2,3-吡嗪二羧酰胺 | 4933-19-1

• 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: 2,3-吡嗪二羧酰胺
• 英文名称: pyrazine-2,3-dicarboximide
• 英文别名: 5H pyrrolo[3,4-b]pyrazine-5,7(6H)-dione；2,3-pyrazinedicarboximide；Pyrazin-dicarbonsaeure-imid；2,3-Pyrazindicarboximid；pyrrolo[3,4-b]pyrazine-5,7-dione；Pyrrolo[3,4-b]pyrazin-5,7-dion；3,6-Diazaphthalimid；5h-Pyrrolo[3,4-b]pyrazine-5,7(6h)-dione；pyrrolo[3,4-b]pyrazine-5,7-dione
• CAS: 4933-19-1
• 化学式: C₆H₃N₃O₂
• mdl: MFCD01686950
• 分子量: 149.109
• InChiKey: UGAIORBQCJKREN-UHFFFAOYSA-N

物化性质

• 沸点：
  270.15°C (rough estimate)
• 密度：
  1.5096 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2,3-吡嗪二羧酰胺 在 双氧水 作用下， 以 乙腈 为溶剂， 反应 11.0h， 以62.4%的产率得到N-羟基-2,3-吡嗪二甲酰亚胺
  参考文献：
  名称：

  一种N-羟基酰亚胺类化合物的合成方法

  摘要：

  本发明涉及一种N‑羟基酰亚胺类化合物的合成方法，该方法具有成本低、无固体废盐、及含盐废水产生、制备过程简单、环保的优点。本发明采用的技术方案是用高浓度双氧水作氧化剂，在介孔钛硅分子筛负载氧化铁(Fe2O3/Ti‑Si‑O)催化剂的作用下，将酰亚胺于适当的溶剂中，在适宜的温度和时间条件下氧化成N‑羟基酰亚胺化合物。

  公开号：

  CN114249683A
• 作为产物：
  描述：

  吡嗪-2,3-二羧酸 二甲酯 在 氨 作用下， 以 甲醇 为溶剂， 生成 2,3-吡嗪二羧酰胺
  参考文献：
  名称：

  Tsuda, Tadataka; Fujishima, Katsuhiro; Ueda, Hiroo, Agricultural and Biological Chemistry, 1981, vol. 45, # 9, p. 2129 - 2130

  摘要：

  DOI：

文献信息

• Synthesis of New Bioactive Compounds of Pyrazino [2,3-e][1,3] Oxazepines and Pyrazino [2,3-e] [1,3] Diazepines Bearing 1,3,4-Oxadiazole Moieties
  作者：A. N. Ayyash、K. A. Juwair、O. G. Najeeb、N. M. Jasim

  DOI：10.21608/ejchem.2021.55735.3174

  日期：2021.3.15

  A series of novel derivatives of 7,7'-(1,4-phenylene) bis [(5-substitutedphenyl-1,3,4-oxadiazol-2-yl)-amino (7,8-dihydropyrazino[2,3-e][1,3]oxazepine-5,9-dione)], 3a-d and 7,7'-(1,4-phenylene)bis[(5-substitutedphenyl-1,3,4-oxadiazol-2-yl)-amino (7,8 dihydro-5H-pyrazino[2,3-e][1,3]diazepine-5,9(6H)-dione)], 4a-d have been prepared by the cycloaddition reaction of 2,3-pyrazinedicarboxylic anhydride (and/or 2,3-pyrazinedicarboximide) with new derivatives of 1,3,4 oxadiazole bearing azomethine group which were prepared via cyclization reaction of some carbohydrazides with various benzoic acids in POCl3. The structures of the desired compounds were in a coincidence as deduced from their FTIR, 1H NMR, 13C NMR, and mass spectra. Antimicrobial activities of titled compounds have been recorded with good to excellent results.

