3-羧基苯氧基乙酸 | 1878-61-1

• 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: 3-羧基苯氧基乙酸
• 英文名称: 3-carboxyphenoxyacetic acid
• 英文别名: 3-carboxymethoxy-benzoic acid；3-Carboxymethoxy-benzoesaeure；3-Carboxy-phenoxyessigsaeure；Phenylaetherglykolsaeure-m-carbonsaeure；(3-Oxy-benzoesaeure)-O-essigsaeure；m-Carboxy-phenylaetherglykolsaeure；3-(Carboxymethoxy)benzoic acid
• CAS: 1878-61-1
• 化学式: C₉H₈O₅
• mdl: MFCD09259431
• 分子量: 196.16
• InChiKey: GXFAJSDLPLCRIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  3-羧基苯氧基乙酸 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 生成 2-[3-[[(5S)-6-[(4-carbamoyl-1,1-dioxothian-4-yl)amino]-6-oxo-5-[(4-phenoxybenzoyl)amino]hexyl]carbamoyl]phenoxy]acetic acid
  参考文献：
  名称：

  Aminodeoxychorismate Synthase Inhibitors from One-Bead One-Compound Combinatorial Libraries:  “Staged” Inhibitor Design

  摘要：

  4-Amino-4-deoxychorismate synthase (ADCS) catalyzes the first step in the conversion of chorismate into p-aminobenzoate, which is incorporated into folic acid. We aim to discover compounds that inhibit ADCS and serve as leads for a new class of antimicrobial compounds. This report presents (1) synthesis of a mass-tag encoded library based on a "staged" design, (2) massively parallel fluorescence-based on-bead screening, (3) rapid structural identification of hits, and (4) full kinetic analysis of ADCS. All inhibitors are competitive against chorismate and Mg2+. The most potent ADCS inhibitor identified has a K-i of 360 mu M. We show that the combinatorial diversity elements add substantial binding affinity by interacting with residues outside of but proximal to the active site. The methods presented here constitute a paradigm for inhibitor discovery through active site targeting, enabled by rapid library synthesis, facile massively parallel screening, and straightforward hit identification.

  DOI：

  10.1021/jm0609869
• 作为产物：
  描述：

  3-甲酰基苯氧基乙酸 在 水 、 permanganate(VII) ion 作用下， 生成 3-羧基苯氧基乙酸
  参考文献：
  名称：

  Elkan, Chemische Berichte, 1886, vol. 19, p. 3051

  摘要：

  DOI：

文献信息

• A selective method for the preparation of aliphatic methyl esters in the presence of aromatic carboxylic acids
  作者：A. Rodríguez、M. Nomen、B.W. Spur、J.J. Godfroid

  DOI：10.1016/s0040-4039(98)01958-3

  日期：1998.11

  2,2-Dimethoxypropane, methanol and a catalytic amount of HCl selectively esterify aliphatic carboxylic acids, in the presence of aromatic carboxylic acids, at room temperature and in high yields.

  2，2-二甲氧基丙烷，甲醇和催化量的HCl在芳族羧酸存在下，在室温下以高收率选择性酯化脂族羧酸。
• [EN] COMPOUNDS AND THERAPEUTIC USES THEREOF<br/>[FR] COMPOSÉS ET LEURS UTILISATIONS THÉRAPEUTIQUES
  申请人：CENTAURI THERAPEUTICS LTD

  公开号：WO2017060729A1

  公开（公告）日：2017-04-13

  The invention relates to novel compounds with the ability to link an immune response to a defined therapeutic target, to the use of said compounds in treating cancer and a disease or disorder mediated and/or caused by an infective agent, to compositions containing said compounds, processes for their preparation and to novel intermediates used in said process.

  该发明涉及具有将免疫反应与特定治疗靶标联系起来的新化合物，以及将该类化合物用于治疗癌症、由感染性因子介导和/或引起的疾病或紊乱，包含该类化合物的组合物，其制备过程以及用于该过程的新中间体。
• A 3D Metal-organic Framework Containing [Cd(3-CPOA)]_n(3-CPOA^2-= 3-Carboxyphenoxyacetato Dianion) Expanded by 4,4′-Bipyridine
  作者：Zhao-Peng Deng、Li-Hua Huo、Shan Gao、Hui Zhao

