1-benzyloxy-2,3,4-trifluorobenzene | 392309-26-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-benzyloxy-2,3,4-trifluorobenzene
• 英文别名: 1-(Benzyloxy)-2,3,4-trifluorobenzene；1,2,3-trifluoro-4-phenylmethoxybenzene
• CAS: 392309-26-1
• 化学式: C₁₃H₉F₃O
• mdl: MFCD26684406
• 分子量: 238.209
• InChiKey: PCEWMCPZCWGCIT-UHFFFAOYSA-N

物化性质

• 沸点：
  298.4±35.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzyloxy-2,3,4-trifluorobenzene 在 10% palladium on active carbon 4-二甲氨基吡啶 、 正丁基锂 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  摘要：

  The synthesis, transition temperatures and chiral properties of a range of novel achiral and racemic liquid crystals with a bent molecular shape containing a 1,5-disubstituted 2,3,4-trifluorophenyl moiety are detailed in the context of the recently popular research topic of banana-shaped liquid crystals. The work represents a speculative extension of research into ferroelectric host materials with high dielectric biaxiality, and some interesting results are discussed. Notably, some achiral materials generate a columnar mesophase where the molecules are tilted within the columns, allowing the generation of chirality, other achiral materials exhibit a 'conventional' mesomorphism in the form of a smectic C phase, but an equal number of oppositely handed regions are generated. A racemic material generates an unidentified smectic phase, which exhibits chiral properties of single handedness despite the racemic nature.

  DOI：

  10.1039/b102988f
• 作为产物：
  描述：

  2,3,4-三氟苯酚 、 溴甲苯 在 sodium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以90.7%的产率得到1-benzyloxy-2,3,4-trifluorobenzene
  参考文献：
  名称：

  [EN] BENZOHETEROCYCLIC COMPOUNDS AND USE THEREOF
  [FR] COMPOSÉS BENZOHÉTÉROCYCLIQUES ET LEUR UTILISATION

  摘要：

  公开了式（I）的化合物及其药学上接受的盐和前药，其中R1、R2、R3、R4、R5、R6、X1和X2中的每一个如描述中所定义。这些化合物是蛋白激酶抑制剂，特别是Mek的抑制剂，对哺乳动物的癌症和炎症治疗有用。公开了治疗哺乳动物的癌症和炎症的治疗方法，以及包括本文描述的化合物的药物组合物。公开了苯杂环化合物的制备。公开了潜在药物候选物的制备，如苯氧唑、苯噻唑、苯噻二唑等。

  公开号：

  WO2013107283A1

文献信息

• The dramatic influence of the location of bend and of lateral fluoro substitution on the mesomorphic properties of angular chiral esters based on a 1,3-disubstituted benzene ring
  作者：Kenneth M. Fergusson、Michael Hird

  DOI：10.1039/b923267b

  日期：——

  The synthesis and mesomorphic properties of a range of 3-ring and 4-ring chiral esters based on a 1,3-disubstituted benzene unit are detailed. These materials all deviate from the usual linear molecular architecture of liquid crystals, and hence are all angular in nature. Some of these materials have the bend right at the end of the molecule where the chain deviates from the normal linear arrangement, and hence a ‘hockey stick’ molecular architecture is perhaps an accurate description. Other materials have a genuine bent-core construction where the bend is towards the centre of the molecule, and hence are best termed as ‘boomerang’ shape. In all cases, interesting comparisons of mesophase morphology and transition temperatures were found, both between the various angular materials and with their linear analogues. In particular, the influence on transition temperatures of lateral fluoro substitution in the novel angular materials was found to be wholly different to that found in the known linear analogues. The work forms part of a larger on-going research programme to investigate the mesomorphic and chirality-dependent properties of angular liquid crystals. The research revealed that no mesomorphism in parent compounds is possible when the bend is close to the centre of the molecule, however, lateral fluoro substitution of such compounds facilitates the generation of liquid crystal phases. Where the molecular bend is as a consequence of the terminal unit at the end of the core, then surprisingly high clearing points resulted, and such materials were found to show the potential for a high tilt angle, and a strong tendency towards helical mesophases. Lateral fluoro substitution of these latter examples resulted consistently in significantly higher clearing points, which is in marked contrast to the behaviour reported previously in known liquid crystals of linear molecular architectures.

