7-硝基-3-氧代-3,4-二氢-喹噁啉e-2-羧酸乙酯 | 78115-65-8

• 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: 7-硝基-3-氧代-3,4-二氢-喹噁啉e-2-羧酸乙酯
• 英文名称: 7-Nitro-3-hydroxy-chinoxalin-carbonsaeure-(2)-ethylester
• 英文别名: 7-nitro-3-oxo-3,4-dihydro-quinoxaline-2-carboxylic acid ethyl ester；ethyl 3-hydroxy-7-nitroquinoxaline-2-carboxylate
• CAS: 78115-65-8
• 化学式: C₁₁H₉N₃O₅
• 分子量: 263.21
• InChiKey: RGAAOKDXIMNYAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-硝基-3-氧代-3,4-二氢-喹噁啉e-2-羧酸乙酯 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以100%的产率得到Ethyl 3-chloro-7-nitroquinoxaline-2-carboxylate
  参考文献：
  名称：

  [EN] QUINOXALINES USEFUL AS INHIBITORS OF PROTEIN KINASES
  [FR] QUINOXALINES UTILES COMME INHIBITEURS DES PROTEINES KINASES

  摘要：

  公开号：

  WO2005056547A3
• 作为产物：
  描述：

  乙醇 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以38%的产率得到7-硝基-3-氧代-3,4-二氢-喹噁啉e-2-羧酸乙酯
  参考文献：
  名称：

  [EN] QUINOXALINES USEFUL AS INHIBITORS OF PROTEIN KINASES
  [FR] QUINOXALINES UTILES COMME INHIBITEURS DES PROTEINES KINASES

  摘要：

  公开号：

  WO2005056547A3

文献信息

• Uncatalyzed condensation between aryl-1,2-diamines and diethyl bromomalonate: a one-pot access to substituted ethyl 3-hydroxyquinoxaline-2-carboxylates
  作者：Pranab Haldar、Bishnupada Dutta、Joyram Guin、Jayanta K. Ray

  DOI：10.1016/j.tetlet.2007.06.065

  日期：2007.8

  A one-pot method for the synthesis of substituted ethyl 3-hydroxyquinoxaline-2-carboxylates under solvent and catalyst free conditions has been developed.

  开发了一种在无溶剂和无催化剂条件下合成取代的3-羟基喹喔啉-2-羧酸乙酯的一锅法。
• Pharmaceutical composition containing 3,4-dihydro-3-oxo-2-quinoxalines, novel such quinoxalines and processes for the production thereof
  申请人：ELI LILLY AND COMPANY

  公开号：EP0010426A1

  公开（公告）日：1980-04-30

  A pharmaceutical composition characterized by as active ingredient a 3,4-dihydro-3-oxoquinoxaline of the formula: wherein R and R4 are individually H, NO2 or CH30; R1 and R2 are individually H, NO2, CH3O or halo such that at least one of R, R1, R2 and R4 is otherthan H, such that if neitherR1 and R2 is NO2 orCH3O, both RR1 and R2 are individually halo and both R and R4 are H, and such that one ofR1 and R2 is CH3O only if one of R, R1, R2 and R4 is NO2; R3 is C1-C4 alkyl, C3-C6 cycloalkyl, C3-C4 alkenyl, H or 2-chloroethyl; and n is 0 or 2, e.g. ethyl 6,7-dibromo- 3,4-dihydro-3-oxo-2- quinoxaline carboxylate, and excipients is useful for suppressing viral infection in mammals. All but one of the quinoxalines disclosed are new. The compounds are prepared by reacting an o-phenyiene diamine with an a-ketodibasic acid. Certain of the compounds are prepared by reacting a 6-nitro-4,5- disubstituted aniline with an alkyl malonyl chloride followed by annelation in the presence of sodium ethoxide and then treatment with phosphorus trichloride.

  一种药物组合物，其活性成分为式 3，4-二氢-3-氧代喹喔啉： 其中R和R4分别为H、NO2或CH30；R1和R2分别为H、NO2、CH3O或卤素，这样R、R1、R2和R4中至少有一个不是H，这样如果R1和R2都不是NO2或CH3O，RR1和R2都分别为卤素，R和R4都是H，这样只有当R、R1、R2和R4中的一个是NO2时，R1和R2中的一个才是CH3O；R3 是 C1-C4 烷基、C3-C6 环烷基、C3-C4 烯基、H 或 2-氯乙基；且 n 是 0 或 2，例如例如，6,7-二溴-3,4-二氢-3-氧代-2-喹喔啉羧酸乙酯和辅料可用于抑制哺乳动物的病毒感染。除一种喹喔啉外，所披露的所有喹喔啉都是新化合物。这些化合物是通过邻苯基二胺与 a-酮二元酸反应制备的。某些化合物是通过 6-硝基-4,5-二取代苯胺与烷基丙二酰氯反应，然后在乙醇钠存在下环化，再用三氯化磷处理而制备的。
• Synthesis of substituted 2-ethoxycarbonyl- and 2-carboxyquinoxalin-3-ones for evaluation of antimicrobial and anticancer activity
  作者：Paolo Sanna、Antonio Carta、Mario Loriga、Stefania Zanetti、Leonardo Sechi

  DOI：10.1016/s0014-827x(98)00044-5

  日期：1998.7

  A series of variously substituted quinoxalin-3-ones bearing an ethoxycarbonyl or carboxy group in the C-2 position has been prepared and their structures proved by H-1 NMR spectroscopy. The obtained compounds were investigated in vitro for antimicrobial and anticancer activities. Preliminary results showed a moderate activity against a few strains of bacteria but no significant anticancer and anti-HIV activity. (C) 1998 Elsevier Science S.A. All rights reserved.
• QUINOXALINES USEFUL AS INHIBITORS OF PROTEIN KINASES
  申请人：Bemis Guy W.

  公开号：US20100081657A1

  公开（公告）日：2010-04-01

  The present invention relates to compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.
• US4264600A
  申请人：——

  公开号：US4264600A

  公开（公告）日：1981-04-28