2-bromo-4-phenoxy-phenol | 54582-60-4

• 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: 2-bromo-4-phenoxy-phenol
• 英文别名: 2-Brom-4-phenoxy-phenol；Phenyl-(3-brom-4-hydroxy-phenyl)-aether；3-Brom-4-hydroxy-1-phenoxy-benzol；2-bromo-4-phenoxyphenol
• CAS: 54582-60-4
• 化学式: C₁₂H₉BrO₂
• 分子量: 265.106
• InChiKey: WBLUCTKWJJMWDZ-UHFFFAOYSA-N

物化性质

• 沸点：
  178-183 °C(Press: 2 Torr)
• 密度：
  1.518±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 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：

  2-bromo-4-phenoxy-phenol 在 甲醇 、 potassium ethoxide 作用下， 生成 2,7-Diphenoxy-dibenzo[1,4]dioxin
  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 溴 作用下， 以 二硫化碳 为溶剂， 生成 2-bromo-4-phenoxy-phenol
  参考文献：
  名称：

  4-芳氧基苯酚的催化氧化

  摘要：

  通过对一级反应产物的分析，研究了Cu + /胺催化许多取代的4-芳氧基苯酚（二聚苯酚）氧化的机理。假定醌缩酮为中间体，可以根据起始4-芳氧基苯酚的取代方式以两种方式分解：均裂裂变机理（两种二聚酚产生单体和三聚体作为主要产物），或分子内重排机理（两种二聚体分子，以四聚体为主要产物）。四聚物没有通过4- aryloxyradicals直接耦合，一种自由基攻击的氧形成对另一方的终端环的位置。实验证据为提出的机制。

  DOI：

  10.1016/0040-4020(67)80061-9

文献信息

• Cholesterol ester hydrolase inhibitors
  申请人：American Home Products Corporation

  公开号：US05391571A1

  公开（公告）日：1995-02-21

  The compounds of the formula: ##STR1## in which R.sup.1 is alkyl of 4 or more carbon atoms, cycloalkyl, 1-adamantyl, 2-adamantyl, 3-noradamantyl, 3-methyl-1-adamantyl, 1-fluorenyl, 9-fluorenyl, cycloalkylalkyl, phenyl, substituted phenyl, alkyl, alkoxy, halo, nitro, cyano or trifluoromethyl, phenylalkyl or substituted phenylalkyl, where the substituent on the benzene ring is alkyl, alkoxy, halo, nitro, cyano, trifluoromethyl or phenyl; R.sup.2 is hydrogen, alkyl or R.sup.1 taken with R.sup.2 and the nitrogen atom to which they are attached form a heterocyclic moiety of the formula: ##STR2## wherein ##STR3## in which R.sup.7 is hydrogen, alkyl, hydroxy, alkanoyloxy, hydroxyalkyl, hydroxycarbonyl, alkoxycarbonyl, phenyl or substituted phenyl, in which the substituent is alkyl, alkoxy, halo, nitro, cyano, haloalkyl, perhaloalkyl or dialkylaminoalkyl; R.sup.8 is hydrogen or alkyl or R.sup.7 and R.sup.8 taken together are polymethylene; R.sup.9 is hydrogen, alkyl, phenyl or substituted phenyl, in which the substituent is alkyl, alkoxy, halo, nitro, cyano or perhaloalkyl; R.sup.10 is hydrogen, alkyl or gemdialkyl; n is one of the integers 0, 1 or 2; and R.sup.3, R.sup.4, R5 and R.sup.6 are, independently, hydrogen, alkyl, alkoxy, halo, nitro, cyano or perhaloalkyl, alkoxycarbonyl or hydroxycarbonyl; and when X is --NR.sup.9 -- or R.sup.7 is an amino alkyl group, a pharmaceutically acceptable salt thereof; useful as inhibitors of cholesterol ester hydrolase.

  该公式的化合物是：其中R.sup.1是具有4个或更多碳原子的烷基，环烷基，1-金刚烷基，2-金刚烷基，3-诺金刚烷基，3-甲基-1-金刚烷基，1-芴基，9-芴基，环烷基烷基，苯基，取代苯基，烷基，烷氧基，卤素，硝基，氰基或三氟甲基，苯基烷基或取代苯基烷基，其中苯环上的取代基是烷基，烷氧基，卤素，硝基，氰基，三氟甲基或苯基；R.sup.2是氢，烷基或R.sup.1与R.sup.2以及它们附着的氮原子形成的异环辅基的一部分，其化学式为：其中R.sup.7是氢，烷基，羟基，烷酰氧基，羟基烷基，羟基羰基，烷氧基羰基，苯基或取代苯基，其中取代基是烷基，烷氧基，卤素，硝基，氰基，卤素烷基，全氟烷基或二烷基氨基烷基；R.sup.8是氢或烷基或R.sup.7和R.sup.8一起是聚甲烯；R.sup.9是氢，烷基，苯基或取代苯基，其中取代基是烷基，烷氧基，卤素，硝基，氰基或全氟烷基；R.sup.10是氢，烷基或双烷基；n是0、1或2中的一个整数；R.sup.3，R.sup.4，R5和R.sup.6分别是氢，烷基，烷氧基，卤素，硝基，氰基或全氟烷基，烷氧基羰基或羟基羰基；当X是--NR.sup.9--或R.sup.7是氨基烷基时，是药用可接受的盐；用作胆固醇酯水解酶的抑制剂。
• 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.
• Palaeoindian subsistence behaviour at the Clary Ranch site, Nebraska, USA
  作者：Matthew Glenn Hill、Matthew E. Hill、David W. May、Thomas P. Myers、David J. Rapson、Frédéric Sellet、James L. Theler、Lawrence C. Todd

  DOI：10.1017/s0003598x0009027x

  日期：2002.6
• Walter, Barell-Festschr. <Basel 1936> S. 266, 270, 273
  作者：Walter

  DOI：——

  日期：——
• Walter, Barell-Festschr. <Basel 1936> S. 266, 273
  作者：Walter

  DOI：——

  日期：——