1-(2-羟基-3,5-二异丙基苯基)乙酮 | 35158-23-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-羟基-3,5-二异丙基苯基)乙酮
• 英文名称: 2-acetyl-4,6-di-iso-propylphenol
• 英文别名: 3',5'-diisopropyl-2'-hydroxy-acetophenone；2'-hydroxy-3',5'-diisopropylacetophenone；1-(2-Hydroxy-3,5-diisopropylphenyl)ethanone；1-[2-hydroxy-3,5-di(propan-2-yl)phenyl]ethanone
• CAS: 35158-23-7
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: RAIFCCIFNCQZFP-UHFFFAOYSA-N

物化性质

• 熔点：
  37°C
• 沸点：
  288.5±35.0 °C(Predicted)
• 密度：
  1.003±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2914501900

反应信息

• 作为反应物：
  描述：

  1-(2-羟基-3,5-二异丙基苯基)乙酮 在 N,N-二甲基丙烯基脲 、 lithium hydroxide 、 sodium tetrahydroborate 、 正丁基锂 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 sodium hydride 、 caesium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2E,4E,6E)-7-(2-Butoxy-3,5-diisopropyl-phenyl)-6-fluoro-3-methyl-octa-2,4,6-trienoic acid
  参考文献：
  名称：

  Design and synthesis of novel RXR-selective modulators with improved pharmacological profile

  摘要：

  New RXR-selective modulators possessing a 6-fluoro trienoic acid moiety (6Z olefin) or a fluorinated/heterocyclic-substituted benzene core ring, were synthesized in an expedient and selective way. A subset of these compounds was evaluated for their metabolic properties (exposure in IRC male mice) and show a dramatic increase of exposure compared to our reference compound, 3 (LG101506). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.048
• 作为产物：
  描述：

  3,5-二异丙基邻羟基苯甲酸 、 甲基锂 以 四氢呋喃 为溶剂， 以75%的产率得到1-(2-羟基-3,5-二异丙基苯基)乙酮
  参考文献：
  名称：

  Novel (2E,4E,6Z)-7-(2-Alkoxy-3,5-dialkylbenzene)-3-methylocta-2,4,6-trienoic Acid Retinoid X Receptor Modulators Are Active in Models of Type 2 Diabetes

  摘要：

  Previous data have shown that RXR-selective agonists (e.g., 3 and 4) are insulin sensitizers in rodent models of non-insulin-dependent diabetes mellitus (NIDDM). Unfortunately, they also produce dramatic increases in triglycerides and profound suppression of the thyroid hormone axis. Here we describe the design and synthesis of new RXR modulators that retain the insulin-sensitizing activity of RXR agonists but produce substantially reduced side effects. These molecules bind selectively and with high affinity to RXR and, unlike RXR agonists, do not activate RXR homodimers. To further evaluate the antidiabetic activity of these RXR modulators, we have designed a concise and systematic structure-activity relationship around the 2E,4E,6Z-7-aryl-3-methylocta-2,4,6-trienoic acid scaffold. Selected compounds have been evaluated using insulin-resistant rodents (db/db mice) to characterize effects on glucose homeostasis. Our studies demonstrate the effectiveness of RXR modulators in lowering plasma glucose in the db/db mouse model.

  DOI：

  10.1021/jm020340q

文献信息

• [EN] SUBSTITUTED FUROCHROMENE COMPOUNDS OF ANTIINFLAMMATORY ACTION<br/>[FR] COMPOSES DE FUROCHROMENE SUBSTITUES A ACTION ANTI-INFLAMMATOIRE
  申请人：PLIVA ISTRAZIVACKI INST D O O

  公开号：WO2005010006A1

  公开（公告）日：2005-02-03

  The present invention relates to novel compounds of the formula (I) including all stereoisomers and tautomers, to the pharmaceutically acceptable salts and solvates thereof, to the processes and reactive intermediates for their preparation and to their use in the prophylaxis and treatment of asthma and other inflammatory diseases and/or conditions in humans.

  本发明涉及公式（I）的新化合物，包括所有立体异构体和互变异构体，以及其药用可接受盐和溶剂合物，用于预防和治疗人类的哮喘和其他炎症性疾病和/或情况的过程和反应中间体，以及它们的使用。
• [EN] DIMER-SELECTIVE RXR MODULATORS AND METHODS FOR THEIR USE<br/>[FR] MODULATEURS RXR SELECTIFS POUR LES DIMERES ET LEURS METHODES D'UTILISATION
  申请人：LIGAND PHARMACEUTICALS INCORPORATED

  公开号：WO1997012853A1

  公开（公告）日：1997-04-10

  (EN) Dimer-selective RXR modulator compounds having agonist, partial agonist and/or antagonist activity in the context of an RXR homodimer and/or RXR heterodimers are provided. Also provided are pharmaceutical compositions incorporating such dimer-selective RXR modulator compounds and methods for their therapeutic use.(FR) Composés modulateurs RXR (des récepteurs X de rétinoïde) ayant un effet agoniste, partiellement agoniste et/ou antagoniste dans le contexte d'un homodimère RXR et/ou d'hétérodimères RXR. L'invention porte également sur des compositions pharmaceutiques incorporant de tels composés modulateurs RXR sélectifs pour les dimères et sur des méthodes d'utilisation thérapeutiques de ces compositions.

  提供了具有RXR同源二聚体和/或RXR异源二聚体中的激动剂、部分激动剂和/或拮抗剂活性的二聚体选择性RXR调节剂化合物。还提供了包含这种二聚体选择性RXR调节剂化合物的药物组合物以及它们的治疗用途的方法。
• Substituted furochromene compounds of antiinflammatory action
  申请人：Mercep Mladen

  公开号：US20060148890A1

  公开（公告）日：2006-07-06

  The present invention relates to novel compounds of the formula (I) including all stereoisomers and tautomers thereof, to the pharmaceutically acceptable salts and solvates thereof, to the processes and reactive intermediates for their preparation and to their use in the prophylaxis and treatment of asthma and other inflammatory diesases and/or conditions in humans.

  本发明涉及式（I）的新化合物，包括其所有立体异构体和互变异构体、药学上可接受的盐和溶剂合物，以及其制备过程和反应中间体，以及它们在预防和治疗人类哮喘和其他炎症性疾病和/或病况中的用途。
• Dimer-selective RXR modulators and methods for their use
  申请人：——

  公开号：US20040019072A1

  公开（公告）日：2004-01-29

  Dimer-selective RXR modulator compounds having agonist, partial agonist and/or antagonist activity in the context of an RXR homodimer and/or RXR heterodimers are provided. Also provided are pharmaceutical compositions incorporating such dimer-selective RXR modulator compounds and methods for their therapeutic use.

  提供了在RXR同二聚体和/或RXR异二聚体背景下具有激动剂、部分激动剂和/或拮抗剂活性的选择性二聚体选择性RXR调节剂化合物。还提供了包含这些选择性二聚体选择性RXR调节剂化合物的药物组合物和其治疗用途的方法。
• DIMER-SELECTIVE RXR MODULATORS AND METHODS FOR THEIR USE
  申请人：LIGAND PHARMACEUTICALS, INC.

  公开号：EP0873295A1

  公开（公告）日：1998-10-28