5-(丙酰氨基)苯-1,3-二羧酸 | 88194-14-3

• 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: 5-(丙酰氨基)苯-1,3-二羧酸
• 英文名称: 5-propionamidoisophthalic acid
• 英文别名: 5-Propanamidobenzene-1,3-dicarboxylic acid；5-(propanoylamino)benzene-1,3-dicarboxylic acid
• CAS: 88194-14-3
• 化学式: C₁₁H₁₁NO₅
• mdl: MFCD10048094
• 分子量: 237.212
• InChiKey: IPUXWGIQEZKLJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(丙酰氨基)苯-1,3-二羧酸 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 16.0h， 生成 N,N'-di-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-1,2,3-triazol-4-ylmethylamide)-N''-propyl-5-aminobenzene-1,3-dicarboxamide
  参考文献：
  名称：

  Inhibition of adherence of the yeast Candida albicans to buccal epithelial cells by synthetic aromatic glycoconjugates

  摘要：

  The yeast Candida albicans is an opportunistic fungal pathogen which induces superficial and systemic infections in immunocompromised patients. Adherence to host tissue is critical to its ability to colonise and infect the host. The work presented here describes the synthesis of a small library of aromatic glycoconjugates (AGCs) and their evaluation as inhibitors of C albicans adherence to exfoliated buccal epithelial cells (BECs). We identified a divalent galactoside, ligand 2a, capable of displacing over 50% of yeast cells already attached to the BECs. Fluorescence imaging indicates that 2a may bind to structural components of the fungal cell wall. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.10.011
• 作为产物：
  描述：

  5-氨基间苯二甲酸二甲酯 在 三乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 5-(丙酰氨基)苯-1,3-二羧酸
  参考文献：
  名称：

  Zinc amidoisophthalate complexes and their catalytic application in the diastereoselective Henry reaction

  摘要：

  5-丙酰胺基异苯二甲酸和5-苯甲酰胺基异苯二甲酸被用于合成新的锌（II）配合物，这些配合物作为非均相催化剂用于立体选择性的硝基醇（Henry）反应。

  DOI：

  10.1039/c4nj02371d

文献信息

• Zn^II and Cd^II MOFs based on an amidoisophthalic acid ligand: synthesis, structure and catalytic application in transesterification
  作者：Anirban Karmakar、Guilherme M. D. M. Rúbio、M. Fátima C. Guedes da Silva、Ana P. C. Ribeiro、Armando J. L. Pombeiro

  DOI：10.1039/c6ra17518j

  日期：——

  Solvothermal reaction of zinc(II) and cadmium(II) salts with 5-propionamidoisophthalic acid (H2L1) and 5-benzamidoisophthalic acid (H2L2) in the presence or absence of an auxiliary ligand gives rise to a series of 1D, 2D and 3D Zn(II) or Cd(II) self-assembled metal–organic frameworks as revealed by X-ray diffraction structural analyses: [Zn(μ-L1-μ-1κOO′:2κO′′)(formamide)2]n (1), [Zn2(μ-L1-1κO:2κO′)2(4

  锌的溶剂热反应（II），镉（II）与5- propionamidoisophthalic酸（H盐2 L1）和5- benzamidoisophthalic酸（H 2 L 2）中的辅助配体的存在或不存在产生了一系列1D的，X射线衍射结构分析揭示了2D和3D Zn（II）或Cd（II）自组装的金属有机骨架：[Zn（μ-L1-μ-1κOO'：2κO''）（甲酰胺）2 ] n（1），[Zn 2（μ-L1-1κO：2κO'）2（4,4'-联吡啶）2（H 2 O）}·2（DMF）·5（H 2 O）] n（2），[CD（μ-L1-μ-1κO 2 O'：2κO'' 2 O'''）（DMF）〕Ñ（3），[锌（μ-L2-1κO：2κO'）（4 ，4'-联吡啶）（H 2 O）}·（H 2 O）] ñ（4）和[镉（μ-L2-μ-1κO 2 O'：2κO'' 2 O'''）（甲酰胺）（4,4'-联吡啶）}·（甲酰胺）]
• The inhibition of glutamate dehydrogenase by derivatives of isophthalic acid
  作者：Denise Cunliffe、Mark Leason、Donald Parkin、Peter J. Lea

  DOI：10.1016/s0031-9422(00)84014-5

  日期：1983.1
• Inhibition of adherence of the yeast Candida albicans to buccal epithelial cells by synthetic aromatic glycoconjugates
  作者：Harlei Martin、Mairead Mc Govern、Lorna Abbey、Aisling Gilroy、Stephanie Mullins、Sarah Howell、Kevin Kavanagh、Trinidad Velasco-Torrijos

  DOI：10.1016/j.ejmech.2018.10.011

  日期：2018.12

  The yeast Candida albicans is an opportunistic fungal pathogen which induces superficial and systemic infections in immunocompromised patients. Adherence to host tissue is critical to its ability to colonise and infect the host. The work presented here describes the synthesis of a small library of aromatic glycoconjugates (AGCs) and their evaluation as inhibitors of C albicans adherence to exfoliated buccal epithelial cells (BECs). We identified a divalent galactoside, ligand 2a, capable of displacing over 50% of yeast cells already attached to the BECs. Fluorescence imaging indicates that 2a may bind to structural components of the fungal cell wall. (C) 2018 Elsevier Masson SAS. All rights reserved.
• Zinc amidoisophthalate complexes and their catalytic application in the diastereoselective Henry reaction
  作者：Anirban Karmakar、M. Fátima C. Guedes da Silva、Susanta Hazra、Armando J. L. Pombeiro

  DOI：10.1039/c4nj02371d

  日期：——

  5-Propionamidoisophthalic acid and 5-benzamidoisophthalic acid are used to synthesize new zinc(ii) complexes which act as heterogeneous catalysts for the diastereoselective nitroaldol (Henry) reaction.

  5-丙酰胺基异苯二甲酸和5-苯甲酰胺基异苯二甲酸被用于合成新的锌（II）配合物，这些配合物作为非均相催化剂用于立体选择性的硝基醇（Henry）反应。