trans-3-(2,4-dichlorophenyl)-4-phenyl-2-piperidone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: trans-3-(2,4-dichlorophenyl)-4-phenyl-2-piperidone
• 英文别名: (3S,4S)-3-(2,4-dichlorophenyl)-4-phenylpiperidin-2-one
• 化学式: C₁₇H₁₅Cl₂NO
• 分子量: 320.218
• InChiKey: HLLOZSBQANYITH-CJNGLKHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trans-3-(2,4-dichlorophenyl)-4-phenyl-2-piperidone 在 硼烷 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 3-(2,4-dichlorophenyl)-4-phenylpiperidine trans
  参考文献：
  名称：

  Synthèses et activités psychotropes de 3,4-diarylpipéridines. Corrélation structure-activité et recherche d'une activité antihypertensive

  摘要：

  Interesting psychotropic properties (psychostimulant, anti-depressant) were shown for a series of 3,4-diarylpiperidines. Optimization of these properties was obtained by Topliss method for determining the structure-activity relationship. Anti-depressant activity with little psychostimulant effect was observed in Mice and Rats with the trans 4-(4-tri-fluoromethylphenyl)-3-phenyl piperidine. Antihypertensive activity was not found among dopamine chained piperdines. Synthesis, relative configuration and conformation, pharmacologic study of 3,4-diarylpiperidines are described.

  DOI：

  10.1016/0223-5234(91)90209-6
• 作为产物：
  描述：

  2-(2,4-dichlorophenyl)-4-cyano-3-phenylbutanoate d'ethyle 在 platinum on activated charcoal 氢气 、 溶剂黄146 作用下， 以 xylene 为溶剂， 140.0 ℃ 、14.0 MPa 条件下， 反应 4.0h， 生成 trans-3-(2,4-dichlorophenyl)-4-phenyl-2-piperidone
  参考文献：
  名称：

  Synthèses et activités psychotropes de 3,4-diarylpipéridines. Corrélation structure-activité et recherche d'une activité antihypertensive

  摘要：

  Interesting psychotropic properties (psychostimulant, anti-depressant) were shown for a series of 3,4-diarylpiperidines. Optimization of these properties was obtained by Topliss method for determining the structure-activity relationship. Anti-depressant activity with little psychostimulant effect was observed in Mice and Rats with the trans 4-(4-tri-fluoromethylphenyl)-3-phenyl piperidine. Antihypertensive activity was not found among dopamine chained piperdines. Synthesis, relative configuration and conformation, pharmacologic study of 3,4-diarylpiperidines are described.

  DOI：

  10.1016/0223-5234(91)90209-6

文献信息

• Drugs comprising 2,3- or 3,4-diphenyl derivatives of
  申请人：Laboratoires Hoechst S.A.

  公开号：US04785007A1

  公开（公告）日：1988-11-15

  New drugs comprising 2,3- or 3,4-diphenyl derivatives of .gamma.-nitrile-esters or the products of cyclization of the 2,3-diphenyl derivatives according to the formulae A, B and C are claimed. Process for cyclization of 2,3-diphenyl derivatives of .gamma.-nitrile-esters, new 2,3-diphenyl derivatives of .gamma.-nitrile-esters corresponding to the formulae I to VIII are claimed; new 3,4-diphenyl derivatives of the said esters coresponding to the formulae IX and X, and new 3,4-diphenylpiperidone derivatives corresponding to the specific formulae IX to XXVII are described.

  新药物包括2,3-或3,4-二苯基γ-腈酯衍生物或根据公式A、B和C的2,3-二苯基衍生物的环化产物。声明了2,3-二苯基γ-腈酯衍生物的环化过程，声称符合公式I至VIII的新2,3-二苯基γ-腈酯衍生物；声称符合公式IX和X的新3,4-二苯基酯衍生物，描述了符合特定公式IX至XXVII的新3,4-二苯基哌啶酮衍生物。
• US4785007A
  申请人：——

  公开号：US4785007A

  公开（公告）日：1988-11-15
• Synthèses et activités psychotropes de 3,4-diarylpipéridines. Corrélation structure-activité et recherche d'une activité antihypertensive
  作者：S Petit、JP Nallet、M Guillard、J Dreux、R Chermat、M Poncelet、C Bulach、P Simon、C Fontaine、M Barthelmebs、JL Imbs

  DOI：10.1016/0223-5234(91)90209-6

  日期：1991.1

  Interesting psychotropic properties (psychostimulant, anti-depressant) were shown for a series of 3,4-diarylpiperidines. Optimization of these properties was obtained by Topliss method for determining the structure-activity relationship. Anti-depressant activity with little psychostimulant effect was observed in Mice and Rats with the trans 4-(4-tri-fluoromethylphenyl)-3-phenyl piperidine. Antihypertensive activity was not found among dopamine chained piperdines. Synthesis, relative configuration and conformation, pharmacologic study of 3,4-diarylpiperidines are described.