(2E,8E)-5,9-dimethyl-N-octyl-10-oxodeca-2,8-dienamide | 1046135-89-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2E,8E)-5,9-dimethyl-N-octyl-10-oxodeca-2,8-dienamide
• CAS: 1046135-89-0
• 化学式: C₂₀H₃₅NO₂
• 分子量: 321.503
• InChiKey: AGXAGCLFURPFTO-KCWLVHILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  C₂₀H₃₇NO 在 selenium(IV) oxide 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 6.0h， 以78%的产率得到(2E,8E)-5,9-dimethyl-N-octyl-10-oxodeca-2,8-dienamide
  参考文献：
  名称：

  Citral derived amides as potent bacterial NorA efflux pump inhibitors

  摘要：

  Monoterpene citral and citronellal have been used as starting material for the preparation of 5,9-dimethyl-deca-2,4,8-trienoic acid amides and 9-formyl-5-methyl-deca-2,4,8-trienoic acid amides. The amides on bioevaluation as efflux pump inhibitors (EPIs) against Staphylococcus aureus 1199 and NorA overexpressing S. aureus 1199B bacteria resulted in the identification of several of these as potent EPIs. Many of these amides have been shown to possess potency higher or equivalent to known EPIs such as reserpine, verapamil, carsonic acid, and piperine. In this communication, we report a convenient synthesis of alkenyl amides, their bioevaluation and identification as efflux pump inhibitors against S. aureus. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.030

文献信息

• Citral derived amides as potent bacterial NorA efflux pump inhibitors
  作者：Niranjan Thota、Surrinder Koul、Mallepally V. Reddy、Payare L. Sangwan、Inshad A. Khan、Ashwani Kumar、Alsaba F. Raja、Samar S. Andotra、Ghulam N. Qazi

  DOI：10.1016/j.bmc.2008.05.030

  日期：2008.7.1

  Monoterpene citral and citronellal have been used as starting material for the preparation of 5,9-dimethyl-deca-2,4,8-trienoic acid amides and 9-formyl-5-methyl-deca-2,4,8-trienoic acid amides. The amides on bioevaluation as efflux pump inhibitors (EPIs) against Staphylococcus aureus 1199 and NorA overexpressing S. aureus 1199B bacteria resulted in the identification of several of these as potent EPIs. Many of these amides have been shown to possess potency higher or equivalent to known EPIs such as reserpine, verapamil, carsonic acid, and piperine. In this communication, we report a convenient synthesis of alkenyl amides, their bioevaluation and identification as efflux pump inhibitors against S. aureus. (c) 2008 Elsevier Ltd. All rights reserved.