  一系列新颖的7,7'-(1,4-苯ylene)双[(5-取代苯基-1,3,4-噁二唑-2-基)-氨基(7,8-二氢吡嗪并[2,3-e][1,3]噁唑啉-5,9-二酮)]，3a-d，以及7,7'-(1,4-苯ylene)双[(5-取代苯基-1,3,4-噁二唑-2-基)-氨基(7,8-二氢-5H-吡嗪并[2,3-e][1,3]二氮杂卓-5,9(6H)-二酮)]，4a-d，已通过2,3-吡嗪二羧酸酐（及/或2,3-吡嗪二羧亚胺）与含有亚甲基胺基团的新型1,3,4-噁二唑衍生物的环加成反应制备。这些1,3,4-噁二唑衍生物是通过某些碳二酰肼与各种苯甲酸在POCl3中的环化反应制备的。所期望化合物的结构与其FTIR、1H NMR、13C NMR和质谱数据推导一致。这些化合物的抗菌活性已记录，结果良好至优秀。
• Novel and versatile methodology for synthesis of cyclic imides and evaluation of their cytotoxic, DNA binding, apoptotic inducing activities and molecular modeling study
  作者：Alaa A.-M. Abdel-Aziz

  DOI：10.1016/j.ejmech.2006.12.003

  日期：2007.5

  developed for synthesis of N-substituted imides. Thus, acid anhydrides, imides and dicarboxylic acids were successfully subjected to dehydrative cyclization with substituted amines using DPPOx and Et(3)N to afford N-substituted imides under mild conditions. The DNA binding and apoptosis induction were investigated with regard to their potential utility as cytotoxic agents. Molecular modeling methods

  已经开发了用于合成N-取代的酰亚胺的通用方法。因此，使用DPPOx和Et（3）N，酸酐，酰亚胺和二元羧酸已成功地与取代的胺进行脱水环化，从而在温和的条件下得到N-取代的酰亚胺。关于DNA结合和凋亡诱导作为细胞毒剂的潜在用途，进行了研究。分子建模方法用于通过分子和量子力学研究活性化合物的细胞毒活性。
• Efficient Cesium Carbonate Promoted N-Alkylations of Aromatic Cyclic Imides Under Microwave Irradiation
  作者：María Blanco、Mercedes Escudero、Lautaro Kremenchuzky、Isabel Perillo、Hugo Cerecetto

  DOI：10.1055/s-0030-1258398

  日期：2011.2

  We present here an efficient and simple method for the N-alkylation of aromatic cyclic imides employing cesium carbonate as the base in anhydrous N,N-dimethylformamide at low temperatures (20-70 ˚C). The employment of microwave irradiation presents noteworthy advantages over conventional heating. The method is compatible with base labile functional groups.

  本文介绍了一种高效且简便的方法，通过在低温（20-70℃）无水N,N-二甲基甲酰胺中使用碳酸铯作为碱，来实现芳香环亚胺的N-烷基化。相较于传统加热，采用微波辐射具有显著的优势。该方法与对碱敏感的官能团兼容。
• Agents and crystals for improving excretory potency of urinary bladder
  申请人：——

  公开号：US20020177593A1

  公开（公告）日：2002-11-28

  Agents for improving potentcy of the urinary bladder which comprises an amine compound of non-carbamate-type having an acetylcholinesterase-inhibiting action. Particularly, crystals of a tricyclic, condensed, heterocyclic derivative are provided, which possess an excellent action to inhibit acetylcholine esterase and an action to improve the excretory potency of urinary bladder. As an example, crystals of of 8-[3-[1-[(3-fluorophenyl)-methyl]-4-piperidinyl]-1-oxopropyl]-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one or a salt thereof and pharmaceutical compositions containing them are disclosed.

  改善膀胱功能的药剂，包括一种非卡巴酯类胺化合物，具有乙酰胆碱酯酶抑制作用。特别地，提供了一种三环、紧凑、杂环衍生物的晶体，具有优异的抑制乙酰胆碱酯酶作用和改善膀胱排泄功能的作用。例如，揭示了8-[3-[1-[(3-氟苯基)-甲基]-4-哌啶基]-1-氧代丙基]-1,2,5,6-四氢-4H-吡咯烷[3,2,1-ij]-喹啉-4-酮或其盐和含有它们的药物组合物。
• Sodium
  申请人：G. D. Searle & Co.

  公开号：US04193979A1

  公开（公告）日：1980-03-18

  Sodium 3-[[[2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl]-amino]carbonyl]-2-pyridin ecarboxylic acid and related compounds which are labeled with radioactive technetium-99m are described as well as their preparations. These novel complexes are useful by reason of their utility as radiopharmaceutical imaging agents. Particularly, these complexes are useful as gallbladder and liver imaging agents.

  本文描述了用放射性锝-99m标记的钠3-[[[2-(2-甲基-5-硝基-1H-咪唑-1-基)乙基]-氨基]羧酰基]-2-吡啶羧酸及其相关化合物以及它们的制备方法。这些新型配合物由于其作为放射性药物成像剂的实用性而有用。特别地，这些配合物作为胆囊和肝脏成像剂是有用的。