N-[1-(3,5-Dimethyl-benzoyl)-cyclohexyl]-4-ethyl-benzamide | 594872-64-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[1-(3,5-Dimethyl-benzoyl)-cyclohexyl]-4-ethyl-benzamide
• 英文别名: N-[1-(3,5-Dimethylbenzoyl)cyclohexyl]-4-ethylbenzamide
• CAS: 594872-64-7
• 化学式: C₂₄H₂₉NO₂
• 分子量: 363.5
• InChiKey: MPAAOUUFYCEANT-UHFFFAOYSA-N

物化性质

• 沸点：
  552.6±50.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  硝基环己烷 在 吡啶 、 盐酸 、 sodium hydroxide 、 sodium methylate 、 戴斯-马丁氧化剂 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 70.0h， 生成 N-[1-(3,5-Dimethyl-benzoyl)-cyclohexyl]-4-ethyl-benzamide
  参考文献：
  名称：

  Optimization of α-acylaminoketone ecdysone agonists for control of gene expression

  摘要：

  Fifteen new alpha-acylaminoketones were prepared by four different routes in an initial effort to optimize the potency of these compounds as ecdysone agonists. The compounds were assayed in mammalian cells expressing the ecdysone receptors from Bombyx mori (BmEcR) and Choristoneura fumiferana (CfEcR) for their ability to cause expression of a reporter gene downstream of an ecdysone response element. A new alpha-acylaminoketone was identified which had activity equal to that of the standard diben-zoylhydrazine ecdysone agonist GS(TM)-E in the assay based on CfEcR. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00315-9

文献信息

• Structure-based virtual screening for insect ecdysone receptor ligands using MM/PBSA
  作者：Shinri Horoiwa、Taiyo Yokoi、Satoru Masumoto、Saki Minami、Chiharu Ishizuka、Hidetoshi Kishikawa、Shunsuke Ozaki、Shigeki Kitsuda、Yoshiaki Nakagawa、Hisashi Miyagawa

  DOI：10.1016/j.bmc.2019.02.011

  日期：2019.3

  20-hydroxyecdysone. Because synthetic EcR ligands disrupt the normal growth of insects, they are attractive candidates for new insecticides. In this study, the Molecular Mechanics/Poisson-Boltzmann Surface Area (MM/PBSA) method was used to predict the binding activity of EcR ligands. Validity analyses using 40 known EcR ligands showed that the binding activity was satisfactorily predicted when the ligand conformational

  蜕皮激素受体（EcR）是一种昆虫蜕皮受体，被蜕皮激素20-羟基蜕皮激素激活。由于合成的EcR配体破坏了昆虫的正常生长，因此它们是新型杀虫剂的诱人候选物。在这项研究中，使用分子力学/泊松玻尔兹曼表面积（MM / PBSA）方法来预测EcR配体的结合活性。使用40种已知EcR配体的有效性分析表明，当引入配体构象自由能术语时，可以令人满意地预测结合活性。随后，将此MM / PBSA方法应用于基于结构的分层虚拟筛选，并从380万种化合物的数据库中选择了12种候选化合物。这些化合物中的五个在基于细胞的竞争性结合测定中具有活性。
• 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。
• KETONE LIGANDS FOR MODULATING THE EXPRESSION OF EXOGENOUS GENES VIA AN ECDYSONE RECEPTOR COMPLEX
  申请人：Intrexon Corporation

  公开号：EP1534658B1

  公开（公告）日：2016-09-07
• Optimization of α-acylaminoketone ecdysone agonists for control of gene expression
  作者：Colin M. Tice、Robert E. Hormann、Christine S. Thompson、Jennifer L. Friz、Caitlin K. Cavanaugh、Jessica A. Saggers

  DOI：10.1016/s0960-894x(03)00315-9

  日期：2003.6

  Fifteen new alpha-acylaminoketones were prepared by four different routes in an initial effort to optimize the potency of these compounds as ecdysone agonists. The compounds were assayed in mammalian cells expressing the ecdysone receptors from Bombyx mori (BmEcR) and Choristoneura fumiferana (CfEcR) for their ability to cause expression of a reporter gene downstream of an ecdysone response element. A new alpha-acylaminoketone was identified which had activity equal to that of the standard diben-zoylhydrazine ecdysone agonist GS(TM)-E in the assay based on CfEcR. (C) 2003 Elsevier Science Ltd. All rights reserved.