5-[2-Chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid | 660409-78-9

• 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: 5-[2-Chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid
• CAS: 660409-78-9
• 化学式: C₁₇H₁₂ClN₃O₆
• 分子量: 389.752
• InChiKey: IEXAAZWIEQNUMN-UHFFFAOYSA-N

物化性质

• 密度：
  1.60±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  134.51
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  5-[2-Chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid 在 TEA 、 N,N'-二环己基碳二亚胺 作用下， 以 乙二醇二甲醚 为溶剂， 生成 2-{3-Chloro-4-[4-hydroxy-3-(piperidine-1-carbonyl)-phenoxy]-5-methyl-phenyl}-2H-[1,2,4]triazine-3,5-dione
  参考文献：
  名称：

  Discovery of a novel series of 6-azauracil-based thyroid hormone receptor ligands: potent, TRβ subtype-selective thyromimetics

  摘要：

  In this communication, we wish to describe the discovery of a novel series of 6-azauracil-based thyromimetics that possess up to 100-fold selectivities for binding and functional activation of the beta(1)-isoform of the thyroid receptor family. Structure-activity relationship studies on the 3,5- and 3'-positions provided compounds with enhanced TRbeta affinity and selectivity. Key binding interactions between the 6-azauracil moiety and the receptor have been determined through of X-ray crystallographic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00947-2
• 作为产物：
  描述：

  2-{3-chloro-4-[4-methoxy-phenoxy]-5-methyl-phenyl}-2H-[1,2,4]triazine-3,5-dione 在 sodium chlorite 、 potassium dihydrogenphosphate 、 三氯化硼 、 2-甲基-丁烯 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 叔丁醇 为溶剂， 生成 5-[2-Chloro-4-(3,5-dioxo-4,5-dihydro-3H-[1,2,4]triazin-2-yl)-6-methyl-phenoxy]-2-hydroxy-benzoic acid
  参考文献：
  名称：

  Discovery of a novel series of 6-azauracil-based thyroid hormone receptor ligands: potent, TRβ subtype-selective thyromimetics

  摘要：

  In this communication, we wish to describe the discovery of a novel series of 6-azauracil-based thyromimetics that possess up to 100-fold selectivities for binding and functional activation of the beta(1)-isoform of the thyroid receptor family. Structure-activity relationship studies on the 3,5- and 3'-positions provided compounds with enhanced TRbeta affinity and selectivity. Key binding interactions between the 6-azauracil moiety and the receptor have been determined through of X-ray crystallographic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00947-2