ethyl 4-(4-hydroxyphenoxy)benzoate | 80622-23-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 环羧酸
• 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: ethyl 4-(4-hydroxyphenoxy)benzoate
• 英文别名: 4-(4-hydroxy-phenoxy)-benzoic acid ethyl ester；4-(4-Hydroxy-phenoxy)-benzoesaeure-aethylester
• CAS: 80622-23-7
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: FQDLNXPGURTICY-UHFFFAOYSA-N

物化性质

• 熔点：
  112-113 °C
• 沸点：
  400.5±30.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-(4-hydroxyphenoxy)benzoate 、 (5-isopropyl-3-phenylisoxazol-4-yl)methanol 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以55%的产率得到ethyl 4-(4-((5-isopropyl-3-phenylisoxazol-4-yl)methoxy)phenoxy)benzoate
  参考文献：
  名称：

  Design and Structural Optimization of Dual FXR/PPARδ Activators

  摘要：

  Nonalcoholic steatohepatitis (NASH) is considered as severe hepatic manifestation of the metabolic syndrome and has alarming global prevalence. The ligand-activated transcription factors farnesoid X receptor (FXR) and peroxisome proliferator-activated receptor (PPAR) delta have been validated as molecular targets to counter NASH. To achieve robust therapeutic efficacy in this multifactorial pathology, combined peripheral PPAR delta-mediated activity and hepatic effects of FXR activation appear as a promising multitarget approach. We have designed a minimal dual FXR/PPAR delta activator scaffold by rational fusion of pharmacophores derived from selective agonists. Our dual agonist lead compound exhibited weak agonism on FXR and PPAR delta and was structurally refined to a potent and balanced FXR/PPAR delta activator in a computer-aided fashion. The resulting dual FXR/PPAR delta modulator comprises high selectivity over related nuclear receptors and activates the two target transcription factors in native cellular settings.

  DOI：

  10.1021/acs.jmedchem.0c00618
• 作为产物：
  描述：

  4-(4-甲氧基苯基)苯甲酸 在 盐酸 、 氢溴酸 、 溶剂黄146 作用下， 生成 ethyl 4-(4-hydroxyphenoxy)benzoate
  参考文献：
  名称：

  57.合成潜在的皮质激素替代物的实验。二苯醚的羟基羰基衍生物及相关化合物

  摘要：

  DOI：

  10.1039/jr9420000347

文献信息

• A Convenient Method for the Preparation of 4-Aryloxyphenols
  作者：Gary W. Yeager、David N. Schissel

  DOI：10.1055/s-1991-26381

  日期：——

  A convenient method for the preparation of 4-aryloxyphenols via the homologation of preformed phenols is described. Condensation of various 4-substituted phenols with either 4-fluorobenzaldehyde (8) or 4-fluoroacetophenone (9) yielded the corresponding 4-aryloxybenzaldehydes, 10, and acetophenones, 11, in 70-93 % yield. Baeyer-Villiger oxidation of these materials with 3-chloroperoxybenzoic acid (MCPBA) yielded the corresponding 4-formyloxy and 4-acetoxyphenyl ethers which were hydrolyzed without purification to the desired 4-aryloxyphenols 12 in 72-94 % yield. Both 4-fluorobenzaldehyde (8) and 4-fluoroacetophenone (9) are synthetically equivalent to the a4 umpoled synthon 6. Extension of this methodology of the preparation of 4,4′-[arylbis(oxy)]bisphenols from aromatic diols is also described. Condensation of various aromatic diols with 8 or 9 yielded the corresponding 4,4′[arylbis(oxy)]bisbenzaldehydes 15 and acetophenones 16 in 71-89 % yield. Baeyer-Villiger oxidation of these compounds with MCPBA yielded the desired 4,4′-[arylbis(oxy)]bisphenyl bisformates 17 and bisacetates 18 in 67-84 % yield. Hydrolysis of these compounds afforded the desired 4,4′-[arylbis(oxy)]bisphenols 19 in 70-91% yield.

