 354.386
• InChiKey: FOBQEFPXPBFNHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  92.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-羟基-1,8-萘二甲酰亚胺 在 吡啶 、 盐酸 、 palladium 10% on activated carbon 、 氢气 、 硝酸 、 溶剂黄146 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 26.0h， 生成 N-(4-methoxyphenyl)-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide
  参考文献：
  名称：

  Design, synthesis and biological evaluation of naphthostyril derivatives as novel protein kinase FGFR1 inhibitors

  摘要：

  New class of FGFR1 kinase inhibitors with naphthostyril heterocycle has been identified. A series of N-phenylnaphthostyril-1-sulfonamides has been synthesized and tested in vitro. It was revealed that the most active compound N-(4-hydroxyphenyl)naphthostyril-1-sulfonamide inhibited FGFR1 with IC50 of 2 mu M. In our preliminary studies, N-phenylnaphthostyril-1-sulfonamides demonstrated selectivity of FGFR1 inhibition and antiproliferative activity on cancer cell line. N-phenylnaphthostyril-1-sulfonamides have a good potential for further development as anticancer agents.

  DOI：

  10.3109/14756366.2014.895718

文献信息

• Design, synthesis and biological evaluation of naphthostyril derivatives as novel protein kinase FGFR1 inhibitors
  作者：Andrii Anatoliyovych Gryshchenko、Kostiantyn Vasyliovych Levchenko、Volodymyr Grygorovich Bdzhola、Tatiana Panasivna Ruban、Lyubov Leonidovna Lukash、Sergiy Mikolayovych Yarmoluk

  DOI：10.3109/14756366.2014.895718

  日期：2015.1.2

  New class of FGFR1 kinase inhibitors with naphthostyril heterocycle has been identified. A series of N-phenylnaphthostyril-1-sulfonamides has been synthesized and tested in vitro. It was revealed that the most active compound N-(4-hydroxyphenyl)naphthostyril-1-sulfonamide inhibited FGFR1 with IC50 of 2 mu M. In our preliminary studies, N-phenylnaphthostyril-1-sulfonamides demonstrated selectivity of FGFR1 inhibition and antiproliferative activity on cancer cell line. N-phenylnaphthostyril-1-sulfonamides have a good potential for further development as anticancer agents.