4-[[(E)-Methoxyimino]-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-methyl]-benzoic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 4-[[(E)-Methoxyimino]-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-methyl]-benzoic acid
• 英文别名: 4-[(E)-N-methoxy-C-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)carbonimidoyl]benzoic acid
• 化学式: C₂₄H₂₉NO₃
• 分子量: 379.499
• InChiKey: NAQPJCDULHJGLW-NJNXFGOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲氧基胺盐酸盐 、 4-[(5,6,7,8-四氢-3,5,5,8,8-五甲基-2-萘基)羰基]苯甲酸 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以93%的产率得到cis-4-<(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)carbonyl>benzoic acid O-methyloxime
  参考文献：
  名称：

  Synthesis of Retinoid X Receptor-Specific Ligands That Are Potent Inducers of Adipogenesis in 3T3-L1 Cells

  摘要：

  A novel series of oxime ligands has been synthesized that displays potent, specific activation of the retinoid X receptors (RXRs). The oximes of S-substituted (tetramethyltetrahydronaphthyl)carbonylbenzoic acids are readily available by condensation with hydroxyl- or methoxylamine; alkylation of the hydroxyl oxime provides a variety of analogues. Grimes and variously substituted oxime derivatives demonstrate high binding affinity for the RXRs and specific RXR activation and, hence, are called rexinoids. These oxime rexinoids are activators of the RXR: PPAR gamma heterodimer and are potent inducers of differentiation of 3T3-L1 preadipocytes to adipocytes. We have recently reported that ligands which activate the RXR:PPAR gamma heterodimer in this manner are effective in the treatment of type II diabetes (non-insulin-dependent diabetes mellitus, NIDDM). Thus, these new oxime rexinoids are potential therapeutic agents for the treatment of metabolic disorders, such as obesity and diabetes.

  DOI：

  10.1021/jm980621r

文献信息

• Compounds having selective activity for Retinoid X Receptors, and means for modulation of processes mediated by Retinoid X Receptors
  申请人：Boehm F. Marcus

  公开号：US20060106072A1

  公开（公告）日：2006-05-18

  Compounds, compositions, and methods for modulating processes mediated by Retinoid X Receptors using retinoid-like compounds which have activity selective for members of the subclass of Retinoid X Receptors (RXRs), in preference to members of the subclass of Retinoic Acid Receptors (RARs). Examples of such compounds are bicyclic benzyl, pyridinyl, thiophene, furanyl, and pyrrole derivatives. The disclosed methods employ compounds for modulating processes selectively mediated by Retinoid X Receptors.

  本发明涉及利用类视黄醇化合物调节由视黄酸X受体介导的过程的复合物、组合物和方法，其中这些类视黄醇化合物具有对视黄酸X受体亚类（RXRs）的选择性活性，而不是对视黄酸受体亚类（RARs）的选择性活性。此类化合物的例子包括双环苄基、吡啶基、噻吩基、呋喃基和吡咯基衍生物。所披露的方法利用这些化合物来调节由视黄酸X受体选择性介导的过程。
• RXR AGONIST COMPOUNDS AND METHODS
  申请人：Landreth Gary E.

  公开号：US20120115912A1

  公开（公告）日：2012-05-10

  A method of treating a PPARγ and/or RXR related disease or disorder in a subject includes adminstering to the subject an RXR agonist alone or in combination with a PPARγ agonist.
• US6320074B1
  申请人：——

  公开号：US6320074B1

  公开（公告）日：2001-11-20
• [EN] RXR AGONIST COMPOUNDS AND METHODS<br/>[FR] COMPOSÉS AGONISTES DE RXR ET PROCÉDÉS ASSOCIÉS
  申请人：UNIV CASE WESTERN RESERVE

  公开号：WO2011006157A2

  公开（公告）日：2011-01-13

  A method of treating a PPARγ and/or RXR related disease or disorder in a subject includes administering to the subject an RXR agonist alone or in combination with a PPARγ agonist.
• [EN] RXR AGONISTS COMPOUNDS AND METHODS<br/>[FR] COMPOSÉS AGONISTES DE RXR ET PROCÉDÉS ASSOCIÉS
  申请人：UNIV CASE WESTERN RESERVE

  公开号：WO2013056232A2

  公开（公告）日：2013-04-18