  本文详细描述了一系列基于1,3-二取代苯单元的3环和4环手性酯的合成及其介态特性。这些材料都偏离了液晶的常规线性分子结构，因此具有角度特性。其中一些材料的弯曲位于分子末端，链条偏离正常线性排列，因此可以准确描述为“曲棍球棒”分子结构。其他材料则具有真正的弯曲核结构，弯曲指向分子的中心，因此最好称为“回旋镖”形状。在所有情况下，各种角度材料之间以及与其线性类似物之间的介相形态和转变温度进行了有趣的比较。特别是，在新型角态材料中，侧向氟 substituion 对转变温度的影响与已知线性类似物中的结果有显著不同。该研究工作是一个更大正在进行的研究项目的一部分，旨在探讨角液晶的介态和手性依赖特性。研究表明，当弯曲靠近分子的中心时，母体化合物中不可能出现介态。然而，这类化合物的侧向氟替代促进了液晶相的生成。当分子的弯曲是由于核心末端的末端单元引起时，则意外地得到了高清晰度点，同时这种材料显示出高倾斜角的潜力，以及强烈的螺旋介相倾向。对这些后者例子的侧向氟替代一致性地导致了明显更高的清晰度点，这与已知线性分子结构液晶中报告的行为形成了鲜明对比。
• BENZOHETEROCYCLIC COMPOUNDS AND USE THEREOF
  申请人：TIANJIN BINJIANG PHARMA, INC.

  公开号：US20140371278A1

  公开（公告）日：2014-12-18

  Disclosed are compound of formula (I) and pharmaceutically accepted salts and prodrugs thereof, wherein each of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , X 1 and X 2 is as defined in the description. These compounds are protein kinases inhibitors, especially the inhibitors of Mek, which are useful in the treatment of cancers and inflammation of mammals. Disclosed are the treatment methods of cancers and inflammation of mammals as well as pharmaceutical compositions comprising the compounds described herein. The preparation of benzoheterocyclic compounds are disclosed. Disclosed are the preparation of potential drug candidates, such as benzooxazol, benzothiazol, benzothiadiazol and the like.

  本文披露了式(I)的化合物及其药用盐和前药，其中R1、R2、R3、R4、R5、R6、X1和X2中的每一个如描述中所定义。这些化合物是蛋白激酶抑制剂，特别是Mek的抑制剂，对哺乳动物的癌症和炎症的治疗有用。本文还披露了治疗哺乳动物癌症和炎症的方法，以及包括所述化合物的药物组合物。披露了苯杂环化合物的制备。还披露了潜在药物候选物的制备，如苯氧唑、苯噻唑、苯噻二唑等。
• Benzoheterocyclic compounds and use thereof
  申请人：SHANGHAI KECHOW PHARMA, INC.

  公开号：US09290468B2

  公开（公告）日：2016-03-22

  Disclosed are compound of formula (I) and pharmaceutically accepted salts and prodrugs thereof, wherein each of R1, R2, R3, R4, R5, R6, X1 and X2 is as defined in the description. These compounds are protein kinases inhibitors, especially the inhibitors of Mek, which are useful in the treatment of cancers and inflammation of mammals. Disclosed are the treatment methods of cancers and inflammation of mammals as well as pharmaceutical compositions comprising the compounds described herein. The preparation of benzoheterocyclic compounds are disclosed. Disclosed are the preparation of potential drug candidates, such as benzooxazol, benzothiazol, benzothiadiazol and the like.

  本发明涉及公式(I)的化合物及其药学上可接受的盐和前药，其中R1、R2、R3、R4、R5、R6、X1和X2的定义如说明书所述。这些化合物是蛋白激酶抑制剂，特别是Mek的抑制剂，可用于治疗哺乳动物的癌症和炎症。本发明还涉及治疗哺乳动物癌症和炎症的方法，以及包含所述化合物的药物组合物。公开了苯并杂环化合物的制备方法。公开了潜在的药物候选物的制备方法，例如苯并噁唑、苯并噻唑、苯并噻二唑等。
• US9290468B2
  申请人：——

  公开号：US9290468B2

  公开（公告）日：2016-03-22
• US9937158B2
  申请人：——

  公开号：US9937158B2

  公开（公告）日：2018-04-10