N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenyl-acetamide | 94312-98-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenyl-acetamide
• 英文别名: phenyl-acetic acid-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylamide)；Phenyl-essigsaeure-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylamid)；4-(Benzoyl-amino)-2,3-dimethyl-1-phenyl-pyrazol-5-on；N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenylacetamide；N-(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-2-phenylacetamide
• CAS: 94312-98-8
• 化学式: C₁₉H₁₉N₃O₂
• mdl: MFCD00247503
• 分子量: 321.379
• InChiKey: CMGPRXRVVWEOKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氨基安替比林 、 苯乙酰氯 在 polymer-supported BEMP 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-phenyl-acetamide
  参考文献：
  名称：

  Two Efficient N-Acylation Methods Mediated by Solid-Supported Reagents for Weakly Nucleophilic Heterocyclic Amines

  摘要：

  针对弱亲核性杂环胺，我们开发了两种利用固体支撑试剂的高效酰化方法。通过化学选择性纯化和聚合物支撑试剂的新方法促进了多种杂环胺的库合成，这些杂环胺可在多种药剂中找到。

  DOI：

  10.1055/s-1999-2987

文献信息

• Detailed investigation of anticancer activity of sulfamoyl benz(sulfon)amides and 1H–pyrazol–4–yl benzamides: An experimental and computational study
  作者：Jamshed Iqbal、Syeda Abida Ejaz、Aamer Saeed、Mariya al-Rashida

  DOI：10.1016/j.ejphar.2018.05.011

  日期：2018.8

  Cancer is the second leading cause of mortality worldwide. Therapeutic approach to cancer is a multi-faceted one, whereby many cellular/enzymatic pathways have been discovered as important drug targets for the treatment of cancer. A major disadvantage of most of the currently available anticancer drugs is their non-selective cytotoxicity towards cancerous as well as healthy cells. Another major hurdle in cancer therapy is the development of resistance to anticancer drugs. This necessitates the discovery of new molecules with potent and selective cytotoxic activity towards only cancerous cells, with minimum or no damage to the normal/healthy cells. Herein we report detailed investigation into the anticancer activity of sulfamoyl benz(sulfon)amides (1a-1g, 2a-2k) and 1H-pyrazol-4-yl benzamides (3a-3j) against three cancer cell lines, breast cancer cells (MCF-7), bone-marrow cancer cells (K-562) and cervical cancer cells (HeLa). For comparison, screening against healthy baby hamster kidney cells (BHK-21) was carried out. All compounds exhibited selective cytotoxicity towards cancerous cells. Cell cycle analysis was carried out using flow cytometry, followed by fluorescence microscopic analysis. DNA interaction and docking studies were also carried out.
• Berger et al., 1958, p. 66
  作者：Berger et al.

  DOI：——

  日期：——
• Takahashi et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1959, vol. 79, p. 162,164
  作者：Takahashi et al.

  DOI：——

  日期：——
• Two Efficient <i>N</i>-Acylation Methods Mediated by Solid-Supported Reagents for Weakly Nucleophilic Heterocyclic Amines
  作者：Kyungjin Kim、Kang Le

  DOI：10.1055/s-1999-2987

  日期：1999.12

  Two efficient acylation methods utilizing solid-supported reagents have been developed for weakly nucleophilic heterocyclic amines. The novel approaches by chemoselective purification and polymeric-supported reagents facilitate library synthesis of diverse heterocyclic amides that are found in several pharmacophores.

  针对弱亲核性杂环胺，我们开发了两种利用固体支撑试剂的高效酰化方法。通过化学选择性纯化和聚合物支撑试剂的新方法促进了多种杂环胺的库合成，这些杂环胺可在多种药剂中找到。