2-(2-苯甲酰基-4-氯苯氧基)乙腈 | 58430-11-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(2-苯甲酰基-4-氯苯氧基)乙腈
• 英文名称: (2-benzoyl-4-chlorophenoxy)ethanenitrile
• 英文别名: (2-benzoyl-4-chlorophenoxy)acetonitrile；2-(2-benzoyl-4-chlorophenoxy)acetonitrile
• CAS: 58430-11-8
• 化学式: C₁₅H₁₀ClNO₂
• 分子量: 271.703
• InChiKey: HRVJDPQTHZJQBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-苯甲酰基-4-氯苯氧基)乙腈 在 盐酸 、 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 乙醚 、 苯 为溶剂， 反应 12.5h， 生成 7-chloro-5-phenyl-2,3-dihydro-1,4-benzoxazepine
  参考文献：
  名称：

  Bremner, John B.; Browne, Elaine J.; Gunawardana, Indrani W. K., Australian Journal of Chemistry, 1984, vol. 37, # 1, p. 129 - 141

  摘要：

  DOI：
• 作为产物：
  描述：

  5-氯-2-羟基二苯甲酮 、 氯乙腈 在 potassium carbonate 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以70%的产率得到2-(2-苯甲酰基-4-氯苯氧基)乙腈
  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

• BREMNER, J. B.;BROWNE, E. J.;GUNAWARDANA, I. W. K., AUSTRAL. J. CHEM., 1984, 37, N 1, 129-141
  作者：BREMNER, J. B.、BROWNE, E. J.、GUNAWARDANA, I. W. K.

  DOI：——

  日期：——
• Bremner, John B.; Browne, Elaine J.; Gunawardana, Indrani W. K., Australian Journal of Chemistry, 1984, vol. 37, # 1, p. 129 - 141
  作者：Bremner, John B.、Browne, Elaine J.、Gunawardana, Indrani W. K.

  DOI：——

  日期：——
• 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.