{(E)-2-[3,5-bis(trifluoromethyl)phenyl]vinyl}boronic acid | 1144505-36-1

• 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: {(E)-2-[3,5-bis(trifluoromethyl)phenyl]vinyl}boronic acid
• 英文别名: trans-2-[3,5-bis(trifluoromethyl)phenyl]vinylboronic acid；trans-2-(3,5-Bis-trifluoromethylphenyl)-vinyl-boronic acid；[(E)-2-[3,5-bis(trifluoromethyl)phenyl]ethenyl]boronic acid
• CAS: 1144505-36-1
• 化学式: C₁₀H₇BF₆O₂
• 分子量: 283.966
• InChiKey: DEPLVQQDXMABMJ-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  {(E)-2-[3,5-bis(trifluoromethyl)phenyl]vinyl}boronic acid 在 四(三苯基膦)钯 、 potassium tert-butylate 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 5.5h， 生成 3,4-bis(benzyloxy)-6-[(E)-2-[3,5-bis(trifluoromethyl)phenyl]-ethenyl]pyridazine
  参考文献：
  名称：

  4-Hydroxypyridazin-3(2H)-one Derivatives as Novel d-Amino Acid Oxidase Inhibitors

  摘要：

  D-Amino acid oxidase (DAAO) catalyzes the oxidation of D-amino acids including D-serine, a coagonist of the N-methyl-D-aspartate receptor. We identified a series of 4-hydroxypyridazin-3(2H)-one derivatives as novel DAAO inhibitors with high potency and substantial cell permeability using fragment-based drug design. Comparisons of complex structures deposited in the Protein Data Bank as well as those determined with in-house fragment hits revealed that a hydrophobic subpocket was formed perpendicular to the flavin ring by flipping Tyr224 in a ligand-dependent manner. We investigated the ability of the initial fragment hit, 3-hydroxy-pyridine-2(1H)-one, to fill this subpocket with the aid of complex structure information. 3-ydroxy-5-(2-phenylethyl)pyridine-2(1H)-one exhibited the predicted binding mode and demonstrated high inhibitory activity for human DAAO in enzyme- and cell-based assays. We further designed and synthesized 4-hydroxypyridazin-3(2H)-one derivatives, which are equivalent to the 3-hydroxy-pyridine-2(1H)-one series but lack cell toxicity. 6-[2-(3,5-Difluorophenyl)ethyl]-4-hydroxypyridazin-3(2H)-one was found to be effective against MK-801-induced cognitive deficit in the Y-maze.

  DOI：

  10.1021/jm400095b
• 作为产物：
  描述：

  3,5-双三氟甲基苯乙炔 、 儿萘酚硼烷 以 四氢呋喃 为溶剂， 反应 17.0h， 以34%的产率得到{(E)-2-[3,5-bis(trifluoromethyl)phenyl]vinyl}boronic acid
  参考文献：
  名称：

  [EN] NOVEL CAPSAICIN ANALOGS AND USES THEREOF
  [FR] NOUVEAUX ANALOGUES DE CAPSAÏCINE ET LEURS UTILISATIONS

  摘要：

  本发明提供包含化合物（I）、（II）或（III）的组合物，以及使用它们治疗各种疾病的方法，包括神经系统疾病、癌症、糖尿病和肥胖症，其中在（I）中R1-R7，X，A和Q，在（II）中R1-R15，在（III）中R1-R15的定义如本文所述。在某些实施例中，治疗各种疾病，包括疼痛和癌症的方法，包括将化合物（I）、（II）或（III）的治疗有效量局部、局部或全身（例如静脉注射、腹腔注射或口服）给需要的患者。

  公开号：

  WO2022099284A1

文献信息

• CARBON LINKED MODULATORS OF gamma-SECRETASE
  申请人：HO Chih Yung

  公开号：US20090105288A1

  公开（公告）日：2009-04-23

  The present invention relates to compounds of Formula I as shown below, wherein the definitions of A, X, R 1 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are provided in the specification. Compounds of Formula I are useful for the treatment of diseases associated with γ-secretase activity, including Alzheimer's disease.

  本发明涉及以下式子中的化合物I，其中在说明书中提供了A、X、R1、R3、R4、R5、R6、R7、R8和R9的定义。式I的化合物对于治疗与γ-分泌酶活性有关的疾病，包括阿尔茨海默病，具有用途。
• Carbon linked modulators of gamma-secretase
  申请人：Ho Chih Yung

  公开号：US08692017B2

  公开（公告）日：2014-04-08

  The present invention relates to compounds of Formula I as shown below, wherein the definitions of A, X, R1, R3, R4, R5, R6, R7, R8, and R9 are provided in the specification. Compounds of Formula I are useful for the treatment of diseases associated with γ-secretase activity, including Alzheimer's disease.

  本发明涉及以下式子的化合物I，其中A，X，R1，R3，R4，R5，R6，R7，R8和R9的定义在说明书中提供。式I的化合物对于治疗与γ-分泌酶活性相关的疾病，包括阿尔茨海默病，是有用的。