(3-phenoxyphenoxy)acetic acid | 38559-89-6

• 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: (3-phenoxyphenoxy)acetic acid
• 英文别名: (3-phenoxy-phenoxy)-acetic acid；O-(3-Phenoxy-phenyl)-glykolsaeure；(3-Phenoxy-phenoxy)-essigsaeure；3-phenoxyphenoxyacetic acid；m-Phenoxy-phenoxyessigsaeure；2-(3-phenoxyphenoxy)acetic acid
• CAS: 38559-89-6
• 化学式: C₁₄H₁₂O₄
• mdl: MFCD08442717
• 分子量: 244.247
• InChiKey: GYOBTWNKHXAGNK-UHFFFAOYSA-N

物化性质

• 沸点：
  400.3±20.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 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：

  (3-phenoxyphenoxy)acetic acid 在 草酰氯 作用下， 以 苯 为溶剂， 反应 0.5h， 生成 (3-苯氧基苯氧基)乙酰氯
  参考文献：
  名称：

  Bicyclic N-Hydroxyurea Inhibitors of 5-Lipoxygenase:  Pharmacodynamic, Pharmacokinetic, and in Vitro Metabolic Studies Characterizing N-Hydroxy-N-(2,3-dihydro-6-(phenylmethoxy)-3-benzofuranyl)urea

  摘要：

  A series of N-hydroxyurea derivatives have been prepared and examined as inhibitors of 5-lipoxygenase. Oral activity was established by examining the inhibition of LTB(4) biosynthesis in an ex vivo assay in the mouse. The pharmacodynamic performance in the mouse of selected compounds was assessed using an ex vivo LTB(4) assay and an adoptive peritoneal anaphylaxis assay at extended pretreat times. Compounds with an extended duration of action were reexamined as the individual enantiomers in the ex vivo assay, and the (S) enantiomer of N-hydroxy-N-[2,3-dihydro-6-(phenylmethoxy)-3-benzofuranyl]urea, (+)-1a (SE 202235), was selected as the compound with the best overall profile. Higher plasma concentrations and longer plasma half-lives were found for (+)-1a relative to its enantiomer in the mouse, monkey, and dog. In vitro metabolic studies in mouse liver microsomes established enantiospecific glucuronidation as a likely mechanism for the observed differences between the enantiomers of la. Enantioselective glucuronidation favoring (-)-1a was also found in human liver microsomes.

  DOI：

  10.1021/jm960271d
• 作为产物：
  描述：

  3-苯氧基苯甲醚 在 氢碘酸 、 溶剂黄146 作用下， 生成 (3-phenoxyphenoxy)acetic acid
  参考文献：
  名称：

  The Gattermann Reaction in the Mono-methoxydiphenyl Ethers¹

  摘要：

  DOI：

  10.1021/ja01249a024

文献信息

• Arylamidoalkyl-N-hydroxyurea compounds having lipoxygenase inhibitory
  申请人：Abbott Laboratories

  公开号：US05514702A1

  公开（公告）日：1996-05-07

  The present invention provides certain (substituted carbocyclic aryl)amidoalkyl- and (substituted heterocyclic aryl)amidoalkyl-N-Hydroxy urea compounds which inhibit lipoxygenase enzyme activity and are thus useful in the treatment of allergic and inflammatory disease states.

  这项发明提供了一些抑制脂氧合酶酶活性的（取代的碳环芳基）氨基烷基-和（取代的杂环芳基）氨基烷基-N-羟基脲化合物，因此在治疗过敏和炎症性疾病状态中具有用处。
• Synthesis of Nitrogen-Containing Phenoxyacetic Acid Derivatives
  作者：E. T. Yamansarova、O. S. Kukovinets、R. A. Zainullin、F. Z. Galin、M. I. Abdullin

  DOI：10.1007/s11178-005-0201-3

  日期：2005.4

  Nitrogen-containing phenoxyacetic acid derivatives were synthesized by reactions of substituted phenoxyacetic acids with amines, urea, and ethyl carbamate.

  通过取代的苯氧乙酸与胺、脲和氨基甲酸乙酯的反应，合成了含氮苯氧乙酸衍生物。
• Irreversible enzyme inhibitors. 195. Inhibitors of thymidine kinase from Walker 256 carcinoma derived from thymidine 5'-acetate
  作者：B. R. Baker、John P. Neenan

  DOI：10.1021/jm00279a016

  日期：1972.9
• ARYLAMIDOALKYL-N-HYDROXYUREA COMPOUNDS HAVING LIPOXYGENASE INHIBITORY ACTIVITY
  申请人：ABBOTT LABORATORIES

  公开号：EP0595995A1

  公开（公告）日：1994-05-11
• EP0595995A4
  申请人：——

  公开号：EP0595995A4

  公开（公告）日：1994-08-24