2-[6-[4-(2-methoxyphenyl)-1-piperazinyl]-1-oxohexyl]isoindoline | 888725-03-9

• 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: 2-[6-[4-(2-methoxyphenyl)-1-piperazinyl]-1-oxohexyl]isoindoline
• 英文别名: 1-isoindolin-2-yl-6-[4-(2-methoxyphenyl)piperazin-1-yl]hexan-1-one；1-(1,3-dihydroisoindol-2-yl)-6-[4-(2-methoxyphenyl)piperazin-1-yl]hexan-1-one
• CAS: 888725-03-9
• 化学式: C₂₅H₃₃N₃O₂
• 分子量: 407.556
• InChiKey: OMGFHJJVBNGXBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  36
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(2-甲氧苯基)哌嗪 、 N-(6-bromo-1-oxohexyl)isoindoline 以0.205 g of 1-isoindolin-2-yl-6-[4-(2-methoxyphenyl)piperazin-1-yl]hexan-1-one is obtained in the form of a beige solid的产率得到2-[6-[4-(2-methoxyphenyl)-1-piperazinyl]-1-oxohexyl]isoindoline
  参考文献：
  名称：

  Arylpiperazine Derivatives and their Use as Selective Dopamine D3 Receptor Ligands

  摘要：

  本发明涉及一般式（I）的化合物，其制备方法，以及它们作为治疗剂的用途。

  公开号：

  US20080214542A1

文献信息

• Structural Modifications of <i>N</i>-(1,2,3,4-Tetrahydronaphthalen-1-yl)-4-Aryl-1-piperazinehexanamides: Influence on Lipophilicity and 5-HT₇ Receptor Activity. Part III
  作者：Marcello Leopoldo、Enza Lacivita、Paola De Giorgio、Claudia Fracasso、Sara Guzzetti、Silvio Caccia、Marialessandra Contino、Nicola A. Colabufo、Francesco Berardi、Roberto Perrone

  DOI：10.1021/jm800615e

  日期：2008.9.25

  Starting from the previously reported 5-HT7 receptor agents 4-7 with N-(1,2,3,4-tetrahydronaphthalen-1-yl)-4-aryl-1-piperazinehexanamide structure, the 1-(2-methylthiophenyl)-, 1-(2-diphenyl)-, 1-(2-isopropylphenyl)-, and 1-(2-methoxyphenyl)piperazine derivatives 8-31 were designed with the primary aim to obtain new compounds endowed with suitable physicochemical properties for rapid and extensive penetration into the brain. The affinities for 5-HT7, 5-HT1A, and D-2 receptors of compounds 8-31 were assessed, and several compounds displayed 5-HT7 receptor affinities in the nanomolar range. Among these, N-(4-cyanophenylmethyl)-4-(2-diphenyl)-1-piperazinehexanamide (25) showed high 5-HT7 receptor affinity (K-i = 0.58 nM), high selectivity over 5-HT1A and D-2 receptors (324- and 245-fold, respectively), and agonist properties (maximal effect = 82%, EC50 = 0.60 mu M). After intraperitoneal injection in mice, 25 rapidly reached the systemic circulation and entered the brain. Its brain concentration-time profile paralleled that in plasma, indicating that 25 rapidly and freely distributes across the blood-brain barrier. Compound 25 underwent N-dealkylation to the corresponding 1-arylpiperazine metabolite.
• DERIVES D'ARYLPIPERAZINE ET LEUR UTILISATION COMME LIGANDS SELECTIFS DU RECEPTEUR D3 DE LA DOPAMINE
  申请人：BIOPROJET

  公开号：EP1828125B1

  公开（公告）日：2008-04-09
• DERIVES D'ARYLPIPERAZINE ET LEUR UTILIZATION COMME LIGANDS SELECTIFS DU RECEPTEUR D3 DE LA DOPAMINE
  申请人：BIOPROJET

  公开号：EP1828125A1

  公开（公告）日：2007-09-05
• [EN] ARYLPIPERAZINE DERIVATIVES AND THEIR USE AS LIGANDS SELECTIVE OF THE DOPAMINE D3 RECEPTOR<br/>[FR] DERIVES D'ARYLPIPERAZINE ET LEUR UTILISATION COMME LIGANDS SELECTIFS DU RECEPTEUR D3 DE LA DOPAMINE
  申请人：BIOPROJET SOC CIV

  公开号：WO2006058993A1

  公开（公告）日：2006-06-08

  [EN] The invention concerns compounds of general formula (I), a method for preparing same, as well as their use as therapeutic agent.
  [FR] L'invention concerne des composés de formule générale (I): leur procédé de préparation, ainsi que leur utilisation en tant qu'agent thérapeutique.