6-氟-3-甲基-3,4-二氢-2(1H)-喹喔啉酮 | 146741-06-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 6-氟-3-甲基-3,4-二氢-2(1H)-喹喔啉酮
• 中文别名: 脱醇-类似的蛋白质,装置
• 英文名称: 6-fluoro-3-methyl-3,4-dihydroquinoxalin-2(1H)-one
• 英文别名: 6-fluoro-3-methyl-3,4-dihydro-1H-quinoxalin-2-one
• CAS: 146741-06-2
• 化学式: C₉H₉FN₂O
• 分子量: 180.182
• InChiKey: UDBZOEQVLJXEEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  341.6±42.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-氟-3-甲基-3,4-二氢-2(1H)-喹喔啉酮 在 sodium hydroxide 、 双氧水 作用下， 以 水 为溶剂， 生成 6-氟-3-甲基-2(1H)-喹喔啉酮
  参考文献：
  名称：

  Novel Approach to 3‐Methyl‐1H‐quinoxalin‐2‐ones

  摘要：

  A novel approach to the synthesis of 3-methyl-1H-quinoxalin-2-ones has been described. These compounds were regioselectively prepared by starting from substituted phenylamines and alpha-chloropropionyl chloride through the efficient procedures of acylation, nitration, reduction, intramolecular alkylation, and oxidation.

  DOI：

  10.1080/00397910500213880
• 作为产物：
  描述：

  2-(5-fluoro-2-nitrophenylamino)propanoic acid 在 sodium dithionite 、 potassium carbonate 作用下， 以 乙醇 、 水 为溶剂， 以74%的产率得到6-氟-3-甲基-3,4-二氢-2(1H)-喹喔啉酮
  参考文献：
  名称：

  Synthesis and biological evaluation of N4-(hetero)arylsulfonylquinoxalinones as HIV-1 reverse transcriptase inhibitors

  摘要：

  A series of novel N-4-(hetero) arylsulfonylquinoxalinone derivatives were prepared in a straight and efficient way. Of all the synthesized compounds, five compounds exhibited potent anti-HIV-1 replication activities with IC50 value at the level of 10(-7) mol/L. Preliminary structure-activity relationships were studied in details and that will shed light on the discovery of more potent non-nucleoside reverse-transcriptase inhibitors. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.02.039

文献信息

• MACROCYCLIC HEPATITIS C SERINE PROTEASE INHIBITORS
  申请人：Enanta Pharmaceuticals, Inc.

  公开号：US20140287992A1

  公开（公告）日：2014-09-25

  The present invention relates to novel macrocyclic compounds and methods of treating a hepatitis C infection in a subject in need of such therapy with said macrocyclic compounds. The present invention further relates to pharmaceutical compositions comprising the compounds of the present invention, or pharmaceutically acceptable salts, esters, or prodrugs thereof, in combination with a pharmaceutically acceptable carrier or excipient.

  本发明涉及新型大环化合物以及使用该大环化合物治疗需要该疗法的乙型肝炎感染患者的方法。本发明还涉及包含本发明化合物或其药学上可接受的盐、酯或前药与药学上可接受的载体或赋形剂组合的制药组合物。
• Synthesis of Dihydroquinoxalinones from Biomass-Derived Keto Acids and <i>o</i>-Phenylenediamines
  作者：Wenfeng Zhao、Hu Li、Qingmei Ge、Hang Cong、Song Yang

  DOI：10.1021/acs.joc.3c02821

  日期：2024.3.15

  A novel catalyst-free cascade amination/cyclization/reduction reaction was developed for the synthesis of various Dihydroquinoxalinones under mild conditions from accessible biomass-derived keto acids and 1,2-phenylenediamines with ammonia borane as a hydrogen donor. This single-step approach enables a simple and eco-friendly route toward the direct synthesis of 12 kinds of Dihydroquinoxalinones in

  开发了一种新型无催化剂级联胺化/环化/还原反应，用于在温和条件下，以氨硼烷作为氢供体，从可获取的生物质衍生的酮酸和1,2-苯二胺合成各种二氢喹喔啉酮。这种单步方法提供了一种简单且环保的路线，可以在绿色溶剂碳酸二甲酯中以中等至优异的产率直接合成 12 种二氢喹喔啉酮。氘标记实验和密度函数计算的结果表明还原过程沿着双氢转移途径进行。在克级实验中可以得到可接受的二氢喹喔啉酮收率，说明了所报道的反应系统的实用性。
• Novel Approach to 3‐Methyl‐1H‐quinoxalin‐2‐ones
  作者：Xun Li、Donghua Wang、Jifeng Wu、Wenfang Xu

  DOI：10.1080/00397910500213880

  日期：2005.10

  A novel approach to the synthesis of 3-methyl-1H-quinoxalin-2-ones has been described. These compounds were regioselectively prepared by starting from substituted phenylamines and alpha-chloropropionyl chloride through the efficient procedures of acylation, nitration, reduction, intramolecular alkylation, and oxidation.
• Synthesis and biological evaluation of N4-(hetero)arylsulfonylquinoxalinones as HIV-1 reverse transcriptase inhibitors
  作者：Bailing Xu、Yan Sun、Ying Guo、Yingli Cao、Tao Yu

  DOI：10.1016/j.bmc.2009.02.039

  日期：2009.4

  A series of novel N-4-(hetero) arylsulfonylquinoxalinone derivatives were prepared in a straight and efficient way. Of all the synthesized compounds, five compounds exhibited potent anti-HIV-1 replication activities with IC50 value at the level of 10(-7) mol/L. Preliminary structure-activity relationships were studied in details and that will shed light on the discovery of more potent non-nucleoside reverse-transcriptase inhibitors. (c) 2009 Elsevier Ltd. All rights reserved.
• Synthesis of Substituted 1,3-Dimethyl-1H-quinoxalin-2-ones from Aniline Derivatives
  作者：Xun Li、Donghua Wang、Jifeng Wu、Wenfang Xu

  DOI：10.3987/com-05-10461

  日期：——

  Substituted 1,3-dimethyl-1H-quinoxalin-2-ones (7) have been synthesized through the procedures of acylation, nitration, reduction, intramolecular alkylation, oxidation, and N-methylation starting from 3,4-disubstituted aniline.