2-(2-氟-苯氧基)-丙酸 | 17088-71-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(2-氟-苯氧基)-丙酸
• 中文别名: 2-(2-氟苯氧基)丙酸
• 英文名称: 2-(2-fluorophenoxy)propanoic acid
• 英文别名: 2-(2-fluorophenoxy)propionic acid；2-<2-Fluor-phenoxy>-propionsaeure；2-(2-Fluor-phenoxy)-propionsaeure
• CAS: 17088-71-0
• 化学式: C₉H₉FO₃
• mdl: MFCD01931911
• 分子量: 184.167
• InChiKey: MMWXPDDADHYFFS-UHFFFAOYSA-N

物化性质

• 熔点：
  89-91 °C
• 沸点：
  293.0±15.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319

反应信息

• 作为反应物：
  描述：

  2-(2-氟-苯氧基)-丙酸 在 Beauveria bassiana LU 700 、 medium A 作用下， 生成 2-(2-fluoro-4-hydroxyphenoxy)propionic acid
  参考文献：
  名称：

  Preparation of (R)-2-(4-hydroxyphenoxy) propionic acid by biotransformation

  摘要：

  With Beauveria in bassiana Lu 700 as biocatalyst an ecologically beneficial process has been developed for the production of (R)-2-(4-hydroxyphenoxy) propionic acid. The fungal strain used in this process, B. bassiana Lu 700, is also a very suitable catalyst for the selective monohydroxylation of other aromatic carboxylic acids.

  DOI：

  10.1002/(sici)1096-9063(199601)46:1<33::aid-ps338>3.0.co;2-r
• 作为产物：
  描述：

  2-(2-fluorophenoxy)propionic acid ethyl ester 在 sodium hydroxide 作用下， 生成 2-(2-氟-苯氧基)-丙酸
  参考文献：
  名称：

  α-[2-(氟代苯氧基)丙酰氧基]烷基膦酸酯的合成及除草活性

  摘要：

  合成了八种新型氟取代膦酸酯衍生物，初步生物测定表明这些化合物具有除草活性。

  DOI：

  10.1080/10426500701807566

文献信息

• Synthesis and structure–activity relationship of ethacrynic acid analogues on glutathione-s-transferase P1-1 activity inhibition
  作者：Guisen Zhao、Tao Yu、Rui Wang、Xiaobing Wang、Yongkui Jing

  DOI：10.1016/j.bmc.2005.03.046

  日期：2005.6

  Ethacrynic acid (EA) is a glutathione-s-transferase pi (GSTP1-1) inhibitor. Fifteen of EA analogues were designed and synthesized and their inhibition on GSTP1-1 activity was tested in lysate of human leukemia HL-60 cells. These compounds were synthesized using substituted phenol as precursors through reacting with 2-chlorocarboxylic acid and acylation. Structure-activity analysis indicates that replacements

  乙二酸（EA）是谷胱甘肽S-转移酶pi（GSTP1-1）抑制剂。设计和合成了十五种EA类似物，并在人白血病HL-60细胞的裂解物中测试了它们对GSTP1-1活性的抑制作用。这些化合物使用取代的苯酚作为前体，通过与2-氯羧酸反应并酰化而合成。结构活性分析表明，在3'位甲基，溴化物和氟化物替代EA的氯化物仍然具有GSTP1-1抑制作用。在3'位没有任何取代基的化合物失去了对GSTP1-1抑制的活性。这些数据表明，EA 3'位置的取代对于抑制GSTP1-1活性是必需的。
• A New Method for Production of Chiral 2-Aryloxypropanoic Acids Using Effective Kinetic Resolution of Racemic 2-Aryloxycarboxylic Acids
  作者：Isamu Shiina、Atsushi Tengeiji、Kenya Nakata、Keisuke Ono

  DOI：10.3987/com-12-s(n)79

  日期：——

  We report a novel method for the preparation of 2-aryloxypropanoic acids by kinetic resolution of racemic 2-aryloxypropanoic acids using enantioselective esterification. The usage of pivalic anhydride (Piv(2)O) as an activating agent, bis(alpha-naphthyl)methanol ((alpha-Np)(2)CHOH) as an achiral alcohol, and (+)-benzotetramisole ((+)-BTM) as a chiral acyl-transfer catalyst enables the effective separation of various racemic 2-aryloxypropanoic acids to afford optically active carboxylic acids and the corresponding esters with high enantioselectivities. Furthermore, theoretical calculations of the transition states required to form the chiral esters successfully proved the enantiomer recognition mechanism of the asymmetric esterification.
• Design, synthesis and structure–activity relationship studies of novel phenoxyacetamide-based free fatty acid receptor 1 agonists for the treatment of type 2 diabetes
  作者：Zheng Li、Xuekun Wang、Xue Xu、Jianyong Yang、Qianqian Qiu、Hao Qiang、Wenlong Huang、Hai Qian

  DOI：10.1016/j.bmc.2015.09.010

  日期：2015.10

  The free fatty acid receptor 1 (FFA1) has attracted extensive attention as a novel antidiabetic target in the last decade. Several FFA1 agonists reported in the literature have been suffered from relatively high molecular weight and lipophilicity. We have previously reported the FFA1 agonist 1. Based on the common amide structural characteristic of SAR1 and NIH screened compound, we here describe the continued structure-activity exploration to decrease the molecular weight and lipophilicity of the compound 1 series by converting various amide linkers. All of these efforts lead to the discovery of the preferable lead compound 18, a compound with considerable agonistic activity, high LE and LLE values, lower lipophilicity than previously reported agonists, and appreciable efficacy on glucose tolerance in both normal and type 2 diabetic mice. (c) 2015 Published by Elsevier Ltd.
• Pyrimidinderivate, ihre Herstellung und Medikamente, die diese Derivate enthalten
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0257378B1

  公开（公告）日：1991-07-03
• US4851519A
  申请人：——

  公开号：US4851519A

  公开（公告）日：1989-07-25