4-(3-phenyl)-3a,4-dihydro-3H-indeno[1,2-c]pyrazol-2-yl benzenesulfonamide | 263903-61-3

• 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-(3-phenyl)-3a,4-dihydro-3H-indeno[1,2-c]pyrazol-2-yl benzenesulfonamide
• 英文别名: 4-(3-Phenyl-3a,4-dihydroindeno[1,2-c]pyrazol-2(3h)-yl)benzenesulfonamide；4-(3-phenyl-3a,4-dihydro-3H-indeno[1,2-c]pyrazol-2-yl)benzenesulfonamide
• CAS: 263903-61-3
• 化学式: C₂₂H₁₉N₃O₂S
• 分子量: 389.478
• InChiKey: ADRYXDRSGCZALQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  75.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(3-phenyl)-3a,4-dihydro-3H-indeno[1,2-c]pyrazol-2-yl benzenesulfonamide 在 sodium acetate 、 potassium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Hassan, Seham Y.; Basif, Salem A.; Faidallah, H. M., Egyptian Journal of Chemistry, 1999, vol. 42, # 2, p. 213 - 220

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-2-benzylidene-2,3-dihydro-1H-inden-1-one 、 4-磺酰胺基苯肼盐酸盐 以 乙醇 为溶剂， 反应 4.0h， 以78%的产率得到4-(3-phenyl)-3a,4-dihydro-3H-indeno[1,2-c]pyrazol-2-yl benzenesulfonamide
  参考文献：
  名称：

  Hassan, Seham Y.; Basif, Salem A.; Faidallah, H. M., Egyptian Journal of Chemistry, 1999, vol. 42, # 2, p. 213 - 220

  摘要：

  DOI：

文献信息

• Synthesis and bioactivity studies on new 4-(3-(4-Substitutedphenyl)-3a,4-dihydro-3<i>H</i>-indeno[1,2-c]pyrazol-2-yl) benzenesulfonamides
  作者：Halise Inci Gul、Mehtap Tugrak、Hiroshi Sakagami、Parham Taslimi、Ilhami Gulcin、Claudiu T. Supuran

  DOI：10.3109/14756366.2016.1160077

  日期：2016.11.1

  A series of new 4-(3-(4-substitutedphenyl)-3a,4-dihydro-3H-indeno[1,2-c]pyrazol-2-yl) benzenesulfonamides (7-12) was synthesized starting from 2-(4-substitutedbenzylidene)-2,3-dihydro-1H-inden-1-one (1-6) and 4-hydrazinobenzenesulfonamide. The substituted benzaldehydes from which the key intermediate was prepared by introducing 2- or 4-substituents such as fluorine, hydroxy, methoxy, or the 3,4,5-trimethoxy

  从2-（-）开始合成了一系列新的4-（3-（4-取代苯基）-3a，4-二氢-3H-茚并[1,2-c]吡唑-2-基）苯磺酰胺（7-12）。 4-取代的亚苄基）-2，3-二氢-1H-茚-1-酮（1-6）和4-肼基苯磺酰胺。通过引入2-或4-取代基（例如氟，羟基，甲氧基或3,4,5-三甲氧基部分）可制备关键中间体的取代苯甲醛。测试了这些化合物的细胞毒性，肿瘤特异性和作为碳酸酐酶（CA，EC 4.2.1.1）抑制剂的潜力。3,4,5-三甲氧基和4-羟基衍生物表现出令人感兴趣的细胞毒性活性，这可能对进一步的抗肿瘤活性研究至关重要，而其中的某些磺酰胺类药物强烈抑制人（h）胞质亚型hCA I和II。
• Selective fluorometric “Turn-off” sensing for Hg2+ with pyrazoline compound and its application in real water sample analysis
  作者：Ebru Bozkurt、Halise Inci Gul

  DOI：10.1016/j.ica.2019.119288

  日期：2020.3

  In this study, a new pyrazoline derivative (4-(3-phenyl-3a,4-dihydroindeno[1,2-d pyrazol-2(3H)-yl)benzene-sulfonamide, K1) was described as fluorescent probe for fluorometric detection of Hg2+. This fluorescence probe had a high selectivity only toward Hg 2+ ion in the 19 metal ions (Li+, Na+, Ag+, Mg2+, Ca2+, Ba2+, Cd2+, Zn2+, Cu2+, Hg2+, Cr2+, Pb2+, Fe2+, Mn2+, Co2+, Fe2+, Al3+ and Cr3+). It was observed that Hg2+ ions significantly decrease the fluorescence intensity of Kl, but the fluorescence intensity of K1 did not changed in the presence of the other metal ions. Limit of detection (LOD) value was calculated as 0.16 mu M for Hg2+ while the binding constant was calculated as 4.69 x 10(5)M(-2) via fluorescence measurements. The values obtained by this study were very good compared to our previous Hg2+ sensor study which was realized with a different pyrazoline compound. The interaction between of K1 and Hg (2+) was not interfered by the presence of other metal ions. In addition, the type of interaction was reversible. It was found that the relative standard deviations (RSD) of three measurements were less than 15% with the real sample tests performed in the tap water and its response time was less than 0.5 min. In conclusion, the new pyrazoline derivative K1 is a highly selective and sensitive fluorescence probe for the detection of Hg2+ ion and it has a great chance for practical application.