4-(tetrahydropyran-2-yloxy)-3-bromobenzonitrile | 1123659-39-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(tetrahydropyran-2-yloxy)-3-bromobenzonitrile
• 英文别名: 3-bromo-4-(tetrahydro-2H-pyran-2-yloxy)benzonitrile；3-Bromo-4-(tetrahydropyran-2-yloxy)-benzonitrile；3-bromo-4-(oxan-2-yloxy)benzonitrile
• CAS: 1123659-39-1
• 化学式: C₁₂H₁₂BrNO₂
• 分子量: 282.137
• InChiKey: ORHVYRUNPFZDQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(tetrahydropyran-2-yloxy)-3-bromobenzonitrile 在 四(三苯基膦)钯 吡啶 、 4-甲基苯磺酸吡啶 、 sodium carbonate 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 反应 96.0h， 生成 2-(pyridin-4-yl)-4'-(quinolin-2-ylmethoxy)biphenyl-4-carbonitrile
  参考文献：
  名称：

  [EN] DI-SUBSTITUTED PHENYL COMPOUNDS AS PHOSPHODIESTERASE 10 INHIBITORS
  [FR] COMPOSÉS PHÉNYLES DISUBSTITUÉS

  摘要：

  公开号：

  WO2009158467A3
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 3-溴-4-羟基氰苯 在 4-甲基苯磺酸吡啶 silica gel 、 乙酸乙酯 、 正庚烷 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以to give 3-bromo-4-(tetrahydro-2H-pyran-2-yloxy)benzonitrile (4.90 g) as a white solid的产率得到4-(tetrahydropyran-2-yloxy)-3-bromobenzonitrile
  参考文献：
  名称：

  DI-SUBSTITUTED PHENYL COMPOUNDS

  摘要：

  本文描述了抑制磷酸二酯酶10的双取代苯化合物，以及这些化合物在治疗哺乳动物，包括人类的中枢神经系统（CNS）疾病和其他可能影响CNS功能的疾病中的制备方法、制药组合物、制药制剂和制药用途。此外，本文还涉及治疗神经、神经退行性和精神障碍的方法，包括但不限于那些包括认知缺陷或精神分裂症状的方法。

  公开号：

  US20110224204A1

文献信息

• Synthesis of C-linked immobilized analogs of aloisine A by ‘click’ chemistry
  作者：Rose Haddoub、David Gueyrard、Peter G. Goekjian

  DOI：10.1016/j.tetlet.2008.11.051

  日期：2009.2

  An efficient approach for the immobilization of a series of analogs of aloisine A, an in vitro inhibitor of protein kinases, to polymeric supports via a [3+2] cycloaddition reaction is reported. (C) 2008 Elsevier Ltd. All rights reserved.
• Identification of potential cellular targets of aloisine A by affinity chromatography
  作者：Caroline Corbel、Rose Haddoub、Damien Guiffant、Olivier Lozach、David Gueyrard、Jérôme Lemoine、Morgane Ratin、Laurent Meijer、Stéphane Bach、Peter Goekjian

  DOI：10.1016/j.bmc.2009.06.024

  日期：2009.8

  Affinity chromatography was used to identify potential cellular targets of aloisine A (7-n-butyl-6-(4'-hydroxyphenyl)-5H-pyrrolo[2,3b]pyrazine), a potent inhibitor of cyclin-dependent kinases. This technique is based on the immobilization of the drug on a solid matrix, followed by identification of specifically bound proteins. To this end, both aloisine A and the protein-kinase inactive control N-methyl aloisine, bearing extended linker chains have been synthesized. We present the preparation of such analogues having the triethylene glycol chain at different positions of the molecule, as well as their immobilization on an agarose-based matrix. Affinity chromatography of various biological extracts on the aloisine matrices allowed the identification of both protein kinases and non-kinase proteins as potential cellular targets of aloisine. (C) 2009 Elsevier Ltd. All rights reserved.
• DI-SUBSTITUTED PHENYL COMPOUNDS AS PHOSPHODIESTERASE 10 INHIBITORS
  申请人：Envivo Pharmaceuticals, Inc.

  公开号：EP2297131A2

  公开（公告）日：2011-03-23
• [EN] DI-SUBSTITUTED PHENYL COMPOUNDS<br/>[FR] COMPOSÉS PHÉNYLES DISUBSTITUÉS
  申请人：ENVIVO PHARMACEUTICALS INC

  公开号：WO2009158467A2

  公开（公告）日：2009-12-30

  Di-substituted phenyl compounds which are inhibitors of phosphodiesterase 10 are described as are processes, pharmaceutical compositions, pharmaceutical preparations and pharmaceutical use of the compounds in the treatment of mammals, including human(s) for central nervous system (CNS) disorders and other disorders which may affect CNS function. The disclosure also relates to methods for treating neurological, neurodegenerative and psychiatric disorders including but not limited to those comprising cognitive deficits or schizophrenic symptoms.