2-Benzamido-2-methyl-pentan-3-on | 500168-24-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Benzamido-2-methyl-pentan-3-on
• 英文别名: N-(2-methyl-3-oxopentan-2-yl)benzamide；N-(1,1-dimethyl-2-oxo-butyl)-benzamide；Aethyl-(α-benzamino-isopropyl)-keton；N-(1,1-Dimethyl-2-oxo-butyl)-benzamid；Benzamide, N-(1,1-dimethyl-2-oxobutyl)-
• CAS: 500168-24-1
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: WEVWBPAWRPTZAY-UHFFFAOYSA-N

物化性质

• 熔点：
  115 °C
• 沸点：
  393.4±25.0 °C(Predicted)
• 密度：
  1.046±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2-Benzamido-2-methyl-pentan-3-on 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以40 mg的产率得到5-ethyl-5-fluoro-4,4-dimethyl-2-phenyl-4,5-dihydrooxazole
  参考文献：
  名称：

  DAST-Mediated Cyclization of α,α-Disubstituted-α-acylaminoketones: Efficient and Divergent Synthesis of Unprecedented Heterocycles

  摘要：

  The design of a new potent nonsteroidal ecdysone agonist led to the discovery of a diethylaminosulfur trifluoride (DAST)-mediated cyclization of alpha,alpha-disubstituted-alpha-acylaminoketones. The resulting fluorooxazolines can be ring-opened or selectively substituted by a range of nucleophiles to provide in high yields a diverse array of unprecedented heterocyclic frameworks.

  DOI：

  10.1021/ol102454e
• 作为产物：
  描述：

  4,4-dimethyl-2-phenyl-5-oxazolone 在 吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-Benzamido-2-methyl-pentan-3-on
  参考文献：
  名称：

  DAST-Mediated Cyclization of α,α-Disubstituted-α-acylaminoketones: Efficient and Divergent Synthesis of Unprecedented Heterocycles

  摘要：

  The design of a new potent nonsteroidal ecdysone agonist led to the discovery of a diethylaminosulfur trifluoride (DAST)-mediated cyclization of alpha,alpha-disubstituted-alpha-acylaminoketones. The resulting fluorooxazolines can be ring-opened or selectively substituted by a range of nucleophiles to provide in high yields a diverse array of unprecedented heterocyclic frameworks.

  DOI：

  10.1021/ol102454e

文献信息

• Combined solid phase and solution synthesis of a library of α,α-disubstituted-α-acylaminoketones
  作者：Javier Garcia、Ernesto Nicolàs、Fernando Albericio、Enrique L. Michelotti、Colin M. Tice

  DOI：10.1016/s0040-4039(02)01804-x

  日期：2002.10

  Preparation of a demonstration library of α,α-disubstituted-α-acylaminoketones, of interest as ecdysone agonists, is described. The five-step synthetic sequence employed α,α-disubstituted amino acids, Grignard reagents and carboxylic acids as building blocks in a strategic combination of solid phase and solution steps.

  描述了作为蜕皮激素激动剂感兴趣的α，α-二取代-α-酰氨基酮示范文库的制备。五个步骤的合成步骤采用了α，α-二取代氨基酸，格利雅试剂和羧酸作为固相步骤和溶液步骤的策略性组合。
• Ketone ligands for modulating the expression of exogenous genes via an ecdysone receptor complex
  申请人：——

  公开号：US20040049037A1

  公开（公告）日：2004-03-11

  This invention relates to a method to modulate exogenous gene expression in which an ecdysone receptor complex comprising: a DNA binding domain; a ligand binding domain; a transactivation domain; and a ligand is contacted with a DNA construct comprising: the exogenous gene and a response element; wherein the exogenous gene is under the control of the response element and binding of the DNA binding domain to the response element in the presence of the ligand results in activation or suppression of the gene. The ligands comprise a class of ketones.

  这项发明涉及一种调节外源基因表达的方法，其中包括一个包括：DNA结合结构域；配体结合结构域；转录激活结构域；和配体的ecdysone受体复合物与包括：外源基因和响应元件的DNA构建物接触；其中外源基因受响应元件控制，并且在配体存在的情况下DNA结合结构域与响应元件结合导致基因的激活或抑制。配体包括一类酮。
• Ketone Ligands for Modulating the Expression of Exogenous Genes Via An Ecdysone Receptor Complex
  申请人：Tice Colin M.

  公开号：US20090111183A1

  公开（公告）日：2009-04-30

  This invention relates to a method to modulate exogenous gene expression in which an ecdysone receptor complex comprising: a DNA binding domain; a ligand binding domain; a transactivation domain; and a ligand is contacted with a DNA construct comprising: the exogenous gene and a response element; wherein the exogenous gene is under the control of the response element and binding of the DNA binding domain to the response element in the presence of the ligand results in activation or suppression of the gene. The ligands comprise a class of ketones.

  本发明涉及一种调节外源基因表达的方法，其中包括一个包含：DNA结合域、配体结合域、转录激活域和配体的ecdysone受体复合物与包含外源基因和响应元件的DNA构建物接触；其中外源基因受响应元件控制，当在配体存在下DNA结合域与响应元件结合时，会导致基因的激活或抑制。配体包括一类酮类。
• Alpha-acylaminoketone ligands for modulating the expression of exogenous genes via an ecdysone receptor complex
  申请人：Intrexon Corporation

  公开号：EP2392561A1

  公开（公告）日：2011-12-07

  This invention relates to a method to modulate exogenous gene expression in which an ecdysone receptor complex comprising: a DNA binding domain; a ligand binding domain; a transactivation domain; and a ligand is contacted with a DNA construct comprising: the exogenous gene and a response element; wherein the exogenous gene is under the control of the response element and binding of the DNA binding domain to the response element in the presence of the ligand results in activation or suppression of the gene. The ligands comprise a class of ketones.

  本发明涉及一种调节外源基因表达的方法，其中包括 DNA 结合结构域、配体结合结构域、转录激活结构域和配体的蜕皮激素受体复合物与包括外源基因和反应元件的 DNA 构建体接触；其中外源基因受反应元件控制，DNA 结合结构域在配体存在的情况下与反应元件结合导致基因的激活或抑制。配体包括一类酮。
• Granger,R. et al., Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1960, vol. 250, p. 4378 - 4380
  作者：Granger,R. et al.

  DOI：——

  日期：——