3-(2-bromoethyltosylamino)quinolin-2-one | 143102-06-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2-bromoethyltosylamino)quinolin-2-one
• 英文别名: N-(2-bromoethyl)-4-methyl-N-(2-oxo-1H-quinolin-3-yl)benzenesulfonamide
• CAS: 143102-06-1
• 化学式: C₁₈H₁₇BrN₂O₃S
• 分子量: 421.315
• InChiKey: LZFHRIBJSVJYMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-bromoethyltosylamino)quinolin-2-one 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以83%的产率得到1-tosylmorpholino<2,3-b>quinoline
  参考文献：
  名称：

  Synthesis of 2,3-Fused Quinolines from 3-Substituted Quinoline 1-Oxides. Part 1.

  摘要：

  3-(2-Bromoethyltosylamino)quinoline 1-oxide (4) reacted with TsCl-NH4OH and TsCl-K2CO3 to afford the 2-aminoquinoline (5) and the 2-quinolinone (8). Cyclization of 5 and 8 under basic conditions gave the piperazino-quinoline (6) and the morpholino-quinoline (9). Similar reactions of 3-(2-bromoethoxy)quinoline 1-oxide (13) in the presence of TsCl gave also the 2-aminoquinoline (14) and the 2-hydroxyquinoline (16), but accompanied with fair amounts of by-products (15 and, 15 and 17). Cyclization of 14 and 16 gave the morpholino-quinoline (18) and the 1,4-dioxano-quinoline (19) in somewhat lower yields.

  DOI：

  10.3987/com-92-5999
• 作为产物：
  描述：

  3-N-tosylaminoquinoline 在 sodium hydride 、 potassium carbonate 、 对甲苯磺酰氯 、 间氯过氧苯甲酸 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 3-(2-bromoethyltosylamino)quinolin-2-one
  参考文献：
  名称：

  Synthesis of 2,3-Fused Quinolines from 3-Substituted Quinoline 1-Oxides. Part 1.

  摘要：

  3-(2-Bromoethyltosylamino)quinoline 1-oxide (4) reacted with TsCl-NH4OH and TsCl-K2CO3 to afford the 2-aminoquinoline (5) and the 2-quinolinone (8). Cyclization of 5 and 8 under basic conditions gave the piperazino-quinoline (6) and the morpholino-quinoline (9). Similar reactions of 3-(2-bromoethoxy)quinoline 1-oxide (13) in the presence of TsCl gave also the 2-aminoquinoline (14) and the 2-hydroxyquinoline (16), but accompanied with fair amounts of by-products (15 and, 15 and 17). Cyclization of 14 and 16 gave the morpholino-quinoline (18) and the 1,4-dioxano-quinoline (19) in somewhat lower yields.

  DOI：

  10.3987/com-92-5999

文献信息

• Certain substituted quinolones, compositions, and uses thereof
  申请人：Dickson K. John

  公开号：US20070287706A1

  公开（公告）日：2007-12-13

  Certain quinolone-based compounds exhibiting ATP-utilizing enzyme inhibitory activity, methods of using compounds exhibiting ATP-utilizing enzyme inhibitory activity, and compositions comprising compounds exhibiting ATP-utilizing enzyme inhibitory activity, are disclosed.

  揭示了具有ATP利用酶抑制活性的某些喹诺酮基化合物，以及使用具有ATP利用酶抑制活性的化合物的方法和包含具有ATP利用酶抑制活性的化合物的组合物。
• 2-OXO-1,2-DIHYDROQUINOLINE DERIVATIVES, COMPOSITIONS, AND USES THEREOF AS ANTIPROLIFERATIVE AGENTS
  申请人：Amphora Discovery Corporation

  公开号：EP2040711A2

  公开（公告）日：2009-04-01
• [EN] CERTAIN SUBSTITUTED QUINOLONES, COMPOSITIONS, AND USES THEREOF<br/>[FR] COMPOSITIONS À BASE DE QUINOLONES SUBSTITUÉES ET LEURS UTILISATIONS
  申请人：AMPHORA DISCOVERY CORP

  公开号：WO2007136592A2

  公开（公告）日：2007-11-29

  [EN] Certain quinolone-based compounds exhibiting ATP-utilizing enzyme inhibitory activity, methods of using compounds exhibiting ATP-utilizing enzyme inhibitory activity, and compositions comprising compounds exhibiting ATP-utilizing enzyme inhibitory activity, are disclosed.
  [FR] L'invention porte: sur des composés à base de quinolones présentant une activité inhibitrice d'enzymes utilisant l'ATP; sur des méthodes utilisant lesdits composés et sur des préparations comprenant lesdits composés.
• Synthesis of 2,3-Fused Quinolines from 3-Substituted Quinoline 1-Oxides. Part 1.
  作者：Yutaka Miura、Sakae Takaku、Yasuo Fujimura、Masatomo Hamana

  DOI：10.3987/com-92-5999

  日期：——

  3-(2-Bromoethyltosylamino)quinoline 1-oxide (4) reacted with TsCl-NH4OH and TsCl-K2CO3 to afford the 2-aminoquinoline (5) and the 2-quinolinone (8). Cyclization of 5 and 8 under basic conditions gave the piperazino-quinoline (6) and the morpholino-quinoline (9). Similar reactions of 3-(2-bromoethoxy)quinoline 1-oxide (13) in the presence of TsCl gave also the 2-aminoquinoline (14) and the 2-hydroxyquinoline (16), but accompanied with fair amounts of by-products (15 and, 15 and 17). Cyclization of 14 and 16 gave the morpholino-quinoline (18) and the 1,4-dioxano-quinoline (19) in somewhat lower yields.