(2-{[4-(4-bromophenyl)-1,3-thiazol-2-yl]methoxy}-5-chlorophenyl)(phenyl)methanone | 1225592-54-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-{[4-(4-bromophenyl)-1,3-thiazol-2-yl]methoxy}-5-chlorophenyl)(phenyl)methanone
• 英文别名: [2-[[4-(4-Bromophenyl)-1,3-thiazol-2-yl]methoxy]-5-chlorophenyl]-phenylmethanone
• CAS: 1225592-54-0
• 化学式: C₂₃H₁₅BrClNO₂S
• 分子量: 484.801
• InChiKey: PJGHJNZYUZUJQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(2-benzoyl-4-chlorophenoxy)ethanethioamide 、 2,4'-二溴苯乙酮 以 乙醇 为溶剂， 反应 8.0h， 以82%的产率得到(2-{[4-(4-bromophenyl)-1,3-thiazol-2-yl]methoxy}-5-chlorophenyl)(phenyl)methanone
  参考文献：
  名称：

  Synthesis of Some Novel 2-[2-(aroyl-aroxy)-methyl]-4-phenyl-1,3-thiazoles as Potent Anti-Inflammatory Agents

  摘要：

  A series of 2‐[2‐(aroyl‐aroxy)‐methyl]‐4‐phenyl‐1,3‐thiazoles 4a–j were obtained via multiple step synthesis sequence beginning with the hydroxybenzophenones (1a–g). Hydroxybenzophenones on reaction with chloroacetonitrile affords [(2‐benzoyl) phenoxy] acetonitrile (2a–g), which reacts with H2S/NH4OH and yields [(2‐benzoyl) phenoxy] acetothiamide (3a–g), which on treatment with phenacylbromides affords 2‐[2‐(aroyl‐aroxy)‐methyl]‐4‐phenyl‐1,3‐thiazoles (4a–j). All the newly synthesized compounds were evaluated for their anti‐inflammatory activity and were compared with standard drugs. Of the compounds studied, (4g), compounds with chloro substituents showed more potent activity than the standard drug phenyl butazone at all doses tested.

  DOI：

  10.1111/j.1747-0285.2009.00932.x

文献信息

• Synthesis of Some Novel 2-[2-(aroyl-aroxy)-methyl]-4-phenyl-1,3-thiazoles as Potent Anti-Inflammatory Agents
  作者：Neithnadka Premsai Rai、T. D. Venu、B. K. Manuprasad、Sheena Shashikanth、P. N. Arunachalam、Aiysha Firdouse

  DOI：10.1111/j.1747-0285.2009.00932.x

  日期：2010.4

  A series of 2‐[2‐(aroyl‐aroxy)‐methyl]‐4‐phenyl‐1,3‐thiazoles 4a–j were obtained via multiple step synthesis sequence beginning with the hydroxybenzophenones (1a–g). Hydroxybenzophenones on reaction with chloroacetonitrile affords [(2‐benzoyl) phenoxy] acetonitrile (2a–g), which reacts with H2S/NH4OH and yields [(2‐benzoyl) phenoxy] acetothiamide (3a–g), which on treatment with phenacylbromides affords 2‐[2‐(aroyl‐aroxy)‐methyl]‐4‐phenyl‐1,3‐thiazoles (4a–j). All the newly synthesized compounds were evaluated for their anti‐inflammatory activity and were compared with standard drugs. Of the compounds studied, (4g), compounds with chloro substituents showed more potent activity than the standard drug phenyl butazone at all doses tested.