7-((3-methoxyphenyl)amino)-5,8-dioxo-5,8-dihydronaphthalene-1-sulfonamide | 1446306-95-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 7-((3-methoxyphenyl)amino)-5,8-dioxo-5,8-dihydronaphthalene-1-sulfonamide
• 英文别名: 7-(3-Methoxyanilino)-5,8-dioxonaphthalene-1-sulfonamide；7-(3-methoxyanilino)-5,8-dioxonaphthalene-1-sulfonamide
• CAS: 1446306-95-1
• 化学式: C₁₇H₁₄N₂O₅S
• 分子量: 358.375
• InChiKey: TUYZVMNVQTVXLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5,8-dioxo-5,8-dihydronaphthalene-1-sulfonamide 、 间氨基苯甲醚 以 乙醇 为溶剂， 以20%的产率得到7-((3-methoxyphenyl)amino)-5,8-dioxo-5,8-dihydronaphthalene-1-sulfonamide
  参考文献：
  名称：

  Anticancer activity and SAR studies of substituted 1,4-naphthoquinones

  摘要：

  In this paper, we report the structure-activity relationship studies of substituted 1,4-naphthoquinones for its anticancer properties. 1,4-Naphthoquinone, Juglone, Menadione, Plumbagin and LLL12.1 were used as lead molecules to design PD compounds. Most of the PD compounds showed improved antiproliferative activity in comparison to the lead molecule in prostate (DU-145), breast (MDA-MB-231) and colon (HT-29) cancer cell lines. PD9, PD10, PD11, PD13, PD14 and PD15 were found to be the most potent compound with an IC50 value of 1-3 mu M in all cancer cell lines. Fluorescent polarization assay was employed to study the inhibition of STAT3 dimerization by PD compounds. PD9 and PD18 were found to be potent STAT3 dimerization inhibitors. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2013.05.017

文献信息

• Anticancer activity and SAR studies of substituted 1,4-naphthoquinones
  作者：Deepak Bhasin、Somsundaram N. Chettiar、Jonathan P. Etter、May Mok、Pui-Kai Li

  DOI：10.1016/j.bmc.2013.05.017

  日期：2013.8

  In this paper, we report the structure-activity relationship studies of substituted 1,4-naphthoquinones for its anticancer properties. 1,4-Naphthoquinone, Juglone, Menadione, Plumbagin and LLL12.1 were used as lead molecules to design PD compounds. Most of the PD compounds showed improved antiproliferative activity in comparison to the lead molecule in prostate (DU-145), breast (MDA-MB-231) and colon (HT-29) cancer cell lines. PD9, PD10, PD11, PD13, PD14 and PD15 were found to be the most potent compound with an IC50 value of 1-3 mu M in all cancer cell lines. Fluorescent polarization assay was employed to study the inhibition of STAT3 dimerization by PD compounds. PD9 and PD18 were found to be potent STAT3 dimerization inhibitors. (C) 2013 Published by Elsevier Ltd.