2-[[3-(4-tert-butylphenyl)-[1,2,4]-oxadiazole-5-carbonyl]amino]-N-[trifluoromethylphenyl]acetamide | 1042693-74-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[[3-(4-tert-butylphenyl)-[1,2,4]-oxadiazole-5-carbonyl]amino]-N-[trifluoromethylphenyl]acetamide
• 英文别名: 3-(4-tert-butylphenyl)-N-[2-oxo-2-[3-(trifluoromethyl)anilino]ethyl]-1,2,4-oxadiazole-5-carboxamide
• CAS: 1042693-74-2
• 化学式: C₂₂H₂₁F₃N₄O₃
• 分子量: 446.429
• InChiKey: KCMUQTLOGCFDRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  97.1
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氨基-n-(3-三氟甲基苯基)乙酰胺 、 3-(4-tert-butylphenyl)-[1,2,4]oxadiazole-5-carboxylic acid ethyl ester 在 三乙胺 作用下， 以 甲醇 为溶剂， 以49%的产率得到2-[[3-(4-tert-butylphenyl)-[1,2,4]-oxadiazole-5-carbonyl]amino]-N-[trifluoromethylphenyl]acetamide
  参考文献：
  名称：

  Oxadiazole-carbonylaminothioureas as SIRT1 and SIRT2 Inhibitors

  摘要：

  A new inhibitor for human sirtuin type proteins I and 2 (SIRTI and SIRT2) was discovered through virtual database screening in search of new scaffolds. A series of compounds was synthesized based on the hit compound (3-[[3-(4-tert-butylphenyl) 1,2,4-oxadiazole5 -carbonyl I amino] -I - [3-(tri fluoromethy I)phenyl] thiourea). The most potent compound in the series was nearly as potent as the reference compound (6-chloro-2,3,4,9-tetrahydro-IH-carbazole-l-carboxamide).

  DOI：

  10.1021/jm800639h

文献信息

• Oxadiazole-carbonylaminothioureas as SIRT1 and SIRT2 Inhibitors
  作者：Tero Huhtiniemi、Tiina Suuronen、Valtteri M. Rinne、Carsten Wittekindt、Maija Lahtela-Kakkonen、Elina Jarho、Erik A. A. Wallén、Antero Salminen、Antti Poso、Jukka Leppänen

  DOI：10.1021/jm800639h

  日期：2008.8.1

  A new inhibitor for human sirtuin type proteins I and 2 (SIRTI and SIRT2) was discovered through virtual database screening in search of new scaffolds. A series of compounds was synthesized based on the hit compound (3-[[3-(4-tert-butylphenyl) 1,2,4-oxadiazole5 -carbonyl I amino] -I - [3-(tri fluoromethy I)phenyl] thiourea). The most potent compound in the series was nearly as potent as the reference compound (6-chloro-2,3,4,9-tetrahydro-IH-carbazole-l-carboxamide).