2-(3-溴苯基)-1,2-二氢-5-甲基-3H-吡唑-3-酮 | 832677-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(3-溴苯基)-1,2-二氢-5-甲基-3H-吡唑-3-酮
• 英文名称: 2-(3-bromophenyl)-5-methyl-1,2-dihydro-3H-pyrazol-3-one
• 英文别名: 2-(3-bromo-phenyl)-5-methyl-1,2-dihydro-pyrazol-3-one；2-(3-Brom-phenyl)-5-methyl-1,2-dihydro-pyrazol-3-on；2-(3-bromophenyl)-5-methyl-1H-pyrazol-3-one
• CAS: 832677-69-7
• 化学式: C₁₀H₉BrN₂O
• mdl: MFCD02379907
• 分子量: 253.098
• InChiKey: BRQOIACBHRTNBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  2-(3-溴苯基)-1,2-二氢-5-甲基-3H-吡唑-3-酮 在 硝酸 作用下， 生成 2-(3-bromo-4-nitro-phenyl)-5-methyl-4-nitro-1,2-dihydro-pyrazol-3-one
  参考文献：
  名称：

  Zimmermann; Cuthbertson, Hoppe-Seyler´s Zeitschrift für physiologische Chemie, 1932, vol. 205, p. 44

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴苯肼盐酸盐 、 乙酰乙酸甲酯 以 乙醇 为溶剂， 生成 2-(3-溴苯基)-1,2-二氢-5-甲基-3H-吡唑-3-酮
  参考文献：
  名称：

  Development of the next generation of HIV-1 integrase inhibitors: Pyrazolone as a novel inhibitor scaffold

  摘要：

  HIV-1 integrase (IN), one of the essential enzymes in HIV infection, has been validated as a target for HIV treatment. While more than 20 drugs have been approved by the FDA to treat HIV/AIDS, only one drug, Raltegravir (1), was approved as an IN inhibitor. The rapid mutation of the virus, which leads to multidrug resistant HIV strains, presents an urgent need to find potent compounds that can serve as second-generation IN inhibitors. The pyrazolone scaffold, predicted by a computational modeling study using GS-9137(2) as a pharmacophoric model, has shown to inhibit the IN catalytic activities in low micromolar range. We have synthesized various analogs based on the pyrazolone scaffold and performed SAR studies. This paper will showcase the up-to-date result of this scaffold as a promising HIV-1 IN inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.057

文献信息

• Discovery of GPX4 inhibitors through FP-based high-throughput screening
  作者：Yu Cao、Bin Wu、Ying Xu、Mingchen Wang、Xinyu Wu、Xiaochen Liang、Jin Lin、Zhihai Li、Hua Lin、Cheng Luo、Shijie Chen

  DOI：10.1016/j.ejmech.2023.116044

  日期：2024.2

  species (ROS). So far, all existing GPX4 inhibitors covalently bind to GPX4 via a reactive alkyl chloride moiety or masked nitrile-oxide electrophiles with poor selectivity and pharmacokinetic properties and most were obtained by cell phenotype-based screening. Lacking of effective high-throughput screening methods for GPX4 protein limits the discovery of GPX4 inhibitors. Here, we report a fluorescence polarization

  铁死亡是一种非凋亡细胞死亡形式，由磷脂氢过氧化物谷胱甘肽过氧化物酶 4 (GPX4) 调节，GPX4 是一种在活性位点具有硒代半胱氨酸残基 (sec) 的硒蛋白。 GPX4 是癌细胞在铁死亡治疗抵抗条件下的一个有前途的靶标，它可以降低脂质活性氧 (ROS) 的水平。迄今为止，所有现有的 GPX4 抑制剂均通过反应性烷基氯部分或掩蔽的氧化腈亲电子试剂与 GPX4 共价结合，选择性和药代动力学特性较差，并且大多数是通过基于细胞表型的筛选获得的。缺乏有效的GPX4蛋白高通量筛选方法限制了GPX4抑制剂的发现。在这里，我们报告了基于荧光偏振 (FP) 的 GPX4-U46C-C10A-C66A体外高通量筛选 (HTS) 测定，并发现我们内部化合物库中的安乃近钠可抑制 GPX4-U46C-C10A-C66A 酶活动。构效关系 (SAR) 证明了磺酰基对安乃近钠和 GPX4-U46C-C10A-C66A之间相互作用的重要性。我们的
• Nakatomi; Nishikawa, Kanazawa Daigaku Yakugakubu Kenkyu Nempo, 1957, vol. 7, p. 28
  作者：Nakatomi、Nishikawa

  DOI：——

  日期：——
• Development of the next generation of HIV-1 integrase inhibitors: Pyrazolone as a novel inhibitor scaffold
  作者：Victor Hadi、Yung-Hyo Koh、Tino Wilson Sanchez、Danielle Barrios、Nouri Neamati、Kyung Woon Jung

  DOI：10.1016/j.bmcl.2010.08.057

  日期：2010.11

  HIV-1 integrase (IN), one of the essential enzymes in HIV infection, has been validated as a target for HIV treatment. While more than 20 drugs have been approved by the FDA to treat HIV/AIDS, only one drug, Raltegravir (1), was approved as an IN inhibitor. The rapid mutation of the virus, which leads to multidrug resistant HIV strains, presents an urgent need to find potent compounds that can serve as second-generation IN inhibitors. The pyrazolone scaffold, predicted by a computational modeling study using GS-9137(2) as a pharmacophoric model, has shown to inhibit the IN catalytic activities in low micromolar range. We have synthesized various analogs based on the pyrazolone scaffold and performed SAR studies. This paper will showcase the up-to-date result of this scaffold as a promising HIV-1 IN inhibitor. (C) 2010 Elsevier Ltd. All rights reserved.
• Zimmermann; Cuthbertson, Hoppe-Seyler´s Zeitschrift für physiologische Chemie, 1932, vol. 205, p. 44
  作者：Zimmermann、Cuthbertson

  DOI：——

  日期：——