4,9-dioxo-4,9-dihydro-1(2)H-benz[f]indazole-3-carboxylic acid ethyl ester | 7770-21-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,9-dioxo-4,9-dihydro-1(2)H-benz[f]indazole-3-carboxylic acid ethyl ester
• 英文别名: 4,9-Dioxo-4,9-dihydro-1(2)H-benz[f]indazol-3-carbonsaeure-aethylester；ethyl 4,9-dioxo-1H-benzo[f]indazole-3-carboxylate；ethyl 4,9-dioxo-2H-benzo[f]indazole-3-carboxylate
• CAS: 7770-21-0
• 化学式: C₁₄H₁₀N₂O₄
• 分子量: 270.244
• InChiKey: JHYNFTZWBJKHSN-UHFFFAOYSA-N

物化性质

• 熔点：
  184-185 °C
• 沸点：
  544.3±50.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  89.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,9-dioxo-4,9-dihydro-1(2)H-benz[f]indazole-3-carboxylic acid ethyl ester 在 肼 作用下， 以 乙醇 为溶剂， 生成 4,9-Dioxo-4,9-dihydro-1H-benzo[f]indazole-3-carboxylic acid hydrazide
  参考文献：
  名称：

  Synthesis of (1,4)-naphthoquinono-[3,2-c]-1H-pyrazoles and their (1,4)-naphthohydroquinone derivatives as antifungal, antibacterial, and anticancer agents

  摘要：

  A series of (1,4)-naphthoquinono [3,2-c]-1H-pyrazoles and their (1,4)-naphthohydroquinone derivatives 2-7 were synthesized and evaluated for antifungal, antibacterial, and anticancer activities. The structure-activity relationship of these compounds was studied and the results show that the compound 2b exhibited in vitro antifungal activity against Candida albicans and Cryptococcus neoformans, and also possessed antibacterial profile against Klebsiella pneumoniae and Escherichia coli whereas 1c showed anticancer activity against Walker 256 Carcinosarcoma in rats. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.066
• 作为产物：
  描述：

  重氮乙酸乙酯 、 1,4-萘醌 以 乙醚 为溶剂， 反应 48.0h， 生成 4,9-dioxo-4,9-dihydro-1(2)H-benz[f]indazole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of (1,4)-naphthoquinono-[3,2-c]-1H-pyrazoles and their (1,4)-naphthohydroquinone derivatives as antifungal, antibacterial, and anticancer agents

  摘要：

  A series of (1,4)-naphthoquinono [3,2-c]-1H-pyrazoles and their (1,4)-naphthohydroquinone derivatives 2-7 were synthesized and evaluated for antifungal, antibacterial, and anticancer activities. The structure-activity relationship of these compounds was studied and the results show that the compound 2b exhibited in vitro antifungal activity against Candida albicans and Cryptococcus neoformans, and also possessed antibacterial profile against Klebsiella pneumoniae and Escherichia coli whereas 1c showed anticancer activity against Walker 256 Carcinosarcoma in rats. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.066

文献信息

• THE ADDITION OF DIAZOMETHANE AND SOME OF ITS DERIVATIVES TO ALPHA-NAPHTHOQUINONE
  作者：Louis F. Fieser、Mary A. Peters

  DOI：10.1021/ja01362a024

  日期：1931.11
• Synthesis of (1,4)-naphthoquinono-[3,2-c]-1H-pyrazoles and their (1,4)-naphthohydroquinone derivatives as antifungal, antibacterial, and anticancer agents
  作者：Vishnu K. Tandon、Dharmendra B. Yadav、Ashok K. Chaturvedi、Praveen K. Shukla

  DOI：10.1016/j.bmcl.2005.04.066

  日期：2005.7

  A series of (1,4)-naphthoquinono [3,2-c]-1H-pyrazoles and their (1,4)-naphthohydroquinone derivatives 2-7 were synthesized and evaluated for antifungal, antibacterial, and anticancer activities. The structure-activity relationship of these compounds was studied and the results show that the compound 2b exhibited in vitro antifungal activity against Candida albicans and Cryptococcus neoformans, and also possessed antibacterial profile against Klebsiella pneumoniae and Escherichia coli whereas 1c showed anticancer activity against Walker 256 Carcinosarcoma in rats. (c) 2005 Elsevier Ltd. All rights reserved.