4-[2'-Carbomethoxy-4'-(m-chlorophenylmethyloxy)phenoxy]butyronitrile | 162011-14-5

• 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: 4-[2'-Carbomethoxy-4'-(m-chlorophenylmethyloxy)phenoxy]butyronitrile
• 英文别名: 5-(3-Chloro-benzyloxy)-2-(3-cyano-propoxy)-benzoic acid methyl ester；methyl 5-[(3-chlorophenyl)methoxy]-2-(3-cyanopropoxy)benzoate
• CAS: 162011-14-5
• 化学式: C₁₉H₁₈ClNO₄
• 分子量: 359.809
• InChiKey: ZPPZLSRIOAVXIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  534.399±45.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.237±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[2'-Carbomethoxy-4'-(m-chlorophenylmethyloxy)phenoxy]butyronitrile 在 lithium aluminium tetrahydride 、 Celite 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 4-[2'-Formyl-4'-(m-chlorophenylmethyloxy)phenoxy]butyronitrile
  参考文献：
  名称：

  Alkylbenzyl ethers of hydroquinones as monoamine oxidase B inhibitors

  摘要：

  A series of alkylbenzylethers of substituted hydroquinone analogs of 4-(3-chlorophenyl methyloxy)-phenoxybutyronitrile I, and alcohol II were synthesized as monoamine oxidase (MAO) inhibitors. Incorporation of electron-withdrawing groups on the hydroquinone afforded compounds with higher levels of activity and selectivity than I or II for MAO B inhibition.

  DOI：

  10.1016/0960-894x(95)00561-7
• 作为产物：
  描述：

  2,5-二羟基苯甲酸甲酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 32.0h， 生成 4-[2'-Carbomethoxy-4'-(m-chlorophenylmethyloxy)phenoxy]butyronitrile
  参考文献：
  名称：

  Alkylbenzyl ethers of hydroquinones as monoamine oxidase B inhibitors

  摘要：

  A series of alkylbenzylethers of substituted hydroquinone analogs of 4-(3-chlorophenyl methyloxy)-phenoxybutyronitrile I, and alcohol II were synthesized as monoamine oxidase (MAO) inhibitors. Incorporation of electron-withdrawing groups on the hydroquinone afforded compounds with higher levels of activity and selectivity than I or II for MAO B inhibition.

  DOI：

  10.1016/0960-894x(95)00561-7

文献信息

• Alkyl and alkylbenzyl ethers of substituted hydroquinones
  申请人：The Du Pont Merck Pharmaceutical Company

  公开号：US05380755A1

  公开（公告）日：1995-01-10

  The present invention provides alkyl and alkylbenzyl ethers of substituted hydroquinones and pharmaceutical compositions containing them. The present invention further provides methods of using these compounds and compositions to inhibit monoamine oxidase, particularly monoamine oxidase B. The present invention further provides methods for the treatment of diseases involving monoamine oxidase.

  本发明提供了取代羟基苯乙烷基醚和烷基醚以及含有它们的药物组合物。本发明还提供了使用这些化合物和组合物来抑制单胺氧化酶，特别是单胺氧化酶B的方法。本发明还提供了治疗涉及单胺氧化酶的疾病的方法。
• TREATMENT AND PREVENTION OF NEURODEGENERATIVE DISEASES
  申请人：Oryzon Genomics SA

  公开号：EP2195029A2

  公开（公告）日：2010-06-16
• US5380755A
  申请人：——

  公开号：US5380755A

  公开（公告）日：1995-01-10
• [EN] TREATMENT AND PREVENTION OF NEURODEGENERATIVE DISEASES<br/>[FR] TRAITEMENT ET PRÉVENTION DE MALADIES NEURODÉGÉNÉRATIVES
  申请人：ORYZON GENOMICS SA

  公开号：WO2009027349A2

  公开（公告）日：2009-03-05

  The treatment and prevention of neurodegenerative diseases by repression of the transcriptional complex that silences the promoter of the UCHL1 gene.
• Alkylbenzyl ethers of hydroquinones as monoamine oxidase B inhibitors
  作者：Argyrios G. Arvanitis、Everett L. Scholfield、Dimitri Grigoriadis、Peter G. Heytler、Jack Bowdle、Robert J. Chorvat

  DOI：10.1016/0960-894x(95)00561-7

  日期：1996.1

  A series of alkylbenzylethers of substituted hydroquinone analogs of 4-(3-chlorophenyl methyloxy)-phenoxybutyronitrile I, and alcohol II were synthesized as monoamine oxidase (MAO) inhibitors. Incorporation of electron-withdrawing groups on the hydroquinone afforded compounds with higher levels of activity and selectivity than I or II for MAO B inhibition.