2-bromo-N-[(3,4-dimethoxyphenyl)methylideneamino]benzamide | 351880-28-9

• 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: 2-bromo-N-[(3,4-dimethoxyphenyl)methylideneamino]benzamide
• CAS: 351880-28-9
• 化学式: C₁₆H₁₅BrN₂O₃
• 分子量: 363.211
• InChiKey: VLGFLSDEQFRNFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  烟酰氯 、 2-bromo-N-[(3,4-dimethoxyphenyl)methylideneamino]benzamide 以 乙醚 为溶剂， 反应 24.0h， 以15.8%的产率得到N-(2-bromobenzoyl)-N-[(3,4-dimethoxyphenyl)methylideneamino]pyridine-3-carboxamide
  参考文献：
  名称：

  Synthesis and antitubercular activities of substituted benzoic acid N′-(substituted benzylidene/furan-2-ylmethylene)-N-(pyridine-3-carbonyl)-hydrazides

  摘要：

  A series of benzoic acid hydrazones and its nicotinyl derivatives (1-10) were prepared and evaluated for their antitubercular activity towards a strain of Mycobacterium tuberculosis (MTB). The structures of newly synthesized compounds were confirmed by infrared (IR) and H-1-nuclear magnetic resonance (NMR) spectral data and elemental analysis. The in vitro antitubercular activity of synthesized compounds against MTB was carried out in Middlebrook 7H11agar medium supplemented with OADC by agar dilution method. The antitubercular activity results indicated that nicotinic acid N-(3,5-dinitrobenzoyl)-N'-(4-methoxy-benzylidene)-hydrazide (1) is the most potent among the synthesized compounds with MIC of 3.5 x 10(-3) mu M. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.08.030
• 作为产物：
  描述：

  2-溴苯甲酰肼 、 3,4-二甲氧基苯甲醛 以 乙醇 为溶剂， 反应 3.0h， 以35.5%的产率得到2-bromo-N-[(3,4-dimethoxyphenyl)methylideneamino]benzamide
  参考文献：
  名称：

  取代苯甲酸亚苄基/呋喃-2-基-亚甲基酰肼作为抗菌剂的Hansch分析

  摘要：

  合成了一系列取代的酰肼衍生物，并对其进行了体外筛选对五种代表性微生物的抗菌活性。抗菌研究的结果表明，苯甲酸部分上吸电子基团的存在提高了抗菌活性。此外，杂环呋喃的存在不能改善取代的酰肼的抗微生物活性。为了解取代酰肼衍生物的理化参数与抗菌活性之间的关系，通过开发一靶标和多靶标模型进行了QSAR研究。与单靶标模型相比，发现多靶标模型可有效描述取代的酰肼的抗菌活性。此外，它还表明了拓扑参数，价三阶分子连接指数（3 χ v）和电子参数，最高能量在描述被取代的酰肼的抗微生物活性占据分子轨道（HOMO）。

  DOI：

  10.1016/j.ejmech.2008.10.034

文献信息

• Hansch analysis of substituted benzoic acid benzylidene/furan-2-yl-methylene hydrazides as antimicrobial agents
  作者：Pradeep Kumar、Balasubramanian Narasimhan、Deepika Sharma、Vikramjeet Judge、Rakesh Narang

  DOI：10.1016/j.ejmech.2008.10.034

  日期：2009.5

  antimicrobial activity of substituted hydrazides. To understand the relationship between physicochemical parameters and antimicrobial activity of substituted hydrazide derivatives, QSAR investigation was performed by the development of one-target and multi-target models. The multi-target model was found to be effective in describing the antimicrobial activity of substituted hydrazides in comparison to the

  合成了一系列取代的酰肼衍生物，并对其进行了体外筛选对五种代表性微生物的抗菌活性。抗菌研究的结果表明，苯甲酸部分上吸电子基团的存在提高了抗菌活性。此外，杂环呋喃的存在不能改善取代的酰肼的抗微生物活性。为了解取代酰肼衍生物的理化参数与抗菌活性之间的关系，通过开发一靶标和多靶标模型进行了QSAR研究。与单靶标模型相比，发现多靶标模型可有效描述取代的酰肼的抗菌活性。此外，它还表明了拓扑参数，价三阶分子连接指数（3 χ v）和电子参数，最高能量在描述被取代的酰肼的抗微生物活性占据分子轨道（HOMO）。
• Synthesis and antitubercular activities of substituted benzoic acid N′-(substituted benzylidene/furan-2-ylmethylene)-N-(pyridine-3-carbonyl)-hydrazides
  作者：Pradeep Kumar、Balasubramanian Narasimhan、Perumal Yogeeswari、Dharmarajan Sriram

  DOI：10.1016/j.ejmech.2010.08.030

  日期：2010.12

  A series of benzoic acid hydrazones and its nicotinyl derivatives (1-10) were prepared and evaluated for their antitubercular activity towards a strain of Mycobacterium tuberculosis (MTB). The structures of newly synthesized compounds were confirmed by infrared (IR) and H-1-nuclear magnetic resonance (NMR) spectral data and elemental analysis. The in vitro antitubercular activity of synthesized compounds against MTB was carried out in Middlebrook 7H11agar medium supplemented with OADC by agar dilution method. The antitubercular activity results indicated that nicotinic acid N-(3,5-dinitrobenzoyl)-N'-(4-methoxy-benzylidene)-hydrazide (1) is the most potent among the synthesized compounds with MIC of 3.5 x 10(-3) mu M. (C) 2010 Elsevier Masson SAS. All rights reserved.