ethyl 6-(4-chlorophenyl)-4-(naphthalen-2-yl)-2-oxocyclohex-3-enecarboxylate | 114039-90-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 6-(4-chlorophenyl)-4-(naphthalen-2-yl)-2-oxocyclohex-3-enecarboxylate
• 英文别名: Ethyl 6-(4-chlorophenyl)-4-naphthalen-2-yl-2-oxocyclohex-3-ene-1-carboxylate
• CAS: 114039-90-6
• 化学式: C₂₅H₂₁ClO₃
• 分子量: 404.893
• InChiKey: GSAGGEWXVFFAHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 6-(4-chlorophenyl)-4-(naphthalen-2-yl)-2-oxocyclohex-3-enecarboxylate 在 sodium acetate 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以45%的产率得到4-(4-chlorophenyl)-4,5-dihydro-6-(naphthalen-2-yl)-2H-indazol-3-ol
  参考文献：
  名称：

  Synthesis, spectral analysis and in vitro microbiological evaluation of novel ethyl 4-(naphthalen-2-yl)-2-oxo-6-arylcyclohex-3-enecarboxylates and 4,5-dihydro-6-(napthalen-2-yl)-4-aryl-2H-indazol-3-ols

  摘要：

  A series of ethyl 4-(naphthalen-2-yl)-2-oxo-6-arylcyclohex-3-enecarboxylates 8--14 and 4,5-dihydro-6-(naphthalen-2-yl)-4-aryl-2H-indazol-3-ols 15--21 were synthesised and characterised by their spectroscopic data. In vitro microbiological evaluations were carried out for all the newly synthesised compounds 8--21 against clinically isolated bacterial and fungal strains. Compounds 9, 12 and 20 against Staphylococcus aureus, 10, 12, 20 against beta beta-haemolytic streptococcus, 11, 17 against Bacillus subtilis, 12, 16 and 20 against Vibreo cholerae, 13, 16 against Escherichia coli, 13, 16, 18, 19 against Salmonella typhii, 12, 18 against Shigella flexneri, 10 against Salmonella typhii, 10, 13, 17, 18 against Aspergillus flavus, 12, 17, 21 against Aspergillus niger, 12, 15, 17, 18, 20 against Mucor, Rhizopus and Microsporeum gypsuem exhibit potent antimicrobial activity.

  DOI：

  10.3109/14756361003689856
• 作为产物：
  描述：

  3-(4-chlorophenyl)-1-(naphthalen-2-yl)prop-2-en-1-one 、 乙酰乙酸乙酯 在 sodium 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 ethyl 6-(4-chlorophenyl)-4-(naphthalen-2-yl)-2-oxocyclohex-3-enecarboxylate
  参考文献：
  名称：

  Synthesis and antimicrobial activities of new 4,6-diaryl- 4,5-dihydro-3-hydroxy-2H-indazoles

  摘要：

  AbstractA series of new 4,6‐diaryl‐4,5‐dihydro‐3‐hydroxy‐2H‐indazoles 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k were synthesized by the cyclization of ethyl 2‐oxo‐4,6‐diarylcyclohex‐3‐ene carboxylates 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k. The compounds were characterized by IR, 1H NMR, 13C NMR, 2D NMR, and elemental analysis. The synthesized compounds were evaluated for in vitro antibacterial and antifungal activities against Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Pseudomonas aeruginosa, Candida albicans, Aspergillus niger, Aspergillus flavus, and Rhizopus sp. Most of the compounds exhibited good activity against the tested organisms. J. Heterocyclic Chem.,, (2012).

  DOI：

  10.1002/jhet.720

文献信息

• Synthesis, spectral analysis and <i>in vitro</i> microbiological evaluation of novel ethyl 4-(naphthalen-2-yl)-2-oxo-6-arylcyclohex-3-enecarboxylates and 4,5-dihydro-6-(napthalen-2-yl)-4-aryl-2<i>H</i>-indazol-3-ols
  作者：V. Kanagarajan、J. Thanusu、M. Gopalakrishnan

  DOI：10.3109/14756361003689856

  日期：2011.2.1

  A series of ethyl 4-(naphthalen-2-yl)-2-oxo-6-arylcyclohex-3-enecarboxylates 8--14 and 4,5-dihydro-6-(naphthalen-2-yl)-4-aryl-2H-indazol-3-ols 15--21 were synthesised and characterised by their spectroscopic data. In vitro microbiological evaluations were carried out for all the newly synthesised compounds 8--21 against clinically isolated bacterial and fungal strains. Compounds 9, 12 and 20 against Staphylococcus aureus, 10, 12, 20 against beta beta-haemolytic streptococcus, 11, 17 against Bacillus subtilis, 12, 16 and 20 against Vibreo cholerae, 13, 16 against Escherichia coli, 13, 16, 18, 19 against Salmonella typhii, 12, 18 against Shigella flexneri, 10 against Salmonella typhii, 10, 13, 17, 18 against Aspergillus flavus, 12, 17, 21 against Aspergillus niger, 12, 15, 17, 18, 20 against Mucor, Rhizopus and Microsporeum gypsuem exhibit potent antimicrobial activity.
• EL-BAYOUKI, KHAIRY A. M.;IBRAHIM, I. H.;LATIF, N., EGYPT. J. CHEM., 29,(1986) N 1, 107-116
  作者：EL-BAYOUKI, KHAIRY A. M.、IBRAHIM, I. H.、LATIF, N.

  DOI：——

  日期：——
• Synthesis and antimicrobial activities of new 4,6-diaryl- 4,5-dihydro-3-hydroxy-2H-indazoles
  作者：Parasuraman Amutha、Samuthira Nagarajan

  DOI：10.1002/jhet.720

  日期：2012.3

  AbstractA series of new 4,6‐diaryl‐4,5‐dihydro‐3‐hydroxy‐2H‐indazoles 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k were synthesized by the cyclization of ethyl 2‐oxo‐4,6‐diarylcyclohex‐3‐ene carboxylates 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k. The compounds were characterized by IR, 1H NMR, 13C NMR, 2D NMR, and elemental analysis. The synthesized compounds were evaluated for in vitro antibacterial and antifungal activities against Staphylococcus aureus, Escherichia coli, Salmonella typhimurium, Pseudomonas aeruginosa, Candida albicans, Aspergillus niger, Aspergillus flavus, and Rhizopus sp. Most of the compounds exhibited good activity against the tested organisms. J. Heterocyclic Chem.,, (2012).