[4-(2-溴乙氧基)苯基]-(4-氯苯基)甲酮 | 160412-57-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [4-(2-溴乙氧基)苯基]-(4-氯苯基)甲酮
• 英文名称: [4-(2-bromoethoxy)phenyl]-(4-chlorophenyl)methanone
• 英文别名: [4-(2-Bromoethoxy)phenyl](4-chlorophenyl)methanone
• CAS: 160412-57-7
• 化学式: C₁₅H₁₂BrClO₂
• 分子量: 339.616
• InChiKey: CZXRYFFVWIJQJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  450.0±40.0 °C(Predicted)
• 密度：
  1.456±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [4-(2-溴乙氧基)苯基]-(4-氯苯基)甲酮 在 对甲苯磺酸 作用下， 生成 1-(2-bromoethoxy)-4-[(Z)-1-(4-chlorophenyl)-2-phenylethenyl]benzene
  参考文献：
  名称：

  Z-1,1-二氯-2-[4-(2-二甲氨基乙氧基)苯基]-2-(4-羟基苯基)-3-苯基环丙烷和Z-1,1-二氯-2-[4-( 2-二甲氨基乙氧基)苯基]-2-(4-氯苯基)-3-苯基环丙烷

  摘要：

  描述了标题化合物的合成。合成的关键步骤是纯Z-乙烯的制备、二氯卡宾的立体定向加成、苯酚的氨基脱卤和脱保护。七氟甲苯基保护基团用于合成在碱性异相环丙烷化反应条件下稳定的纯 Z-乙烯。

  DOI：

  10.1246/cl.1994.1821
• 作为产物：
  描述：

  4-氯-4'-羟基二苯甲酮 、 1,2-二溴乙烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以75%的产率得到[4-(2-溴乙氧基)苯基]-(4-氯苯基)甲酮
  参考文献：
  名称：

  Synthesis and evaluation of N-acetyl-l-tyrosine based compounds as PPARα selective activators

  摘要：

  The development of type 2 diabetes in obese individuals is linked to lipid accumulation in non-adipose tissues. A series of N-acetyl-L-tyrosine derivatives were synthesized and evaluated for PPAR transactivation. Compounds 4d and 4f were found to show better PPAR alpha transactivation as compared to PPAR gamma. Molecular docking analysis was carried out to study their important interactions with the active site of PPAR alpha. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.11.005

文献信息

• Synthesis, in vitro and in silico evaluation of l-tyrosine containing PPARα/γ dual agonists
  作者：Rakesh Kumar、Uma Ramachandran、Smriti Khanna、Prasad V. Bharatam、Suryaprakash Raichur、Ranjan Chakrabarti

  DOI：10.1016/j.bmc.2006.06.063

  日期：2007.2.1

  A novel series of L-tyrosine derivatives have been reported with potential PPAR alpha/gamma dual agonistic activity. In vitro cell based PPAR alpha/gamma transactivation studies have shown compound 4a and compound 4f to be the most potent PPAR gamma and PPAR alpha activators, respectively. Molecular docking studies performed on these series of compounds have complemented the experimental results and have led to interesting inferences. (c) 2006 Elsevier Ltd. All rights reserved.
• Singh Satendra, Magarian Robert A., Chem. Lett, (1994) N 10, S 1821-1824
  作者：Singh Satendra, Magarian Robert A.

  DOI：——

  日期：——
• Clemastine/tamoxifen hybrids as easily accessible antileishmanial drug leads
  作者：V. S. Agostino、M. L. Buerdsell、S. R. B. Uliana、P. W. Denny、A. C. Coelho、P. G. Steel

  DOI：10.1039/d3ob02091f

  日期：——

  Simple chimeric structures derived from clemastine and tamoxifen represent easily accessible lead compounds for new antileishmanial drug discovery.