2-(2,6-dichlorobenzylidene)-1H-indene-1,3(2H)-dione | 24760-32-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(2,6-dichlorobenzylidene)-1H-indene-1,3(2H)-dione
• 英文别名: 2-2',6'-Dichlorbenzyliden-1,3-indandion；2-[(2,6-Dichlorophenyl)methylidene]indene-1,3-dione
• CAS: 24760-32-5
• 化学式: C₁₆H₈Cl₂O₂
• 分子量: 303.144
• InChiKey: QUCLXNDVBFVXQZ-UHFFFAOYSA-N

物化性质

• 熔点：
  148.5-150.5 °C(Solv: acetic acid (64-19-7))
• 沸点：
  490.1±45.0 °C(Predicted)
• 密度：
  1.491±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2,6-dichlorobenzylidene)-1H-indene-1,3(2H)-dione 以58%的产率得到
  参考文献：
  名称：

  WINTER M. L. DE; NAUTA W. T., EUR. J. MED. CHEM., 1977, 12, NO 2, 125-130

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-茚满二酮 、 2,6-二氯苯甲醛 在 吡啶 作用下， 反应 1.0h， 以65%的产率得到2-(2,6-dichlorobenzylidene)-1H-indene-1,3(2H)-dione
  参考文献：
  名称：

  Benzylidine indane-1,3-diones: As novel urease inhibitors; synthesis, in vitro, and in silico studies

  摘要：

  Current study deals with the evaluation of indane-1,3-dione based compounds as new class of urease inhibitors. For that purpose, benzylidine indane-1,3-diones (1-30) were synthesized and fully characterized by different spectroscopic techniques including EI-MS, HREI-MS, H-1, and C-13 NMR. All synthetic molecules 1-30 were evaluated for urease inhibitory activity and showed good to moderate inhibitory potential within the range of (IC50 = 11.60 +/- 0.3-257.05 +/- 0.7 mu M) as compared to the standard acetohydroxamic acid (IC50 = 27.0 +/- 0.5 mu M). Compound 1 (IC50 = 11.60 +/- 0.3 mu M) was found to be most potent inhibitor amongst all derivatives. The key binding interactions of most active compounds within the enzyme pocket were evaluated through in silico studies.

  DOI：

  10.1016/j.bioorg.2018.09.030

文献信息

• Agranat,I. et al., Israel Journal of Chemistry, 1969, vol. 7, p. 89 - 97
  作者：Agranat,I. et al.

  DOI：——

  日期：——
• De Winter; Nauta, European Journal of Medicinal Chemistry, 1977, vol. 12, # 2, p. 125 - 130
  作者：De Winter、Nauta

  DOI：——

  日期：——
• Benzylidine indane-1,3-diones: As novel urease inhibitors; synthesis, in vitro, and in silico studies
  作者：Bilquees Bano、Kanwal、Khalid Mohammed Khan、Farida Begum、Muhammad Arif Lodhi、Uzma Salar、Ruqaiya Khalil、Zaheer Ul-Haq、Shahnaz Perveen

  DOI：10.1016/j.bioorg.2018.09.030

  日期：2018.12

  Current study deals with the evaluation of indane-1,3-dione based compounds as new class of urease inhibitors. For that purpose, benzylidine indane-1,3-diones (1-30) were synthesized and fully characterized by different spectroscopic techniques including EI-MS, HREI-MS, H-1, and C-13 NMR. All synthetic molecules 1-30 were evaluated for urease inhibitory activity and showed good to moderate inhibitory potential within the range of (IC50 = 11.60 +/- 0.3-257.05 +/- 0.7 mu M) as compared to the standard acetohydroxamic acid (IC50 = 27.0 +/- 0.5 mu M). Compound 1 (IC50 = 11.60 +/- 0.3 mu M) was found to be most potent inhibitor amongst all derivatives. The key binding interactions of most active compounds within the enzyme pocket were evaluated through in silico studies.
• WINTER M. L. DE; NAUTA W. T., EUR. J. MED. CHEM., 1977, 12, NO 2, 125-130
  作者：WINTER M. L. DE、 NAUTA W. T.

  DOI：——

  日期：——