3-bromo-4-(4-bromophenyl)-4-oxobutanoic acid | 35158-41-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-bromo-4-(4-bromophenyl)-4-oxobutanoic acid
• 英文别名: 3-bromo-4-(4-bromo-phenyl)-4-oxo-butyric acid
• CAS: 35158-41-9
• 化学式: C₁₀H₈Br₂O₃
• mdl: MFCD22375215
• 分子量: 335.98
• InChiKey: YCFPBUQIMAENQR-UHFFFAOYSA-N

物化性质

• 沸点：
  435.6±45.0 °C(Predicted)
• 密度：
  1.883±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-bromo-4-(4-bromophenyl)-4-oxobutanoic acid 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 {4-(4-Bromo-phenyl)-2-[(E)-2-(4-fluoro-phenyl)-vinyl]-thiazol-5-yl}-acetic acid
  参考文献：
  名称：

  Bonina; Guerrera; Sarva, Farmaco, Edizione Scientifica, 1987, vol. 42, # 12, p. 905 - 913

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(4-溴苯甲酰)丙酸 在 溴 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 3-bromo-4-(4-bromophenyl)-4-oxobutanoic acid
  参考文献：
  名称：

  Studies on antirheumatic agents. 3-Benzoylpropionic acid derivatives.

  摘要：

  作为寻找新型抗风湿药物的一部分，制备了三种含有巯基结构单元的3-苯甲酰丙酸衍生物，并测试了它们对Sprague-Dawley大鼠佐剂性关节炎的抑制活性。结构-活性关系研究表明，苯环上的取代基对活性有贡献，且每种衍生物中最有利的取代基各不相同。

  DOI：

  10.1248/cpb.36.2050

文献信息

• INHIBITORS OF UDP-GALACTOPYRANOSE MUTASE
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US20170258805A1

  公开（公告）日：2017-09-14

  Compounds and salts thereof which are acyl-sulfonamides or certain carboxylic acids and which inhibit microbial growth or attenuate the virulence of pathogenic microorganisms and which inhibit UDP-galactopyranose mutase (UGM). Compounds of the invention include 2-aminothiazoles and triazolothiadiazines, particularly 3,6,7-substituted-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines, and 2-amino and salts thereof. Methods for inhibiting growth or attenuating virulence of microbial pathogens including mycobacterium , for example, M. tuberculosis and M. smegmatis and Klebsiella , for example, Klebsiella pneumoniae . Methods for inhibiting eukaryotic human and animal pathogens, and fungi and nematodes in particular. Methods for treatment of infections by prokaryotic and eukaryotic pathogens employing compounds of the invention.

  其酰基磺酰胺或某些羧酸的化合物及其盐，能够抑制微生物生长或减弱病原微生物的毒力，并且能够抑制UDP-半乳糖吡喃糖异构酶（UGM）。该发明的化合物包括2-氨基噻唑和三唑噻二嗪，特别是3,6,7-取代的7H-[1,2,4]三唑噻二嗪和其盐，以及2-氨基。抑制微生物病原体生长或减弱其毒力的方法包括结核分枝杆菌（例如结核分枝杆菌和平滑分枝杆菌）和克雷伯氏菌（例如肺炎克雷伯氏菌）等微生物病原体。抑制真核人类和动物病原体、真菌和线虫的方法，特别是治疗原核和真核病原体感染的方法，采用了该发明的化合物。
• Inhibitors of UDP-galactopyranose mutase
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US10080757B2

  公开（公告）日：2018-09-25

  Compounds and salts thereof which are acyl-sulfonamides or certain carboxylic acids and which inhibit microbial growth or attenuate the virulence of pathogenic microorganisms and which inhibit UDP-galactopyranose mutase (UGM). Compounds of the invention include 2-aminothiazoles and triazolothiadiazines, particularly 3,6,7-substituted-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines, and 2-amino and salts thereof. Methods for inhibiting growth or attenuating virulence of microbial pathogens including mycobacterium, for example, M. tuberculosis and M. smegmatis and Klebsiella, for example, Klebsiella pneumoniae. Methods for inhibiting eukaryotic human and animal pathogens, and fungi and nematodes in particular. Methods for treatment of infections by prokaryotic and eukaryotic pathogens employing compounds of the invention.

  本发明的化合物及其盐类为酰基磺酰胺类或某些羧酸类，可抑制微生物生长或减弱病原微生物的毒力，并可抑制UDP-半乳糖吡喃糖突变酶（UGM）。本发明的化合物包括 2-氨基噻唑和三唑并噻二嗪，特别是 3,6,7-取代的-7H-[1,2,4]三唑并[3,4-b][1,3,4]噻二嗪及其 2-氨基和盐。抑制微生物病原体生长或减弱其毒性的方法，这些微生物病原体包括分枝杆菌（例如结核杆菌和烟曲霉菌）和克雷伯氏菌（例如肺炎克雷伯氏菌）。抑制真核人类和动物病原体，特别是真菌和线虫的方法。利用本发明化合物治疗原核和真核病原体感染的方法。
• Novel selective thiazoleacetic acids as CRTH2 antagonists developed from in silico derived hits. Part 1
  作者：Øystein Rist、Marie Grimstrup、Jean-Marie Receveur、Thomas M. Frimurer、Trond Ulven、Evi Kostenis、Thomas Högberg

  DOI：10.1016/j.bmcl.2009.12.008

  日期：2010.2

  Structure-activity relationships of three related series of 4-phenylthiazol-5-ylacetic acids, derived from two hits emanating from a focused library obtained by in silico screening, have been explored as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. Several compounds with double digit nanomolar binding affinity and full antagonistic efficacy for human CRTH2 receptor were obtained in all subclasses. The most potent compound was [2-(4-chloro-benzyl)-4-(4-phenoxy-phenyl)-thiazol-5-yl] acetic acid having an binding affinity of 3.7 nM and functional antagonistic effect of 66 nM in a BRET and 12 nM in a cAMP assay with no functional activity for the other PGD2 DP receptor (27 mu M in cAMP). (C) 2009 Elsevier Ltd. All rights reserved.
• Pillay, M. Krishna; Banumathi, K., Journal of Chemical Research, Miniprint, 1997, # 7, p. 1601 - 1614
  作者：Pillay, M. Krishna、Banumathi, K.

  DOI：——

  日期：——
• Nonsteroidal antiinflammatory agents. 1. 2,4-Diphenylthiazole-5-acetic acid and related compounds
  作者：Kevan Brown、David P. Cater、John F. Cavalla、David Green、Robert A. Newberry、Alan B. Wilson

  DOI：10.1021/jm00257a010

  日期：1974.11