penta-O-methyl vidalol A | 1394233-88-5

• 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: penta-O-methyl vidalol A
• 英文别名: 2,3-dibromo-1-(3-bromo-2,4,6-trimethoxybenzyl)-4,5-dimethoxybenzene；2,3-Dibromo-1-[(3-bromo-2,4,6-trimethoxyphenyl)methyl]-4,5-dimethoxybenzene
• CAS: 1394233-88-5
• 化学式: C₁₈H₁₉Br₃O₅
• 分子量: 555.058
• InChiKey: FLLBNCATQDNXFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-溴-2,4,6-三甲氧基苯 、 2,3-Dibrom-4,5-dimethoxy-benzylalkohol 在 polyphosphoric acid 作用下， 以 水 为溶剂， 反应 1.0h， 以57%的产率得到penta-O-methyl vidalol A
  参考文献：
  名称：

  Synthesis and carbonic anhydrase inhibitory properties of novel bromophenols and their derivatives including natural products: Vidalol B

  摘要：

  A series of bisphenol, bromophenol, and methoxyphenol derivatives (2-24) including the natural bromophenols vidalol B, 3,4,6-tribromo-5-(2,5-dibromo-3,4-dihydroxybenzyl)benzene-1,2-diol (2) and 5,5'-methylenebis(3,4,6-tribromo-benzene-1,2-diol) (3) were prepared. In the current study, inhibition of four human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes, I, II, IV, and VI, with these compounds 2-24 was investigated. The compounds 2-24 were found to be promising carbonic anhydrase inhibitors, some of which showed interesting inhibitory activities. Some of the compounds investigated here showed effective hCA inhibitory activity, and might be used as leads for generating novel carbonic anhydrase inhibitors which are valuable drug candidates for the treatment of glaucoma, epilepsy, gastric and duodenal ulcers, neurological disorders, and osteoporosis. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.05.025

文献信息

• Cross-Dehydrogenative-Coupling of Alkoxybenzenes with Toluenes: Copper(II) Halide Mediated Tandem Halo/Benzylation of Arenes
  作者：Thomas E. Storr、Christopher J. Teskey、Michael F. Greaney

  DOI：10.1002/chem.201603783

  日期：2016.12.12

  with concomitant halogenation is reported. Conditions employed were the use of stoichiometric copper halide salts and dialkylperoxides to afford a range of bromoalkoxydi‐ and triarylmethanes. Preliminary mechanistic studies suggest that the in situ production of haloarenes (or dihaloarenes) followed by a copper‐mediated coupling of a benzylic radical is operational.

  据报道，烷氧基苯与甲苯发生交叉脱氢偶联并伴有卤化反应。使用的条件是使用化学计量的卤化铜盐和二烷基过氧化物来提供一系列溴代烷氧基二和三芳基甲烷。初步的机理研究表明，卤代芳烃（或二卤代芳烃）的原位生产，随后是铜介导的苄基自由基的偶联，是可行的。
• Synthesis and carbonic anhydrase inhibitory properties of novel bromophenols and their derivatives including natural products: Vidalol B
  作者：Halis T. Balaydın、Murat Şentürk、Süleyman Göksu、Abdullah Menzek

  DOI：10.1016/j.ejmech.2012.05.025

  日期：2012.8

  A series of bisphenol, bromophenol, and methoxyphenol derivatives (2-24) including the natural bromophenols vidalol B, 3,4,6-tribromo-5-(2,5-dibromo-3,4-dihydroxybenzyl)benzene-1,2-diol (2) and 5,5'-methylenebis(3,4,6-tribromo-benzene-1,2-diol) (3) were prepared. In the current study, inhibition of four human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes, I, II, IV, and VI, with these compounds 2-24 was investigated. The compounds 2-24 were found to be promising carbonic anhydrase inhibitors, some of which showed interesting inhibitory activities. Some of the compounds investigated here showed effective hCA inhibitory activity, and might be used as leads for generating novel carbonic anhydrase inhibitors which are valuable drug candidates for the treatment of glaucoma, epilepsy, gastric and duodenal ulcers, neurological disorders, and osteoporosis. (C) 2012 Elsevier Masson SAS. All rights reserved.