3-(4-Isobutyl-phenyl)-propionyl chloride | 41053-71-8

• 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: 3-(4-Isobutyl-phenyl)-propionyl chloride
• 英文别名: 4-(2-Methylpropyl)benzenepropanoyl chloride；3-[4-(2-methylpropyl)phenyl]propanoyl chloride
• CAS: 41053-71-8
• 化学式: C₁₃H₁₇ClO
• 分子量: 224.73
• InChiKey: XPUHXFWSVXWHRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  维生素K 、 3-(4-Isobutyl-phenyl)-propionyl chloride 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-(4'-hydroxy-3'-methyl-1'-naphthyl)-3-(4"-iso-butylphenyl)-propanamide
  参考文献：
  名称：

  DPPH radical scavenging activity of paracetamol analogues

  摘要：

  Biochemical studies suggest a direct relationship between the radical scavenging activity of paracetamol (I) and its antipyretic and analgesic action. To evaluate the effect of chemical modifications on the radical scavenging activity of compounds of type I, analogues 1-14 were prepared and submitted to a stable free radical (DPPH; 1,1-diphenyl-2-picryl-hydrazyl) assay. All paracetamol derivatives showed a significant higher efficiency than the parent compound. This study showed that radical scavenging activity can be increased by decreasing the phenolic ortho substituents steric hindrance or by introducing substituents on the acyl moiety like an indazole ring or the ionic N-methyl morpholinium group. A significant activating effect was also observed by replacing the 1,4-acylamidophenol with a 1,4-acylamidonaphthol system. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.098
• 作为产物：
  描述：

  4-异丁基肉桂酸 在 palladium on activated charcoal 草酰氯 、 氢气 、 N,N-二甲基甲酰胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.67h， 生成 3-(4-Isobutyl-phenyl)-propionyl chloride
  参考文献：
  名称：

  5-脂氧合酶的异羟肟酸抑制剂的体内表征。

  摘要：

  可以将异羟肟酸功能性地掺入简单分子中以产生有效的5-脂氧合酶抑制剂。已经直接使用大鼠腹膜过敏模型测量了许多这些异羟肟酸酯在体内抑制白三烯合成的能力。尽管它们在体外具有强大的酶抑制活性，但许多口服异羟肟酸在体内仅能弱抑制白三烯的合成。这种差异至少部分归因于异羟肟酸酯快速代谢为相应的羧酸，而该羧酸对酶无活性。对影响这种代谢的结构特征的研究表明，2-芳基丙氧基异羟肟酸相对抗代谢水解。

  DOI：

  10.1021/jm00394a032

文献信息

• Novel phenylpiperazine derivatives, process for preparing them and therapeutic compositions containing them
  申请人：JUSTE, S.A. QUIMICO-FARMACEUTICA

  公开号：EP0141884A1

  公开（公告）日：1985-05-22

  Novel phenylpiperazine derivatives of phenylpropionic acid, of general formula: wherein R1 is a hydrogen or chlorine atom or a trifluoromethyl group and pharmaceutically acceptable salts thereof, a process for their production, and pharmaceutical compositions containing the same are disclosed. The compounds have analgesic properties.

  本发明涉及苯基丙酸的新型苯基哌嗪衍生物，其通式为：其中R1为氢、氯或三氟甲基基团及其药学上可接受的盐，公开了其制备过程和含有该化合物的药物组合物。这些化合物具有镇痛作用。
• US4401827A
  申请人：——

  公开号：US4401827A

  公开（公告）日：1983-08-30
• In vivo characterization of hydroxamic acid inhibitors of 5-lipoxygenase
  作者：James B. Summers、Bruce P. Gunn、Hormoz Mazdiyasni、Andrew M. Goetze、Patrick R. Young、Jennifer B. Bouska、Richard D. Dyer、Dee W. Brooks、George W. Carter

  DOI：10.1021/jm00394a032

  日期：1987.11

  The hydroxamic acid functionally can be incorporated into simple molecules to produce potent inhibitors of 5-lipoxygenase. The ability of many of these hydroxamates to inhibit leukotriene synthesis in vivo has been measured directly with a rat peritoneal anaphylaxis model. Despite their potent enzyme inhibitory activity in vitro, many orally dosed hydroxamic acids only weakly inhibited leukotriene

  可以将异羟肟酸功能性地掺入简单分子中以产生有效的5-脂氧合酶抑制剂。已经直接使用大鼠腹膜过敏模型测量了许多这些异羟肟酸酯在体内抑制白三烯合成的能力。尽管它们在体外具有强大的酶抑制活性，但许多口服异羟肟酸在体内仅能弱抑制白三烯的合成。这种差异至少部分归因于异羟肟酸酯快速代谢为相应的羧酸，而该羧酸对酶无活性。对影响这种代谢的结构特征的研究表明，2-芳基丙氧基异羟肟酸相对抗代谢水解。
• DPPH radical scavenging activity of paracetamol analogues
  作者：Maria Alessandra Alisi、Mario Brufani、Nicola Cazzolla、Francesca Ceccacci、Patrizia Dragone、Marco Felici、Guido Furlotti、Barbara Garofalo、Angela La Bella、Osvaldo Lanzalunga、Francesca Leonelli、Rinaldo Marini Bettolo、Caterina Maugeri、Luisa Maria Migneco、Vincenzo Russo

  DOI：10.1016/j.tet.2012.09.098

  日期：2012.12

  Biochemical studies suggest a direct relationship between the radical scavenging activity of paracetamol (I) and its antipyretic and analgesic action. To evaluate the effect of chemical modifications on the radical scavenging activity of compounds of type I, analogues 1-14 were prepared and submitted to a stable free radical (DPPH; 1,1-diphenyl-2-picryl-hydrazyl) assay. All paracetamol derivatives showed a significant higher efficiency than the parent compound. This study showed that radical scavenging activity can be increased by decreasing the phenolic ortho substituents steric hindrance or by introducing substituents on the acyl moiety like an indazole ring or the ionic N-methyl morpholinium group. A significant activating effect was also observed by replacing the 1,4-acylamidophenol with a 1,4-acylamidonaphthol system. (C) 2012 Elsevier Ltd. All rights reserved.