(4R)-2-[2-(4-hydroxy-2-methoxyphenyl)-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid | 1532507-33-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (4R)-2-[2-(4-hydroxy-2-methoxyphenyl)-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid
• CAS: 1532507-33-7
• 化学式: C₁₅H₁₆N₂O₄S₂
• 分子量: 352.435
• InChiKey: UXFHEZQWEWULHT-ZSOXZCCMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (R)-2-(2,4-dihydroxy-phenyl)-4,5-dihydro-thiazole-4-carboxylic acid 在 lithium aluminium tetrahydride 、 三氯溴甲烷 、 三异丙基硅烷 、 potassium acetate 、 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 生成 (4R)-2-[2-(4-hydroxy-2-methoxyphenyl)-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological properties of thiazole-analogues of pyochelin, a siderophore of Pseudomonas aeruginosa

  摘要：

  Pyochelin is a siderophore common to all strains of Pseudomonas aeruginosa utilized by this Gram-negative bacterium to acquire iron(III). FptA is the outer membrane transporter responsible of ferric-pyochelin uptake in P. aeruginosa. We describe in this Letter the synthesis and the biological properties (Fe-55 uptake, binding to FptA) of several thiazole analogues of pyochelin. Among them we report in this Letter the two first pyochelin analogues able to bind FptA without promoting any iron uptake in P. aeruginosa. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.054

文献信息

• Synthesis and biological properties of thiazole-analogues of pyochelin, a siderophore of Pseudomonas aeruginosa
  作者：Sabrina Noël、Françoise Hoegy、Freddy Rivault、Didier Rognan、Isabelle J. Schalk、Gaëtan L.A. Mislin

  DOI：10.1016/j.bmcl.2013.11.054

  日期：2014.1

  Pyochelin is a siderophore common to all strains of Pseudomonas aeruginosa utilized by this Gram-negative bacterium to acquire iron(III). FptA is the outer membrane transporter responsible of ferric-pyochelin uptake in P. aeruginosa. We describe in this Letter the synthesis and the biological properties (Fe-55 uptake, binding to FptA) of several thiazole analogues of pyochelin. Among them we report in this Letter the two first pyochelin analogues able to bind FptA without promoting any iron uptake in P. aeruginosa. (C) 2013 Elsevier Ltd. All rights reserved.