3-[2,6-Bis(4-chlorophenyl)-3,5-dimethyl-4-oxopiperidin-1-yl]oxypropanenitrile | 677007-29-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-[2,6-Bis(4-chlorophenyl)-3,5-dimethyl-4-oxopiperidin-1-yl]oxypropanenitrile
• CAS: 677007-29-3
• 化学式: C₂₂H₂₂Cl₂N₂O₂
• 分子量: 417.335
• InChiKey: XHYIYUWBIMLCLJ-UHFFFAOYSA-N

物化性质

• 熔点：
  68 °C(Solv: methanol (67-56-1))
• 沸点：
  567.9±60.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  53.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-二氨基吡啶 、 3-[2,6-Bis(4-chlorophenyl)-3,5-dimethyl-4-oxopiperidin-1-yl]oxypropanenitrile 在 盐酸 作用下， 以28%的产率得到2,6-bis(4-chlorophenyl)-1-[2-(3H-imidazo[4,5-b]pyridin-2-yl)ethoxy]-3,5-dimethyl-piperidin-4-one
  参考文献：
  名称：

  Synthesis and in vitro microbiological evaluation of imidazo(4,5-b)pyridinylethoxypiperidones

  摘要：

  A series of imidazo(4,5-b)pyridinylethoxypiperidones was designed, synthesized and characterized for evaluation of potential antibacterial activity against Bacillus subtilis, Klebsiella pneumoniae, Escherichia coli, Staphylococcus aureus and Pseudomonas aeruginosa and antifungal activity against Candida albicans-6, Candida albicans, Aspergillus niger, Candida albicans-51 and Aspergillus flavus. Structure-activity relationship led to the conclusion that compound 39 exerted strong in vitro antibacterial activity against Bacillus subtilis and Staphylococcus aureus whereas compounds 38 and 39 displayed promising antifungal activity against Aspergillus flavus. The interesting antimicrobial profile of compound 39 led us to select this derivative for further development. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.10.014
• 作为产物：
  描述：

  4-氯苯甲醛 在 ammonium acetate 、 苄基三甲基氢氧化铵 、 间氯过氧苯甲酸 、 间苯二酚 作用下， 以 1,4-二氧六环 、 乙醇 、 氯仿 为溶剂， 生成 3-[2,6-Bis(4-chlorophenyl)-3,5-dimethyl-4-oxopiperidin-1-yl]oxypropanenitrile
  参考文献：
  名称：

  Ramalingan; Balasubramanian; Kabilan, Medicinal Chemistry Research, 2003, vol. 12, # 1, p. 26 - 40

  摘要：

  DOI：

文献信息

• SYNTHESIS OF SOME BENZOXAZOLYLETHOXYPIPERIDONES
  作者：C. Ramalingan、S. Balasubramanian、S. Kabilan

  DOI：10.1515/hc.2004.10.2-3.187

  日期：2004.1

  condensation with o-aminophenol afforded l-[2-(benzoxazol-2-yl)ethoxy]-2,6diarylpiperidin-4-ones. 2,6-Disubstituted piperidines form a biologically important class of compounds due to their diverse pharmacological activities such as sedative, hypotensive, stimulant and depressant activities etc. and their presence in a variety of alkaloids(l-4). Benzoxazole and its derivatives have been reported to be antibacterial

  l-Hydroxy-2,6-diarylpiperidin-4-ones 由相应的 2,6-diarylpiperidin-4-ones 在氰乙基化后与邻氨基苯酚缩合得到 l-[2-(benzoxazol-2-yl)ethoxy] -2,6diarylpiperidin-4-ones。由于 2,6-二取代哌啶具有多种药理活性，例如镇静、降压、兴奋和镇静等活性，并且存在于多种生物碱 (l-4) 中，因此它们形成了一类具有重要生物学意义的化合物。据报道，苯并恶唑及其衍生物具有抗菌 (5)、镇痛 (6)、抗真菌 (7)、活性等。苯并恶唑核的抗炎活性因新抗炎药苯并恶洛芬 (8) 的出现而得到充分证实。来自恶唑的药物包括抗癫痫药物曲美二酮和对美二酮 (9)，镇静和肌肉松弛剂苯并恶唑胺 (9) 和呋喃唑酮 (10)，可有效对抗多种肠道感染。这些观察结果促使我们合成了一个系统，该系统将生物不稳定的哌啶和
• Synthesis and study of antibacterial and antifungal activities of novel 1-[2-(benzoxazol-2-yl)ethoxy]- 2,6-diarylpiperidin-4-ones
  作者：C. Ramalingan、S. Balasubramanian、S. Kabilan、M. Vasudevan

  DOI：10.1016/j.ejmech.2004.02.005

  日期：2004.6

  Some novel benzoxazolyletboxypiperidones have been synthesized and their antibacterial activity against streptococcus faccalis, bacillus subtilis, escherichia coli, staphylococcus aureus aand pseudomonas aeruginosa and antifungal activity against Candida-6, Candida albicans, Aspergillus niger, Candida-51 and Aspergillus flavus were evaluated. Compounds 37, 38 and 39 exerted potent in vitro antibacterial activity against Streptococcus faecalis while compounds 40 and 41 exhibited potent in vitro antifungal activity against Candida-51. (C) 2004 Elsevier SAS. All rights reserved.