1,3-dibromo-2-hydroxy-5-phenoxybenzene | 98077-91-9

• 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: 1,3-dibromo-2-hydroxy-5-phenoxybenzene
• 英文别名: 2,6-dibromo-4-phenoxy-phenol；2,6-Dibrom-4-phenoxy-phenol；2,6-Dibromo-4-phenoxyphenol
• CAS: 98077-91-9
• 化学式: C₁₂H₈Br₂O₂
• 分子量: 344.002
• InChiKey: CRSZEDOZGJPOHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-dibromo-2-hydroxy-5-phenoxybenzene 、 苯甲酰氯 生成 2-benzoyloxy-1,3-dibromo-5-phenoxy-benzene
  参考文献：
  名称：

  Synthesis of mono- and bisphthalocyanine complexes using microwave irradiation

  摘要：

  Starting with phthalic and 4-tert-butylphthalic acid derivatives, the bisphthalocyanines of rare earth elements and hafnium and zirconium were prepared using microwave irradiation.

  DOI：

  10.1070/mc2002v012n02abeh001558
• 作为产物：
  描述：

  4-苯氧基苯酚 在 二硫化碳 、 溴 作用下， 生成 1,3-dibromo-2-hydroxy-5-phenoxybenzene
  参考文献：
  名称：

  Synthesis of mono- and bisphthalocyanine complexes using microwave irradiation

  摘要：

  Starting with phthalic and 4-tert-butylphthalic acid derivatives, the bisphthalocyanines of rare earth elements and hafnium and zirconium were prepared using microwave irradiation.

  DOI：

  10.1070/mc2002v012n02abeh001558

文献信息

• Structure−Activity Relationship of New Growth Inhibitors of <i>Trypanosoma</i> <i>cruzi</i>
  作者：Güendalina M. Cinque、Sergio H. Szajnman、Li Zhong、Roberto Docampo、Andrea J. Schvartzapel、Juan B. Rodriguez、Eduardo G. Gros

  DOI：10.1021/jm970860z

  日期：1998.4.1

  Several drugs bearing the 4-phenoxyphenoxy skeleton and other closely related structures were designed, synthesized, and evaluated as antiproliferative agents against Trypanosoma cruzi, the etiologic agent of Chagas' disease. The new class of drugs was envisioned by modifying the nonpolar 4-phenoxyphenoxy moiety replacing selected aromatic protons by different groups via electrophilic aromatic substitution reactions as well as introducing a sulfur atom at the polar extreme. Of the designed compounds, sulfur-containing derivatives were shown to be potent antireplicative agents against T. cruzi. Among these drugs, 4-phenoxyphenoxyethyl thiocyanate (compound 56) proved to be an extremely active growth inhibitor of the epimastigote forms of T. cruzi and displayed an IC50 of 2.2 mu M. Under the same assay conditions, this drug was much more active than Nifurtimox, one of the drugs currently in clinical use to control this disease. This thiocyanate derivative was also a very active inhibitor against the intracellular form of the parasite at the nanomolar level. Other sulfur derivatives prepared also exhibited very potent antiproliferative action against T. cruzi. The presence of a sulfur atom at the polar extreme for this family of compounds seems to be very important for biological action because this atom was always associated with high inhibition values. 4-Phenoxyphenoxyethyl thiocyanate presents very good prospective not only as a lead drug but also as a potential chemotherapeutic agent.
• IDENTIFICATION AND TARGETED MODULATION OF GENE SIGNALING NETWORKS
  申请人：CAMP4 THERAPEUTICS CORPORATION

  公开号：US20210254056A1

  公开（公告）日：2021-08-19

  The present invention provides methods and compositions for the evaluation, alteration and/or optimization of gene signaling. Methods and systems are also provided which exploit the information generated in the identification of new targets and non-canonical signaling pathways.
• Toward Optimization of the Linker Substructure Common to Transthyretin Amyloidogenesis Inhibitors Using Biochemical and Structural Studies
  作者：Steven M. Johnson、Stephen Connelly、Ian A. Wilson、Jeffery W. Kelly

  DOI：10.1021/jm800435s

  日期：2008.10.23

  To develop potent and highly selective transthyretin (TTR) amyloidogenesis inhibitors, it is useful to systematically optimize the three substructural elements that compose a typical TTR kinetic stabilizer: the two aryl rings and the linker joining them. Herein, we evaluated 40 bisaryl molecules based on 10 unique linker substructures to determine how these linkages influence inhibitor potency and selectivity. These linkers connect one unsubstituted aromatic ring to either a 3,5-X 2 or a 3,5-X 2-4-OH phenyl substructure (X = Br or CH 3). Coconsideration of amyloid inhibition and ex vivo plasma TTR binding selectivity data reveal that direct connection of the two aryls or linkage through nonpolar E-olefin or -CH 2CH 2- substructures generates the most potent and selective TTR amyloidogenesis inhibitors exhibiting minimal undesirable binding to the thyroid hormone nuclear receptor or the COX-1 enzyme. Five high-resolution TTR.inhibitor crystal structures (1.4-1.8 A) provide insight into why such linkers afford inhibitors with greater potency and selectivity.
• Synthesis of mono- and bisphthalocyanine complexes using microwave irradiation
  作者：Evgeniya G. Kogan、Aleksey V. Ivanov、Larisa G. Tomilova、Nikolai S. Zefirov

  DOI：10.1070/mc2002v012n02abeh001558

  日期：2002.1

  Starting with phthalic and 4-tert-butylphthalic acid derivatives, the bisphthalocyanines of rare earth elements and hafnium and zirconium were prepared using microwave irradiation.