N-(2-acetylphenyl)dodecanamide | 1393827-52-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(2-acetylphenyl)dodecanamide
• CAS: 1393827-52-5
• 化学式: C₂₀H₃₁NO₂
• 分子量: 317.472
• InChiKey: NFVPIKRTPUTEND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-acetylphenyl)dodecanamide 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以55%的产率得到2-undecyl-4-quinolone
  参考文献：
  名称：

  Evaluation of synthetic acridones and 4-quinolinones as potent inhibitors of cathepsins L and V

  摘要：

  Cathepsins, also known as lysosomal cysteine peptidases, are members of the papain-like peptidase family, involved in different physiological processes. In addition, cathepsins are implicated in many pathological conditions. This report describes the synthesis and evaluation of a series of N-arylanthranilic acids, acridones, and 4-quinolinones as inhibitors of cathepsins V and L The kinetics revealed that compounds of the classes of acridones are reversible competitive inhibitors of the target enzyme with affinities in the low micromolar range. They represent promising lead candidates for the discovery of novel competitive cathepsin inhibitors with enhanced selectivity and potency. On the other hand, 4-quinolinones were noncompetitive inhibitors and N-arylanthranilic acids were uncompetitive inhibitors. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.002
• 作为产物：
  描述：

  月桂酰氯 、 邻氨基苯乙酮 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以74%的产率得到N-(2-acetylphenyl)dodecanamide
  参考文献：
  名称：

  Evaluation of synthetic acridones and 4-quinolinones as potent inhibitors of cathepsins L and V

  摘要：

  Cathepsins, also known as lysosomal cysteine peptidases, are members of the papain-like peptidase family, involved in different physiological processes. In addition, cathepsins are implicated in many pathological conditions. This report describes the synthesis and evaluation of a series of N-arylanthranilic acids, acridones, and 4-quinolinones as inhibitors of cathepsins V and L The kinetics revealed that compounds of the classes of acridones are reversible competitive inhibitors of the target enzyme with affinities in the low micromolar range. They represent promising lead candidates for the discovery of novel competitive cathepsin inhibitors with enhanced selectivity and potency. On the other hand, 4-quinolinones were noncompetitive inhibitors and N-arylanthranilic acids were uncompetitive inhibitors. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.002

文献信息

• Evaluation of synthetic acridones and 4-quinolinones as potent inhibitors of cathepsins L and V
  作者：Emerson F. Marques、Mauro A. Bueno、Patrícia D. Duarte、Larissa R.S.P. Silva、Ariani M. Martinelli、Caio Y. dos Santos、Richele P. Severino、Dieter Brömme、Paulo C. Vieira、Arlene G. Corrêa

  DOI：10.1016/j.ejmech.2012.04.002

  日期：2012.8

  Cathepsins, also known as lysosomal cysteine peptidases, are members of the papain-like peptidase family, involved in different physiological processes. In addition, cathepsins are implicated in many pathological conditions. This report describes the synthesis and evaluation of a series of N-arylanthranilic acids, acridones, and 4-quinolinones as inhibitors of cathepsins V and L The kinetics revealed that compounds of the classes of acridones are reversible competitive inhibitors of the target enzyme with affinities in the low micromolar range. They represent promising lead candidates for the discovery of novel competitive cathepsin inhibitors with enhanced selectivity and potency. On the other hand, 4-quinolinones were noncompetitive inhibitors and N-arylanthranilic acids were uncompetitive inhibitors. (C) 2012 Elsevier Masson SAS. All rights reserved.