6-(octylamino)pyrazine-2-carboxamide | 1537902-07-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-(octylamino)pyrazine-2-carboxamide
• 英文别名: 6-(Octylamino)pyrazine-2-carboxamide
• CAS: 1537902-07-0
• 化学式: C₁₃H₂₂N₄O
• 分子量: 250.344
• InChiKey: QFGPYGLHVAOIOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  80.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-氯吡嗪-2-羧酸 在 ammonium hydroxide 、 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 9.0h， 生成 6-(octylamino)pyrazine-2-carboxamide
  参考文献：
  名称：

  Alkylamino derivatives of pyrazinamide: Synthesis and antimycobacterial evaluation

  摘要：

  A series of pyrazinamide derivatives with alkylamino substitution was designed, synthesized and tested for their ability to inhibit the growth of selected mycobacterial, bacterial and fungal strains. The target structures were prepared from the corresponding 5-chloro (1) or 6-chloropyrazine-2-carboxamide (2) by nucleophilic substitution of chlorine by various non-aromatic amines (alkylamines). To determine the influence of alkyl substitution, corresponding amino derivatives (1a, 2a) and compounds with phenylalkylamino substitution were prepared. Some of the compounds exerted antimycobacterial activity against Mycobacterium tuberculosis H37Rv significantly better than standard pyrazinamide and corresponding starting compounds (1 and 2). Basic structure-activity relationships are presented. Only weak antibacterial and no antifungal activity was detected. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.054

文献信息

• Alkylamino derivatives of pyrazinamide: Synthesis and antimycobacterial evaluation
  作者：Barbora Servusová、Pavla Paterová、Jana Mandíková、Vladimír Kubíček、Radim Kučera、Jiří Kuneš、Martin Doležal、Jan Zitko

  DOI：10.1016/j.bmcl.2013.12.054

  日期：2014.1

  A series of pyrazinamide derivatives with alkylamino substitution was designed, synthesized and tested for their ability to inhibit the growth of selected mycobacterial, bacterial and fungal strains. The target structures were prepared from the corresponding 5-chloro (1) or 6-chloropyrazine-2-carboxamide (2) by nucleophilic substitution of chlorine by various non-aromatic amines (alkylamines). To determine the influence of alkyl substitution, corresponding amino derivatives (1a, 2a) and compounds with phenylalkylamino substitution were prepared. Some of the compounds exerted antimycobacterial activity against Mycobacterium tuberculosis H37Rv significantly better than standard pyrazinamide and corresponding starting compounds (1 and 2). Basic structure-activity relationships are presented. Only weak antibacterial and no antifungal activity was detected. (C) 2013 Elsevier Ltd. All rights reserved.