4-氨基烟酰肼 | 89533-20-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-氨基烟酰肼
• 英文名称: 4-aminonicotinoyl hydrazide
• 英文别名: 4-amino-nicotinic acid hydrazide；4-Amino-nicotinsaeure-hydrazid；4-Aminopyridine-3-carbohydrazide
• CAS: 89533-20-0
• 化学式: C₆H₈N₄O
• mdl: MFCD18785277
• 分子量: 152.156
• InChiKey: NPTAJLRKVUUHKR-UHFFFAOYSA-N

物化性质

• 密度：
  1.352±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氨基烟酰肼 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 0.17h， 生成 4-aminonicotinoyl azide
  参考文献：
  名称：

  Ring-opening reactions of triazolo- and tetrazolo-pyridopyrimidines or quinazolines with some carbon nucleophiles

  摘要：

  DOI：

  10.1007/bf00811102
• 作为产物：
  描述：

  4-氨基烟酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 4-氨基烟酰肼
  参考文献：
  名称：

  Novel 1,3,4-oxadiazole thioether derivatives targeting thymidylate synthase as dual anticancer/antimicrobial agents

  摘要：

  A series of novel 1,3,4-oxadiazole thioether derivatives (compounds 9-44) were designed and synthesized as potential inhibitors of thymidylate synthase (TS) and as anticancer agents. The in vitro anticancer activities of these compounds were evaluated against three cancer cell lines by the MTT method. Among all the designed compounds, compound 18 bearing a nitro substituent exhibited more potent in vitro anticancer activities with IC50 values of 0.7 +/- 0.2, 30.0 +/- 1.2, 18.3 +/- 1.4 mu M, respectively, which was superior to the positive control. In the further study, it was identified as the most potent inhibitor against two kinds of TS protein (for human TS and Escherichia coli TS, IC50 values: 0.62 and 0.47 mu M, respectively) in the TS inhibition assay in vitro and the most potent antibacterial agents with MIC (minimum inhibitory concentrations) of 1.56-3.13 mu g/mL against the tested four bacterial strains. Molecular docking and 3D-QSAR study supported that compound 18 can be selected as dual antitumor/antibacterial candidate in the future study. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.02.008

文献信息

• Synthetic Tuberculostats. IV. Pyridine Carboxylic Acid Hydrazides and Benzoic Acid Hydrazides
  作者：H. Herbert Fox、John T. Gibas

  DOI：10.1021/jo50012a013

  日期：1952.12
• PETRIC, A.;TISLER, M.;STANOVNIK, B., MONATSH. CHEM., 1985, 116, N 11, 1309-1319
  作者：PETRIC, A.、TISLER, M.、STANOVNIK, B.

  DOI：——

  日期：——
• Novel 1,3,4-oxadiazole thioether derivatives targeting thymidylate synthase as dual anticancer/antimicrobial agents
  作者：Qian-Ru Du、Dong-Dong Li、Ya-Zhou Pi、Jing-Ran Li、Jian Sun、Fei Fang、Wei-Qing Zhong、Hai-Bin Gong、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2013.02.008

  日期：2013.4

  A series of novel 1,3,4-oxadiazole thioether derivatives (compounds 9-44) were designed and synthesized as potential inhibitors of thymidylate synthase (TS) and as anticancer agents. The in vitro anticancer activities of these compounds were evaluated against three cancer cell lines by the MTT method. Among all the designed compounds, compound 18 bearing a nitro substituent exhibited more potent in vitro anticancer activities with IC50 values of 0.7 +/- 0.2, 30.0 +/- 1.2, 18.3 +/- 1.4 mu M, respectively, which was superior to the positive control. In the further study, it was identified as the most potent inhibitor against two kinds of TS protein (for human TS and Escherichia coli TS, IC50 values: 0.62 and 0.47 mu M, respectively) in the TS inhibition assay in vitro and the most potent antibacterial agents with MIC (minimum inhibitory concentrations) of 1.56-3.13 mu g/mL against the tested four bacterial strains. Molecular docking and 3D-QSAR study supported that compound 18 can be selected as dual antitumor/antibacterial candidate in the future study. (C) 2013 Elsevier Ltd. All rights reserved.
• Ring-opening reactions of triazolo- and tetrazolo-pyridopyrimidines or quinazolines with some carbon nucleophiles
  作者：Andrej Petrič、Miha Tišler、Branko Stanovnik

  DOI：10.1007/bf00811102

  日期：1985.11