2,6-dibromo-4-nitrophenyl trifluoromethanesulfonate | 525584-72-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-dibromo-4-nitrophenyl trifluoromethanesulfonate
• 英文别名: trifluoro-methanesulfonic acid 2,6-dibromo-4-nitrophenyl ester；2,6-Dibromo-4-nitrophenyl triflate；(2,6-dibromo-4-nitrophenyl) trifluoromethanesulfonate
• CAS: 525584-72-9
• 化学式: C₇H₂Br₂F₃NO₅S
• 分子量: 428.966
• InChiKey: OTTKEMVBRHSOCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,6-dibromo-4-nitrophenyl trifluoromethanesulfonate 在 sodium iodide 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,3-dibromo-2-(3-isopropyl-4-methoxyphenoxy)-5-nitrobenzene
  参考文献：
  名称：

  Rational Design of Potent and Selective Inhibitors of an Epoxide Hydrolase Virulence Factor from Pseudomonas aeruginosa

  摘要：

  The virulence factor cystic fibrosis transmembrane conductance regulator (CFTR) inhibitory factor (Cif) is secreted by Pseudomonas aeruginosa and is the founding member of a distinct class of epoxide hydrolases (EHs) that triggers the catalysis-dependent degradation of the CFTR. We describe here the development of a series of potent and selective Cif inhibitors by structure-based drug design. Initial screening revealed la (KB2115), a thyroid hormone analog, as a lead compound with low micromolar potency. Structural requirements for potency were systematically probed, and interactions between Cif and la were characterized by X-ray crystallography. On the basis of these data, new compounds were designed to yield additional hydrogen bonding with residues of the Cif active site. From this effort, three compounds were identified that are 10-fold more potent toward Cif than our first-generation inhibitors and have no detectable thyroid hormone-like activity. These inhibitors will be useful tools to study the pathological role of Cif and have the potential for clinical application.

  DOI：

  10.1021/acs.jmedchem.6b00173
• 作为产物：
  描述：

  2,5-dibromo-4-nitro-phenol 在 吡啶 、 盐酸 、 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 以99.1%的产率得到2,6-dibromo-4-nitrophenyl trifluoromethanesulfonate
  参考文献：
  名称：

  Process for the preparation of aniline-derived thyroid receptor ligands

  摘要：

  提供了合成苯胺衍生物的过程，具体来说是具有甲状腺受体配体活性的某些苯胺衍生物。

  公开号：

  US20030157671A1

文献信息

• Cycloalkyl containing anilide ligands for the thyroid receptor
  申请人：——

  公开号：US20040176425A1

  公开（公告）日：2004-09-09

  Novel thyroid receptor ligands are provided having the general formula I 1 wherein X, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 are as defined herein. In addition, a method is provided for preventing, inhibiting or treating diseases or disorders associated with metabolic dysfunction or which are dependent upon the expression of a T 3 regulated gene, wherein a compound as described above is administered in a therapeutically effective amount.

  提供了一些具有一般式I1的新型甲状腺受体配体，其中X、R1、R2、R3、R4、R5、R6、R7、R8、R9、R10和R11如本文所定义。此外，还提供了一种方法，用于预防、抑制或治疗与代谢紊乱有关或依赖于T3调节基因表达的疾病或障碍，其中以上述化合物以治疗有效剂量的方式给予。
• US6806381B2
  申请人：——

  公开号：US6806381B2

  公开（公告）日：2004-10-19
• US7956214B2
  申请人：——

  公开号：US7956214B2

  公开（公告）日：2011-06-07
• [EN] PROCESS FOR THE PREPARATION OF ANILINE-DERIVED THYROID RECEPTOR LIGANDS<br/>[FR] PROCEDE DE PREPARATION DE LIGANDS DE RECEPTEURS DE LA THYROIDE DERIVES D'ANILINE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2003039456A2

  公开（公告）日：2003-05-15

  Provided are processes for the synthesis of aniline derivatives, specifically certain aniline derivatives which have activity as thyroid receptor ligands.
• Process for the preparation of aniline-derived thyroid receptor ligands
  申请人：——

  公开号：US20030157671A1

  公开（公告）日：2003-08-21

  Provided are processes for the synthesis of aniline derivatives, specifically certain aniline derivatives which have activity as thyroid receptor ligands.

  提供了合成苯胺衍生物的过程，具体来说是具有甲状腺受体配体活性的某些苯胺衍生物。