5-Phenoxysalicylsaeure | 56926-42-2

• 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: 5-Phenoxysalicylsaeure
• 英文别名: 2-hydroxy-5-phenoxy-benzoic acid；2-Hydroxy-5-phenoxy-benzoesaeure；5-phenoxy-2-hydroxybenzenecarboxylic acid；2-Hydroxy-5-phenoxybenzoic acid
• CAS: 56926-42-2
• 化学式: C₁₃H₁₀O₄
• mdl: MFCD11203613
• 分子量: 230.22
• InChiKey: YBZCZJNOZGZSFX-UHFFFAOYSA-N

物化性质

• 熔点：
  134 °C
• 沸点：
  403.7±40.0 °C(Predicted)
• 密度：
  1.346±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Phenoxysalicylsaeure 在 palladium on activated charcoal 氢氧化钾 、 硫酸 、 氢气 、 potassium carbonate 作用下， 以 乙醚 、 乙醇 、 丙酮 、 甲苯 为溶剂， 生成 2-acetoxy-4-phenoxyphenol
  参考文献：
  名称：

  Synthesis of ethyl 6-substituted-chroman- and -chromone-2-carboxylates. Comparative structure-activity study employing the 6-phenyl and phenoxy analogs in the triton hyperlipidemic rat model

  摘要：

  To explore the effect of lipophilicity on antilipidemic activity in the Triton WR-1339 induced hyperlipidemic rat model we synthesized the 6-cyclohexyl, phenyl, and phenoxy analogs of ethyl chroman-2-carboxylate. Results obtained were analyzed in light of the biological activity observed for the 6-chloro-substituted and unsubstituted chromans, the 6-chlorochroman-4-one ester, and the 6-chloro-, phenyl-, and phenoxychromone esters. The suggestion is made that chromones likely exert their antilipidemic effects by a somewhat different set of mechanisms than do the chromans and clofibrate. Whereas the 6-chlorochromanone ester is inactive, the 6-chlorochromone ester is active in both normal and hyperlipidemic Sprague-Dawley rats. The major differential effect was observed for ethyl 6-cyclohexylchroman-2-carboxylate which did not lower cholesterol levels but returned triglyceride levels to normal in hyperlipidemic rats.

  DOI：

  10.1021/jm00243a015
• 作为产物：
  描述：

  potassium phenolate 在 potassium permanganate 、 氢碘酸 、 乙酸酐 、 铜 、 溶剂黄146 作用下， 生成 5-Phenoxysalicylsaeure
  参考文献：
  名称：

  Methoxy (and Hydroxy) Phenoxybenzoic Acids

  摘要：

  DOI：

  10.1021/jo50002a021

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。
• METHOD OF PRODUCING AROMATIC AMINO COMPOUNDS
  申请人：Yokoyama Norimasa

  公开号：US20110257404A1

  公开（公告）日：2011-10-20

  [Problem] To provide a method of producing an aromatic amino compound by using a primary or secondary amine compound and a halogenated aromatic compound as starting materials, and relying upon the Ullmann reaction, the method being capable of obtaining the highly pure aromatic amino compound in high yields and inexpensively. [Means for Solution] A method of producing an aromatic amino compound by using a primary or secondary amine compound having an aromatic ring group and a halogenated aromatic compound as starting materials, reacting the amine compound with the halogenated aromatic compound in the presence of a copper catalyst and a base so as to produce the aromatic amino compound having a structure in which an aromatic ring group derived from the halogenated aromatic compound is coupled to the amino group of the amine compound, wherein the amine compound and the halogenated aromatic compound are reacted together under a condition where an aromatic oxycarboxylic acid having a hydroxyl group and a hydroxycarbonyl group that are bonded to neighboring carbon atoms, is made present together with the copper catalyst and the base.

  提供一种通过使用一种主要或次要胺化合物和一种卤代芳香化合物作为起始原料，依靠乌尔曼反应来生产芳香氨基化合物的方法，该方法能够以高产率和低成本获得高纯度的芳香氨基化合物。 通过使用具有芳香环基团的主要或次要胺化合物和一种卤代芳香化合物作为起始原料，在铜催化剂和碱的存在下将胺化合物与卤代芳香化合物反应，从而产生具有芳香环基团从卤代芳香化合物衍生的结构的芳香氨基化合物，其中胺化合物和卤代芳香化合物在存在具有羟基和羟基羰基团结合到相邻碳原子的芳香氧羧酸的条件下与铜催化剂和碱一起反应。
• DE588650
  申请人：——

  公开号：——

  公开（公告）日：——
• Walter, Barell-Festschr. <Basel 1936> S. 266, 274
  作者：Walter

  DOI：——

  日期：——
• WITIAK D. T.; HEILMAN W. P.; SANKARAPPA S. K.; CAVESTRI R. C.; NEWMAN H. +, J. MED. CHEM. <JMCM-AR>, 1975, 18, NO 9, 934-942
  作者：WITIAK D. T.、 HEILMAN W. P.、 SANKARAPPA S. K.、 CAVESTRI R. C.、 NEWMAN H. +

  DOI：——

  日期：——