N-[4-(3,5-Dimethyl-benzoyl)-tetrahydro-thiopyran-4-yl]-3-methoxy-2-methyl-benzamide | 594872-59-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[4-(3,5-Dimethyl-benzoyl)-tetrahydro-thiopyran-4-yl]-3-methoxy-2-methyl-benzamide
• 英文别名: N-[4-(3,5-dimethylbenzoyl)thian-4-yl]-3-methoxy-2-methylbenzamide
• CAS: 594872-59-0
• 化学式: C₂₃H₂₇NO₃S
• 分子量: 397.538
• InChiKey: KDJYQHKQLPMHPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[4-(3,5-Dimethyl-benzoyl)-tetrahydro-thiopyran-4-yl]-3-methoxy-2-methyl-benzamide 在 Oxone 作用下， 以 甲醇 、 水 为溶剂， 生成 N-[4-(3,5-dimethylbenzoyl)-1,1-dioxothian-4-yl]-3-methoxy-2-methylbenzamide
  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
• 作为产物：
  描述：

  4-氨基四氢噻喃-4-甲酸 在 吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 N-[4-(3,5-Dimethyl-benzoyl)-tetrahydro-thiopyran-4-yl]-3-methoxy-2-methyl-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

• 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.