3-methyl-1-(2-pyridinyl)piperazine hydrobromide

• 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: 3-methyl-1-(2-pyridinyl)piperazine hydrobromide
• 英文别名: 3-methyl-1-pyridin-2-ylpiperazine hydrobromide；3-methyl-1-pyridin-2-ylpiperazine;hydrobromide
• 化学式: BrH*C₁₀H₁₅N₃
• 分子量: 258.161
• InChiKey: SBFGGYKKYLUTPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methyl-1-(2-pyridinyl)piperazine hydrobromide 在 吡啶 作用下， 以 甲苯 为溶剂， 生成 (E)-1-(4-chlorophenyl)-3-(2-methyl-4-pyridin-2-ylpiperazin-1-yl)propan-1-one O-methyloxime
  参考文献：
  名称：

  1-Aryl-3-(4-pyridine-2-ylpiperazin-1-yl)propan-1-one Oximes as Potent Dopamine D₄ Receptor Agonists for the Treatment of Erectile Dysfunction

  摘要：

  A new series of dopamine D-4 receptor agonists, 1-aryl-3-(4-pyridinepiperazin-1-yl) propanone oximes, was designed through the modification of known dopamine D4 receptor agonist PD 168077. Replacement of the amide group with a methylene-oxime moiety produced compounds with improved stability and efficacy. Structure-activity relationsips (SAR) of the aromatic ring linked to the N-4-piperazine ring confirmed the superiority of 2-pyridine as a core for D4 agonist activity. A two-methylene linker between the oxime group and the N-1-piperazine ring displayed the best profile. New dopamine D4 receptor agonists, exemplified by (E)-1-(4-chlorophenyl)-3-(4-pyridin-2-ylpiperazin-1-yl) propan-1-one O-methyloxime (59a) and (E)-1-(3-chloro- 4-fluorophenyl)-3-(4-pyridin-2-ylpiperazin-1-yl) propan-1-one O-methyloxime (64a), exhibited favorable pharmacokinetic profiles and showed oral bioavailability in rat and dog. Subsequent evaluation of 59a in the rat penile erection model revealed in vivo activity, comparable in efficacy to apomorphine. Our results suggest that the oximes provide a novel structural linker for 4-arylpiperazine-based D4 agonists, possessing leadlike quality and with potential to develop a new class of potent and selective dopamine D4 receptor agonists.

  DOI：

  10.1021/jm060279f
• 作为产物：
  描述：

  2-溴吡啶 、 2-甲基哌嗪 在 乙酸乙酯 、 水 、 二氯甲烷 、 甲醇 作用下， 反应 16.0h， 以to afford 460 mg (26% yield) of the title compound as an off-white solid的产率得到3-methyl-1-(2-pyridinyl)piperazine hydrobromide
  参考文献：
  名称：

  Benzimidazoles that are useful in treating sexual dysfunction

  摘要：

  本发明涉及使用式(I)1化合物治疗性功能障碍以及含有式(I)化合物的组合物用于治疗性功能障碍。

  公开号：

  US20040127504A1

文献信息

• Acetamides and benzamides that are useful in treating sexual dysfunction
  申请人：——

  公开号：US20040029887A1

  公开（公告）日：2004-02-12

  The present invention relates to the use of compounds of formula (I) 1 for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

  本发明涉及使用式(I)的化合物治疗性功能障碍，以及含有式(I)化合物的组合物用于治疗性功能障碍。
• Benzimidazoles that are useful in treating sexual dysfunction
  申请人：——

  公开号：US20020169166A1

  公开（公告）日：2002-11-14

  The present invention relates to the use of compounds of formula (I) 1 for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

  本发明涉及使用式(I)的化合物治疗性功能障碍，以及含有式(I)化合物的组合物用于治疗性功能障碍。
• [EN] BENZIMIDAZOLE-DERIVATIVES FOR THE TREATMENT OF SEXUAL DYSFUNCTION<br/>[FR] DERIVES DE BENZIMIDAZOLE UTILISES POUR TRAITER UN DYSFONCTIONNEMENT SEXUEL
  申请人：ABBOTT LAB

  公开号：WO2003076431A1

  公开（公告）日：2003-09-18

  The present invention relates to the use of compounds of formula (I) for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

  本发明涉及使用式(I)的化合物治疗性功能障碍，以及含有式(I)的化合物的组合物治疗性功能障碍。
• Benzimidazoles that are useful in treating male sexual dysfunction
  申请人：Abbott Laboratories

  公开号：US07022728B2

  公开（公告）日：2006-04-04

  The present invention relates to the use of compounds of formula (I) for the treatment of sexual dysfunction and to compositions containing compounds of formula (I) for the treatment of sexual dysfunction.

  本发明涉及使用式(I)化合物治疗性功能障碍以及含有式(I)化合物的组合物治疗性功能障碍。
• BENZIMIDAZOLES THAT ARE USEFUL IN TREATING SEXUAL DYSFUNCTION
  申请人：ABBOTT LABORATORIES

  公开号：EP1373220B1

  公开（公告）日：2007-05-30