1-[4-(4-Chlorophenyl)sulfanylphenoxy]-3-(propan-2-ylamino)propan-2-ol | 64956-84-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-[4-(4-Chlorophenyl)sulfanylphenoxy]-3-(propan-2-ylamino)propan-2-ol
• 英文别名: 1-[4-(4-chlorophenyl)sulfanylphenoxy]-3-(propan-2-ylamino)propan-2-ol
• CAS: 64956-84-9
• 化学式: C₁₈H₂₂ClNO₂S
• 分子量: 351.897
• InChiKey: HNJVNQAPIMPKQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[4-(4-Chlorophenyl)sulfanylphenoxy]-3-(propan-2-ylamino)propan-2-ol 在 sodium periodate 作用下， 以 甲醇 为溶剂， 生成 1-[4-(4-Chlorophenyl)sulfinylphenoxy]-3-(propan-2-ylamino)propan-2-ol
  参考文献：
  名称：

  Linked aryl aryloxypropanolamines as a new class of lipid catabolic agents

  摘要：

  The synthesis of a series of stilbene, biaryl, tolane, diaryl ether, sulfide, sulfoxide, and sulfone oxypropanolamines as potential antiobesity agents is described. These compounds were evaluated in a mouse lipid catabolism screen, and the more active members of the series, 4, 57, and 58, were further investigated in rats and dogs. 1-(2,6-Ditert-butyl-4-trans-styrylphenoxy)-3-isopropylamino-2-propanol (4) possessed considerable lipid catabolic activity in mice and caused a significant reduction in the body weight of rats after 5 weeks and of dogs after 6 weeks. Only hematological irregularities in a chronic toxicity study precluded further development of this compound as an alternative antiobesity treatment.

  DOI：

  10.1021/jm00200a008
• 作为产物：
  描述：

  4-((4-chlorophenyl)thio)phenol 、 异丙胺 、 环氧氯丙烷 生成 1-[4-(4-Chlorophenyl)sulfanylphenoxy]-3-(propan-2-ylamino)propan-2-ol
  参考文献：
  名称：

  Linked aryl aryloxypropanolamines as a new class of lipid catabolic agents

  摘要：

  The synthesis of a series of stilbene, biaryl, tolane, diaryl ether, sulfide, sulfoxide, and sulfone oxypropanolamines as potential antiobesity agents is described. These compounds were evaluated in a mouse lipid catabolism screen, and the more active members of the series, 4, 57, and 58, were further investigated in rats and dogs. 1-(2,6-Ditert-butyl-4-trans-styrylphenoxy)-3-isopropylamino-2-propanol (4) possessed considerable lipid catabolic activity in mice and caused a significant reduction in the body weight of rats after 5 weeks and of dogs after 6 weeks. Only hematological irregularities in a chronic toxicity study precluded further development of this compound as an alternative antiobesity treatment.

  DOI：

  10.1021/jm00200a008

文献信息

• Linked aryl aryloxypropanolamines as a new class of lipid catabolic agents
  作者：Michael T. Cox、Stuart E. Jaggers、Geraint Jones

  DOI：10.1021/jm00200a008

  日期：1978.2

  The synthesis of a series of stilbene, biaryl, tolane, diaryl ether, sulfide, sulfoxide, and sulfone oxypropanolamines as potential antiobesity agents is described. These compounds were evaluated in a mouse lipid catabolism screen, and the more active members of the series, 4, 57, and 58, were further investigated in rats and dogs. 1-(2,6-Ditert-butyl-4-trans-styrylphenoxy)-3-isopropylamino-2-propanol (4) possessed considerable lipid catabolic activity in mice and caused a significant reduction in the body weight of rats after 5 weeks and of dogs after 6 weeks. Only hematological irregularities in a chronic toxicity study precluded further development of this compound as an alternative antiobesity treatment.