2-[2-(phenylamino)phenyl]acetyl chloride | 905836-27-3

• 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-[2-(phenylamino)phenyl]acetyl chloride
• 英文别名: 2-(2-anilinophenyl)acetyl chloride
• CAS: 905836-27-3
• 化学式: C₁₄H₁₂ClNO
• 分子量: 245.708
• InChiKey: OMTYMJQVBQTDMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 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：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[2-(phenylamino)phenyl]acetyl chloride 在 一水合肼 作用下， 反应 2.0h， 以66%的产率得到{2-[2-(phenylamino)phenyl]acetyl}hydrazine
  参考文献：
  名称：

  Design, synthesis and in vivo anticonvulsant screening in mice of Novel phenylacetamides

  摘要：

  A set of seven novel N-substituted 2-anilinophenylacetamides were designed by pharmacophore generation and using flexible alignment module of MOE software. The novel molecules were synthesized and screened for anticonvulsant activity in Swiss albino mice by MES and ScPTZ induced seizure tests. Test compounds were found to be potent in MES test. Compounds 12 and 14 were found to be more potent with ED50 values 24.0 and 8.0 mg kg(-1), respectively, and their activity was comparable to standard drugs (Phenytoin, Carbamazepine). Test compounds did not show significant activity in ScPTZ test. Compounds 12 and 14 also exhibited higher protective indices (20.3 and 87.5, respectively) when assessed for neurotoxicity by rotarod test as compared to the standards. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.03.013
• 作为产物：
  描述：

  2-氯-N,N-二苯基乙酰胺 在 sodium hydroxide 、 三氯化铝 、 氯化亚砜 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 2-[2-(phenylamino)phenyl]acetyl chloride
  参考文献：
  名称：

  Design, synthesis and in vivo anticonvulsant screening in mice of Novel phenylacetamides

  摘要：

  A set of seven novel N-substituted 2-anilinophenylacetamides were designed by pharmacophore generation and using flexible alignment module of MOE software. The novel molecules were synthesized and screened for anticonvulsant activity in Swiss albino mice by MES and ScPTZ induced seizure tests. Test compounds were found to be potent in MES test. Compounds 12 and 14 were found to be more potent with ED50 values 24.0 and 8.0 mg kg(-1), respectively, and their activity was comparable to standard drugs (Phenytoin, Carbamazepine). Test compounds did not show significant activity in ScPTZ test. Compounds 12 and 14 also exhibited higher protective indices (20.3 and 87.5, respectively) when assessed for neurotoxicity by rotarod test as compared to the standards. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.03.013

文献信息

• In vitro evaluation of the antibacterial and antifungal activity of some new pyrazolyl-quinazolin-4(3H)-one derivatives
  作者：Navin B. Patel、Jaymin C. Patel、Gaman G. Barat

  DOI：10.1007/s00044-010-9530-z

  日期：2012.2

  pyrazolyl-quinazolin-4(3H)-ones 6a–m were synthesized by the cyclization of acrylamides 5a–m with hydrazine hydrate. The overall reaction was carried out by multi step process. The base-catalyzed cyclization of acid chloride 1 with 5-iodo anthranilic acid yielded benzoxazinone 2, which on reaction with hydrazine hydrate afforded amino quinazolin-4(3H)-one 3. The acrylamides 5a–m were easily synthesized by

  几种吡唑基-喹唑啉-4（3 H）-酮6a – m是通过水合肼将丙烯酰胺5a – m环合而合成的。整个反应通过多步法进行。用5-碘邻氨基苯甲酸碱催化酰氯1的环化反应生成苯并恶嗪酮2，该苯并恶嗪酮2与水合肼反应生成氨基喹唑啉4（3 H）-one 3。丙烯酰胺5a – m易于通过乙酰化反应合成，然后与喹唑啉-4（3 H）-one 3的芳香醛缩合。根据元素分析以及IR和NMR光谱结果对合成的化合物进行结构确认。评价了标题化合物6a – m的体外抗菌和抗真菌活性。