6-氨基-2-吡嗪甲酰胺 | 33332-49-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 6-氨基-2-吡嗪甲酰胺
• 英文名称: 6-aminopyrazine-2-carboxamide
• 英文别名: 6-Aminopyrazinecarboxamide；6-amino-pyrazine-2-carboxylic acid amide
• CAS: 33332-49-9
• 化学式: C₅H₆N₄O
• 分子量: 138.129
• InChiKey: DCGUIRRGIDCPAB-UHFFFAOYSA-N

物化性质

• 沸点：
  412.6±45.0 °C(Predicted)
• 密度：
  1.426±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.9
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  6-氨基-2-吡嗪甲酰胺 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 以55%的产率得到2-氨基-6-氰基吡嗪
  参考文献：
  名称：

  Sato, Nobuhiro; Shimomura, Yuji; Ohwaki, Yoshie, Journal of the Chemical Society. Perkin transactions I, 1991, # 11, p. 2877 - 2882

  摘要：

  DOI：
• 作为产物：
  描述：

  6-氯吡嗪-2-羧酸 在 ammonium hydroxide 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 3.5h， 生成 6-氨基-2-吡嗪甲酰胺
  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.
• Sato, Nobuhiro; Shimomura, Yuji; Ohwaki, Yoshie, Journal of the Chemical Society. Perkin transactions I, 1991, # 11, p. 2877 - 2882
  作者：Sato, Nobuhiro、Shimomura, Yuji、Ohwaki, Yoshie、Takeuchi, Ryo

  DOI：——

  日期：——