2-<3-<<<4-carbamoyl>phenyl>sulfonyl>amino>-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl>-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide

• 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: 2-<3-<<<4-carbamoyl>phenyl>sulfonyl>amino>-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl>-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide
• 英文别名: N-(2-methylphenyl)sulfonyl-4-[[2-oxo-1-[2-oxo-2-[(1,1,1-trifluoro-4-methyl-2-oxopentan-3-yl)amino]ethyl]-6-phenylpyridin-3-yl]sulfamoyl]benzamide
• 化学式: C₃₃H₃₁F₃N₄O₈S₂
• 分子量: 732.758
• InChiKey: LATQEKVYMPAARE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  50
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  193
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  2-(3-amino-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl)-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide 在 吡啶 、 4-二甲氨基吡啶 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 2-<3-<<<4-carbamoyl>phenyl>sulfonyl>amino>-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl>-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide
  参考文献：
  名称：

  Nonpeptidic Inhibitors of Human Leukocyte Elastase. 6. Design of a Potent, Intratracheally Active, Pyridone-Based Trifluoromethyl Ketone

  摘要：

  Further modification of the 3-amino substituent in a trifluoromethyl ketone-based series of 3-amino-6-phenylpyridin-2-ones that had been optimized for oral activity led to analogs that were potent intratracheal inhibitors in a model of HLE-induced lung damage in the hamster. The best 3-amino substituent for intratracheal activity is [4-[N-[(4-chlorophenyl) sulfonyl]carbamoyl]phenyl]sulfonyl. At a 30 min prechallenge interval, compound 9, which incorporates this substituent, had an ED(50) of similar to 2 nmol/animal and, qualitatively, afforded a very similar dose-response relationship to that found with a peptidic trifluoromethyl ketone inhibitor, ICI 200,355.

  DOI：

  10.1021/jm00001a028

文献信息

• Nonpeptidic Inhibitors of Human Leukocyte Elastase. 6. Design of a Potent, Intratracheally Active, Pyridone-Based Trifluoromethyl Ketone
  作者：Peter R. Bernstein、Bruce C. Gomes、Benedict J. Kosmider、Edward P. Vacek、Joseph C. Williams

  DOI：10.1021/jm00001a028

  日期：1995.1

  Further modification of the 3-amino substituent in a trifluoromethyl ketone-based series of 3-amino-6-phenylpyridin-2-ones that had been optimized for oral activity led to analogs that were potent intratracheal inhibitors in a model of HLE-induced lung damage in the hamster. The best 3-amino substituent for intratracheal activity is [4-[N-[(4-chlorophenyl) sulfonyl]carbamoyl]phenyl]sulfonyl. At a 30 min prechallenge interval, compound 9, which incorporates this substituent, had an ED(50) of similar to 2 nmol/animal and, qualitatively, afforded a very similar dose-response relationship to that found with a peptidic trifluoromethyl ketone inhibitor, ICI 200,355.