1,7-bis-(4-fluoro-phenyl)isoquinoline | 1332881-31-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,7-bis-(4-fluoro-phenyl)isoquinoline
• 英文别名: 1,7-Bis(4-fluorophenyl)isoquinoline
• CAS: 1332881-31-8
• 化学式: C₂₁H₁₃F₂N
• 分子量: 317.338
• InChiKey: GAOMBAVCZGDFDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氟苯硼酸 、 7-溴-1-氯异喹啉 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,7-bis-(4-fluoro-phenyl)isoquinoline
  参考文献：
  名称：

  Structural Optimization of Indole Derivatives Acting at Colchicine Binding Site as Potential Anticancer Agents

  摘要：

  A new series of indole analogues based on our earlier lead compound, 2-(1H-indol-5-yl)-4-(3,4,5-trimethoxyphenyl)-1H-imidazo[4,5-c]pyridine (42), was prepared as tubulin inhibitors in an effort to find a molecule with improved cytotoxic potency and metabolic stability. A series of indolyl-imidazopyridines (IIP) were synthesized and exhibited potent tubulin polymerization inhibitory activity with potent IC50 values ranging from 3 to 175 nM against a panel of human melanoma and prostate cancer cell lines. Among these compounds, the 6-indolyl compound 43 showed improved cytotoxic potency (average IC50 of 9.75 nM vs 55.75 nM) and metabolic stability in human liver microsomes (half-life time was 56.3 min vs. 45.4 min) as compared to previously reported 42. It was also shown to be effective against P-glycoprotein (P-gp) mediated multiple drug resistance (MDR) and taxol resistance.

  DOI：

  10.1021/acsmedchemlett.5b00208

文献信息

• [EN] COMPOUNDS FOR TREATMENT OF CANCER<br/>[FR] COMPOSÉS DESTINÉS AU TRAITEMENT DU CANCER
  申请人：GTX INC

  公开号：WO2011109059A1

  公开（公告）日：2011-09-09

  The present invention relates to novel compounds having anti-cancer activity, methods of making these compounds, and their use for treating cancer and drug-resistant tumors, e.g. melanoma, metastatic melanoma, drug resistant melanoma, prostate cancer and drug resistant prostate cancer.

  本发明涉及具有抗癌活性的新化合物，制备这些化合物的方法，以及它们用于治疗癌症和耐药肿瘤的用途，例如黑色素瘤、转移性黑色素瘤、耐药黑色素瘤、前列腺癌和耐药前列腺癌。
• COMPOUNDS FOR TREATMENT OF CANCER
  申请人：Lu Yan

  公开号：US20120071524A1

  公开（公告）日：2012-03-22

  The present invention relates to novel compounds having anti-cancer activity, methods of making these compounds, and their use for treating cancer and drug-resistant tumors, e.g. melanoma, metastatic melanoma, drug resistant melanoma, prostate cancer and drug resistant prostate cancer.

  本发明涉及具有抗癌活性的新化合物，制备这些化合物的方法以及它们用于治疗癌症和耐药肿瘤的应用，例如黑色素瘤、转移性黑色素瘤、耐药性黑色素瘤、前列腺癌和耐药性前列腺癌。
• Compounds for treatment of cancer
  申请人：University of Tennessee Research Foundation

  公开号：US10301285B2

  公开（公告）日：2019-05-28

  The present invention relates to a compound of formula XXII and a compound of formula 17ya, which are defined as anywhere in the specification, to a composition comprising the same, and to a method of using thereof in the treatment of various forms of cancer.

  本发明涉及一种式 XXII 化合物和一种式 17ya 化合物（在说明书的任何地方都有定义），涉及一种包含这些化合物的组合物，还涉及一种将其用于治疗各种癌症的方法。
• COMPOUNDS FOR TREATMENT OF TRIPLE NEGATIVE BREAST CANCER AND OVARIAN CANCER
  申请人：University of Tennessee Research Foundation

  公开号：EP3793549A1

  公开（公告）日：2021-03-24
• METHODS OF TREATING CORONAVIRUS
  申请人：VERU INC.

  公开号：US20210308105A1

  公开（公告）日：2021-10-07

  The present invention relates to methods of treating coronavirus infections using compounds having anti-tubulin or tubulin disruption activity.