4-(4-acetylphenylsulfonamido)benzoic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-acetylphenylsulfonamido)benzoic acid
• 英文别名: 4-[(4-acetylphenyl)sulfonylamino]benzoic Acid
• 化学式: C₁₅H₁₃NO₅S
• mdl: MFCD06342790
• 分子量: 319.338
• InChiKey: RGXSXUSBUMPDPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.066
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  异烟肼 、 4-(4-acetylphenylsulfonamido)benzoic acid 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以41%的产率得到4-(4-(1-(2-isonicotinoylhydrazono)ethyl)phenylsulfonamido)benzoic acid
  参考文献：
  名称：

  Design and Bioevaluation of Novel Hydrazide-Hydrazones Derived from 4-Acetyl-N-Substituted Benzenesulfonamide

  摘要：

  In this research, a series of hydrazine-hydrazone derivatives (Ia-g), (IIa-h) were synthesized to discover new antioxidant and anticholinesterase agents. The structures of synthesized compounds were characterized by spectroscopic data using UV, IR, H-1, C-13 NMR, mass spectroscopy, and elemental analysis. The bio-evaluation of the synthesized compounds (Ia-g), (IIa-h) were evaluated according to in vitro activity assays. The results of beta-carotene/linoleic acid assay showed that among the synthesized compounds, the (Ib), (Ie), (IIb-IIe), and (IIh) compound exhibited higher activity for the lipid peroxidation inhibitory activity. In the DPPH free scavenging activity and the cation radical scavenging activity in ABTS(center dot+) activity, compound (IIb) was found to be more active. In the CUPRAC reduced power assay, the A(0.5) values of all synthesized compounds were better than alpha-TOC. In AChE assay, compound (IIb) exhibited the most activity with IC50 = 11.12 +/- 0.74 mu M, while the compounds (Ib-g) and (IIb-h), exhibited excellent activity than the positive standard galantamine (IC50 = 46.06 +/- 0.10 mu M) in the BChE assay.

  DOI：

  10.1134/s1068162020050052
• 作为产物：
  描述：

  4-乙酰基苯磺酰氯 、 对氨基苯甲酸 在 碳酸氢钠 作用下， 以 水 为溶剂， 以84%的产率得到4-(4-acetylphenylsulfonamido)benzoic acid
  参考文献：
  名称：

  Design and Bioevaluation of Novel Hydrazide-Hydrazones Derived from 4-Acetyl-N-Substituted Benzenesulfonamide

  摘要：

  In this research, a series of hydrazine-hydrazone derivatives (Ia-g), (IIa-h) were synthesized to discover new antioxidant and anticholinesterase agents. The structures of synthesized compounds were characterized by spectroscopic data using UV, IR, H-1, C-13 NMR, mass spectroscopy, and elemental analysis. The bio-evaluation of the synthesized compounds (Ia-g), (IIa-h) were evaluated according to in vitro activity assays. The results of beta-carotene/linoleic acid assay showed that among the synthesized compounds, the (Ib), (Ie), (IIb-IIe), and (IIh) compound exhibited higher activity for the lipid peroxidation inhibitory activity. In the DPPH free scavenging activity and the cation radical scavenging activity in ABTS(center dot+) activity, compound (IIb) was found to be more active. In the CUPRAC reduced power assay, the A(0.5) values of all synthesized compounds were better than alpha-TOC. In AChE assay, compound (IIb) exhibited the most activity with IC50 = 11.12 +/- 0.74 mu M, while the compounds (Ib-g) and (IIb-h), exhibited excellent activity than the positive standard galantamine (IC50 = 46.06 +/- 0.10 mu M) in the BChE assay.

  DOI：

  10.1134/s1068162020050052

文献信息

• Design and Bioevaluation of Novel Hydrazide-Hydrazones Derived from 4-Acetyl-N-Substituted Benzenesulfonamide
  作者：E. Bozkurt、Y. Sıcak、E. E. Oruç-Emre、A. Karaküçük Iyidoğan、M. Öztürk

  DOI：10.1134/s1068162020050052

  日期：2020.9

  In this research, a series of hydrazine-hydrazone derivatives (Ia-g), (IIa-h) were synthesized to discover new antioxidant and anticholinesterase agents. The structures of synthesized compounds were characterized by spectroscopic data using UV, IR, H-1, C-13 NMR, mass spectroscopy, and elemental analysis. The bio-evaluation of the synthesized compounds (Ia-g), (IIa-h) were evaluated according to in vitro activity assays. The results of beta-carotene/linoleic acid assay showed that among the synthesized compounds, the (Ib), (Ie), (IIb-IIe), and (IIh) compound exhibited higher activity for the lipid peroxidation inhibitory activity. In the DPPH free scavenging activity and the cation radical scavenging activity in ABTS(center dot+) activity, compound (IIb) was found to be more active. In the CUPRAC reduced power assay, the A(0.5) values of all synthesized compounds were better than alpha-TOC. In AChE assay, compound (IIb) exhibited the most activity with IC50 = 11.12 +/- 0.74 mu M, while the compounds (Ib-g) and (IIb-h), exhibited excellent activity than the positive standard galantamine (IC50 = 46.06 +/- 0.10 mu M) in the BChE assay.