3-acetyl-8-chloro-2-methylsulfanyl-5-nitro-1H-quinolin-4-one | 1046459-70-4

• 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: 3-acetyl-8-chloro-2-methylsulfanyl-5-nitro-1H-quinolin-4-one
• CAS: 1046459-70-4
• 化学式: C₁₂H₉ClN₂O₄S
• 分子量: 312.733
• InChiKey: LUCGUJDDIVTQGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-acetyl-8-chloro-2-methylsulfanyl-5-nitro-1H-quinolin-4-one 在 双氧水 作用下， 以 溶剂黄146 、 邻二氯苯 为溶剂， 反应 48.0h， 生成 3-Acetyl-8-chloro-2-(2,5-dichloroanilino)-5-nitro-1H-quinolin-4-one
  参考文献：
  名称：

  Identification of 3-acyl-2-phenylamino-1,4-dihydroquinolin-4-one derivatives as inhibitors of the phosphatase SerB653 in Porphyromonas gingivalis, implicated in periodontitis

  摘要：

  The serine phosphatase SerB653 plays a crucial role in the infection of Porphyromonas gingivalis, which contributes to the pathogenesis of periodontitis, an inflammatory disease of teeth-supporting tissues. Because functional loss of SerB653 eliminates the virulence of P. gingivalis, SerB653 inhibitors are considered potential periodontitis therapeutic or preventive agents. To identify SerB653 inhibitors with potent anti-periodontitis activity, we conducted a high-throughput screen of a representative 6800-compound subset of a synthetic chemical library of the Korea Chemical Bank (KCB) for compounds with activity against SerB653. The primary screening yielded 150 hits, and subsequent confirmatory studies identified eight compounds, mainly within a single cluster of 3-acyl-2-phenylamino-1,4-dihydroquinolin-4-one derivatives, that showed greater than 50% inhibition of SerB653 activity at a concentration of 50 mu M. A second screening with a focused library identified 10 compounds with IC50 values less than 10 mu M. In antibacterial tests, three of these compounds showed a minimum inhibitory concentration against P. gingivalis growth of 5-50 nM. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.011
• 作为产物：
  描述：

  2-氯-5-硝基苯胺 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 邻二氯苯 、 苯 为溶剂， 反应 17.0h， 生成 3-acetyl-8-chloro-2-methylsulfanyl-5-nitro-1H-quinolin-4-one
  参考文献：
  名称：

  [EN] COMPOSITIONS AND METHODS FOR ADJUVANT CANCER THERAPEUTICS
  [FR] COMPOSITIONS ET MÉTHODES POUR LE TRAITEMENT ADJUVANT DU CANCER

  摘要：

  本发明涉及化合物、包含它们的药物组合物以及使用这些化合物和组合物治疗与转录后修复（TLS）途径相关的疾病的方法。更具体地，本公开涉及TLS的小分子抑制剂，使用这些化合物抑制TLS途径的方法，以及治疗与TLS途径相关疾病的方法。

  公开号：

  WO2020077014A1

文献信息

• A methodology for the synthesis of highly functionalized 2- and 4-aminoquinoline derivatives
  作者：Bo Hyun Hwang、Sung Hee Park、Eun Bok Choi、Chwang Siek Pak、Hyeon Kyu Lee

  DOI：10.1016/j.tet.2008.05.014

  日期：2008.7

  for the synthesis of 2- and 4-aminoquinoline derivatives, which takes advantage of selective activation of 2- or 4-substituent of 2-methylsulfanyl-3-acyl-1H-quinolin-4-one 1, has been developed. Since a procedure for formation of 3-aminoquinolinones from the 4-quinolinone 1 was described previously, the new methodology comprises a general methodology for the selective syntheses of three isomeric 2-, 3-

  一种用于2-和4-氨基喹啉衍生物的合成方法，这需要-2-甲硫基- 3-酰基-1的2-或4-取代基的选择性激活的优点ħ -喹啉-4-酮1，已经研制成功。由于先前已描述了由4-喹啉酮1形成3-氨基喹啉酮的方法，因此新方法包括从普通的4-喹啉酮开始选择性合成三种异构的2-，3-和4-氨基喹啉衍生物的通用方法。1。
• Identification of 3-acyl-2-phenylamino-1,4-dihydroquinolin-4-one derivatives as inhibitors of the phosphatase SerB653 in Porphyromonas gingivalis, implicated in periodontitis
  作者：Suk-Kyeong Jung、Youngkyung Ko、Keum Ran Yu、Ju Hee Kim、Joo-Youn Lee、Chong Hak Chae、Suk Ji、Chang Hyen Kim、Hyeon Kyu Lee、Eun Bok Choi、Bo Yeon Kim、Raymond L. Erikson、Sang J. Chung、Seung Jun Kim

  DOI：10.1016/j.bmcl.2012.01.011

  日期：2012.3

  The serine phosphatase SerB653 plays a crucial role in the infection of Porphyromonas gingivalis, which contributes to the pathogenesis of periodontitis, an inflammatory disease of teeth-supporting tissues. Because functional loss of SerB653 eliminates the virulence of P. gingivalis, SerB653 inhibitors are considered potential periodontitis therapeutic or preventive agents. To identify SerB653 inhibitors with potent anti-periodontitis activity, we conducted a high-throughput screen of a representative 6800-compound subset of a synthetic chemical library of the Korea Chemical Bank (KCB) for compounds with activity against SerB653. The primary screening yielded 150 hits, and subsequent confirmatory studies identified eight compounds, mainly within a single cluster of 3-acyl-2-phenylamino-1,4-dihydroquinolin-4-one derivatives, that showed greater than 50% inhibition of SerB653 activity at a concentration of 50 mu M. A second screening with a focused library identified 10 compounds with IC50 values less than 10 mu M. In antibacterial tests, three of these compounds showed a minimum inhibitory concentration against P. gingivalis growth of 5-50 nM. (C) 2012 Elsevier Ltd. All rights reserved.
• [EN] COMPOSITIONS AND METHODS FOR ADJUVANT CANCER THERAPEUTICS<br/>[FR] COMPOSITIONS ET MÉTHODES POUR LE TRAITEMENT ADJUVANT DU CANCER
  申请人：UNIV DUKE

  公开号：WO2020077014A1

  公开（公告）日：2020-04-16

  This invention relates to compounds, pharmaceutical compositions comprising them, and methods of using the compounds and compositions for treating diseases related to translesion synthesis (TLS) pathway. More particularly, this disclosure relates to small molecule inhibitors of TLS, methods of inhibiting TLS pathway with these compounds, and methods of treating diseases related to the TLS pathway.

  本发明涉及化合物、包含它们的药物组合物以及使用这些化合物和组合物治疗与转录后修复（TLS）途径相关的疾病的方法。更具体地，本公开涉及TLS的小分子抑制剂，使用这些化合物抑制TLS途径的方法，以及治疗与TLS途径相关疾病的方法。