2-{2-methyl-4-[({4-methyl-2-[4-chlorophenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetic acid | 317318-74-4

• 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-{2-methyl-4-[({4-methyl-2-[4-chlorophenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetic acid
• 英文别名: 2-(4-(((2-(4-chlorophenyl)-4-methylthiazol-5-yl)methyl)thio)-2-methylphenoxy)acetic acid；[4-({[2-(4-chlorophenyl)-4-methyl-1,3-thiazol-5-yl]methyl}sulfanyl)-2-methylphenoxy]acetic acid；2-[4-[[2-(4-Chlorophenyl)-4-methyl-1,3-thiazol-5-yl]methylsulfanyl]-2-methylphenoxy]acetic acid
• CAS: 317318-74-4
• 化学式: C₂₀H₁₈ClNO₃S₂
• 分子量: 419.953
• InChiKey: NBNVSJPAESGXAG-UHFFFAOYSA-N

物化性质

• 沸点：
  606.6±65.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 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-{2-methyl-4-[({4-methyl-2-[4-chlorophenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}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

• Thiazole and oxazole derivatives as activators of human peroxisome proliferator activated receptors
  申请人：——

  公开号：US20040072838A1

  公开（公告）日：2004-04-15

  The present invention provides a compound of formula (1) wherein R 1 -R 5 , R 25 , R 26 , Y and X 2 are defined as in claim 1. The compounds activate human peroxisome proliferator activated receptors (hPPARs) and arc useful for the treatment of associated disorders such as cardiovascular disease and hypercholesteremia. 1

  本发明提供了一种化合物，其化学式为（1），其中R1-R5，R25，R26，Y和X2的定义如权利要求1中所述。这些化合物能激活人类过氧化物酶体增殖物激活受体（hPPARs），并且对于治疗相关疾病如心血管疾病和高胆固醇血症非常有用。
• 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 AS ACTIVATORS OF HUMAN PEROXISOME PROLIFERATOR ACTIVATED RECEPTORS<br/>[FR] DERIVES DE THIAZOLE ET D'OXAZOLE EN TANT QU'ACTIVATEURS DE RECEPTEURS ACTIVES PAR LE PROLIFERATEUR DU PEROXYSOME HUMAIN
  申请人：GLAXO GROUP LTD

  公开号：WO2002059098A1

  公开（公告）日：2002-08-01

  The present invention provides a compound of formula (I) wherein R1-R5, R25, R26, Y and X2 are defined as in claim 1. The compounds activate human peroxisome proliferator activated receptors (hPPARs) and are useful for the treatment of associated disorders such as cardiovascular disease and hypercholesteremia.

  本发明提供了式（I）的化合物，其中R1-R5，R25，R26，Y和X2如权利要求1所定义。这些化合物可以激活人类过氧化物酶体增殖物激活受体（hPPARs），并且适用于治疗相关疾病，例如心血管疾病和高胆固醇血症。
• [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。
• THIAZOLE AND OXAZOLE DERIVATIVES AS ACTIVATORS OF HUMAN PEROXISOME PROLIFERATOR ACTIVATED RECEPTORS
  申请人：Banker Pierette

  公开号：US20070072871A1

  公开（公告）日：2007-03-29

  The present invention provides a compound of formula (I):

  本发明提供了一种化合物，其化学式为(I)：