(2,5-Diphenyl-pyrazolo[1,5-c]pyrimidin-7-yl)-hydrazine | 153838-09-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (2,5-Diphenyl-pyrazolo[1,5-c]pyrimidin-7-yl)-hydrazine
• 英文别名: (2,5-Diphenylpyrazolo[1,5-c]pyrimidin-7-yl)hydrazine
• CAS: 153838-09-6
• 化学式: C₁₈H₁₅N₅
• 分子量: 301.351
• InChiKey: BJWMRJOBYYWWFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2,5-Diphenyl-pyrazolo[1,5-c]pyrimidin-7-yl)-hydrazine 在 溶剂黄146 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 6.75h， 生成 7,11-diphenyl-1,3,4,5,6,12-hexazatricyclo[7.3.0.02,6]dodeca-2,4,7,9,11-pentaene
  参考文献：
  名称：

  Marei, Mohamed Gaber; El-Ghanam, Moneim, Journal of Chemical Research, Miniprint, 1993, # 8, p. 2175 - 2188

  摘要：

  DOI：
• 作为产物：
  描述：

  1,5-diphenyl-4-pentyne-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 23.0h， 生成 (2,5-Diphenyl-pyrazolo[1,5-c]pyrimidin-7-yl)-hydrazine
  参考文献：
  名称：

  Marei, Mohamed Gaber; El-Ghanam, Moneim, Journal of Chemical Research, Miniprint, 1993, # 8, p. 2175 - 2188

  摘要：

  DOI：

文献信息

• Synthesis and Electrophilic Substitutions of Novel Pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidines
  作者：Kamal F.M. Atta

  DOI：10.3390/molecules16087081

  日期：——

  5-Aryl-7-hydrazino-2-phenylpyrazolo[1,5-c]pyrimidines 1 were used as precursors for the preparation of a new series of 5-aryl-8-phenylpyrazolo[1,5-c]-1,2,4- triazolo[4,3-a]pyrimidines 2. The reactions of 2 with certain electrophilic reagents gave the respective 6-substituted derivatives 3-5 rather than the 7-isomeric products. Formylation of the key compounds 1 with ethyl formate yielded the formyl

  5-Aryl-7-hydrazino-2-phenylpyrazolo[1,5-c]pyrimidines 1 用作制备新系列 5-aryl-8-phenylpyrazolo[1,5-c]-1,2 的前体,4-三唑并[4,3-a]嘧啶 2. 2 与某些亲电试剂的反应产生各自的 6-取代衍生物 3-5 而不是 7-异构产物。关键化合物 1 与甲酸乙酯甲酰化产生甲酰基衍生物 6。此外，化合物 1 与乙酸沸腾得到 7-乙酰基肼基-5-芳基-2-苯基吡唑并 [1,5-c] 嘧啶 7。7 的溴化产生二溴衍生物 8，而它们的碘化和硝化分别得到单取代的衍生物 9 和 10。此外，用沸腾的乙酸酐处理 1 产生了三乙酰衍生物 11。合成产物的结构通过元素分析、IR、
• Study of the Reaction of 5-Aryl-7-hydrazino-2-phenylpyra-zolo[1,5-c]pyrimidines with 1,3-Dicarbonyl Compounds
  作者：Yan-Song Zheng、Kamal F. M. Atta

  DOI：10.1002/cjoc.201180416

  日期：2011.11

  5‐aryl‐7‐(3,5‐dimethyl‐1H‐pyrazol‐1‐yl)‐2‐phenylpyrazolo[1,5‐c]‐pyrimidines and 1‐(5‐aryl‐2‐phenylpyrazolo[1,5‐c]pyrimidin‐7‐yl)‐3‐methyl‐1H‐pyrazol‐5‐ols is provided by condensative cyclization of 5‐aryl‐7‐hydrazino‐2‐phenylpyrazolo[1,5‐c]pyrimidines with 1,3‐dicarbonyl compounds. The study of the more reactive position for electrophilic substitusion reactions on such ring system was also achieved.

  一种新颖的合成方法，用于制备5-芳基-7-（3,5-二甲基-1 H-吡唑-1-基）-2-苯基吡唑并[1,5- c ]-嘧啶和1-（5-芳基-2-苯基吡唑并[1,5- c ]嘧啶-7-基）-3-甲基-1 H-吡唑-5-醇是通过5-芳基-7-肼基-2-苯基吡唑并[1，3]的缩合环化反应提供的。 5 c ]嘧啶与1,3-二羰基化合物。还研究了在这种环系统上亲电取代反应的更具反应性的位置。
• Syntheses and in silico pharmacokinetic predictions of glycosylhydrazinyl-pyrazolo[1,5-c]pyrimidines and pyrazolo[1,5-c]triazolo[4,3-a]pyrimidines as anti-proliferative agents
  作者：Kamal F. M. Atta、Omaima O. M. Farahat、Tareq Q. Al-Shargabi、Mohamed G. Marei、Tamer M. Ibrahim、Adnan A. Bekhit、El Sayed H. El Ashry

  DOI：10.1007/s00044-018-2277-7

  日期：2019.2

  have hydrazine moiety in the β-configuration. Also, pyrazolo[1,5-c]triazolo[4,3-a]pyrimidines derivatives were synthesized by the reaction of 1a-d with benzoic acid in the presence of phosphorousoxy chloride or by the reaction with benzaldehyde derivatives followed by cyclization in the presence of bromine. All structures of the compounds were confirmed from their IR, 1H, 13C, DPET-135°, 1H-1H COSY

  通过各自的5-芳基-7-肼基-2-苯基吡唑并[1,5-c]嘧啶（1a-d）与葡萄糖，半乳糖和木糖的反应合成了新的糖基肼基-吡唑并[1,5-c]嘧啶在乙醇中。他们的吡喃葡萄糖基结构被认为是椅子构型，并且每个都具有β-构型的肼部分。同样，吡唑并[1,5-c]三唑并[4,3-a]嘧啶衍生物是通过在磷酰氯存在下1a-d与苯甲酸反应或与苯甲醛衍生物反应然后在环戊环中环化而合成溴的存在。化合物的所有结构从它们的IR，确认了1 H，13 C，DPET-135°，1 H- 1H COSY，1 H- 13 C HMQC，13 C- 1 H HMBC光谱和微量分析。合成的化合物显示出对MCF-7人乳腺癌细胞增殖的抑制作用，IC 50值为0.56至8.86 µg / ml。一些活性最高的化合物显示出可接受的预测药代动力学和类药物特性。
• Annulation and Evaluation of Antibacterial Activity of the New Fused Tricyclic (5,5,6) Ring System of Pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidines
  作者：Kamal F. M. Atta、Mohamed G. Marei、Somia M. Abd El-Magiad、Faten H. A. El-Nashar

  DOI：10.3987/com-11-12240

  日期：——

  A series of the new fused 5-aryl-8-phenyl-2H-pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidine-3-thiones 2 were prepared in excellent yields by the reaction of 5-aryl-7-hydrazino-2-phenylpyrazolo[1,5-c]pyrimidines 1 with carbon disulfide in the presence of potassium hydroxide. The pyrazolotriazolopyrimidinethiones gave with certain electrophiles the respective 6-substituted 3-thiones 4-6 rather than the 7-substituted isomeric structure 7. Oxidation of 2 with sodium nitrite or benzenediazonuim chloride afforded the corresponding disulfides 9 or 10 respectively. Moreover, the pyrazolotriazolopyrimidinones 8 were prepared upon reaction with alkaline hydrogen peroxide. All the above compounds were evaluated as antibacterial agents against a variety of microorganisms.