4-nitrobenzoic acid 2-[bis(methylthio)methylene]hydrazide | 717846-90-7

• 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: 4-nitrobenzoic acid 2-[bis(methylthio)methylene]hydrazide
• 英文别名: Dimethyl 4-nitrobenzoylcarbonohydrazonodithioate；N-[bis(methylsulfanyl)methylideneamino]-4-nitrobenzamide
• CAS: 717846-90-7
• 化学式: C₁₀H₁₁N₃O₃S₂
• 分子量: 285.348
• InChiKey: UTJJEFSCFPIZQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-Nitrobenzoylcarbonohydrazonodithioic acid 、 碘甲烷 以 甲醇 为溶剂， 反应 2.0h， 生成 4-nitrobenzoic acid 2-[bis(methylthio)methylene]hydrazide
  参考文献：
  名称：

  Synthesis, characterization, and tuberculostatic activity of novel 2-(4-nitrobenzoyl)hydrazinecarbodithioic acid derivatives

  摘要：

  A series of novel S-esters of 2-(4-nitrobenzoyl)hydrazinecarbodithioic acid and S,S'-diesters of (4-nitrobenzoyl)carbonohydrazonodithioic acid were synthesized by reaction of 4-nitrobenzohydrazide and N-methyl-4-nitrobenzohydrazide with carbon disulfide and alkyl halides in the presence of triethylamine. Novel 5-(4-nitrophenyl)-1,3,4-oxadiazoles were also obtained. The structures were confirmed by IR, NMR, and mass spectroscopy, and by elemental analysis. All the compounds obtained were screened in vitro for their tuberculostatic activity. Promising preliminary results were obtained for some of the compounds. The crystal structure of the most active compound was determined.

  DOI：

  10.1007/s00706-011-0708-y

文献信息

• Synthesis, structure, and tuberculostatic activity of dimethyl benzoylcarbonohydrazonodithioates
  作者：Katarzyna Gobis、Henryk Foks、Zofia Zwolska、Ewa Augustynowicz-Kopeć、Marek L. Główka、Andrzej Olczak、Michał Sabisz

  DOI：10.1007/s00706-011-0572-9

  日期：2011.11

  ABSTRACT: New dimethyl benzoylcarbonohydrazonodithioates were obtained by CS2 addition to arylcarboxylic acid hydrazides and methylation of the formed adduct. The new derivatives were tested for their activity against Mycobacterium tuberculosis. Some compounds exhibited high activity toward sensitive and resistant strains. GRAPHICAL ABSTRACT:

  摘要：通过将CS2加到芳基羧酸酰肼中并使形成的加合物甲基化，可以得到新的二甲基苯甲酰基碳酰肼基二硫代二甲基甲酸酯。测试了新衍生物对结核分枝杆菌的活性。一些化合物对敏感和抗性菌株表现出高活性。图形概要：