[4-(3-氯苯基)哌嗪-1-基]-苯基甲酮 | 20011-17-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: [4-(3-氯苯基)哌嗪-1-基]-苯基甲酮
• 英文名称: (4-(3-chlorophenyl)piperazin-1-yl)(phenyl)methanone
• 英文别名: 1-benzoyl-4-(3-chloro-phenyl)-piperazine；1-Benzoyl-4-(3-chlor-phenyl)-piperazin；[4-(3-Chlorophenyl)piperazin-1-yl]-phenylmethanone
• CAS: 20011-17-0
• 化学式: C₁₇H₁₇ClN₂O
• 分子量: 300.788
• InChiKey: YBPFUQMJALVNAF-UHFFFAOYSA-N

物化性质

• 沸点：
  482.9±40.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 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：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氯苯胺 在 sodium hydroxide 作用下， 生成 [4-(3-氯苯基)哌嗪-1-基]-苯基甲酮
  参考文献：
  名称：

  Derivatives of Piperazine. XXIV. Synthesis of 1-Arylpiperazines and Amino Alcohol Derivatives

  摘要：

  DOI：

  10.1021/ja01636a034

文献信息

• Arylpiperazines for Management of Benign Prostatic Hyperplasia: Design, Synthesis, Quantitative Structure−Activity Relationships, and Pharmacokinetic Studies
  作者：Amit Sarswat、Rajeev Kumar、Lalit Kumar、Nand Lal、Smriti Sharma、Yenamandra S. Prabhakar、Shailendra K. Pandey、Jawahar Lal、Vikas Verma、Ashish Jain、Jagdamba P. Maikhuri、Diwakar Dalela、Kirti、Gopal Gupta、Vishnu L. Sharma

  DOI：10.1021/jm101163m

  日期：2011.1.13

  A series of 27 aryl/heteroaryl/aralkyl/aroyl piperazines were synthesized, and most of these compounds reduced prostate weight of mature rats by 15-47% Three compounds, 10, 12, and 18, had better activity profile (reduced prostate weight by 47%, 43%, and 39%, respectively) than the standard drug flutamide (24% reduction) QSAR suggested structures with more cyclic and branched moieties, increased topological separation of 0 and N therein, and reduced solvation connectivity index for better activity Pharmacokinetic study with compound 10 at an oral dose of 10 0 mg/kg indicated good absorption, negligible extrahepatic elimination, and rapid distribution to the target organ (prostate) but restricted entry through the blood brain barrier A 10-fold decrease in PSA and 15-fold increase in ER-beta gene expressions of human prostate cancer cells (LNCaP) by compound 10 in vitro indicated AR and ER-beta mediated actions The findings may stimulate further explorations of identified lead for the management of benign prostatic hyperplasia
• Derivatives of Piperazine. XXIV. Synthesis of 1-Arylpiperazines and Amino Alcohol Derivatives
  作者：C. B. Pollard、Thomas H. Wicker

  DOI：10.1021/ja01636a034

  日期：1954.4