2-(4-bromobutyl)benzotriazole | 156007-24-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 2-(4-bromobutyl)benzotriazole
• 英文别名: 2-(4-bromobutyl)-2H-benzo[d][1,2,3]triazole
• CAS: 156007-24-8
• 化学式: C₁₀H₁₂BrN₃
• 分子量: 254.129
• InChiKey: RMEPFRHFUXLRNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-bromobutyl)benzotriazole 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  点击激发的对叔丁基杯[4]芳烃系苯并三唑基树枝状大分子的合成及其作为抗菌剂和抗生物膜剂的评估

  摘要：

  杯形芳烃具有三维结构结构，并且在上边缘和/或下边缘的功能易于实现，在化学，物理，生物学和其他学科中的大量应用是众所周知的。这里，CuAAC点击启发对叔-butylcalix [4]芳烃系留苯并三唑基的树枝状聚合物，例如，N-1，N-2型2倍化合物6和7 'G（0）'和6倍化合物16和17设计了“ G（1）”代苯并三唑基树枝状聚合物，并在体外和体内评估了其治疗潜力。已开发的杯[4]芳烃系苯并三唑基树枝状聚合物已通过包括NMR（1 H和13 C），MS和SEC的标准光谱分析进行了表征。在所有已开发的苯并三唑基树枝状大分子中，化合物7被确定为有效的化合物，可为耐药菌和粘液产生生物提供潜在的抗菌和抗生物膜活性，而不会给真核系统带来细胞毒性。

  DOI：

  10.1039/d0nj02591g
• 作为产物：
  描述：

  1,4-二溴丁烷 、 T406石油添加剂 以22%的产率得到
  参考文献：
  名称：

  Mokrosz Jerzy L., Paluchowska Maria H., Chojnacka-Wojcik Ewa, Filip Malgo+, J. Med. Chem, 37 (1994) N 17, S 2754-2760

  摘要：

  DOI：

文献信息

• Synthesis of 2-alkyl triazoles with solvothermal conditions
  作者：Youcai Ma、Xiaohui Zhang、Yawen Yang、Liangzhen Hu、Yan Xiong

  DOI：10.1016/j.tet.2022.132765

  日期：2022.5

  straightforward access to 2-alkyl triazoles with alkyl halides as the readily available alkylation reagents, by using a well-organized nucleophilic substitution strategy under metal-free and solvothermal conditions has been developed. Various alkyl substitutions on 2-site of triazoles occurred and were mainly examined in the text. Particularly, the reactions between linear bisbromo alkanes and 1,2,3-triazoles

  通过在无金属和溶剂热条件下使用组织良好的亲核取代策略，开发了一种直接使用烷基卤化物作为容易获得的烷基化试剂的 2-烷基三唑的通用协议。三唑的 2 位发生了各种烷基取代，主要在文中进行了检查。特别是直链双溴烷烃与1,2,3-三唑反应生成溴烷基三唑和双三唑，溴烷基三唑的再烷基化通过三唑的加成实现。该程序方便，通常提供 2-烷基化产物，在目前的合成方法下，这种产物略显稀缺。
• Structure-Activity Relationship Studies of Central Nervous System Agents. 13.4-[3-(Benzotriazol-1-yl)propyl]-1-(2-methoxyphenyl)piperazine, a New Putative 5-HT1A Receptor Antagonist, and Its Analogs
  作者：Jerzy L. Mokrosz、Maria H. Paluchowska、Ewa Chojnacka-Wojcik、Malgorzata Filip、Sijka Charakchieva-Minol、Anna Deren-Wesolek、Maria J. Mokrosz

  DOI：10.1021/jm00043a014

  日期：1994.8

  and their 5-HT1A and 5-HT2 affinity was determined. It was shown that the benzotriazole moiety contributes to both the 5-HT1A and 5-HT2 receptor affinity. It was demonstrated in several behavioral models that 4-[3-(benzotriazol-1- yl)propyl]-1-(2-methoxyphenyl)piperazine (11) is a new, potent presynaptic and postsynaptic 5-HT1A receptor antagonist. However, it is not selective for 5-HT1A versus alpha

  合成了一组新的含有末端苯并三唑片段的4-烷基-1-（邻甲氧基苯基）哌嗪，并确定了它们的5-HT1A和5-HT2亲和力。结果表明，苯并三唑部分有助于5-HT1A和5-HT2受体的亲和力。在几种行为模型中证明了4- [3-（苯并三唑-1-基）丙基] -1-（2-甲氧基苯基）哌嗪（11）是一种新型的有效的突触前和突触后5-HT1A受体拮抗剂。但是，它对5-HT1A相对于α1受体没有选择性。
• Synthesis and pharmacological evaluation of aryl/heteroaryl piperazinyl alkyl benzotriazoles as ligands for some serotonin and dopamine receptor subtypes
  作者：Alessandro Boido、Caterina Canu Boido、Fabio Sparatore

  DOI：10.1016/s0014-827x(01)01033-3

  日期：2001.4

  Thirteen [(aryl/heteroaryl-piperazinyl)alkyl]benzotriazoles were prepared as potential trazodone- and buspirone-like drugs. The synthesized compounds displayed from moderate to good affinity to the serotonin 5-HT1A receptor and only modest or poor affinity to the dopamine D-2 receptor, similar to buspirone. The introduction of substituents on the benzotriazole ring did,not improve the affinity to the 5-HT1A receptor, compared to the previously described unsubstituted derivatives. In a general pharmacological screening, which concerned only three of these compounds so far (5, 7 and 13), several in vitro and in vivo activities were observed.The guinea pig ileum contractions, induced either electrically or by several agonists, were strongly inhibited; at higher concentrations also the spontaneous tone of the guinea pig trachea was reduced. Compound 13 exhibited good analgesic activity in mice in the formalin-induced algesia and in the writhing test. The same at 30 mg kg(-1) p.o. also displayed antihypertensive activity probably related to calcium channel blockade and adrenergic alpha(1) antagonism. In binding assays, 13 showed a IC50 = 580 nM for displacing [H-3]prazosin from alpha(1) receptor.Finally, compound 5 (and, to a minor extent, compound 13) protected mice against potassium cyanide induced hypoxia. (C) 2001 Elsevier Science S.A. All rights reserved.
• EP1037635A4
  申请人：——

  公开号：EP1037635A4

  公开（公告）日：2002-11-13
• COMPOUNDS AND METHODS
  申请人：Smithkline Beecham

  公开号：EP1037635A1

  公开（公告）日：2000-09-27