3-[4-(4-chlorophenoxy)phenoxy]-1-propene | 40843-78-5

• 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: 3-[4-(4-chlorophenoxy)phenoxy]-1-propene
• 英文别名: 1-chloro-4-(4-prop-2-enoxyphenoxy)benzene
• CAS: 40843-78-5
• 化学式: C₁₅H₁₃ClO₂
• 分子量: 260.72
• InChiKey: IMMBKXVEBBVPGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-[4-(4-chlorophenoxy)phenoxy]-1-propene 在 palladium on activated charcoal 氢气 作用下， 以 邻二氯苯 为溶剂， 生成 2-propyl-4-(4'-chlorophenoxy)phenol
  参考文献：
  名称：

  5-芳基噻唑烷-2,4-二酮类作为选择性PPARγ激动剂。

  摘要：

  设计，合成了一系列含有4-苯氧基苯基侧链的5-芳基噻唑烷-2,4-二酮，并评估了其PPAR激动剂的活性。一种这样的化合物28在db / db小鼠2型糖尿病动物模型中显示出与罗格列酮相当的葡萄糖校正水平。

  DOI：

  10.1016/s0960-894x(03)00257-9
• 作为产物：
  描述：

  1-氯-4-氟苯 在 potassium tert-butylate 、 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 、 丙酮 为溶剂， 反应 72.0h， 生成 3-[4-(4-chlorophenoxy)phenoxy]-1-propene
  参考文献：
  名称：

  Selective displacement of aryl fluorides with hydroquinone: synthesis of 4-phenoxyphenols

  摘要：

  The selective displacement of a variety of aryl fluorides with hydroquinone has been achieved to give substituted 4-phenoxyphenols 3. In some cases the addition of 18-crown-6 resulted in a significant rate enhancement, and the reactions could be carried out at lower temperature. One of these derivatives, 3a (X = Cl) was converted to 2-propyl-4-(4-chlorophenoxy)phenol 2a, a precursor to the PPAR gamma receptor agonist 1. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.025

文献信息

• 5-Aryl thiazolidine-2,4-diones as selective PPARγ agonists
  作者：Hiroo Koyama、Julia K Boueres、Wei Han、Edward J Metzger、Jeffrey P Bergman、Dominick F Gratale、Daniel J Miller、Richard L Tolman、Karen L MacNaul、Joel P Berger、Thomas W Doebber、Kwan Leung、David E Moller、James V Heck、Soumya P Sahoo

  DOI：10.1016/s0960-894x(03)00257-9

  日期：2003.5

  A series of 5-aryl thiazolidine-2,4-diones containing 4-phenoxyphenyl side chains was designed, synthesized, and evaluated for PPAR agonist activities. One such compound 28 exhibited comparable levels of glucose correction to rosiglitazone in the db/db mouse type 2 diabetes animal model.

  设计，合成了一系列含有4-苯氧基苯基侧链的5-芳基噻唑烷-2,4-二酮，并评估了其PPAR激动剂的活性。一种这样的化合物28在db / db小鼠2型糖尿病动物模型中显示出与罗格列酮相当的葡萄糖校正水平。
• [EN] ANTIDIABETIC OXAZOLIDINEDIONES AND THIAZOLIDINEDIONES<br/>[FR] OXAZOLIDINEDIONES ET THIAZOLIDINEDIONES ANTIDIABETIQUES
  申请人：MERCK & CO INC

  公开号：WO2005070905A1

  公开（公告）日：2005-08-04

  Phenoxyphenyl and phenoxybenzyl oxazolidine-2,4-diones and thiazolidine-2,4-diones of formula (I) are agonists or partial agonists of PPAR gamma and are useful in the treatment and control of hyperglycemia that is symptomatic of type II diabetes, as well as dyslipidemia, hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, and obesity that are often associated with type 2 diabetes.

