2-(4-(2-(4-methoxyphenyl)-1-(4-methyl-2-(4-(trifluoromethyl)phenyl)thiazol-5-yl)ethylthio)-2-methylphenoxy)acetic acid | 1383479-88-6

• 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-(4-methoxyphenyl)-1-(4-methyl-2-(4-(trifluoromethyl)phenyl)thiazol-5-yl)ethylthio)-2-methylphenoxy)acetic acid
• 英文别名: 2-[4-[2-(4-methoxyphenyl)-1-[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]ethyl]sulfanyl-2-methylphenoxy]acetic acid
• CAS: 1383479-88-6
• 化学式: C₂₉H₂₆F₃NO₄S₂
• 分子量: 573.657
• InChiKey: MTOXHLXMIDXIFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  5-(氯甲基)-4-甲基-2-[4-(三氟甲基)苯基]-1,3-噻唑 在 咪唑 、 四丁基氟化铵 、 异丙基氯化镁 、 potassium carbonate 、 sodium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 13.67h， 生成 2-(4-(2-(4-methoxyphenyl)-1-(4-methyl-2-(4-(trifluoromethyl)phenyl)thiazol-5-yl)ethylthio)-2-methylphenoxy)acetic acid
  参考文献：
  名称：

  Discovery, design and synthesis of Y-shaped peroxisome proliferator-activated receptor δ agonists as potent anti-obesity agents in vivo

  摘要：

  We have discovered and demonstrated the in vitro and in vivo PPAR delta-selective activity of novel Y-shaped agonists. These compounds activated hPPAR delta with EC50 values between 1 and 523 nM. Surprisingly, compounds 10a, 11d, 11e and 11f were the most potent and most selective hPPAR delta agonists with 10(4)-fold selectivity over the other two subtypes, namely, hPPAR alpha and hPPAR gamma. The PPAR delta ligands 10a, 11e and 11f showed good bioavailability and in vivo efficacy. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.055

文献信息

• Discovery, design and synthesis of Y-shaped peroxisome proliferator-activated receptor δ agonists as potent anti-obesity agents in vivo
  作者：Jungyeob Ham、Hoosang Hwang、Euno Kim、Jeong-ah Kim、Sung Jin Cho、Jaeyoung Ko、Woojin Lee、Jaehwan Lee、Harish Holla、Joydeep Banerjee、Seokho Kim、Inho Yang、Hyun Joo Lee、Kyoungjin Shin、Hyukjae Choi、Sang-Jip Nam、Jungae Tak、Dongyup Hahn、Taekyung Oh、Dong Hwan Won、Tae Gu Lee、Jihye Choi、Mi Sun Park、Chaok Seok、Jungwook Chin、Heonjoong Kang

  DOI：10.1016/j.ejmech.2012.03.055

  日期：2012.7

  We have discovered and demonstrated the in vitro and in vivo PPAR delta-selective activity of novel Y-shaped agonists. These compounds activated hPPAR delta with EC50 values between 1 and 523 nM. Surprisingly, compounds 10a, 11d, 11e and 11f were the most potent and most selective hPPAR delta agonists with 10(4)-fold selectivity over the other two subtypes, namely, hPPAR alpha and hPPAR gamma. The PPAR delta ligands 10a, 11e and 11f showed good bioavailability and in vivo efficacy. (C) 2012 Elsevier Masson SAS. All rights reserved.