  DOI：10.1002/zaac.200900374

  日期：2010.4

  of Cd(NO3)·4H2O with 4,4′-bipyridine (bipy) and 3-carboxyphenoxyacetatic acid (3-H2CPOA) afforded a 3D metal-organic framework (MOF) [Cd(3-CPOA)(bipy)]n·3.5nH2O, which was characterized by elemental analyses, IR spectroscopy, thermogravimetric analyses, and X-ray diffraction. The single-crystal structural analysis revealed that it has a Cds-type topological network with 1D channels that contain encapsulated

  Cd(NO3)·4H2O 与 4,4'-联吡啶 (bipy) 和 3-羧基苯氧基乙酸 (3-H2CPOA) 的水热反应得到 3D 金属有机骨架 (MOF) [Cd(3-CPOA)(bipy) ]n·3.5nH2O，通过元素分析、红外光谱、热重分析和 X 射线衍射表征。单晶结构分析表明，它具有 Cds 型拓扑网络，具有一维通道，其中包含封装的水分子带。
• Two mononuclear zinc(II) complexes constructed by two types of phenoxyacetic acid ligands: syntheses, crystal structures and fluorescence properties
  作者：Jun-Xia Li、Zhong-Xiang Du、Juan Wang、Xun Feng

  DOI：10.1515/znb-2019-0147

  日期：2019.12.18

  four aqua ligands and two carboxy oxygen atoms of two unidentate 3-Hcpa− anions in trans-arrangement. Complex 2 is a co-crystal consisting of two discrete and stereochemically different complexes: one with an octahedrally, and the other a tetrahedrally coordinated zinc center. The six-coordination about the first ZnII ion comprises four oxygen atoms from water (H2O) molecules and two from the carboxy groups

  摘要 两种新的单核配合物，[Zn(3-Hcpa)2(H2O)4] (1) 和 [Zn(3,5,6-tcpa)2( )4] [Zn(3,5,6-tcpa) )2( )2] (2)（3-H2cpa = 3-羧基苯氧乙酸，3,5,6-Htcpa = 3,5,6-三氯吡啶-2-氧乙酸），合成并进行结构表征. 单晶 X 射线衍射分析表明，在 1 中，ZnII 离子位于由四个水配体和两个单齿 3-Hcpa− 阴离子的两个羧基氧原子以反式排列形成的八面体的反转中心上。配合物 2 是一种共晶，由两种离散且立体化学不同的配合物组成：一种具有八面体，另一种具有四面体配位的锌中心。关于第一个 ZnII 离子的六配位包含来自水 ( ) 分子的四个氧原子和来自单齿反式相关 3,5,6-tcpa-配体的羧基的两个氧原子。关于第二个 ZnII 离子的四配位由两个 配体和来自 3,5,6-tcpa-配体的两个单齿羧基氧原子组成。O-HLO
• Synthesis, Crystal Structures and Magnetic Properties of Two Lanthanide Coordination Polymers with 3-Carboxyphenoxyacetatic Acid
  作者：Wen-Bin Li、Hong-Jin Li、Zhu-Qing Gao、Jin-Zhong Gu

  DOI：10.14233/ajchem.2015.17617

  日期：——

  Two lanthanide(III) coordination polymers: [Ln(3-CPOA)1.5(phen)]n (Ln = Ce (1), Pr (2), 3-H2CPOA = 3-carboxyphenoxyacetatic acid, phen = 1,10-phenanthroline) have been hydrothermally synthesized and characterized by single crystal X-ray diffraction and magnetic measurements. Both polymers are isostructrural and crystallize in monoclinic space group P21/c. Single-crystal X-ray diffraction studies show that two complexes possess 3D framework structures based on a binuclear unit. Magnetic studies for two complexes show a stronger magnetic coupling between the lanthanide ions. (CCDC: 895012 for 1; 895013 for 2).

  通过水热法合成了两种镧系元素（III）配位聚合物：[Ln(3-CPOA)1.5(phen)]n（Ln = Ce (1)，Pr (2)，3-H2CPOA = 3-羧基苯氧基乙酸，phen = 1,10-菲罗啉），并通过单晶 X 射线衍射和磁性测量对其进行了表征。这两种聚合物结构相同，在单斜空间群 P21/c 中结晶。单晶 X 射线衍射研究表明，两种复合物具有基于双核单元的三维框架结构。对两种配合物的磁性研究表明，镧系离子之间的磁性耦合较强。(CCDC：1 为 895012；2 为 895013）。