N-[(E)-[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methylideneamino]pyridine-4-carboxamide | 1025798-31-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-[(E)-[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methylideneamino]pyridine-4-carboxamide
• CAS: 1025798-31-5
• 化学式: C₂₂H₂₂N₄O₂
• 分子量: 374.442
• InChiKey: KQKXPPLYLWCKPW-PCLIKHOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  76.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[(E)-[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methylideneamino]pyridine-4-carboxamide 在 chloroamine-T 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以0.90 g的产率得到5-ethyl-2-{2-[4-(5-pyridin-4-yl[1,3,4]oxadiazol-2-yl)phenoxy]ethyl}pyridine
  参考文献：
  名称：

  Synthesis and antimicrobial studies of a new series of 2-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-5-substituted-1,3,4-oxadiazoles

  摘要：

  A series of novel 2-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-5-substituted-1,3,4-oxadiazoles were synthesized by the oxidative cyclisation of hydrazones derived from 4-[2-(5-ethylpyridin-2-yl)ethoxy]benzaldehyde and aroylhydrazines using chloramine-T as oxidant. IR, NMR and elemental analysis characterized the newly synthesized compounds. The synthesized compounds were evaluated for their antimicrobial activity and were compared with standard drugs. The compounds demonstrated potent to weak antimicrobial activity. Out of the compounds studied, compounds 8c and 8d showed significant inhibition. Compounds 8b, 8f, 8k and 8c showed moderate activity. The minimum inhibitory concentration of the compounds was in the range of 8-26 mu g ml(-1) against bacteria and 8-24 mu g ml(-1) against fungi. The title compounds represent a novel class of potent antimicrobial agents. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.03.002
• 作为产物：
  描述：

  盐酸比格列酮杂质25 在 sodium hydroxide 作用下， 以 乙醇 、 异丙醇 为溶剂， 反应 9.0h， 生成 N-[(E)-[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methylideneamino]pyridine-4-carboxamide
  参考文献：
  名称：

  Synthesis and antimicrobial studies of a new series of 2-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-5-substituted-1,3,4-oxadiazoles

  摘要：

  A series of novel 2-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-5-substituted-1,3,4-oxadiazoles were synthesized by the oxidative cyclisation of hydrazones derived from 4-[2-(5-ethylpyridin-2-yl)ethoxy]benzaldehyde and aroylhydrazines using chloramine-T as oxidant. IR, NMR and elemental analysis characterized the newly synthesized compounds. The synthesized compounds were evaluated for their antimicrobial activity and were compared with standard drugs. The compounds demonstrated potent to weak antimicrobial activity. Out of the compounds studied, compounds 8c and 8d showed significant inhibition. Compounds 8b, 8f, 8k and 8c showed moderate activity. The minimum inhibitory concentration of the compounds was in the range of 8-26 mu g ml(-1) against bacteria and 8-24 mu g ml(-1) against fungi. The title compounds represent a novel class of potent antimicrobial agents. (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.03.002

文献信息

• Synthesis and antimicrobial studies of a new series of 2-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-5-substituted-1,3,4-oxadiazoles
  作者：S.L. Gaonkar、K.M.L. Rai、B. Prabhuswamy

  DOI：10.1016/j.ejmech.2006.03.002

  日期：2006.7

  A series of novel 2-4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-5-substituted-1,3,4-oxadiazoles were synthesized by the oxidative cyclisation of hydrazones derived from 4-[2-(5-ethylpyridin-2-yl)ethoxy]benzaldehyde and aroylhydrazines using chloramine-T as oxidant. IR, NMR and elemental analysis characterized the newly synthesized compounds. The synthesized compounds were evaluated for their antimicrobial activity and were compared with standard drugs. The compounds demonstrated potent to weak antimicrobial activity. Out of the compounds studied, compounds 8c and 8d showed significant inhibition. Compounds 8b, 8f, 8k and 8c showed moderate activity. The minimum inhibitory concentration of the compounds was in the range of 8-26 mu g ml(-1) against bacteria and 8-24 mu g ml(-1) against fungi. The title compounds represent a novel class of potent antimicrobial agents. (c) 2006 Elsevier SAS. All rights reserved.