1-(2-氯乙基)-4-(2-氯苯基)哌嗪 | 63377-89-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-(2-氯乙基)-4-(2-氯苯基)哌嗪
• 英文名称: 1-(2-chlorophenyl)-4-(2-chloroethyl)-piperazine
• 英文别名: 4-(2-chlorophenyl)-1-(2-chloroethyl)piperazine；Piperazine, 1-(2-chloroethyl)-4-(2-chlorophenyl)-；1-(2-chloroethyl)-4-(2-chlorophenyl)piperazine
• CAS: 63377-89-9
• 化学式: C₁₂H₁₆Cl₂N₂
• 分子量: 259.178
• InChiKey: VSSPTHXAKQWAHB-UHFFFAOYSA-N

物化性质

• 沸点：
  361.3±42.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  茶碱 、 1-(2-氯乙基)-4-(2-氯苯基)哌嗪 在 对甲苯磺酸 、 盐酸 作用下， 以 乙腈 、 异丙醇 为溶剂， 反应 20.0h， 以7.4 g的产率得到7-[2-[4-(2-chlorophenyl)piperazinyl]ethyl]-1,3-dimethylxanthine hydrochloride
  参考文献：
  名称：

  [EN] SAA DERIVATIVE COMPOUND RESTORES ENOS AND INHIBITS OXIDATIVE STRESS-INDUCED DISEASES IN HYPOXIA
  [FR] COMPOSÉ DÉRIVÉ DE SAA PERMETTANT LE RÉTABLISSEMENT DE L'ENOS ET INHIBANT LES AFFECTIONS INDUITES PAR LE STRESS OXYDATIF DANS L'HYPOXIE

  摘要：

  所披露的取代胺类似物（SAA）衍生物化合物和SAA复合物化合物被描述为具有抑制由氧化应激引起的疾病的功能的组合物，更特别地是那些能够抑制由氧化应激引起的神经退行性疾病、肺部疾病、氧化应激诱导的心脏疾病和心脏功能障碍的SAA衍生物化合物。

  公开号：

  WO2015161510A1
• 作为产物：
  描述：

  1-(2-氯苯基)哌嗪 、 1-溴-2-氯乙烷 在 对甲苯磺酸 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 20.0h， 以7.8 g的产率得到1-(2-氯乙基)-4-(2-氯苯基)哌嗪
  参考文献：
  名称：

  [EN] SAA DERIVATIVE COMPOUND RESTORES ENOS AND INHIBITS OXIDATIVE STRESS-INDUCED DISEASES IN HYPOXIA
  [FR] COMPOSÉ DÉRIVÉ DE SAA PERMETTANT LE RÉTABLISSEMENT DE L'ENOS ET INHIBANT LES AFFECTIONS INDUITES PAR LE STRESS OXYDATIF DANS L'HYPOXIE

  摘要：

  所披露的取代胺类似物（SAA）衍生物化合物和SAA复合物化合物被描述为具有抑制由氧化应激引起的疾病的功能的组合物，更特别地是那些能够抑制由氧化应激引起的神经退行性疾病、肺部疾病、氧化应激诱导的心脏疾病和心脏功能障碍的SAA衍生物化合物。

  公开号：

  WO2015161510A1

文献信息

• Structure-Activity Relationships of some 1,4-Benzodioxane Aryl-piperazine Derivatives as α-Blocking Agents
  作者：Stefano Corsano、Giovannella Strappaghetti、Rossana Scapicchi、Gabriella Marucci

  DOI：10.1002/ardp.19963291009

  日期：——

  The synthesis of eight novel 1,4‐benzodioxane derivatives is reported. The blocking activity of these compounds was determined on the pre‐ and postsynaptic α‐adrenoceptors of isolated rat vas deferens. Structure‐activity relationships are discussed.

  报道了八种新型 1,4-苯并二恶烷衍生物的合成。这些化合物的阻断活性是在离体大鼠输精管的突触前和突触后α-肾上腺素能受体上测定的。讨论了结构-活性关系。
• α₁-Adrenoceptor Antagonists. 4. Pharmacophore-Based Design, Synthesis, and Biological Evaluation of New Imidazo-, Benzimidazo-, and Indoloarylpiperazine Derivatives
  作者：Laura Betti、Maurizio Botta、Federico Corelli、Monia Floridi、Gino Giannaccini、Laura Maccari、Fabrizio Manetti、Giovannella Strappaghetti、Andrea Tafi、Stefano Corsano

