p-(2-[(2-hydroxy-3-phenoxypropyl)amino]ethoxy)phenol | 107332-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: p-(2-[(2-hydroxy-3-phenoxypropyl)amino]ethoxy)phenol
• 英文别名: 4-(2-(2-hydroxy-3-phenoxypropylamino)ethoxy)phenol；p-(2-[2-hydroxy-3-phenoxypropylamino]-ethoxy)phenol；4-[2-[(2-Hydroxy-3-phenoxypropyl)amino]ethoxy]phenol
• CAS: 107332-59-2
• 化学式: C₁₇H₂₁NO₄
• 分子量: 303.358
• InChiKey: UZXVGUJZKPSFLL-UHFFFAOYSA-N

物化性质

• 沸点：
  512.5±50.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  71
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  p-(2-[(2-hydroxy-3-phenoxypropyl)amino]ethoxy)phenol 、 2,6-二甲基氯代乙酰苯胺 在 sodium hydride 作用下， 生成 N-(2,6-dimethylphenyl)-2-[4-[2-[(2-hydroxy-3-phenoxypropyl)amino]ethoxy]phenoxy]acetamide
  参考文献：
  名称：

  Selective .beta.3-adrenergic agonists of brown adipose tissue and thermogenesis. 1. [4-[2-[(2-Hydroxy-3-phenoxypropyl)amino]ethoxy]phenoxy]acetates

  摘要：

  The ester methyl [4-[2-[(2-hydroxy-3-phenoxypropyl)amino]ethoxy]phenoxy]acetate (8) has been identified as the most interesting member of a series of selective beta-3-adrenergic agonists of brown adipose tissue and thermogenesis in the rat. In vivo it acts mainly via the related acid 10. Potency was generally markedly reduced by placing substituents on the phenyl ring of the phenoxypropanolamine unit of 8; only the 2-fluoro analogue 16 had comparable potency to 8. Other structure-activity relationships are discussed. Further testing of 8 (ICI 198157) has shown that in the rat it stimulates the beta-3-adrenergic receptor in brown adipose tissue at doses lower than those at which it affects beta-1 and beta-2 adrenergic receptors in other tissues. It increases metabolic rate, as judged by an increase in oxygen consumption, and in the genetically obese Zucker rat it causes a reduced rate of weight gain. This class of compound may be useful in the treatment of obesity in man.

  DOI：

  10.1021/jm00088a009

文献信息

• Amide derivatives
  申请人：Imperial Chemical Industries PLC

  公开号：US04927836A1

  公开（公告）日：1990-05-22

  The invention concerns novel phenoxyacetic acid amide derivatives of the formula I (and pharmaceutically acceptable salts thereof) in which R.sup.1 is hydrogen or fluoro, R.sup.2 is phenyl, cycloalkyl, alkyl or alkenyl as defined herein, and R.sup.3 is hydrogen, methyl or ethyl, or R.sup.2 and R.sup.3 together form polymethylene as defined herein. The invention also includes pharmaceutical compositions containing the amide derivatives, means for the manufacture of the said derivatives and for their use in the treatment of obesity and related conditions and/or in the manufacture of novel medicaments.

  该发明涉及公式I的新颖苯氧乙酸酰胺衍生物（及其药用可接受的盐），其中R.sup.1为氢或氟，R.sup.2为苯基，环烷基，烷基或烯基，如本文所定义，R.sup.3为氢，甲基或乙基，或R.sup.2和R.sup.3共同形成聚亚甲基，如本文所定义。该发明还包括含有酰胺衍生物的药物组合物，用于制造所述衍生物的手段，以及用于治疗肥胖和相关疾病和/或制造新型药物的用途。
• Phenoxypropanolamine compounds
  申请人：Imperial Chemical Industries PLC

  公开号：US05187190A1

  公开（公告）日：1993-02-16

  Compounds of the formula (I): ##STR1## wherein R.sup.1 is hydrogen or fluoro and R.sup.2 is hydrogen or C1-6 alkyl and salts thereof are described as agents for the treatment of obesity and related conditions. Processes for their preparation and intermediates are described.

  化学式（I）的化合物：##STR1## 其中R.sup.1为氢或氟，R.sup.2为氢或C1-6烷基，以及它们的盐被描述为治疗肥胖症及相关疾病的药物。描述了它们的制备过程和中间体。
• Phenyl ethers
  申请人：Imperial Chemical Industries PlC

  公开号：US04772631A1

  公开（公告）日：1988-09-20

  The invention concerns a series of novel phenoxyacetic acid ethers (and pharmaceutically acceptable salts thereof) of the formula I in which R.sup.1 is H or F, R.sup.2 and R.sup.3 are H or (1-3C)alkyl, Z is CH.sub.2 OH or a group --CO.R.sup.4 in which R.sup.4 is OH, NH.sub.2 or (1-6C)alkoxy. The invention also includes pharmaceutical compositions for use in treating obesity and related conditions and provides processes for the manufacture of the novel ethers.

  本发明涉及一系列新型苯氧基乙酸醚（及其药学上可接受的盐），其化学式为I式，其中R.sup.1为H或F，R.sup.2和R.sup.3为H或（1-3C）烷基，Z为CH.sub.2 OH或一个--CO.R.sup.4基团，其中R.sup.4为OH，NH.sub.2或（1-6C）烷氧基。本发明还包括用于治疗肥胖和相关疾病的制药组合物，并提供了制造新型醚的方法。
• 2-Hydroxy-3-phenoxypropylamino compounds
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0427480A1

  公开（公告）日：1991-05-15

  Compounds of the formula (I): wherein R¹ is hydrogen or fluoro and R² is hydrogen or C1-6 alkyl and salts thereof are described as agents for the treatment of obesity and related conditions. Processes for their preparation and intermediates are described.

  式 (I) 的化合物： 其中 R¹ 为氢或氟，R² 为氢或 C1-6 烷基及其盐被描述为治疗肥胖症及相关疾病的药物。此外，还介绍了其制备工艺和中间体。
• 2-Hydroxy-3-phenoxypropyl amines
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0210849B1

  公开（公告）日：1990-08-29