3-甲氧基-N-[1-(2-甲氧基苯甲酰基)环戊基]-2-甲基苯甲酰胺 | 551963-72-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-甲氧基-N-[1-(2-甲氧基苯甲酰基)环戊基]-2-甲基苯甲酰胺
• 英文名称: 3-Methoxy-N-[1-(2-methoxy-benzoyl)-cyclopentyl]-2-methyl-benzamide
• 英文别名: 3-Methoxy-N-[1-(2-methoxybenzoyl)cyclopentyl]-2-methylbenzamide
• CAS: 551963-72-5
• 化学式: C₂₂H₂₅NO₄
• 分子量: 367.445
• InChiKey: BQOVDQXWEMLGMG-UHFFFAOYSA-N

物化性质

• 沸点：
  516.4±50.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环亮氨酸 在 吡啶 、 sodium tetrahydroborate 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-甲氧基-N-[1-(2-甲氧基苯甲酰基)环戊基]-2-甲基苯甲酰胺
  参考文献：
  名称：

  Synthesis and SAR of α-Acylaminoketone ligands for control of gene expression

  摘要：

  A lead discovery library and a follow-up focused library of alpha-acylaminoketones were designed based on known dibenzoylhydrazine ecdysone agonists, including GS(TM)-E. The compounds were assayed in mammalian cells expressing the ecdysone receptor from Bombyx mori for their ability to cause expression of a reporter gene downstream of an ecdysone response element. The most potent alpha-acylaminoketones were comparable to GS(TM)-E in this assay. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00980-0

文献信息

• 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.
• 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
• Alpha-acylaminoketone ligands for modulating the expression of exogenous genes via an ecdysone receptor complex
  申请人：Intrexon Corporation

  公开号：EP2392561B1

  公开（公告）日：2016-09-14
• Synthesis and SAR of α-Acylaminoketone ligands for control of gene expression
  作者：Colin M Tice、Robert E Hormann、Christine S Thompson、Jennifer L Friz、Caitlin K Cavanaugh、Enrique L Michelotti、Javier Garcia、Ernesto Nicolas、Fernando Albericio

  DOI：10.1016/s0960-894x(02)00980-0

  日期：2003.2

  A lead discovery library and a follow-up focused library of alpha-acylaminoketones were designed based on known dibenzoylhydrazine ecdysone agonists, including GS(TM)-E. The compounds were assayed in mammalian cells expressing the ecdysone receptor from Bombyx mori for their ability to cause expression of a reporter gene downstream of an ecdysone response element. The most potent alpha-acylaminoketones were comparable to GS(TM)-E in this assay. (C) 2002 Elsevier Science Ltd. All rights reserved.