  DOI：10.1021/jm011077g

  日期：2002.8.1

  As a part of a program aimed at discovering compounds endowed with alpha(1)-adrenoceptor (AR) blocking properties, in this paper we describe the synthesis and biological characterization of the compounds designed to fully match a three-dimensional pharmacophore model for alpha(1)-AR antagonists previously developed by our research group. Accordingly, the structure of trazodone (1), identified during

  作为旨在发现具有alpha（1）-肾上腺素受体（AR）阻断特性的化合物的计划的一部分，在本文中，我们描述了旨在完全匹配alpha（1）的三维药效团模型的化合物的合成和生物学表征1）-我们的研究小组先前开发的AR拮抗剂。因此，在通过使用模型作为3D查询执行数据库搜索期间确定的曲唑酮（1）的结构被选为该研究的起点，并根据文献调查的建议进行了修改。特别是将曲唑酮的三唑并吡啶部分替换为不同的杂芳环（例如咪唑，苯并咪唑和吲哚），然后将哒嗪3（2H）-one部分插入新化合物的支架中，以增加分子的总长度，并使其完全适合所有药效团特征。我们的目的还在于研究氯和甲氧基的位置对哌嗪苯环的影响，以及延长或缩短连接苯基哌嗪部分与末端杂环部分的多亚甲基间隔基的影响。通过这种结构优化获得的化合物共有6-（咪唑-1-基）-，6-（苯并咪唑-1-基）-或6-（吲哚-1-基）哒嗪-3（2H）-共同的结构特征，代表芳基哌嗪化
• Synthesis of new 1,2,3-benzotriazin-4-one-arylpiperazine derivatives as 5-HT 1A serotonin receptor ligands
  作者：Giuseppe Caliendo、Ferdinando Fiorino、Paolo Grieco、Elisa Perissutti、Vincenzo Santagada、Beatrice Severino、Giancarlo Bruni、Maria Rosaria Romeo

  DOI：10.1016/s0968-0896(00)00004-3

  日期：2000.3

  A series of novel 1,2,3-benzotriazin-4-one derivatives was prepared and evaluated as ligands for 5-HT receptors. Radioligand binding assays proved that the majority of the novel compounds behaved as good to excellent ligands at the 5-HT1A receptor, some of which were selective with respect 5-HT2A and 5-HT2C receptors. Six analogues (1a, 2a, 2b, 2c, 2e and 2i) were selected and further evaluated for their binding affinities on D-1, D-2 dopaminergic and alpha(1)-, alpha(2)-adrenergic receptors. A o-OCH3 derivative (2e) bound at 5-HT1A sites with subnanomolar affinity (IC50 = 0.059 nM) and shows high selectivity over all considered receptors and may offer a new lead for the development of therapeutically efficacious agents. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Synthesis and biological activity of benzotriazole derivatives structurally related to trazodone
  作者：G Caliendo、R Di Carlo、G Greco、R Meli、E Novellino、E Perissutti、V Santagada

  DOI：10.1016/0223-5234(96)88212-2

  日期：1995.1

  This paper outlines the synthesis and the pharmacological screening of a series of novel 1- and 2-[2-[4-(X)-1-piperazinyl]ethyl]benzotriazoles and 1-[3-[4-(X)-1-piperazinyl]propoxy]benzotriazoles, which are structurally related to trazodone. Anti serotonergic, antiadrenergic and antihistaminic in vitro activity and in vivo analgesic action are described. Some of the investigated compounds show overall pharmacological profiles similar to that of the antidepressant trazodone.
• Synthesis of new pyridazinone derivatives and their affinity towards α1–α2-adrenoceptors
  作者：Stefano Corsano、Giovannella Strappaghetti、Roberta Barbaro、Gino Giannaccini、Laura Betti、Antonio Lucacchini

  DOI：10.1016/s0968-0896(99)00046-2

  日期：1999.5

  A series of 3(2H)-pyridazinone derivatives was evaluated for their affinity in vitro towards alpha(1)-alpha(2)-adrenoceptors by radioligand receptor binding assays. All target compounds showed good affinities for the alpha(1)-adrenoceptor (with K-i values in the subnanomolar range), and a gradual increase in affinity was observed by increasing the polymethylene chain length of this series up to a maximum of six and seven carbon atoms, when the fragment 4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl is linked in 5 position of the 3(2H)-pyridazinone ring, while a slight decrease was found for the higher homologues. Increasing the chain length when the 4-[2-(2-methoxyphenoxy)-ethyl]-1-piperazinyl group is linked in 6 position of the 3(2H)-pyridazinone ring, had a different effect: there is the highest affinity when the polymethylene chain is of four carbon atoms. The alkylic chain, a spacer between the two major constituents of the molecule, can influence the affinity and the selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.