1-((4-bromophenyl)(phenyl)methyl)piperazine | 68240-62-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-((4-bromophenyl)(phenyl)methyl)piperazine
• 英文别名: 1-<4-Brom-benzhydryl>-piperazin；1-[(4-Bromophenyl)(phenyl)methyl]piperazine；1-[(4-bromophenyl)-phenylmethyl]piperazine
• CAS: 68240-62-0
• 化学式: C₁₇H₁₉BrN₂
• mdl: MFCD05185912
• 分子量: 331.255
• InChiKey: RMXZOOYQUFHRPE-UHFFFAOYSA-N

物化性质

• 沸点：
  174 °C(Press: 0.01 Torr)
• 密度：
  1.315±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-((4-bromophenyl)(phenyl)methyl)piperazine 在 2,4,6-三氯苯甲酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 45.0h， 生成 methyl (5S)-5-{[5-(2-{4-[(4-bromophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)-5-oxopentanoyl]amino}-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c][7]annulene-3-carboxylate
  参考文献：
  名称：

  Synthesis of Allocolchicine Conjugates with a Cetirizine Analog

  摘要：

  Conjugates of allocolchicine and a cetirizine analog have been synthesized as potential anti-inflammatory and anti-allergic drugs.

  DOI：

  10.1134/s107042801810010x
• 作为产物：
  描述：

  对溴苯甲酰溴 在 sodium carbonate decahydrate 、 一水合肼 、 potassium hydroxide 作用下， 以 乙二醇 、 甲苯 为溶剂， 反应 25.5h， 生成 1-((4-bromophenyl)(phenyl)methyl)piperazine
  参考文献：
  名称：

  Synthesis of Allocolchicine Conjugates with a Cetirizine Analog

  摘要：

  Conjugates of allocolchicine and a cetirizine analog have been synthesized as potential anti-inflammatory and anti-allergic drugs.

  DOI：

  10.1134/s107042801810010x

文献信息

• Synthesis and Anticancer Activity of 1-(<i>1H</i>-Indol-3-yl)-2-(4-diarylmethylpiperazine-1-yl)ethane-1,2-dione Derivatives
  作者：Jun-Rong Jiang、Feng Xu、Han-Gui Wu

  DOI：10.1155/2016/4617454

  日期：——

  Several new 1-(4-diarylmethylpiperazine-1-yl)-2-(1H-indol-3-yl)ethane-1,2-dione derivatives were synthesized by acylation of 1-diarylmethylpiperazine with 2-(1H-indol-3-yl)-2-oxoacetyl chloride. Their structures were confirmed by¹H NMR, IR, mass spectra, and elemental analysis. These compounds were further evaluated for their anticancer activity, and most of them were found to have moderate-to-potent antiproliferative activities against Hela, A-549, and ECA-109 cancer cell linesin vitro.

  通过对1-二芳甲基哌嗪与2-(1H-吲哚-3-基)-2-氧乙酰氯化物的酰化反应，合成了几种新的1-(4-二芳甲基哌嗪-1-基)-2-(1H-吲哚-3-基)乙烷-1,2-二酮衍生物。它们的结构经过1H核磁共振、红外光谱、质谱和元素分析确认。这些化合物进一步评估了它们的抗癌活性，大多数化合物对Hela、A-549和ECA-109癌细胞系表现出中等至强的抗增殖活性。
• [EN] PIPERIDINE AND PIPERAZINE DERIVATIVES AND THEIR USE IN TREATING VIRAL INFECTIONS AND CANCER<br/>[FR] DÉRIVÉS PIPÉRIDINE ET PIPÉRAZINE ET LEUR UTILISATION POUR TRAITER LES INFECTIONS VIRALES ET LE CANCER
  申请人：US HEALTH

  公开号：WO2015080949A1

  公开（公告）日：2015-06-04

  Disclosed are compounds of formula (I) (formula I),as antiviral agents, antineoplastic agents, pharmaceutical compositions comprising such compounds, and a method of use of these compounds, wherein X and Y are independently CH or N, o is 0, 1 or 2, and E is absent or is (CR13 R14 )m, NH, or S, F is absent or is (CR15 R16 )n, C=O, or -SO2 -, G is absent or is (CR17 CR18 )r, H is absent or is C=O, or -SO2 - and R1, Ar1, Ar2 are as defined in the specification. These compounds are antiviral agents and are contemplated in the treatment of viral infections, for example, hepatitis C, or are antineoplastic agents.

