(E)-1-(4-chlorobenzylidene)-2-(2,4-dinitro phenyl)hydrazine | 149833-55-6

• 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: (E)-1-(4-chlorobenzylidene)-2-(2,4-dinitro phenyl)hydrazine
• 英文别名: (E)-1-(4-chlorobenzylidene)-2-(2,4-dinitrophenyl)hydrazine；4-Chlorobenzaldehyde (2,4-dinitrophenyl)hydrazone；N-[(E)-(4-chlorophenyl)methylideneamino]-2,4-dinitroaniline
• CAS: 149833-55-6
• 化学式: C₁₃H₉ClN₄O₄
• 分子量: 320.692
• InChiKey: HNRHTYXBELCYRG-OVCLIPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-chlorobenzylidene)-2-(2,4-dinitro phenyl)hydrazine 在 sodium azide 作用下， 以 水 为溶剂， 反应 4.0h， 以78%的产率得到5-(p-chlorophenyl)-N-(2,4-dinitrophenyl)-4,5-dihydro-1H-tetrazol-1-amine
  参考文献：
  名称：

  Synthesis and Characterization of Novel Five-Membered Heterocycles and Their Activity against Candida Yeasts

  摘要：

  Some new tetrazole derivatives were prepared by the reaction between the prepared azomethine compounds I-6-I-10 with sodium azide in anhydrous tetrahydrofuran (THF) with a few drops of distilled water and under reflux conditions. Azomethine compounds were prepared by thermal condensation reactions of aromatic aldehydes with primary aromatic amines. The prepared compounds (tetrazole derivatives) were screened for their antibacterial activity (by disc diffusion method). Compound I-6 is the most active derivative that has recorded a significantly (p<0.01) stronger influence to inhibit the growth of Candida zeylanoides with an average zone of inhibition of 26.0 mm. Derivatives I-7 and I-9 showed the lowest zone of inhibition of 8.0 mm against Candida zeylanoides. This study may be helpful in designing more potential anticandidal agents for therapeutic use in the future.

  DOI：

  10.17344/acsi.2018.4719
• 作为产物：
  描述：

  4-氯苯甲醛 、 2,4-二硝基苯肼 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以90%的产率得到(E)-1-(4-chlorobenzylidene)-2-(2,4-dinitro phenyl)hydrazine
  参考文献：
  名称：

  SYNTHESIS AND ANTIFUNGAL ACTIVITY OF DIARYL HYDRAZONES FROM 2,4-DINITROPHENYLHYDRAZINE

  摘要：

  A new series of diarylhydrazones derived from 2,4-dinitrophenylhydrazine were synthesized via condensation with aromatic aldehydes whose structures have been determined by mass spectrometry, infrared spectroscopy, and nuclear magnetic resonance spectra. Yields were 50-99%. All compounds were screened in vitro for their antifungal activity. Preliminary results indicated that compounds 3g and 3h exhibited promising antifungal potency. Understanding of the structure of these compounds establishes a preliminary structure-activity relationship to form the basis of further investigation.

  DOI：

  10.4067/s0717-97072016000300015

文献信息

• Hearn, Michael J.; Sy, Karen Grace, Bulletin des Societes Chimiques Belges, 1989, vol. 98, # 5, p. 339 - 342
  作者：Hearn, Michael J.、Sy, Karen Grace

  DOI：——

  日期：——
• SORELL T. N.; PEARLMAN P. S., J. ORG. CHEM., 1980, 45, NO 17, 3449-3451
  作者：SORELL T. N.、 PEARLMAN P. S.

  DOI：——

  日期：——
• HEARN, MICHAEL J.;SY, KAREN GRACE, BULL. SOC. CHIM. BELG., 98,(1989) N, C. 339-342
  作者：HEARN, MICHAEL J.、SY, KAREN GRACE

  DOI：——

  日期：——
• HEARN, M. J.;ROSENBERG, J.;CAMPBELL, M. L., J. HETEROCYCL. CHEM., 1985, 22, N 5, 1405-1407
  作者：HEARN, M. J.、ROSENBERG, J.、CAMPBELL, M. L.

  DOI：——

  日期：——
• Synthesis and Characterization of Novel Five-Membered Heterocycles and Their Activity against Candida Yeasts
  作者：Hiba Maher Tawfeeq、Rasim Farraj Muslim、Obaid Hasan Abid、Mustafa Nadhim Owaid

  DOI：10.17344/acsi.2018.4719

  日期：——

  Some new tetrazole derivatives were prepared by the reaction between the prepared azomethine compounds I-6-I-10 with sodium azide in anhydrous tetrahydrofuran (THF) with a few drops of distilled water and under reflux conditions. Azomethine compounds were prepared by thermal condensation reactions of aromatic aldehydes with primary aromatic amines. The prepared compounds (tetrazole derivatives) were screened for their antibacterial activity (by disc diffusion method). Compound I-6 is the most active derivative that has recorded a significantly (p<0.01) stronger influence to inhibit the growth of Candida zeylanoides with an average zone of inhibition of 26.0 mm. Derivatives I-7 and I-9 showed the lowest zone of inhibition of 8.0 mm against Candida zeylanoides. This study may be helpful in designing more potential anticandidal agents for therapeutic use in the future.