5-(3,5-dimethylphenoxy)pentanoic acid | 87411-40-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(3,5-dimethylphenoxy)pentanoic acid
• CAS: 87411-40-3
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: XWFXFTBJQPCLBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(3,5-dimethylphenoxy)pentanoic acid 在 lithium aluminium tetrahydride 、 草酰氯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 94.0h， 生成 N-(cyclopentylmethyl)-5-(3,5-dimethylphenoxy)pentan-1-amine
  参考文献：
  名称：

  The Cyclopentyl Group, As a Small but Bulky Terminal Group, Allows Rapid and Efficient Active Transport

  摘要：

  Secondary ammonium salts bearing a cyclopentyl terminal group rapidly formed pseudorotaxane with 1.5 equiv of DB24C8. Acylation of the pseudorotaxane with 50 equiv of benzoyl chloride in the presence of 50 equiv of triethylamine in toluene afforded rotaxane, the product of active transport, in 95% yield. The cyclopentyl group is small enough to allow rapid formation of pseudorotaxane, and bulky enough to facilitate the quantitative active transport by steric repulsion.

  DOI：

  10.1021/ol5031469
• 作为产物：
  描述：

  5-溴戊酸 在 对甲苯磺酸一水合物 、 potassium carbonate 、 potassium hydroxide 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 8.75h， 生成 5-(3,5-dimethylphenoxy)pentanoic acid
  参考文献：
  名称：

  The Cyclopentyl Group, As a Small but Bulky Terminal Group, Allows Rapid and Efficient Active Transport

  摘要：

  Secondary ammonium salts bearing a cyclopentyl terminal group rapidly formed pseudorotaxane with 1.5 equiv of DB24C8. Acylation of the pseudorotaxane with 50 equiv of benzoyl chloride in the presence of 50 equiv of triethylamine in toluene afforded rotaxane, the product of active transport, in 95% yield. The cyclopentyl group is small enough to allow rapid formation of pseudorotaxane, and bulky enough to facilitate the quantitative active transport by steric repulsion.

  DOI：

  10.1021/ol5031469

文献信息

• Mitochondria-targeted antioxidant prodrugs and methods of use
  申请人：Anders Marion W.

  公开号：US20100168198A1

  公开（公告）日：2010-07-01

  The present invention is a mitochondria-targeted antioxidant prodrug useful for the prevention or treatment of diseases or conditions associated with mitochondrial dysfunction resulting from changes in the mitochondrial redox environment. Antioxidant prodrugs of the invention are produced by modifying an antioxidant to a fatty acid so that the resulting prodrug is targeted to and activated by an enzyme of mitochondrial fatty acid beta-oxidation.

  本发明是一种线粒体靶向抗氧化剂前药，用于预防或治疗与线粒体氧化还原环境变化导致的线粒体功能障碍有关的疾病或病症。该发明的抗氧化剂前药是通过将抗氧化剂改性为脂肪酸而产生的，从而使得产生的前药能够靶向并被线粒体脂肪酸β-氧化酶激活。
• US8470861B2
  申请人：——

  公开号：US8470861B2

  公开（公告）日：2013-06-25
• The Cyclopentyl Group, As a Small but Bulky Terminal Group, Allows Rapid and Efficient Active Transport
  作者：Junya Nishiyama、Yoshimasa Makita、Nobuhiro Kihara

  DOI：10.1021/ol5031469

  日期：2015.1.2

  Secondary ammonium salts bearing a cyclopentyl terminal group rapidly formed pseudorotaxane with 1.5 equiv of DB24C8. Acylation of the pseudorotaxane with 50 equiv of benzoyl chloride in the presence of 50 equiv of triethylamine in toluene afforded rotaxane, the product of active transport, in 95% yield. The cyclopentyl group is small enough to allow rapid formation of pseudorotaxane, and bulky enough to facilitate the quantitative active transport by steric repulsion.