4-[[4-(6-Bromo-2-oxochromen-3-yl)-1,3-thiazol-2-yl]amino]benzenesulfonamide | 181125-99-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-[[4-(6-Bromo-2-oxochromen-3-yl)-1,3-thiazol-2-yl]amino]benzenesulfonamide
• CAS: 181125-99-5
• 化学式: C₁₈H₁₂BrN₃O₄S₂
• 分子量: 478.347
• InChiKey: YVFKTUBHVQZJOT-UHFFFAOYSA-N

物化性质

• 熔点：
  324-326 °C
• 沸点：
  719.2±70.0 °C(predicted)
• 密度：
  1.751±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  148
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 4-[[4-(6-Bromo-2-oxochromen-3-yl)-1,3-thiazol-2-yl]amino]benzenesulfonamide 在 吡啶 作用下， 反应 24.0h， 生成 N-[4-(6-bromo-2-oxochromen-3-yl)-1,3-thiazol-2-yl]-N-(4-sulfamoylphenyl)acetamide
  参考文献：
  名称：

  Rao, V. Rajeswar; Rao, G. Mohan; Kumar, V. Ravi, Phosphorus, Sulfur and Silicon and the Related Elements, 1996, vol. 113, # 1-4, p. 47 - 52

  摘要：

  DOI：
• 作为产物：
  描述：

  3-乙酰基-6-溴香豆素 在 溴 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 4-[[4-(6-Bromo-2-oxochromen-3-yl)-1,3-thiazol-2-yl]amino]benzenesulfonamide
  参考文献：
  名称：

  Rao, V. Rajeswar; Rao, G. Mohan; Kumar, V. Ravi, Phosphorus, Sulfur and Silicon and the Related Elements, 1996, vol. 113, # 1-4, p. 47 - 52

  摘要：

  DOI：

文献信息

• Dual evaluation of some novel 2-amino-substituted coumarinylthiazoles as anti-inflammatory–antimicrobial agents and their docking studies with COX-1/COX-2 active sites
  作者：Navneet Chandak、Pawan Kumar、Pawan Kaushik、Parul Varshney、Chetan Sharma、Dhirender Kaushik、Sudha Jain、Kamal R. Aneja、Pawan K. Sharma

  DOI：10.3109/14756366.2013.805755

  日期：2014.8.1

  Synthesis of total eighteen 2-amino-substituted 4-coumarinylthiazoles including sixteen new compounds (3a-o and 5b) bearing the benzenesulfonamide moiety is described in the present report. All the synthesized target compounds were examined for their in vivo anti-inflammatory (AI) activity and in vitro antimicrobial activity. Results revealed that six compounds (3d, 3f, 3g, 3h, 3j and 3n) exhibited pronounced anti-inflammatory activity comparable to the standard drug indomethacin. AI results were further confirmed by the docking studies of the most active (3n) and the least active compound (3a) with COX-1 and COX-2 active sites. In addition, most of the compounds exhibited moderate antimicrobial activity against Gram-positive bacteria as well as fungal yeast, S. cervisiae. Comparison between 3 and 5 indicated that incorporation of additional substituted pyrazole nucleus into the scaffold significantly enhanced AI activity.
• Rao, V. Rajeswar; Rao, G. Mohan; Kumar, V. Ravi, Phosphorus, Sulfur and Silicon and the Related Elements, 1996, vol. 113, # 1-4, p. 47 - 52
  作者：Rao, V. Rajeswar、Rao, G. Mohan、Kumar, V. Ravi、Vardhan, V. Aditya

  DOI：——

  日期：——