1-[3-(2-氯苯氧基)-丙基]-哌嗪 | 20383-86-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-[3-(2-氯苯氧基)-丙基]-哌嗪
• 英文名称: 1-(o-Chlorophenoxypropyl)piperazin
• 英文别名: 1-(3-(2-chlorophenoxy)propyl)piperazine；1-[(2-chloro-3-phenoxy)propyl]piperazine；1-[3-(2-Chlorophenoxy)propyl]piperazine
• CAS: 20383-86-2
• 化学式: C₁₃H₁₉ClN₂O
• 分子量: 254.76
• InChiKey: AYUJWZKRWAEEML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  1-[2-(2,4-difluorophenyl)-2,3-epoxypropyl]-1H-1,2,4-triazole methanesulfonic acid 、 1-[3-(2-氯苯氧基)-丙基]-哌嗪 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 3-(4-(3-(2-chlorophenoxy)propyl)piperazin-1-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol
  参考文献：
  名称：

  New azoles with potent antifungal activity: Design, synthesis and molecular docking

  摘要：

  In response to the urgent need for novel antifungal agents with improved activity and broader spectrum, computer modeling was used to rational design novel antifungal azoles. On the basis of the active site of lanosterol 14 alpha-demethylase from Candida albicans (CACYP51), a series of new azoles with substituted-phenoxypropyl piperazine side chains were rational designed and synthesized. In vitro antifungal activity assay indicates that the new azoles show good activity against most of the tested pathogenic fungi. Interestingly, the designed compounds are also active against an azole-resistant clinical strain. Compared to fluconazole and itraconazole, several compounds (such as 12i, 12j and 12n) show higher antifungal activity and broader spectrum, which are promising leads for the development of novel antifungal agents. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.05.018
• 作为产物：
  描述：

  哌嗪 、 1-(3-溴丙氧基)-2-氯苯 以 甲苯 为溶剂， 反应 2.0h， 以37%的产率得到1-[3-(2-氯苯氧基)-丙基]-哌嗪
  参考文献：
  名称：

  一系列非典型抗精神病药物氯氮平的4'-苯氧基丙基类似物的合成及初步药理评价

  摘要：

  在本文中，我们报告了氯氮平新系列取代的4'-苯氧丙基三环类似物作为治疗精神分裂症的潜在抗精神病药物的合成，表征和初步药理活性。用于该研究的先导化合物（3）是基于修正模型设计的，该模型源自商业治疗药物氯氮平（1）和氟哌啶醇（2）的结构杂交。本文中描述的化合物探讨了引入各种吸电子和供电子取代基的生物化学作用，主要集中在对位引入的远端芳香环的-位置。使用关键中间体内酰胺（8-氯-10,11-二氢-5 H-二苯并[ b，e ] [1,4]二氮杂-11-one，9），哌嗪和市售的取代酚。描述了氯氮平的这一系列取代的4'-苯氧丙基类似物的化学和结构表征。环取代基对多巴胺D 4和5-羟色胺5-HT 2A亲和力的药理作用的体外初步研究受体的讨论。还提供了与精神病相关的体内动物行为数据，这些数据可从受体结合筛选中鉴定出具有潜力的化合物。

  DOI：

  10.1071/ch09345

文献信息

• TOMINAGA, MITIAKI;YANAGI, NAGAO;OGAVA, XIDEHNORI;NAKAGAVA, KADZUYUKI
  作者：TOMINAGA, MITIAKI、YANAGI, NAGAO、OGAVA, XIDEHNORI、NAKAGAVA, KADZUYUKI

  DOI：——

  日期：——
• US4060613A
  申请人：——

  公开号：US4060613A

  公开（公告）日：1977-11-29
• US4170653A
  申请人：——

  公开号：US4170653A

  公开（公告）日：1979-10-09
• New azoles with potent antifungal activity: Design, synthesis and molecular docking
  作者：Xiaoying Che、Chunquan Sheng、Wenya Wang、Yongbing Cao、Yulan Xu、Haitao Ji、Guoqiang Dong、Zhenyuan Miao、Jianzhong Yao、Wannian Zhang

  DOI：10.1016/j.ejmech.2009.05.018

  日期：2009.10

  In response to the urgent need for novel antifungal agents with improved activity and broader spectrum, computer modeling was used to rational design novel antifungal azoles. On the basis of the active site of lanosterol 14 alpha-demethylase from Candida albicans (CACYP51), a series of new azoles with substituted-phenoxypropyl piperazine side chains were rational designed and synthesized. In vitro antifungal activity assay indicates that the new azoles show good activity against most of the tested pathogenic fungi. Interestingly, the designed compounds are also active against an azole-resistant clinical strain. Compared to fluconazole and itraconazole, several compounds (such as 12i, 12j and 12n) show higher antifungal activity and broader spectrum, which are promising leads for the development of novel antifungal agents. (C) 2009 Elsevier Masson SAS. All rights reserved.
• The Synthesis and Preliminary Pharmacological Evaluation of a Series of Substituted 4'-Phenoxypropyl Analogues of the Atypical Antipsychotic Clozapine
  作者：Ben Capuano、Ian T. Crosby、Fiona M. McRobb、Anna Podloucka、David A. Taylor、Amelia Vom、Elizabeth Yuriev

  DOI：10.1071/ch09345

  日期：——

  Herein we report the synthesis, characterization, and preliminary pharmacological activity of a new series of substituted 4′-phenoxypropyl tricyclic analogues of clozapine as potential antipsychotic agents for the treatment of schizophrenia. The lead compound (3) for this investigation was designed based on a revised model derived from the structural hybridization of the commercial therapeutics clozapine

  在本文中，我们报告了氯氮平新系列取代的4'-苯氧丙基三环类似物作为治疗精神分裂症的潜在抗精神病药物的合成，表征和初步药理活性。用于该研究的先导化合物（3）是基于修正模型设计的，该模型源自商业治疗药物氯氮平（1）和氟哌啶醇（2）的结构杂交。本文中描述的化合物探讨了引入各种吸电子和供电子取代基的生物化学作用，主要集中在对位引入的远端芳香环的-位置。使用关键中间体内酰胺（8-氯-10,11-二氢-5 H-二苯并[ b，e ] [1,4]二氮杂-11-one，9），哌嗪和市售的取代酚。描述了氯氮平的这一系列取代的4'-苯氧丙基类似物的化学和结构表征。环取代基对多巴胺D 4和5-羟色胺5-HT 2A亲和力的药理作用的体外初步研究受体的讨论。还提供了与精神病相关的体内动物行为数据，这些数据可从受体结合筛选中鉴定出具有潜力的化合物。