isobutyl 1-naphthyl sulfide | 13247-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: isobutyl 1-naphthyl sulfide
• 英文别名: 1-iso-butylsulfanylnaphthalene；1-(2-Methylpropylsulfanyl)naphthalene
• CAS: 13247-63-7
• 化学式: C₁₄H₁₆S
• 分子量: 216.347
• InChiKey: NBABFNIOSUDVLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  isobutyl 1-naphthyl sulfide 在 过氧乙酸 作用下， 以 水 为溶剂， 反应 65.0h， 生成 isobutyl (1-naphthyl)sulfoxide 、 (S)-isobutyl 1-naphthyl sulfoxide
  参考文献：
  名称：

  Asymmetric oxidation of alkyl aryl sulfides in crystalline cyclodextrin complexes

  摘要：

  Alkyl aryl sulfides were enantioselectively oxidized in the crystalline cyclodextrin (CD) complexes under various conditions. The oxidation of alkyl phenyl sulfoxides in the beta-cyclodextrin (beta-CD) complexes resulted in higher chiral induction than that in the alpha-CD complexes. Methyl 1- or 2-naphthyl sulfides were oxidized more enantioselectively in beta-CD than in gamma-CD. By changing the methyl substituent of 1-naphthyl sulfide to an isobutyl group, the reaction of the gamma-CD complex increased the chiral induction reversely. The highest optical yield, 81%, was achieved in the combination of peracetic acid and methyl 1-naphthyl sulfide in the crystalline beta-CD complex suspended in water at the oxidizing condition of 0-degrees-C under nitrogen, which afforded the formation of the (S)-(-)-sulfoxide in high chemical yield without formation of sulfone. The binding constants, K (M-1), were not reflected on the chiral induction for the oxidation with the crystalline CD complexes.

  DOI：

  10.1021/jo00013a010

文献信息

• [EN] ALLOSTERIC BINDING COMPOUNDS<br/>[FR] COMPOSÉS DE LIAISON ALLOSTÉRIQUES
  申请人：UNIV AARHUS

  公开号：WO2010094289A1

  公开（公告）日：2010-08-26

  The present invention relates to allosteric binding compounds of formula (I), especially for the treatment of CNS disorders, together with pharmaceutical compositions and methods of treatment including these compounds.

  本发明涉及具有公式(I)的变构结合化合物，尤其用于治疗中枢神经系统疾病，以及包含这些化合物的药物组合物和治疗方法。
• ALLOSTERIC BINDING COMPOUNDS
  申请人：Neubauer Henrik Amtoft

  公开号：US20120095048A1

  公开（公告）日：2012-04-19

  The present invention relates to allosteric binding compounds of formula (I), especially for the treatment of CNS disorders, together with pharmaceutical compositions and methods of treatment including these compounds.

  本发明涉及具有公式(I)的变构结合化合物，尤其用于治疗中枢神经系统疾病，以及包含这些化合物的药物组合物和治疗方法。