  揭示了化合物的结构式（I）（式I），作为抗病毒剂、抗肿瘤剂，包括这些化合物的药物组合物，以及这些化合物的使用方法，其中X和Y分别为CH或N，o为0、1或2，E不存在或为（CR13 R14）m、NH或S，F不存在或为（CR15 R16）n、C=O或-SO2-，G不存在或为（CR17 CR18）r，H不存在或为C=O或-SO2-，R1、Ar1、Ar2如规范中所定义。这些化合物是抗病毒剂，可用于治疗病毒感染，例如丙型肝炎，或作为抗肿瘤剂。
• Design, synthesis, and structure–activity relationships of pyrazolo[3,4-d]pyrimidines: a novel class of potent enterovirus inhibitors
  作者：Jyh-Haur Chern、Kak-Shan Shia、Tsu-An Hsu、Chia-Liang Tai、Chung-Chi Lee、Yen-Chun Lee、Chih-Shiang Chang、Sung-Nien Tseng、Shin-Ru Shih

  DOI：10.1016/j.bmcl.2004.02.092

  日期：2004.5

  A series of pyrazolo[3,4-d]pyrimidines were synthesized. and their antiviral activity was evaluated in a plaque reduction assay. It is very interesting that this class of compounds provide remarkable evidence that they are very specific for human enteroviruses, in particular, coxsackieviruses. Some derivatives proved to be highly effective in inhibiting enterovirus replication at nanomolar concentrations. SAR studies revealed that the phenyl group at the N-I position and the hydrophobic diarylmethyl group at the piperazine largely influenced the in vitro antienteroviral activity of this new class of potent antiviral agents. It was found that the pyrazolo[3,4-d]pyrimidines with a thiophene substituent, such as compounds 20 24, in general exhibited high activity against coxsackievirus B3 (IC50 = 0.063-0.089 muM) and moderate activity against enterovirus 71 (IC50 = 0.32-0.65 muM) with no apparent cytotoxic effect toward RD (rhabdomyosarcoma) cell lines (CC50>25 muM). (C) 2004 Elsevier Ltd. All rights reserved.
• Discovery, Optimization, and Characterization of Novel Chlorcyclizine Derivatives for the Treatment of Hepatitis C Virus Infection
  作者：Shanshan He、Jingbo Xiao、Andrés E. Dulcey、Billy Lin、Adam Rolt、Zongyi Hu、Xin Hu、Amy Q. Wang、Xin Xu、Noel Southall、Marc Ferrer、Wei Zheng、T. Jake Liang、Juan J. Marugan

  DOI：10.1021/acs.jmedchem.5b00752

  日期：2016.2.11

  Recently, we reported that chlorcyclizine (CCZ, Rac-2), an over-the-counter antihistamine piperazine drug, possesses in vitro and in vivo activity against hepatitis C virus. Here, we describe structure activity relationship (SAR) efforts that resulted in the optimization of novel chlorcyclizine derivatives as anti-HCV agents. Several compounds exhibited EC50 values below 10 nM against HCV infection, cytotoxicity selectivity indices above 2000, and showed improved in vivo pharmacokinetic properties. The optimized molecules can serve as lead preclinical candidates for the treatment of hepatitis C virus infection and as probes to study hepatitis C virus pathogenesis and host virus interaction.
• Morren et al., Industrie Chimique Belge, 1957, vol. 22, p. 409,416
  作者：Morren et al.

  DOI：——

  日期：——