3-(3-nitrophenyl)-5-[4-(4-phenylpiperazinyl)butyl]isoxazole

• 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-(3-nitrophenyl)-5-[4-(4-phenylpiperazinyl)butyl]isoxazole
• 英文别名: 1-{4-[3-(3-Nitro-phenyl)-isoxazol-5-yl]-butyl}-4-phenyl-piperazine; hydrochloride；3-(3-nitrophenyl)-5-[4-(4-phenylpiperazin-1-yl)butyl]-1,2-oxazole
• 化学式: C₂₃H₂₆N₄O₃
• 分子量: 406.484
• InChiKey: AFTMDSQMJPSVNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  78.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-nitrobenzaldoxime 在 吡啶 、 N-氯代丁二酰亚胺 、 molecular sieve 、 silica gel 、 三乙酰氧基硼氢化钠 、 三乙胺 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 3-(3-nitrophenyl)-5-[4-(4-phenylpiperazinyl)butyl]isoxazole
  参考文献：
  名称：

  Design and synthesis of a piperazinylalkylisoxazole library for subtype selective dopamine receptor ligands

  摘要：

  A piperazinylbutylisoxazole libary was designed, synthesized and screened for the binding affinities to dopamine D-2, D-3, and D-4 receptors. Several ligands were identified to possess high binding affinity and selectivity for the D-3 and D-4 receptors over the D-2 receptor. Compounds 6s and 6t showed K-i values of 2.6 nM and 3.9 nM for the D-3 receptor with 46- and 50-fold selectivity over the D-3 receptor, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00179-8

文献信息

• Novel isoxazolylalkylpiperazine derivatives having selective biological activity at dopamine D3 or D4 receptor, and preparation thereof
  申请人：——

  公开号：US20020119983A1

  公开（公告）日：2002-08-29

  The present invention relates to a novel isoxazolylalkylpiperazine derivatives having selective biological activity at dopamine D 3 or D 4 receptors represented by the following formula (1), and its preparation method through reductive amination reaction in the presence of reducing agent, 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , X and n are the same as defined in the specification.

  本发明涉及一种具有选择性生物活性的新型异噁唑基烷基哌嗪衍生物，其在多巴胺D3或D4受体上具有生物活性，其化学结构如下式（1）所示，并且通过还原胺化反应在还原剂存在下制备该衍生物的方法，其中R1、R2、R3、R4、R5、R6、X和n的定义与规范中定义的相同。
• US6723724B2
  申请人：——

  公开号：US6723724B2

  公开（公告）日：2004-04-20
• Design and synthesis of a piperazinylalkylisoxazole library for subtype selective dopamine receptor ligands
  作者：Mi Young Cha、Byung Chul Choi、Kyung Ho Kang、Ae Nim Pae、Kung Il Choi、Yong Seo Cho、Hun Yeong Koh、Hee-Yoon Lee、Daeyoung Jung、Jae Yang Kong

  DOI：10.1016/s0960-894x(02)00179-8

  日期：2002.5

  A piperazinylbutylisoxazole libary was designed, synthesized and screened for the binding affinities to dopamine D-2, D-3, and D-4 receptors. Several ligands were identified to possess high binding affinity and selectivity for the D-3 and D-4 receptors over the D-2 receptor. Compounds 6s and 6t showed K-i values of 2.6 nM and 3.9 nM for the D-3 receptor with 46- and 50-fold selectivity over the D-3 receptor, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.