  本文介绍了一种通过预成苯酚的同系物制备 4-芳氧基苯酚的简便方法。将各种 4-取代苯酚与 4-氟苯甲醛 (8) 或 4-氟苯乙酮 (9) 缩合，可得到相应的 4-芳氧基苯甲醛 10 和苯乙酮 11，收率为 70-93%。用 3-氯过氧苯甲酸（MCPBA）对这些材料进行拜耳-维里格氧化，可得到相应的 4-甲氧基和 4-乙酰氧基苯基醚，这些醚无需纯化即可水解为所需的 4-芳氧基苯酚 12，收率为 72-94%。 4-氟苯甲醛（8）和 4-氟苯乙酮（9）在合成上等同于 a4 umpoled 合成物 6。此外，还介绍了从芳香族二元醇制备 4,4′-[芳基双（氧）]双酚的方法的扩展。将各种芳香族二元醇与 8 或 9 缩合，可得到相应的 4,4′-[芳基双（氧）]双苯甲醚 15 和苯乙酮 16，收率为 71-89%。用 MCPBA 对这些化合物进行 Baeyer-Villiger 氧化，可得到所需的 4,4′-[芳基双（氧）]双苯双甲酸酯 17 和双乙酸酯 18，收率为 67-84%。水解这些化合物可得到所需的 4,4′-[芳基双（氧）]双酚 19，收率为 70-91%。
• Guanidinomethyl cyclohexane carboxylic acid ester derivatives
  申请人：Kamoda Osamu

  公开号：US20050075402A1

  公开（公告）日：2005-04-07

  The invention relates to novel and valuable intermediate compounds of the general formula (VIII) which can be used for the preparation of novel compounds comprising an antibacterial action, especially with a strong antibacterial action against helicobacter pylori, and pharmaceutically acceptable salts thereof. In the general formula (VIII) X is hydrogen or halogen, Y is hydrogen or a substituted or unsubstituted aralkyloxycarbonyl group having 8-19 carbon atoms, Z is hydrogen, a substituted aralkyloxycarbonyl group having 8-19 carbon atoms or a substituted alkoxycarbonyyl group having 2-19 carbon atoms, except that X, Y and Z are all hydrogen.

  本发明涉及一种新型有价值的中间化合物，其通式为（VIII），可用于制备具有抗菌作用的新化合物，特别是对幽门螺杆菌具有强烈的抗菌作用，以及其药学上可接受的盐。在通式（VIII）中，X为氢或卤素，Y为氢或具有8-19个碳原子的取代或未取代的芳基氧羰基基团，Z为氢，具有8-19个碳原子的取代芳基氧羰基基团或具有2-19个碳原子的取代烷氧羰基基团，但X、Y和Z均为氢时除外。
• Intermediates for the preparation of guanidinomethyl cyclohexane carboxylic acid ester derivatives
  申请人：TEIKOKU CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0989112A2

  公开（公告）日：2000-03-29

  The invention relates to novel and valuable intermediate compounds of the general formula (VIII) which can be used for the preparation of novel compounds comprising an antibacterial action, especially with a strong antibacterial action against helicobacter pylori, and pharmaceutically acceptable salts thereof. In the general formula (VIII) X is hydrogen or halogen, Y is hydrogen or a substituted or unsubstituted aralkyloxycarbonyl group having 8-19 carbon atoms, Z is hydrogen, a substituted aralkyloxycarbonyl group having 8-19 carbon atoms or a substituted alkoxycarbonyl group having 2-19 carbon atoms, except that X, Y and Z are all hydrogen.

  本发明涉及通式（VIII）的新型和有价值的中间体化合物，可用于制备具有抗菌作用，特别是对幽门螺旋杆菌有较强抗菌作用的新型化合物及其药学上可接受的盐类。 在通式（VIII）中，X 是氢或卤素，Y 是氢或具有 8-19 个碳原子的取代或未取代的烷氧羰基，Z 是氢、具有 8-19 个碳原子的取代的烷氧羰基或具有 2-19 个碳原子的取代的烷氧羰基，但 X、Y 和 Z 都是氢除外。
• GUANIDINOMETHYL CYCLOHEXANE CARBOXYLIC ESTER DERIVATIVE
  申请人：TEIKOKU CHEMICAL INDUSTRY CO., LTD.

  公开号：EP0775692B1

  公开（公告）日：2000-12-06
• US6284791B1
  申请人：——

  公开号：US6284791B1

  公开（公告）日：2001-09-04