3-(3-ethoxycarbonyl-thioureido)-1(2)H-pyrazole-4-carboxylic acid ethyl ester | 34683-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(3-ethoxycarbonyl-thioureido)-1(2)H-pyrazole-4-carboxylic acid ethyl ester
• 英文别名: 3-(3-ethoxycarbonyl-thioureido)-1(2)H-pyrazole-4-carboxylic acid ethyl ester
• CAS: 34683-27-7
• 化学式: C₁₀H₁₄N₄O₄S
• 分子量: 286.312
• InChiKey: HNZCUFCYLVERSJ-UHFFFAOYSA-N

物化性质

• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.03
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  105.34
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-(3-ethoxycarbonyl-thioureido)-1(2)H-pyrazole-4-carboxylic acid ethyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship studies of ATP analogues as DNA gyrase inhibitors

  摘要：

  We report herein the design and synthesis of ATP-analogues, namely 4-amino-pyrazolo[3,4-d]pyrimidines and 4-amino-pyrazolo[1,5-a][1,3,5]triazines, with DNA gyrase inhibitory activity. Among these series, some compounds exhibited promising antibacterial activity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00109-8
• 作为产物：
  描述：

  2-氰基-3-乙氧基丙烯酸乙酯 在 肼 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 6.0h， 生成 3-(3-ethoxycarbonyl-thioureido)-1(2)H-pyrazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship studies of ATP analogues as DNA gyrase inhibitors

  摘要：

  We report herein the design and synthesis of ATP-analogues, namely 4-amino-pyrazolo[3,4-d]pyrimidines and 4-amino-pyrazolo[1,5-a][1,3,5]triazines, with DNA gyrase inhibitory activity. Among these series, some compounds exhibited promising antibacterial activity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00109-8

文献信息

• Novel Solution- and Solid-Phase Syntheses of Heterocyclic Systems
  作者：Gaelle Cabon、Berangere Gaucher、Aline Gegout、Sophie Heulle、Thierry Masquelin

  DOI：10.2533/000942903777679280

  日期：——

  Heterocyclic compounds are an attractive source of screening library structures because they possess varied structural diversity and can exhibit potent biological activity. In this context, we present some of our new and versatile approaches to rapid and efficient syntheses of pharmacologically relevant core structures. These include: combination of both solution- and solid-phase processes in the synthesis of pyrazolo[1,5-a]-[1,3,5]-triazin-4-ones and pyrazolo[1,5-a]-[1,3,5]-triazines; parallel, multi-generation synthesis of highly functionalized heterocyclic compounds in solution; a multi-step synthesis of 2,5-diketopiperazine on solid support taking advantage of a bicyclic ?-lactam scaffold, and a combined solid- and solution-phase synthesis of a new class of 2,4-diaminothiazoles.

  杂环化合物是筛选库结构的有吸引力的来源，因为它们具有多样的结构多样性并且可能表现出强大的生物活性。在这个背景下，我们提出了一些新的和多功能的方法，用于快速、高效地合成药理学相关的核心结构。这些方法包括：在合成吡唑并[1,5-a]-[1,3,5]-三唑酮和吡唑并[1,5-a]-[1,3,5]-三嗪时结合溶液相和固相过程；在溶液中并行、多代合成高度官能化的杂环化合物；利用双环β-内酰胺支架在固相上多步合成2,5-二酮哌嗪；以及结合固相和溶液相合成一类新的2,4-二氨基噻唑化合物。
• Microwave-Assisted Sequential One-Pot Synthesis of 8-Substituted Pyrazolo[1,5-a][1,3,5]triazines
  作者：Jonathan Elie、Corinne Fruit、Thierry Besson

  DOI：10.3390/molecules26123540

  日期：——

  This paper reports a convenient sequential one-pot approach for the synthesis of an array of 14 pyrazolo[1,5-a][1,3,5]triazines, substituted in C8 by halogen (Br), various functions (CN and CO2Et) and alkyl or (het)aryl groups. This study confirms the interest of combining the efficient heating obtained under dielectric microwave heating and the achievement of sequential one-pot reactions, avoiding

  本文报道了一种方便的顺序一锅法合成一系列 14 吡唑并[1,5- a ][1,3,5]三嗪，在 C8 中被卤素 (Br)、各种功能（CN 和 CO 2 Et) 和烷基或（杂）芳基。该研究证实了将介电微波加热下获得的有效加热与连续一锅反应的实现相结合，避免中间化合物的繁琐后处理和纯化，实现可持续合成过程的兴趣。考虑到通常的常规方法，该微波协议在产量、反应时间和方便的克级合成方面具有优势。