6,6-dimethyl-2-(4-nitrophenyl)-1-(4-fluorophenyl)-1,5,6,7-tetrahydroindol-4-one | 96757-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 6,6-dimethyl-2-(4-nitrophenyl)-1-(4-fluorophenyl)-1,5,6,7-tetrahydroindol-4-one
• 英文别名: 1-(4-fluorophenyl)-6,6-dimethyl-2-(4-nitrophenyl)-1,5,6,7-tetrahydro-4H-indol-4-one；1-(4-Fluorophenyl)-6,6-dimethyl-2-(4-nitrophenyl)-5,7-dihydroindol-4-one
• CAS: 96757-28-7
• 化学式: C₂₂H₁₉FN₂O₃
• 分子量: 378.403
• InChiKey: BCXYKMAOXVSDBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,6-dimethyl-2-(4-nitrophenyl)-1-(4-fluorophenyl)-1,5,6,7-tetrahydroindol-4-one 在 platinum(IV) oxide 盐酸 、 氢气 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 27.0h， 生成 1-[4-[1-(4-fluorophenyl)-6,6-dimethyl-4-oxo-5,7-dihydroindol-2-yl]anilino]-3-prop-2-enylthiourea
  参考文献：
  名称：

  Nagarajan, K.; Talwalker, P. K.; Shah, R. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 98 - 111

  摘要：

  DOI：
• 作为产物：
  描述：

  3-羟基-5,5-二甲基环己-2-烯-1-酮 在 potassium carbonate 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成 6,6-dimethyl-2-(4-nitrophenyl)-1-(4-fluorophenyl)-1,5,6,7-tetrahydroindol-4-one
  参考文献：
  名称：

  Nagarajan, K.; Talwalker, P. K.; Shah, R. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 98 - 111

  摘要：

  DOI：

文献信息

• Tetrahydropyrrolo[3,2-c]azepin-4-ones as a new class of cytotoxic compounds
  作者：Roberto Martínez、J. Gustavo Ávila、Ma. Teresa Ramírez、Araceli Pérez、Ángeles Martínez

  DOI：10.1016/j.bmc.2006.02.012

  日期：2006.6

  Pyrroloazepinones 8a-j and 9a-j were designed by structural modification of lead compound 3. These compounds were tested on five tumor cell lines to determine the role of the azeto ring and the 2-methyl substituent in the cytotoxicity of compound 3. Our results show that compounds 8a-j (R-1 = CH3) have dramatically reduced cytotoxicity, resulting from the loss of the azeto moiety of lead compound 3. By contrast, azepinones 9a-j (R-1 = 4-nitrophenyl) inhibited the proliferation of almost all cancer cell lines tested even though they lack the azeto ring. Preliminary SAR studies with these compounds revealed the importance of halogens at the para- or meta-position of the 1-phenyl moiety. Additionally, derivatives 9a (R-2 = H), 9e (R-2 = 4-F), and 9g (R-2 = 4-OMe) were selectively cytotoxic to U-251 cells. However, none of the pyrroloazepinones inhibited the enzymatic activity of CDK1/cyclin B, CDK5/p25, and GSK-3. (c) 2006 Elsevier Ltd. All rights reserved.
• An Efficient Synthesis of 6,6-Dimethyl-2-(4-nitrophenyl)-1-(R-phenyl)-4,5,6,7-tetrahydro-1H-4-indolones Using a Solid Sulfated Zirconia as Catalyst
  作者：Roberto Martínez、Leticia Lomas、Guillermo Negrón、Deyanira Ángeles、Ángeles Martínez、Manuel Ramírez

  DOI：10.3987/com-03-9923

  日期：——
• NAGARAJAN, K.;TALWALKER, P. K.;SHAH, R. K.;MEHTA, S. R.;NAYAK, G. V., INDIAN J. CHEM., 1985, 24, N 1, 98-111
  作者：NAGARAJAN, K.、TALWALKER, P. K.、SHAH, R. K.、MEHTA, S. R.、NAYAK, G. V.

  DOI：——

  日期：——
• Nagarajan, K.; Talwalker, P. K.; Shah, R. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 98 - 111
  作者：Nagarajan, K.、Talwalker, P. K.、Shah, R. K.、Mehta, S. R.、Nayak, G. V.

  DOI：——

  日期：——