3-氯-1-甲基喹喔啉-2-酮 | 55687-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 3-氯-1-甲基喹喔啉-2-酮
• 英文名称: 3-chloro-1-methylquinoxaline-2(1H)-one
• 英文别名: 3-chloro-1-methyl-1H-quinoxalin-2-one；3-Chlor-1-methyl-1H-chinoxalin-2-on；3-chloro-1-methyl-1H-quinoxalin-2-one；3-chloro-1-methylquinoxalin-2-one
• CAS: 55687-06-4
• 化学式: C₉H₇ClN₂O
• mdl: MFCD00244511
• 分子量: 194.62
• InChiKey: AVOGNDGKQXBUOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-氯-1-甲基喹喔啉-2-酮 在 吡啶 作用下， 以 乙腈 为溶剂， 反应 5.42h， 生成 Methyl 5-methyl-1,4-dioxo-[1,2,4]triazolo[4,3-a]quinoxaline-2-carboxylate
  参考文献：
  名称：

  1,2,4-Triazolo[4,3-a]quinoxaline-1,4-diones as antiallergic agents

  摘要：

  A series of new 1,4-dihydro-1,2,4-triazolo[4,3-]quinoxaline-1,4-diones has been prepared. These compounds were tested as inhibitors of antigen-induced release of histamine (AIR) in vitro from rat peritoneal mast cells (RMC) and as inhibitors of IgE-mediated rat passive cutaneous anaphylaxis (PCA). Most of this new class of antiallergic agents showed good activity in the RMC and PCA tests. The most potent compound, 2-acetyl-7-chloro-5-n-propyl-1,2,4-triazolo[4,3-a]quinoxaline-1,4-dione (1x), with an I50 value of 0.1 microM, is 30 times more potent than disodium cromoglycate (DSCG) in the RMC assay.

  DOI：

  10.1021/jm00381a016
• 作为产物：
  描述：

  N-甲基-2-硝基苯胺 在 palladium on activated charcoal 、 乙醇 、 三氯氧磷 作用下， 生成 3-氯-1-甲基喹喔啉-2-酮
  参考文献：
  名称：

  Cheeseman, Journal of the Chemical Society, 1955, p. 1804,1806

  摘要：

  DOI：

文献信息

• A palladium-catalyzed coupling of 3-chloroquinoxalinones with various nitrogen-containing nucleophiles
  作者：Etienne Brachet、Jean-François Peyrat、Jean-Daniel Brion、Samir Messaoudi、Mouâd Alami

  DOI：10.1039/c3ob40338f

  日期：——

  An efficient and general palladium-catalyzed coupling of 3-chloro-quinoxalinones with a variety of nitrogen-containing nucleophiles such as (hetero)aromatic and aliphatic amides as well as some challenging weakly nucleophilic nitrogen compounds including lactams, carbamates and NH-containing azoles is described. In all cases, the reactions take place rapidly and cleanly in dioxane using Pd(OAc)2 as

  3-氯喹喔啉酮与各种含氮亲核试剂（如（杂）芳族和脂族酰胺）以及一些具有挑战性的弱亲核氮化合物（包括内酰胺，氨基甲酸酯和含NH的吡咯）的有效且通用的钯催化偶联是描述。在所有情况下，反应都会在二恶烷使用Pd（OAc）2作为催化剂，使用Xantphos作为配体，使用K 2 CO 3作为碱，可以很好地实现3- N-取代的喹喔啉酮类产品的偶联。
• Quinoxalinones
  申请人：Beavers Pat Mary

  公开号：US20050148586A1

  公开（公告）日：2005-07-07

  The invention features quinoxalinones, pharmaceutical compositions containing them and methods of using them to treat, for example, diabetes.

  这项发明涉及喹喔啉酮，包含它们的药物组合物以及使用它们治疗糖尿病等疾病的方法。
• Electrochemical chlorination and bromination of electron-deficient C H bonds in quinones, coumarins, quinoxalines and 1,3-diketones
  作者：Dan Yu、Ruixue Ji、Zhihui Sun、Wenjie Li、Zhong-Quan Liu

  DOI：10.1016/j.tetlet.2021.153514

  日期：2021.12

  The electrochemistry-promoted chlorination and bromination of electron-deficient CH bonds was developed, using quinones, coumarins, quinoxalines and 1,3-diketones. This protocol features readily available and safe halogen sources (hydrochloric acid and KBr), high site-selectivity and mild reaction conditions. It could provide an efficient access to a series of chlorinated and brominated quinones, coumarins

  使用醌、香豆素、喹喔啉和 1,3-二酮，开发了电化学促进的缺电子 CH键的氯化和溴化。该协议具有易于获得且安全的卤素源（盐酸和 KBr）、高位点选择性和温和的反应条件。它可以有效地获取一系列氯化和溴化醌、香豆素、喹喔啉和 1,3-二酮。
• Thiazoloquinoxalin-1,4-diones for treating allergy
  申请人：USV Pharmaceutical Corporation

  公开号：US04400382A1

  公开（公告）日：1983-08-23

  New triazoloquinoxalin-1,4-diones are described as well as the use thereof as anti-allergenic agents.

  描述了新的三氮唑喹喔喹啉-1,4-二酮，并将其用作抗过敏药剂。
• Triazoloquinoxalin-1,4-diones
  申请人：USV Pharmaceutical Corporation

  公开号：US04668678A1

  公开（公告）日：1987-05-26

  New triazoloquinoxalin-1,4-diones are described as well as the use thereof as anti-allergenic agents.

  本文描述了新的三唑并喹啉-1,4-二酮化合物，并说明其作为抗过敏药物的用途。