4-羟基-[1,1-联苯]-3,5-二羧酸二甲酯 | 1245828-39-0

• 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: 4-羟基-[1,1-联苯]-3,5-二羧酸二甲酯
• 英文名称: dimethyl 4'-hydroxy-[1,1'-biphenyl]-3,5-dicarboxylate
• 英文别名: Dimethyl 4'-hydroxy-[1,1'-biphenyl]-3,5-dicarboxylate；dimethyl 5-(4-hydroxyphenyl)benzene-1,3-dicarboxylate
• CAS: 1245828-39-0
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: DWZJHUDMCVPCIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  L-乳酸甲酯 、 4-羟基-[1,1-联苯]-3,5-二羧酸二甲酯 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 以68%的产率得到dimethyl 4'-((1-methoxy-1-oxopropan-2-yl)oxy)-[1,1'-biphenyl]-3,5-dicarboxylate
  参考文献：
  名称：

  A semi-rigid tricarboxylate ligand based Co(ii) coordination polymer: construction and applications in multiple sensing

  摘要：

  制备了一种钴配位聚合物，它能对过渡金属离子、抗生素、杀虫剂和硝基苯表现出多重荧光响应。

  DOI：

  10.1039/c9nj05766h
• 作为产物：
  描述：

  甲醇 、 5-(4-羟基苯基)苯-1,3-二羧酸 在 氯化亚砜 作用下， 反应 7.0h， 以82%的产率得到4-羟基-[1,1-联苯]-3,5-二羧酸二甲酯
  参考文献：
  名称：

  A semi-rigid tricarboxylate ligand based Co(ii) coordination polymer: construction and applications in multiple sensing

  摘要：

  制备了一种钴配位聚合物，它能对过渡金属离子、抗生素、杀虫剂和硝基苯表现出多重荧光响应。

  DOI：

  10.1039/c9nj05766h

文献信息

• Structure-Based Drug Design and Optimization of Mannoside Bacterial FimH Antagonists
  作者：Zhenfu Han、Jerome S. Pinkner、Bradley Ford、Robert Obermann、William Nolan、Scott A. Wildman、Doug Hobbs、Tom Ellenberger、Corinne K. Cusumano、Scott J. Hultgren、James W. Janetka

  DOI：10.1021/jm100438s

  日期：2010.6.24

  FimH-mediated cellular adhesion to mannosylated proteins is critical in the ability of uropathogenic E. coli (UPEC) to colonize and invade the bladder epithelium during urinary tract infection. We describe the discovery and optimization of potent small-molecule FimH bacterial adhesion antagonists based on alpha-D-mannose 1-position anomeric glycosides using X-ray structure-guided drug design. Optimized biarylmannosides display low nanomolar binding affinity for FimH in a fluorescence polarization assay and submicromolar cellular activity in a hemagglutination (HA) functional cell assay of bacterial adhesion. X-ray crystallography demonstrates that the biphenyl moiety makes several key interactions with the outer surface of FimH including pi-pi interactions with Tyr-48 and an H-bonding electrostatic interaction with the Arg-98/Glu-50 salt bridge. Dimeric analogues linked through the biaryl ring show an impressive 8-fold increase in potency relative to monomeric matched pairs and represent the most potent FimH antagonists identified to date. The FimH antagonists described herein hold great potential for development as novel therapeutics for the effective treatment of urinary tract infections.
• MANNOSE DERIVATIVES FOR TREATING BACTERIAL INFECTIONS
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：EP2970353B1

  公开（公告）日：2018-04-18
• US20140274930A1
  申请人：——

  公开号：US20140274930A1

  公开（公告）日：2014-09-18
• US9890176B2
  申请人：——

  公开号：US9890176B2

  公开（公告）日：2018-02-13
• [EN] MANNOSE DERIVATIVES FOR TREATING BACTERIAL INFECTIONS<br/>[FR] DÉRIVÉS DU MANNOSE POUR LE TRAITEMENT D'INFECTIONS BACTÉRIENNES
  申请人：VERTEX PHARMA

  公开号：WO2014165107A2

  公开（公告）日：2014-10-09

  The present invention relates to compounds useful for the treatment or prevention of bacteria infections. These compounds have formula (I) The invention also provides processes for making the compounds described herein. Furthermore, the present invention provides a composition comprising the compounds described herein, and a pharmaceutically acceptable carrier, adjuvant, or vehicle. The present invention also provides methods of treating or preventing bacteria infection in a subject, comprising administering to the subject an effective amount of the compound or the composition described herein.