1-(4-cyano-2,3,5,6-tetrafluorophenyl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | 1173163-21-7

• 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: 1-(4-cyano-2,3,5,6-tetrafluorophenyl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 1-(4-Cyano-2,3,5,6-tetrafluorophenyl)-6,7,8-trifluoro-4-oxoquinoline-3-carboxylic acid；1-(4-cyano-2,3,5,6-tetrafluorophenyl)-6,7,8-trifluoro-4-oxoquinoline-3-carboxylic acid
• CAS: 1173163-21-7
• 化学式: C₁₇H₃F₇N₂O₃
• 分子量: 416.211
• InChiKey: ONGCKFHRGLJELS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1-(4-cyano-2,3,5,6-tetrafluorophenyl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 、 对氟苄胺 在 氯甲酸乙酯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-(4-cyano-2,3,5,6-tetrafluorophenyl)-6,7,8-trifluoro-N-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide
  参考文献：
  名称：

  Inhibition of the Signal Transducer and Activator of Transcription-3 (STAT3) Signaling Pathway by 4-Oxo-1-Phenyl-1,4-Dihydroquinoline-3-Carboxylic Acid Esters

  摘要：

  The JAK-STAT3 pathway regulates genes that are important in cell proliferation and thus is a promising target for cancer therapy. A high-throughput screening (HTS) campaign using an Apo-ONE Homogenous Caspase 3/7 assay in U266 cells identified 4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylicacid ethyl ester 4 as a potential STAT3 pathway inhibitor. Optimization of this HTS hit led to the identification of the 7-cyano analogue 8, which inhibited STAT3-Y705 phosphorylation with an EC(50) Of 170 nM. Compound 8 also inhibited cytokine induced JAK activation but did not inhibit BCR-ABL activated STAT5 phosphorylation in K562 cells.

  DOI：

  10.1021/jm701271y
• 作为产物：
  描述：

  STAT3抑制剂VII 在 硫酸 作用下， 以 水 为溶剂， 反应 20.0h， 生成 1-(4-cyano-2,3,5,6-tetrafluorophenyl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Inhibition of the Signal Transducer and Activator of Transcription-3 (STAT3) Signaling Pathway by 4-Oxo-1-Phenyl-1,4-Dihydroquinoline-3-Carboxylic Acid Esters

  摘要：

  The JAK-STAT3 pathway regulates genes that are important in cell proliferation and thus is a promising target for cancer therapy. A high-throughput screening (HTS) campaign using an Apo-ONE Homogenous Caspase 3/7 assay in U266 cells identified 4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylicacid ethyl ester 4 as a potential STAT3 pathway inhibitor. Optimization of this HTS hit led to the identification of the 7-cyano analogue 8, which inhibited STAT3-Y705 phosphorylation with an EC(50) Of 170 nM. Compound 8 also inhibited cytokine induced JAK activation but did not inhibit BCR-ABL activated STAT5 phosphorylation in K562 cells.

  DOI：

  10.1021/jm701271y

文献信息

• METHODS OF INHIBITING CELL PROLIFERATION AND METTL8 ACTIVITY
  申请人：National University of Singapore

  公开号：EP3649242A2

  公开（公告）日：2020-05-13
• [EN] METHODS AND COMPOSITIONS FOR THE TREATMENT OF CANCER<br/>[FR] MÉTHODES ET COMPOSITIONS UTILISÉES POUR LE TRAITEMENT DU CANCER
  申请人：HARVARD COLLEGE

  公开号：WO2011133668A2

  公开（公告）日：2011-10-27

  Methods for identifying a cancer in a subject by measuring the expression level or biological activity of the following genes or proteins encoded by said genes: mTOR or PI3K and of one or more of IGFIR, B-bcl-2, src, rsk, FAK, VEGF, and PERK in the sample; where a decrease in the expression level or biological activity of mTOR or PI3K, and an increase in the expression level or biological activity of one or more of IGFIR, bcl-2, src, rsk, FAK, VEGF, and PERK identifies a cancer in the subject, as well as pharmaceutical compositions, kits, and methods for treating a subject diagnosed with, or at risk of developing cancer, by administering inhibitors of said genes or proteins encoded by said genes.
• [EN] METHODS OF INHIBITING CELL PROLIFERATION AND METTL8 ACTIVITY<br/>[FR] MÉTHODES D'INHIBITION DE PROLIFÉRATION CELLULAIRE ET DE L'ACTIVITÉ METTL8
  申请人：NAT UNIV SINGAPORE

  公开号：WO2019009813A2

  公开（公告）日：2019-01-10

  The disclosure provides a method of inhibiting proliferation of a cell, inhibiting m3C formation in a cell, inhibiting activity of Mettl8 in a cell, or activating ATM and p53 in a cell, the method comprising contacting the cell with a Mettl8 inhibitor. The disclosure also provides a composition comprising a cell with a reduced expression or activity of Mettl8. In another aspect, the disclosure provides methods of rendering a tumor cell sensitive to a cancer therapy.
• Inhibition of the Signal Transducer and Activator of Transcription-3 (STAT3) Signaling Pathway by 4-Oxo-1-Phenyl-1,4-Dihydroquinoline-3-Carboxylic Acid Esters
  作者：Jun Xu、Derek C. Cole、Chao-Pei Betty Chang、Ramzi Ayyad、Magda Asselin、Wenshan Hao、James Gibbons、Scott A. Jelinsky、Kathryn A. Saraf、Kaapjoo Park

  DOI：10.1021/jm701271y

  日期：2008.7.1

  The JAK-STAT3 pathway regulates genes that are important in cell proliferation and thus is a promising target for cancer therapy. A high-throughput screening (HTS) campaign using an Apo-ONE Homogenous Caspase 3/7 assay in U266 cells identified 4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylicacid ethyl ester 4 as a potential STAT3 pathway inhibitor. Optimization of this HTS hit led to the identification of the 7-cyano analogue 8, which inhibited STAT3-Y705 phosphorylation with an EC(50) Of 170 nM. Compound 8 also inhibited cytokine induced JAK activation but did not inhibit BCR-ABL activated STAT5 phosphorylation in K562 cells.