1-[3-(4-Hydroxyphenyl)propyl]-2-mercaptoimidazole | 95333-65-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-[3-(4-Hydroxyphenyl)propyl]-2-mercaptoimidazole
• 英文别名: 1-[3-(4-Hydroxyphenyl)-propyl]-2-mercaptoimidazole；3-[3-(4-hydroxyphenyl)propyl]-1H-imidazole-2-thione
• CAS: 95333-65-6
• 化学式: C₁₂H₁₄N₂OS
• 分子量: 234.322
• InChiKey: CUGJJJHGRSSKCA-UHFFFAOYSA-N

物化性质

• 沸点：
  401.5±47.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  67.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-[3-(4-Methoxyphenyl)-propyl]-2-mercaptoimidazole 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 1-[3-(4-Hydroxyphenyl)propyl]-2-mercaptoimidazole
  参考文献：
  名称：

  Dopamine-.beta.-hydroxylase inhibitors

  摘要：

  具有以下结构式##STR1##的强效DBH抑制剂可用于抑制哺乳动物中的DBH活性。

  公开号：

  US04992459A1

文献信息

• Dopamine-beta-hydroxylase inhibitors
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0125033A1

  公开（公告）日：1984-11-14

  Compounds of formula:- wherein X is -H, -OH, halogen, C1-48alkyl, -CN, NO2, -SO2NH2, -CO2H, -CONH2, -CHO, -CH2OH. -CF3, -OCH3, -SO2C1-4alkyl, -SO2C1-4fluoroalkyl, or-CO2C1-4alkyl or any accessible combination thereof up to four substituents; Y is -H, -OH, halogen, C1-4alkyl, -CN, -NOz, -SO2NH2, -COzH, -CONH2, -CHO, -CHzOH, -CF3, -SO2C1-4alkyl, -SO2C1-4afiuoroalkyl, or -CO2C1-4alkyl; and R is -H or C1-4alkyl; and, n is 0-4, intermediates and processes for their preparation, pharmaceutical compositions containing them and their use in inhibiting DBH activity in mammals are described.

  式中化合物 式中 X是-H、-OH、卤素、C1-48烷基、-CN、NO2、-SO2NH2、-CO2H、-CONH2、-CHO、-CH2OH。-CF3、-OCH3、-SO2C1-4烷基、-SO2C1-4氟烷基或-CO2C1-4烷基或其中最多四个取代基的任何可获得的组合； Y 是-H、-OH、卤素、C1-4烷基、-CN、-NOz、-SO2NH2、-COzH、-CONH2、-CHO、-CHzOH、- 、-SO2C1-4烷基、-SO2C1-4氟烷基或-CO2C1-4烷基；以及 R 是-H 或 C1-4 烷基；以及 n 为 0-4、 所述中间体及其制备工艺、含有这些中间体的药物组合物以及它们在抑制哺乳动物体内 DBH 活性方面的用途。
• Dopamine-Beta-hydroxylase inhibitors
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP0260814A1

  公开（公告）日：1988-03-23

  Potent DBH inhibitors having the formula be used to inhibit DBH activity in mammals.

  具有以下式子的强效 DBH 抑制剂 用于抑制哺乳动物体内的 DBH 活性。
• Multisubstrate inhibitors of dopamine .beta.-hydroxylase. 1. Some 1-phenyl and 1-phenyl-bridged derivatives of imidazole-2-thione
  作者：Lawrence I. Kruse、Carl Kaiser、Walter E. DeWolf、James S. Frazee、Eleanor Garvey、Eileen L. Hilbert、Wayne A. Faulkner、Kathryn E. Flaim、John L. Sawyer、Barry A. Berkowitz

  DOI：10.1021/jm00162a008

  日期：1986.12

  The synthesis and characterization of some 1-(phenylalkyl)imidazole-2-thiones as a novel class of "multisubstrate" inhibitors of dopamine beta-hydroxylase (DBH) are described. These inhibitors incorporate structural features that resemble both tyramine and oxygen substrates, and as evidenced by steady-state kinetics, they appear to bind both the phenethylamine binding site and the active site copper atom(s) in DBH. A series of structural congeners that incorporate different bridging chain lengths between the phenyl ring (dopamine mimic) and the imidazole-2-thione group (oxygen mimic) define the optimum distance for inhibitory potency and the likely intersite distance in the DBH active site. Additional bridging analogues were prepared to determine the active site bulk tolerance and the effects of heteroatom replacement.
• Intermediates useful in the preparation of dopamine-beta-hydroxylase inhibitors
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP0212066B1

  公开（公告）日：1990-11-22
• DOPAMINE- -HYDROXYLASE INHIBITORS
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0288488A1

  公开（公告）日：1988-11-02