ethyl 3-{4-[3,3-bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionate | 494865-12-2

• 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: ethyl 3-{4-[3,3-bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionate
• 英文别名: 3-{4-[3,3-bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic acid ethyl ester；ethyl 3-[4-[3,3-bis(4-bromophenyl)prop-2-enoxy]phenyl]propanoate
• CAS: 494865-12-2
• 化学式: C₂₆H₂₄Br₂O₃
• 分子量: 544.283
• InChiKey: NQWYIAKDFJEQFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  610.5±55.0 °C(predicted)
• 密度：
  1.419±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-{4-[3,3-bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionate 在 sodium hydroxide 作用下， 以 盐酸 、 乙醇 、 甲苯 为溶剂， 以600 mg (56%)的产率得到3-{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionic acid
  参考文献：
  名称：

  Novel compounds, their preparation and use

  摘要：

  通用公式（I）的新化合物，这些化合物作为药物组合物的用途，包含这些化合物的药物组合物以及使用这些化合物和组合物的治疗方法。这些化合物可能对通过过氧化物酶体增殖激活受体（PPAR）介导的疾病的治疗和/或预防有用，特别是PPAR&dgr;亚型。

  公开号：

  US20030139473A1
• 作为产物：
  描述：

  对羟基苯丙酸 在 氯化亚砜 、 三丁基膦 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 ethyl 3-{4-[3,3-bis-(4-bromo-phenyl)-allyloxy]-phenyl}-propionate
  参考文献：
  名称：

  Identification and Synthesis of a Novel Selective Partial PPARδ Agonist with Full Efficacy on Lipid Metabolism In Vitro and In Vivo

  摘要：

  The aim was to identify a novel selective PPAR delta agonist with full efficacy on free fatty acid (FFA) oxidation in vitro and plasma lipid correction in vivo. Using the triple PPAR alpha,gamma,delta agonist 1 as the structural starting point, we wanted to investigate the possibility of obtaining selective PPAR delta agonists by modifying only the acidic part of 1, while holding the lipophilic half of the molecule constant. The structure-activity relationship was guided by in vitro transactivation data using the human PPAR receptors, FFA oxidation efficacy performed in the rat muscle L6 cell line, and in vivo rat pharmacokinetic properties. Compound 7 ([4-[3,3-bis-(4-bromo-phenyl)-allylthio]-2-chloro-phenoxy]-acetic acid) was identified as a selective, partial agonist with good oral pharmacokinetic properties in rat. Chronic treatment of high fat fed ApoB100/CETP-Tgn mice with 7 corrected the plasma lipid parameters and improved insulin sensitivity. These data suggest that selective PPAR delta agonists have the potential to become a novel treatment of dyslipidemia.

  DOI：

  10.1021/jm061202u

文献信息

• Novel compounds, their preparation and use
  申请人：——

  公开号：US20030139473A1

  公开（公告）日：2003-07-24

  Novel compounds of the general formula (I), the use of these compounds as pharmaceutical compositions, pharmaceutical compositions comprising the compounds and methods of treatment employing these compounds and compositions. The present compounds may be useful in the treatment and/or prevention of conditions mediated by Peroxisome Proliferator-Activated Receptors (PPAR), in particular the PPAR&dgr; suptype.

  通用公式（I）的新化合物，这些化合物作为药物组合物的用途，包含这些化合物的药物组合物以及使用这些化合物和组合物的治疗方法。这些化合物可能对通过过氧化物酶体增殖激活受体（PPAR）介导的疾病的治疗和/或预防有用，特别是PPAR&dgr;亚型。
• Peroxisome proliferator-activated receptor (PPAR) active vinyl carboxylic acid derivatives
  申请人：Jeppesen Lone

  公开号：US06869967B2

  公开（公告）日：2005-03-22

  Novel compounds of the general formula (I), the use of these compounds as pharmaceutical compositions, pharmaceutical compositions comprising the compounds and methods of treatment employing these compounds and compositions. The present compounds may be useful in the treatment and/or prevention of conditions mediated by Peroxisome Proliferator-Activated Receptors (PPAR), in particular the PPARδ suptype.

  一般式为(I)的新化合物，这些化合物的用途作为药物组合物，包括这些化合物的药物组合物和使用这些化合物和组合物的治疗方法。这些化合物可能有助于治疗和/或预防由过氧化物酶体增殖物激活受体（PPAR）介导的疾病，特别是PPARδ亚型。
• NOVEL VINYL CARBOXYLIC ACID DERIVATIVES AND THEIR USE AS ANTIDIABETICS ETC.
  申请人：NOVO NORDISK A/S

  公开号：EP1414778A1

  公开（公告）日：2004-05-06
• US6869967B2
  申请人：——

  公开号：US6869967B2

  公开（公告）日：2005-03-22
• [EN] NOVEL VINYL CARBOXYLIC ACID DERIVATIVES AND THEIR USE AS ANTIDIABETICS ETC.<br/>[FR] NOUVEAUX DERIVES D'ACIDE CARBOXYLIQUE ET LEUR UTILISATION COMME ANTIDIABETIQUES, ETC.
  申请人：NOVO NORDISK AS

  公开号：WO2003011807A1

  公开（公告）日：2003-02-13

  Novel compounds of the general formula (I), the use of these compounds as pharmaceutical compositions, pharmaceutical compositions comprising the compounds and methods of treatment employing these compounds and compositions. The present compounds may be useful in the treatment and/or prevention of conditions mediated by Peroxisome Proliferator-Activated Receptors (PPAR), in particular the PPARδ suptype.