1-[2-(pyridin-2-yl)phenyl]piperazine | 1265591-57-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[2-(pyridin-2-yl)phenyl]piperazine
• 英文别名: 1-(2-Pyridylphenyl)piperazine；1-(2-pyridin-2-ylphenyl)piperazine
• CAS: 1265591-57-8
• 化学式: C₁₅H₁₇N₃
• 分子量: 239.32
• InChiKey: PNZUVNJWUDPWIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  28.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 8-chloro-6,7-difluoro-4-oxo-1-[4-(pyrrolidin-1-ylmethyl)phenyl]-1,4-dihydroquinoline-3-carboxylate 、 1-[2-(pyridin-2-yl)phenyl]piperazine 、 N,N-二异丙基乙胺 在 异丙醇 作用下， 以 二甲基亚砜 为溶剂， 反应 32.0h， 以to give 2.62 g of desired product (66% yield)的产率得到ethyl 8-chloro-6-fluoro-4-oxo-7-(4-pyridin-2-ylpiperazin-1-yl)-1-[4-(pyrrolidin-1-ylmethyl)phenyl]-1,4-dihydroquinoline-3-carboxylate
  参考文献：
  名称：

  Quinolone Carboxylic Acid Derivatives for Treatment of Hyperproliferative Conditions

  摘要：

  公开了式(I)的喹诺酮羧酸衍生物，其中Ar是可选择性地取代的苯基，吡啶基或嘧啶基，取代基R1，R4，R10，R11，R19和R20如规范中所定义，以及包含它们的制药组合物和在治疗增生性疾病如癌症中使用它们的方法。

  公开号：

  US20070213339A1
• 作为产物：
  描述：

  2-(2-硝基苯基)吡啶 在 palladium 10% on activated carbon 、 甲酸铵 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 为溶剂， 反应 48.0h， 生成 1-[2-(pyridin-2-yl)phenyl]piperazine
  参考文献：
  名称：

  Investigations on the 1-(2-Biphenyl)piperazine Motif: Identification of New Potent and Selective Ligands for the Serotonin₇ (5-HT₇) Receptor with Agonist or Antagonist Action in Vitro or ex Vivo

  摘要：

  Here we report the design, synthesis, and 5-HT7 receptor affinity of a set of 1-(3-biphenyl)- and 1-(2-biphenyl)piperazines. The effect on 5-HT7 affinity of various substituents on the second (distal) phenyl ring was analyzed. Several compounds showed 5-HT7 affinities in the nanomolar range and >100-fold selectivity over 5-HT1A and adrenergic alpha(1) receptors. 1-[2-(4-Methoxyphenyl)phenyl]piperazine (9a) showed 5-HT7 agonist properties in a guinea pig ileum assay but blocked 5-HT-mediated cAMP accumulation in 5-HT(7)(-)expressing HeLa cells.

  DOI：

  10.1021/jm3003679
• 作为试剂：
  描述：

  ethyl 8-chloro-6,7-difluoro-1-[2-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-4-oxo-1,4-dihydroquinoline-3-carboxylate 、 1-(6-甲基-2-吡啶)哌嗪 在 1-[2-(pyridin-2-yl)phenyl]piperazine 作用下， 反应 0.03h， 生成 8-chloro-6-fluoro-1-(2-fluoro-4-pyrrolidin-1-ylmethylphenyl)-7-[4-(6-methylpyridine-2-yl)piperazine-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Quinolone Carboxylic Acid Derivatives for Treatment of Hyperproliferative Conditions

  摘要：

  公开了式(I)的喹诺酮羧酸衍生物，其中Ar是可选择性地取代的苯基，吡啶基或嘧啶基，取代基R1，R4，R10，R11，R19和R20如规范中所定义，以及包含它们的制药组合物和在治疗增生性疾病如癌症中使用它们的方法。

