2-(4-(((2-(3,4-dichlorophenyl)-4-methylthiazol-5-yl)methyl)thio)-2-methylphenoxy)acetic acid | 317318-78-8

• 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-(4-(((2-(3,4-dichlorophenyl)-4-methylthiazol-5-yl)methyl)thio)-2-methylphenoxy)acetic acid
• 英文别名: 2-{2-methyl-4-[({4-methyl-2-[3,4-dichlorophenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetic acid；2-[4-[[2-(3,4-Dichlorophenyl)-4-methyl-1,3-thiazol-5-yl]methylsulfanyl]-2-methylphenoxy]acetic acid
• CAS: 317318-78-8
• 化学式: C₂₀H₁₇Cl₂NO₃S₂
• 分子量: 454.398
• InChiKey: QYUIUFGLESHNDF-UHFFFAOYSA-N

物化性质

• 沸点：
  633.6±65.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-溴-4-甲基-1,3-噻唑-5-甲酸乙酯 在 sodium tetrahydroborate 、 氯化亚砜 、 sodium carbonate 、 caesium carbonate 、 三氟乙酸 作用下， 以 乙二醇二甲醚 、 乙醇 、 二氯甲烷 、 氯仿 、 水 、 乙腈 为溶剂， 反应 34.5h， 生成 2-(4-(((2-(3,4-dichlorophenyl)-4-methylthiazol-5-yl)methyl)thio)-2-methylphenoxy)acetic acid
  参考文献：
  名称：

  Parallel Chemistry Approach to Identify Novel Nuclear Receptor Ligands Based on the GW0742 Scaffold

  摘要：

  We describe the parallel synthesis of novel analogs of GW0742, a peroxisome proliferator-activated receptor delta (PPAR delta) agonist For that purpose, modified reaction conditions were applied, such as a solid-phase palladium-catalyzed Suzuki coupling. In addition, tetrazole-based compounds were generated as a bioisostere for carboxylic acid-containing ligand GW0742. The new compounds were investigated for their ability to activate PPAR delta mediated transcription and their cross-reactivity with the vitamin D receptor (VDR), another member of the nuclear receptor superfamily. We identified many potent PPAR delta agonists that were less toxic than GW0742, where similar to 65 of the compounds synthesized exhibited partial PPAR delta activity (23-98%) with EC50 values ranging from 0.007-18.2 mu M. Some ligands, such as compound 32, were more potent inhibitors of VDR-mediated transcription with significantly reduced PPAR delta activity than GW0742, however, none of the ligands were completely selective for VDR inhibition over PPAR delta activation of transcription.

  DOI：

  10.1021/acscombsci.7b00066

文献信息

• Activator of PPAR delta
  申请人：——

  公开号：US20030203947A1

  公开（公告）日：2003-10-30

  Compounds of Formula (I) are disclosed. These compounds include selective activators of human PPAR delta.

  公式（I）的化合物已被披露。这些化合物包括人类PPAR delta的选择性激活剂。
• [EN] THIAZOLE AND OXAZOLE DERIVATIVES AND THEIR PHARMACEUTICAL USE<br/>[FR] DERIVES DE THIAZOL ET D'OXAZOLE ET UTILISATION PHARMACEUTIQUE DE CEUX-CI
  申请人：GLAXO GROUP LTD

  公开号：WO2001000603A1

  公开（公告）日：2001-01-04

  Compounds of Formula (I) are disclosed. These compounds include selective activators of human PPAR delta.

  本发明公开了化学式(I)的化合物。这些化合物包括选择性激活人类PPAR delta的激动剂。
• Compositions and methods for promoting intestinal stem cell and/or non-stem progenitor cell function
  申请人：Whitehead Institute for Biomedical Research

  公开号：US10426757B2

  公开（公告）日：2019-10-01

  Disclosed herein are novel methods and compositions useful for promoting intestinal stem cell function. The methods and compositions are particularly useful for stimulating the proliferation of and/or self-renewal of intestinal stem cells, as well as for minimizing, preventing, or ameliorating cellular damage resulting from incidental or accidental exposure to radiation (e.g., cancer radiation therapy).

  本文公开了有助于促进肠道干细胞功能的新型方法和组合物。这些方法和组合物特别适用于刺激肠道干细胞的增殖和/或自我更新，以及最大限度地减少、预防或改善因偶然或意外暴露于辐射（如癌症放射治疗）而造成的细胞损伤。
• THIAZOLE AND OXAZOLE DERIVATIVES AND THEIR PHARMACEUTICAL USE
  申请人：GLAXO GROUP LIMITED

  公开号：EP1189895A1

  公开（公告）日：2002-03-27
• COMPOSITIONS AND METHODS FOR PROMOTING INTESTINAL STEM CELL AND/OR NON-STEM PROGENITOR CELL FUNCTION
  申请人：Whitehead Institute for Biomedical Research

  公开号：US20170258772A1

  公开（公告）日：2017-09-14

  Disclosed herein are novel methods and compositions useful for promoting intestinal stem cell function. The methods and compositions are particularly useful for stimulating the proliferation of and/or self-renewal of intestinal stem cells, as well as for minimizing, preventing, or ameliorating cellular damage resulting from incidental or accidental exposure to radiation (e.g., cancer radiation therapy).