1-(benzyloxy)-4-ethyl-5-<(6-methyl-6-cyanoheptyl)oxy>-2-<3-(trifluoromethyl)phenyl>benzene | 152609-47-7

• 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: 1-(benzyloxy)-4-ethyl-5-<(6-methyl-6-cyanoheptyl)oxy>-2-<3-(trifluoromethyl)phenyl>benzene
• 英文别名: 1-Benzyloxy-2-(3-trifluoromethylphenyl)-4-ethyl-5-(6-methyl-6-cyanoheptyloxy)benzene；7-[2-Ethyl-5-phenylmethoxy-4-[3-(trifluoromethyl)phenyl]phenoxy]-2,2-dimethylheptanenitrile
• CAS: 152609-47-7
• 化学式: C₃₁H₃₄F₃NO₂
• 分子量: 509.612
• InChiKey: KCVVJEFDTTUYCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(benzyloxy)-4-ethyl-5-<(6-methyl-6-cyanoheptyl)oxy>-2-<3-(trifluoromethyl)phenyl>benzene 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以56%的产率得到4-ethyl-5-<(6-methyl-6-cyanoheptyl)oxy>-2-<3-(trifluoromethyl)phenyl>phenol
  参考文献：
  名称：

  Synthetic and Structure/Activity Studies on Acid-Substituted 2-Arylphenols: Discovery of 2-[2-Propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy]- propoxy]phenoxy]benzoic Acid, a High-Affinity Leukotriene B4 Receptor Antagonist

  摘要：

  Structural derivatives of LY255283 have been studied as receptor antagonists of leukotriene B-4. Substitution of the 2-hydroxyacetophenone subunit of 1 (LY255283) with a 2-arylphenol group provided entry into several new series that feature various mono- and diacidic core functionality. These new analogues, the subject of a broad structure-activity investigation, displayed significantly increased in vitro and in vivo activity as receptor antagonists of LTB(4). A series of diaryl ether carboxylic acids demonstrated especially interesting activity and led to the discovery of compound 43b, 2-[2-propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy]- propoxy]phenoxy]benzoic acid (LY293111), a 2-arylphenol-substituted diaryl ether carboxylic acid which displayed potent binding to human neutrophils (IC50 = 17 +/- 14.6 nM) and guinea pig lung membranes (IC50 6.6 +/- 0.71 nM), inhibition of LTB(4)-induced expression of the CD11b/CD18 receptor on human neutrophils (IC50 - 3.3 +/- 0.81 nM), and inhibition of LTB(4)-induced contraction of guinea pig lung parenchyma (pK(B) = 8.7 +/- 0.16). In vivo, 43b demonstrated potent activity in inhibiting LTB(4)-induced airway obstruction in the guinea pig when dosed by the oral (ED(50) = 0.40 mg/kg) or intravenous (ED(50) = 0.014 mg/kg) routes. A specific LTB(4) receptor antagonist, 43b had little effect on inhibiting contractions of guinea pig lung parenchyma induced by leukotriene D-4 (LTD(4)), histamine, carbachol, or U46619. Compound 43b has been chosen as a clinical candidate and is currently in phase I studies for a variety of inflammatory diseases.

  DOI：

  10.1021/jm00022a006
• 作为产物：
  描述：

  4-苄氧基-2-羟基苯乙酮 在 三乙基硅烷 、 N-溴代丁二酰亚胺(NBS) 、 叔丁基锂 、 potassium carbonate 、 三氟乙酸 、 potassium iodide 、 zinc(II) chloride 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(benzyloxy)-4-ethyl-5-<(6-methyl-6-cyanoheptyl)oxy>-2-<3-(trifluoromethyl)phenyl>benzene
  参考文献：
  名称：

  邻苯酚：有效和口服的白三烯B4受体拮抗剂。

  摘要：

  DOI：

  10.1021/jm00076a029

文献信息

• Leukotriene antagonists for use in the treatment or prevention of alzheimer's disease
  申请人：ELI LILLY AND COMPANY

  公开号：EP0743064A1

  公开（公告）日：1996-11-20

  This invention provides methods for the treatment or prevention of Alzheimer's disease which comprises administering to a mammal in need thereof an effective amount of a compound having activity as a leukotriene antagonist.

  这项发明提供了治疗或预防阿尔茨海默病的方法，包括向需要的哺乳动物施用具有白三烯拮抗活性的化合物的有效量。
• Substituted phenyl phenol leukotriene antagonists
  申请人：ELI LILLY AND COMPANY

  公开号：EP0544488B1

  公开（公告）日：1998-03-11
• US5462954A
  申请人：——

  公开号：US5462954A

  公开（公告）日：1995-10-31
• [EN] USE OF LEUKOTRIENE ANTAGONISTS FOR ALZHEIMER'S DISEASE<br/>[FR] UTILISATION D'ANTAGONISTES DE LA LEUCOTRIENE POUR LE TRAITEMENT DE LA MALADIE D'ALZHEIMER
  申请人：ELI LILLY AND COMPANY

  公开号：WO1996036347A1

  公开（公告）日：1996-11-21

  (EN) This invention provides methods for the treatment or prevention of Alzheimer's disease which comprises administering to a mammal in need thereof an effective amount of a compound having activity as a leukotriene antagonist.(FR) Procédés de traitement ou de prévention de la maladie d'Alzheimer consistant à administrer à un mammifère nécessitant un traitement une quantité efficace d'un composé actif comme antagoniste de la leucotriène.