2-(3-Bromo-4-isobutyl-phenyl)-propionic acid methyl ester | 675840-26-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(3-Bromo-4-isobutyl-phenyl)-propionic acid methyl ester
• 英文别名: Methyl 2-[3-bromo-4-(2-methylpropyl)phenyl]propanoate；methyl 2-[3-bromo-4-(2-methylpropyl)phenyl]propanoate
• CAS: 675840-26-3
• 化学式: C₁₄H₁₉BrO₂
• 分子量: 299.208
• InChiKey: KGKVVBNHYGWNMM-UHFFFAOYSA-N

物化性质

• 沸点：
  336.5±27.0 °C(Predicted)
• 密度：
  1.236±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  2-(3-Bromo-4-isobutyl-phenyl)-propionic acid methyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 2-(3-Bromo-4-isobutyl-phenyl)-propionic acid
  参考文献：
  名称：

  Manipulation of kinetic profiles in 2-aryl propionic acid cyclooxygenase inhibitors

  摘要：

  The nonsteroidal anti-inflammatory drugs flurbiprofen and ibuprofen were modified in an attempt to alter the kinetics of inhibitor binding by COX-1. Contrary to prior predictions, a halogen substituent is not sufficient to confer slow tight-binding behavior. Conversion of the carboxylate moiety of flurbiprofen to an ester or amide abolishes slow tight-binding behavior, regardless of halogenation state. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.034
• 作为产物：
  描述：

  2-[4-(2-methylpropyl)-3-nitrophenyl]propanoic acid 在 硫酸 、 铁粉 、 氯化铵 、 copper(I) bromide 、 sodium nitrite 作用下， 以 甲醇 为溶剂， 反应 15.0h， 生成 2-(3-Bromo-4-isobutyl-phenyl)-propionic acid methyl ester
  参考文献：
  名称：

  Manipulation of kinetic profiles in 2-aryl propionic acid cyclooxygenase inhibitors

  摘要：

  The nonsteroidal anti-inflammatory drugs flurbiprofen and ibuprofen were modified in an attempt to alter the kinetics of inhibitor binding by COX-1. Contrary to prior predictions, a halogen substituent is not sufficient to confer slow tight-binding behavior. Conversion of the carboxylate moiety of flurbiprofen to an ester or amide abolishes slow tight-binding behavior, regardless of halogenation state. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.034

文献信息

• Manipulation of kinetic profiles in 2-aryl propionic acid cyclooxygenase inhibitors
  作者：Kushol Gupta、Carl J. Kaub、Kristen N. Carey、Eduard G. Casillas、Barry S. Selinsky、Patrick J. Loll

  DOI：10.1016/j.bmcl.2003.11.034

  日期：2004.2

  The nonsteroidal anti-inflammatory drugs flurbiprofen and ibuprofen were modified in an attempt to alter the kinetics of inhibitor binding by COX-1. Contrary to prior predictions, a halogen substituent is not sufficient to confer slow tight-binding behavior. Conversion of the carboxylate moiety of flurbiprofen to an ester or amide abolishes slow tight-binding behavior, regardless of halogenation state. (C) 2003 Elsevier Ltd. All rights reserved.