5-氨基吡嗪-2-羧酰胺 | 89323-09-1

• 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: 5-氨基吡嗪-2-羧酰胺
• 英文名称: 5-aminopyrazine-2-carboxamide
• 英文别名: 5-amino-pyrazine-2-carboxylic acid amide；5-Amino-pyrazin-2-carbonsaeure-amid；2-Amino-pyrazin-5-carbonsaeure-amid；2-Amino-5-carbamoyl-pyrazin
• CAS: 89323-09-1
• 化学式: C₅H₆N₄O
• 分子量: 138.129
• InChiKey: JAVGJSUOZDZWBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 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
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  5-氨基吡嗪-2-羧酰胺 在 sodium hydroxide 、 双氧水 、 溶剂黄146 作用下， 反应 6.5h， 生成 5-Amino-4-oxy-pyrazine-2-carboxylic acid
  参考文献：
  名称：

  Ambrogi; Cozzi; Sanjust, European Journal of Medicinal Chemistry, 1980, vol. 15, # 2, p. 157 - 163

  摘要：

  DOI：
• 作为产物：
  描述：

  5-氯吡嗪-2-甲酰胺 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以49%的产率得到5-氨基吡嗪-2-羧酰胺
  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

• Pyrazine Chemistry. IV. Bromination of 2-Amino-3-carbomethoxypyrazine
  作者：R. C. Ellingson、R. L. Henry

  DOI：10.1021/ja01176a058

  日期：1949.8
• AMBROGI V.; COZZI P.; SANIUST P.; BERTONE L.; LOVISOLO P. P.; BRIATICO G.+, EUR. J. MED. CHEM.-CHIM. THER., 1980, 15, NO 2, 157-163
  作者：AMBROGI V.、 COZZI P.、 SANIUST P.、 BERTONE L.、 LOVISOLO P. P.、 BRIATICO G.+

  DOI：——

  日期：——
• 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.
• Ambrogi; Cozzi; Sanjust, European Journal of Medicinal Chemistry, 1980, vol. 15, # 2, p. 157 - 163
  作者：Ambrogi、Cozzi、Sanjust、et al.

  DOI：——

  日期：——