2-(4-phenyl-piperazin-1-yl)-N-(4-phenyl-thiazole-2-yl)acetamide | 725225-01-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-(4-phenyl-piperazin-1-yl)-N-(4-phenyl-thiazole-2-yl)acetamide
• 英文别名: 2-(4-phenylpiperazin-1-yl)-N-(4-phenylthiazol-2-yl)acetamide；2-(4-phenylpiperazin-1-yl)-N-(4-phenyl-1,3-thiazol-2-yl)acetamide
• CAS: 725225-01-4
• 化学式: C₂₁H₂₂N₄OS
• mdl: MFCD06050031
• 分子量: 378.498
• InChiKey: QHPQGQRBITXROR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基-4-苯基噻唑 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 15.5h， 生成 2-(4-phenyl-piperazin-1-yl)-N-(4-phenyl-thiazole-2-yl)acetamide
  参考文献：
  名称：

  Design and discovery of novel thiazole derivatives as potential MMP inhibitors to protect against acute lung injury in sepsis rats via attenuation of inflammation and apoptotic oxidative stress

  摘要：

  化合物26对ICAM-1的表达和THP-1细胞粘附到活化的A549细胞的影响。

  DOI：

  10.1039/c7ra03511j

文献信息

• Substituted thiazoles VI. Synthesis and antitumor activity of new 2-acetamido- and 2 or 3-propanamido-thiazole analogs
  作者：Shahenda M. El-Messery、Ghada S. Hassan、Fatmah A.M. Al-Omary、Hussein I. El-Subbagh

  DOI：10.1016/j.ejmech.2012.06.013

  日期：2012.8

  A novel series of 2-acetamido and 2 or 3-propanamido derivatives of 4- or 5-substituted-thiazoles was designed and synthesized. Structure elucidation of the new synthesized compounds was attained by the use of 1H & 13C NMR, and Mass spectrometry. Compounds were subjected to NCI in vitro assessment for their antitumor activity, at a single dose of 10 μM of test compounds. Compounds bearing straight

  设计并合成了一系列新的2-乙酰氨基和4-或5-取代的噻唑的2-或3-丙酰胺基衍生物。通过使用1 H和13 C NMR和质谱分析，可以阐明新合成的化合物的结构。以单剂量10μM的测试化合物对化合物的抗肿瘤活性进行NCI体外评估。具有直链取代基或4-苯基功能的化合物被证明比其支链或4-甲基同类物更具活性。化合物37，41和42显示出广谱抗肿瘤活性。化合物23和27被证明具有致命性，而化合物18，21，32和37显示出75.5，69.3，96.2和92.7％至白血病CCRF-CEM细胞系显着的GI值。
• PHARMACEUTICAL USE OF AMINOTHIAZOLE MYD88 SPECIFICITY INHIBITOR
  申请人：Tongji Hospital Tongji Medical College Huazhong University of Science and Technology

  公开号：EP2682121A1

  公开（公告）日：2014-01-08

  Provided in the present invention is a pharmaceutical use of aminothiazole MyD88 specificity inhibitor, for use in preparing an immunosuppressant medicament, an anti-inflammatory medicament, a protection agent for post-ischemia reperfusion injury, and a preventative medicament for endotoxemia and sepsis.

  本发明提供了一种氨噻唑MyD88特异性抑制剂的药物用途，用于制备免疫抑制剂、抗炎药物、缺血再灌注损伤后的保护剂以及内毒素血症和败血症的预防药物。
• Synthesis and biological evaluation of new thiazolyl/benzothiazolyl-amides, derivatives of 4-phenyl-piperazine
  作者：Christina Papadopoulou、Athina Geronikaki、Dimitra Hadjipavlou-Litina

  DOI：10.1016/j.farmac.2005.06.014

  日期：2005.11

  A series of thiazolyl-N-phenyl piperazines has been synthesised and tested for anti-inflammatory activity. Their R(M) values were determined as an expression of their lipophilicity. Theoretical calculation of their lipophilicity, as clog P and logPsk also performed. The effect of the synthesised compounds on inflammation, using the carrageenin induced mouse paw oedema model was studied. In general, the studied compounds were found to be potent anti-inflammatory agents (44-74.1%). Anti-inflammatory activity was influenced by some structural characteristics of the synthesised compounds. An attempt was made to correlate their biological activity with some physicochemical parameters using a quantitative structure-activity relationship approach (QSAR).
• Design and discovery of novel thiazole derivatives as potential MMP inhibitors to protect against acute lung injury in sepsis rats via attenuation of inflammation and apoptotic oxidative stress
  作者：Lingqing Ge、Qiaozhen Hu、Mengrao Shi、Huiyun Yang、Guoji Zhu

  DOI：10.1039/c7ra03511j

  日期：——

  Effect of compound26on the expression of ICAM-1 and THP-1 cell adherence to activated A549 cells.

  化合物26对ICAM-1的表达和THP-1细胞粘附到活化的A549细胞的影响。