  公式（I）中的苯氧苯基和苯氧苄基噁唑烷-2,4-二酮和噻唑烷-2,4-二酮是PPAR γ的激动剂或部分激动剂，对于治疗和控制与2型糖尿病症状相关的高血糖，以及常伴随2型糖尿病的血脂异常、高脂血症、高胆固醇血症、高甘油三酯血症和肥胖症具有用处。
• 4-Phenoxy-phenoxy-alkane-carboxylic acid derivatives and process for
  申请人：Hoechst Aktiengesellschaft

  公开号：US04391995A1

  公开（公告）日：1983-07-05

  Novel 4-phenoxy-phenoxy-alkane-carboxylic acid derivatives of the formula I ##STR1## in which R.sub.1 stands for hydrogen, methylithio, cyclopentyl, cyclohexyl, phenyl, methylcycylohexyl, ethylcyclohexyl, or R.sub.1 and R.sub.3 together stand for a --CH.dbd.CH--CH.dbd.CH-- bridge or--unless at least one of the substituents R.sub.2 to R.sub.8 stands for hydrogen, or if R.sub.9 stands for a radical having at least 2 carbon atoms--for chlorine, R.sub.2 and R.sub.3, independent of one another, each stands for hydrogen, chlorine or alkyl of 1 to 4 carbon atoms, R.sub.4 stands for hydrogen, chlorine, alkyl of 1 to 4 carbon atoms, cyclopentyl, cyclohexyl, methylcyclohexyl or R.sub.3 and R.sub.4 together stand for a --CH.dbd.CH--CH.dbd.CH-- bridge, R.sub.5, R.sub.6 and R.sub.7, independent of one another, each stands for hydrogen or alkyl of 1 to 4 carbon atoms, R.sub.8 stands for hydrogen, alkyl of 1 to 4 carbon atoms or allyl, R.sub.9 stands for alkyl of 1 to 10 carbon atoms or phenyl and X stands for hydrogen, the cation of a physiologically acceptable inorganic or organic base of a hydrocarbon radical of 1 to 10 carbon atoms, having a strong action on the lipide and cholesterine metabolism and a process for this manufacture.

  公式I中的新型4-苯氧基苯氧基-烷基羧酸衍生物，其中R.sub.1代表氢，甲基硫基，环戊基，环己基，苯基，甲基环己基，乙基环己基或R.sub.1和R.sub.3一起代表--CH.dbd.CH--CH.dbd.CH--桥或--除非R.sub.2到R.sub.8中至少有一个取代基为氢，或者如果R.sub.9代表具有至少2个碳原子的基团，则代表氯，R.sub.2和R.sub.3独立地代表氢，氯或1至4个碳原子的烷基，R.sub.4代表氢，氯，1至4个碳原子的烷基，环戊基，环己基，甲基环己基或R.sub.3和R.sub.4一起代表--CH.dbd.CH--CH.dbd.CH--桥，独立的R.sub.5，R.sub.6和R.sub.7分别代表氢或1至4个碳原子的烷基，R.sub.8代表氢，1至4个碳原子的烷基或烯丙基，R.sub.9代表1至10个碳原子的烷基或苯基，X代表氢，具有对脂质和胆固醇代谢的强烈作用的生理上可接受的无机或有机碱的阳离子，以及其制造方法。
• Fused-Aromatic Compounds Having Anti-Diabetic Activity
  申请人：Wood Harold B.

  公开号：US20080194586A1

  公开（公告）日：2008-08-14

  Fused aromatic compounds of Formula (I) are PPAR gamma agonists or partial agonists and are useful in the treatment or control of type II diabetes, including hyperglycemia, dylipidermia, hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, and obesity that are often associated with type 2 diabetes.

  公式（I）的融合芳香化合物为PPAR-gamma激动剂或部分激动剂，可用于治疗或控制II型糖尿病，包括常与II型糖尿病相关的高血糖，血脂异常，高脂血症，高胆固醇血症，高甘油三酯血症和肥胖症。
• Antidiabetic oxazolidinediones and thiazolidinediones
  申请人：Shi Q. Guo

  公开号：US20070173434A1

  公开（公告）日：2007-07-26

  Phenoxyphenyl and phenoxybenzyl oxazolidine-2,4-diones and thiazolidine-2,4-diones of formula (I) are agonists or partial agonists of PPAR gamma and are useful in the treatment and control of hyperglycemia that is symptomatic of type II diabetes, as well as dyslipidemia, hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, and obesity that are often associated with type 2 diabetes.

  公式（I）的苯氧苯基和苯氧苄基噁唑烷-2,4-二酮和噻唑烷-2,4-二酮是PPAR gamma的激动剂或部分激动剂，可用于治疗和控制II型糖尿病的症状性高血糖，以及常伴随II型糖尿病的失调脂质代谢、高脂血症、高胆固醇血症、高甘油三酯血症和肥胖症。