  公开号：

  US20070213339A1

文献信息

• [EN] QUINOLONE CARBOXYLIC ACID DERIVATIVES FOR TREATMENT OF HYPERPROLIFERATIVE CONDITIONS<br/>[FR] DERIVES D'ACIDE CARBOXYLIQUE DE QUINOLONE POUR LE TRAITEMENT DES TROUBLES HYPERPROLIFERATIFS
  申请人：BAYER PHARMACEUTICALS CORP

  公开号：WO2005097752A1

  公开（公告）日：2005-10-20

  Quinolone carboxylic acid derivatives of formula (I) wherein Ar is an optionally substituted phenyl, pyridyl, or pyrimidinyl group and the substituent groups R1, R4, R10, R11, R19, and R20 are as defined in the specification, pharmaceutical compositions containing them, and methods of using them in treatment of hyperproliferative diseases such as cancer are disclosed and claimed.

  公开和声明了式(I)的喹诺酮羧酸衍生物，其中Ar是可选择地取代的苯基、吡啶基或嘧啶基，取代基R1、R4、R10、R11、R19和R20如规范中定义，包含它们的药物组合物，以及在治疗癌症等高增殖性疾病中使用它们的方法。
• QUINOLONE CARBOXYLIC ACID DERIVATIVES FOR TREATMENT OF HYPERPROLIFERATIVE CONDITIONS
  申请人：Bayer Pharmaceuticals Corporation

  公开号：EP1732897A1

  公开（公告）日：2006-12-20
• SMALL MOLECULE AGONISTS OF NEUROTENSIN RECEPTOR 1
  申请人：Sanford-Burnham Medical Research Institute

  公开号：EP2938608B1

  公开（公告）日：2021-08-04
• Investigations on the 1-(2-Biphenyl)piperazine Motif: Identification of New Potent and Selective Ligands for the Serotonin₇ (5-HT₇) Receptor with Agonist or Antagonist Action in Vitro or ex Vivo
  作者：Enza Lacivita、Daniela Patarnello、Nikolas Stroth、Antonia Caroli、Mauro Niso、Marialessandra Contino、Paola De Giorgio、Pantaleo Di Pilato、Nicola A. Colabufo、Francesco Berardi、Roberto Perrone、Per Svenningsson、Peter B. Hedlund、Marcello Leopoldo

  DOI：10.1021/jm3003679

  日期：2012.7.26

  Here we report the design, synthesis, and 5-HT7 receptor affinity of a set of 1-(3-biphenyl)- and 1-(2-biphenyl)piperazines. The effect on 5-HT7 affinity of various substituents on the second (distal) phenyl ring was analyzed. Several compounds showed 5-HT7 affinities in the nanomolar range and >100-fold selectivity over 5-HT1A and adrenergic alpha(1) receptors. 1-[2-(4-Methoxyphenyl)phenyl]piperazine (9a) showed 5-HT7 agonist properties in a guinea pig ileum assay but blocked 5-HT-mediated cAMP accumulation in 5-HT(7)(-)expressing HeLa cells.
• Quinolone Carboxylic Acid Derivatives for Treatment of Hyperproliferative Conditions
  申请人：Khire Uday

  公开号：US20070213339A1

  公开（公告）日：2007-09-13

  Quinolone carboxylic acid derivatives of formula (I) wherein Ar is an optionally substituted phenyl, pyridyl, or pyrimidinyl group and the substituent groups R 1 , R 4 , R 10 , R 11 , R 19 , and R 20 are as defined in the specification, pharmaceutical compositions containing them, and methods of using them in treatment of hyperproliferative diseases such as cancer are disclosed and claimed.

  公开了式(I)的喹诺酮羧酸衍生物，其中Ar是可选择性地取代的苯基，吡啶基或嘧啶基，取代基R1，R4，R10，R11，R19和R20如规范中所定义，以及包含它们的制药组合物和在治疗增生性疾病如癌症中使用它们的方法。