2-(4-pyridin-2-yl-piperazin-1-yl)benzoxazole

• 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: 2-(4-pyridin-2-yl-piperazin-1-yl)benzoxazole
• 英文别名: 2-(4-(pyridin-2-yl)piperazin-1-yl)benzo[d]oxazole；2-[4-(pyridin-2-yl)piperazin-1-yl]-1,3-benzoxazole；2-(4-pyridin-2-ylpiperazin-1-yl)-1,3-benzoxazole
• 化学式: C₁₆H₁₆N₄O
• 分子量: 280.329
• InChiKey: SUCZGRSGFMGTLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  45.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基苯酚 在 乙醇 、 五氯化磷 、 potassium hydroxide 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 0.5h， 生成 2-(4-pyridin-2-yl-piperazin-1-yl)benzoxazole
  参考文献：
  名称：

  作为有效抗癌剂的2-取代-1,3-苯并恶唑和3-[（（3-取代）丙基] -1,3-苯并恶唑-2（3 H）-one衍生物的合成和初步评价

  摘要：

  描述了一系列新的含苯并恶唑和苯并恶唑酮衍生物的环胺的合成和细胞毒性活性。2-环胺-1,3-苯并恶唑5a - k，5-氯-3-（3-氯丙基）-1,3-苯并恶唑-2（3 H）-一8和3- [3-（环氨基） ]丙基] -1,3-苯并恶唑-2（3 H）-ones 9a – f被合成。已经对在苯并恶唑支架中环胺部分的存在影响的新合成的化合物对四种人类癌细胞系的细胞毒性作用进行了评估。对新化合物进行了评估，以查看苯并恶唑基序第二和第三位置的取代是否影响它们对癌细胞的细胞毒性作用。

  DOI：

  10.1007/s00044-010-9353-y

文献信息

• Synthesis and preliminary evaluation of 2-substituted-1,3-benzoxazole and 3-[(3-substituted)propyl]-1,3-benzoxazol-2(3H)-one derivatives as potent anticancer agents
  作者：M. S. R. Murty、Kesur R. Ram、Rayudu Venkateswara Rao、J. S. Yadav、Janapala Venkateswara Rao、Vino T. Cheriyan、Ruby John Anto

  DOI：10.1007/s00044-010-9353-y

  日期：2011.6

  The synthesis and cytotoxic activity studies of a new series of cyclic amine containing benzoxazole and benzoxazolone derivatives are described. The 2-cyclic amine-1,3-benzoxazoles 5a–k, 5-chloro-3-(3-chloropropyl)-1,3-benzoxazol-2(3H)-one 8 and 3-[3-(cyclic amino)propyl]-1,3-benzoxazol-2(3H)-ones 9a–f were synthesized. The newly synthesized compounds with the influence of the presence of cyclic amine

  描述了一系列新的含苯并恶唑和苯并恶唑酮衍生物的环胺的合成和细胞毒性活性。2-环胺-1,3-苯并恶唑5a - k，5-氯-3-（3-氯丙基）-1,3-苯并恶唑-2（3 H）-一8和3- [3-（环氨基） ]丙基] -1,3-苯并恶唑-2（3 H）-ones 9a – f被合成。已经对在苯并恶唑支架中环胺部分的存在影响的新合成的化合物对四种人类癌细胞系的细胞毒性作用进行了评估。对新化合物进行了评估，以查看苯并恶唑基序第二和第三位置的取代是否影响它们对癌细胞的细胞毒性作用。
• Efficient and Novel Synthesis of Benzoxazole Derivatives in the Presence of Zinc Dust Under Solvent-Free Conditions
  作者：M. S. R. Murty、Kesur R. Ram、Rayudu Venkateswara Rao、J. S. Yadav

  DOI：10.1080/00397910903320621

  日期：2010.8.31

  A mild and efficient method has been developed for the synthesis of 2-cyclic amine-substituted benzoxazole derivatives using zinc dust under microwave irradiation in the absence of solvent is described. A comparative study was performed under conventional and microwave heating conditions. Zinc dust can be reused several times after reactivation. The significant feature of this method is the isolation

  描述了一种温和有效的方法，用于在没有溶剂的情况下在微波辐射下使用锌粉合成 2-环胺取代的苯并恶唑衍生物。在常规和微波加热条件下进行了比较研究。锌粉在重新激活后可以重复使用多次。该方法的显着特点是在较短的反应时间内通过简单的后处理分离出高纯度的纯产品。
• Metal free amination of 2-chloroazoles in aqueous medium
  作者：R. Uday Kumar、K. Harsha Vardhan Reddy、B.S.P. Anil Kumar、G. Satish、V. Prakash Reddy、Y.V.D. Nageswar

  DOI：10.1016/j.tetlet.2015.12.084

  日期：2016.2

  A green approach for the synthesis of 2-amino azoles by the reaction of 2-chloro azoles with various types of amines using water as an environment friendly solvent at room temperature has been developed. The significant features of this methodology are short reaction time and easy product separation. This approach provides various biologically active compounds in good to excellent yields without adding any catalyst, ligand, or base. (C) 2015 Elsevier Ltd. All rights reserved.
• An Efficient Silane-Promoted Nickel-Catalyzed Amination of Aryl and Heteroaryl Chlorides
  作者：Georg Manolikakes、Andrei Gavryushin、Paul Knochel

  DOI：10.1021/jo702219f

  日期：2008.2.1

  A new silane-promoted nickel-catalyzed amination of aryl chlorides with 0.5 mol % of Ni(acac)2, 1 mol% of 3,5,6,8-tetrabromo-1, 10-phenanthroline, and polymethythydrosiloxane was developed. A broad range of aryl and heteroaryl chlorides can be coupled with secondary amines and anilines to give the desired (het)arylamines in good to excellent yields. The reaction is sensitive to the nature and amount of the silane promoter.
• CsF–Celite catalyzed facile N-alkylation of 2(3H)-benzoxazolones and antimicrobial properties of 2-substituted benzoxazole and 3-substituted-2(3H)-benzoxazolone derivatives
  作者：M. S. R. Murty、Kesur R. Ram、Rayudu Venkateswara Rao、J. S. Yadav、U. S. N. Murty、K. Pranay Kumar

  DOI：10.1007/s00044-010-9367-5

  日期：2011.6

  The synthesis and antimicrobial activity studies of a new series of cyclic amine containing benzoxazoles and benzoxazolone-2(3H)-ones derivatives were described. The alkylation of benzoxazolone was carried out using cesium fluoride-Celite. The newly synthesized compounds with the influence of the induction of the cyclic amine moiety in the benzoxazole scaffold have been evaluated with respect to the antibacterial and antifungal activity. The 2-cyclic amine-1,3-benzoxazoles (5a-l), 5-chloro-3-alkyl substituted-1,3-benzoxazol-2(3H)-ones (8a-f), and 3-[3-(cyclic amine)propyl]-1,3-benzoxazol-2(3H)-ones (9a-f) were synthesized. These derivatives were tested for antibacterial and antifungal activity. Among the compounds tested, 8c and 9f showed moderate to good antibacterial and antifungal activity. Compound 8a showed good antifungal activity.