(4-carboxyphenyl)boronic acid, monosodium salt | 603106-78-1

• 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: (4-carboxyphenyl)boronic acid, monosodium salt
• CAS: 603106-78-1
• 化学式: C₇H₆BO₄*Na
• 分子量: 187.923
• InChiKey: WRQZBLMYOZYYCH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -5.27
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.59
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4-carboxyphenyl)boronic acid, monosodium salt 、 methyl 1-[2-bromo-4-(1-methoxy-1-oxopropan-2-yl)-benzyl]-2-oxocyclopentanecarboxylate 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of loxoprofen derivatives

  摘要：

  Non-steroidal anti-inflammatory drugs (NSAIDs) achieve their anti-inflammatory actions through an inhibitory effect on cyclooxygenase (COX). Two COX subtypes, COX-1 and COX-2, are responsible for the majority of COX activity at the gastrointestinal mucosa and in tissues with inflammation, respectively. We previously suggested that both gastric mucosal cell death due to the membrane permeabilization activity of NSAIDs and COX-inhibition at the gastric mucosa are involved in NSAID-induced gastric lesions. We have also reported that loxoprofen has the lowest membrane permeabilization activity among the NSAIDs we tested. In this study, we synthesized a series of loxoprofen derivatives and examined their membrane permeabilization activities and inhibitory effects on COX-1 and COX-2. Among these derivatives, 2-{4'-hydroxy-5-[(2-oxocyclopentyl)methyl]biphenyl-2-yl}propanoate 31 has a specificity for COX-2 over COX-1. Compared to loxoprofen, oral administration of 31 to rats produced fewer gastric lesions but showed an equivalent anti-inflammatory effect. These results suggest that 31 is likely to be a therapeutically beneficial and safer NSAID. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.050

文献信息

• First Study of Metal Hybrids of Boronic Acids:  Second-Sphere Coordination Networks in the Structures of 4-Carboxyphenylboronic Acid with Some Transition Metals
  作者：Nanappan SeethaLekshmi、V. R. Pedireddi

  DOI：10.1021/ic052100h

  日期：2006.3.1

  been reported for the first time. In all of the complexes, there is no interaction between the metal and boronic acid through dative bonds. Furthermore, second-sphere coordination, along with water clusters in the form of octamers, was observed in the absence of any other additional ligands. However, in the presence of aza-donor molecules such as 1,2-bis(4-pyridyl)ethane, metal ions formed coordination

  首次报道了硼酸（4-羧基苯基硼酸）与Co（II），Mn（II）和Ni（II）盐的金属有机杂化物。在所有络合物中，金属和硼酸之间都不存在通过键形成的相互作用。此外，在没有任何其他附加配体的情况下，观察到第二球配位以及八聚体形式的水团簇。但是，在氮杂供体分子（例如1,2-双（4-吡啶基）乙烷）的存在下，金属离子与那些配体形成配位聚合物，从而取代了第二球配位。