4,6-二溴萘-2-醇 | 102153-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 4,6-二溴萘-2-醇
• 英文名称: 4,6-dibromo-β-naphthol
• 英文别名: 4,6-dibromo-2-naphthol；4,6-dibromo-[2]naphthol；4.6-Dibrom-2-hydroxy-naphthalin；4,6-Dibrom-[2]naphthol；4,6-Dibromonaphthalen-2-ol
• CAS: 102153-54-8
• 化学式: C₁₀H₆Br₂O
• 分子量: 301.965
• InChiKey: ISMIOKMACYQVSC-UHFFFAOYSA-N

物化性质

• 熔点：
  134-135 °C
• 沸点：
  400.5±25.0 °C(Predicted)
• 密度：
  1.956±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,6-二溴萘-2-醇 在 氢氧化钾 、 sodium amalgam 、 乙醇 作用下， 生成 2-溴-6-甲氧基萘
  参考文献：
  名称：

  Franzen; Staeuble, Journal fur praktische Chemie (Leipzig 1954), 1921, vol. <2> 103, p. 367

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴-2-萘酚 在 盐酸 、 tin 、 乙醇 、 溴 、 溶剂黄146 、 tin(ll) chloride 作用下， 生成 4,6-二溴萘-2-醇
  参考文献：
  名称：

  Franzen; Staeuble, Journal fur praktische Chemie (Leipzig 1954), 1921, vol. <2> 103, p. 367

  摘要：

  DOI：

文献信息

• Structure–Activity Studies on Splitomicin Derivatives as Sirtuin Inhibitors and Computational Prediction of Binding Mode
  作者：Robert C. Neugebauer、Urszula Uchiechowska、Rene Meier、Henning Hruby、Vassil Valkov、Eric Verdin、Wolfgang Sippl、Manfred Jung

  DOI：10.1021/jm700972e

  日期：2008.3.13

  NAD(+)-dependent histone deacetylases (sirtuins) are enzymes that cleave acetyl groups from lysines in histones and other proteins. Potent selective sirtuin inhibitors are interesting tools for the investigation of the biological functions of those enzymes and may be future drugs for the treatment of cancer. Splitomicin was among the first two inhibitors that were discovered for yeast sirtuins but showed rather weak inhibition on human enzymes. We present detailed structure-activity relationships on splitomicin derivatives and their inhibition of recombinant Sirt2. To rationalize our experimental results, ligand docking followed by molecular mechanics Poisson - Boltzmann/surface area (MM-PBSA) calculations were carried out. These analyses suggested a molecular basis for the interaction of the beta-phenylsplitomicins with human Sirt2. Protein-based virtual screening resulted in the identification of a novel Sirt2 inhibitor chemotype. Selected inhibitors showed antiproliferative properties and tubulin hyperacetylation in MCF7 breast cancer cells and are promising candidates for further optimization as potential anticancer drugs.
• Process for the manufacture of 6-bromo-2-hydroxy-naphthalene and its substitution products
  申请人：GEN ANILINE WORKS INC

  公开号：US01890711A1

  公开（公告）日：1932-12-13
• DE570676
  申请人：——

  公开号：——

  公开（公告）日：——
• Vesely; Stursa, Chemicke Listy, 1933, vol. 27, p. 126
  作者：Vesely、Stursa

  DOI：——

  日期：——
• Tilden; Armstrong, 1901, p. 152
  作者：Tilden、Armstrong

  DOI：——

  日期：——