2-(4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazin-1-yl)benzo[d]oxazole

• 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-(benzo[d][1,3]dioxol-5-ylmethyl)piperazin-1-yl)benzo[d]oxazole
• 英文别名: 2-(4-Benzo[1,3]dioxol-5-ylmethyl-piperazin-1-yl)-benzooxazole；2-[4-(1,3-benzodioxol-5-ylmethyl)piperazin-1-yl]-1,3-benzoxazole
• 化学式: C₁₉H₁₉N₃O₃
• 分子量: 337.378
• InChiKey: KSTPQTROCLTJMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氯苯并恶唑 、 1-胡椒基哌嗪 以 水 为溶剂， 反应 1.0h， 以81%的产率得到2-(4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazin-1-yl)benzo[d]oxazole
  参考文献：
  名称：

  Metal free amination of 2-chloroazoles in aqueous medium

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2015.12.084

文献信息

• Synthesis of 2-Piperazinylbenzothiazole and 2-Piperazinylbenzoxazole Derivatives with 5-HT3 Antagonist and 5-HT4 Agonist Properties
  作者：Antonio Monge、Maria del Carmen Pena、Juan Antonio Palop、Jose Maria Caldero、Juan Roca、Elisa Garcia、Gonzalo Romero、Joaquin del Rio、Berta Lasheras

  DOI：10.1021/jm00035a012

  日期：1994.4

  New 2-piperazinylbenzothiazole and 2-piperazinylbenzoxazole derivatives were prepared and tested as 5-HT3 receptor antagonists. Some of the new compounds antagonized the effect of 5-HT at the longitudinal muscle myenteric plexus (LMMP) preparation of the guinea pig ileum, and two benzothiazole derivatives, compounds 2e and 2f, were more potent than ondansetron in this regard. However, these two compounds were much weaker than the typical 5-HT3 receptor antagonist as displacers of [H-3]BRL-43694 binding to rat cerebral cortex homogenates or as antagonists of the bradycardia response to 5-HT in the anaesthetized rat. Like the prokinetic agent cisapride, some of the new compounds enhanced gastric emptying in rats. Compound 2f not only markedly enhanced gastric emptying but was also a potent agonist at the isolated rat oesophageal tunics muscularis mucosae, a preparation sensitive to 5-HT4 receptor stimulation, and enhanced the twitch response in the LMMP preparation. The latter effect was blocked by a high concentration of tropisetron or by previous desensitization with 6-methoxytryptamine Compound 2f appears to show a promising pharmacological profile as a potential gastrokinetic agent.
• 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.