4-Amino-1-(4-chloro-phenyl)-6-imino-1,6-dihydro-pyridazine-3,5-dicarbonitrile | 74982-73-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-Amino-1-(4-chloro-phenyl)-6-imino-1,6-dihydro-pyridazine-3,5-dicarbonitrile
• 英文别名: 4-amino-1-(4-chlorophenyl)-6-iminopyridazine-3,5-dicarbonitrile
• CAS: 74982-73-3
• 化学式: C₁₂H₇ClN₆
• 分子量: 270.681
• InChiKey: ZGUAGTBPPWMVHE-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C(Solv: ethanol (64-17-5); N,N-dimethylformamide (68-12-2))
• 沸点：
  457.7±55.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  115.27
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  胍 、 4-Amino-1-(4-chloro-phenyl)-6-imino-1,6-dihydro-pyridazine-3,5-dicarbonitrile 在 amine 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 以43%的产率得到
  参考文献：
  名称：

  Design, synthesis and biological evaluation of pyrimidine-based derivatives as antitumor agents

  摘要：

  In this paper we made a contentious effort to afford heterocyclic compounds with interesting biological activities. The reaction of guanidine with either activated methylene groups, arylhydrazono derivatives, dicyanopropene derivatives, malononitrile dimer or arylhydarazononitrile derivatives afforded diaminopyrimidine derivatives, aryldiazenyl pyrimidine derivatives, fused pyridopyrimidne derivatives and pyrimidopyridazine derivatives respectively.Also the reaction of guanidine with phenylhydrazono carbonyl compounds produced phenyldiazenyl pyrimidine derivatives. The latter products were directed toward the reaction with either acetic anhydride or ethylcyanoacetate to form acetamidopyrimidine derivatives and cyanoacetamidopyrimidine derivatives respectively. The latter products underwent cyclization via reaction with either activated methylene groups or activated methylene carbonyl compounds afforded pyridopyrimidne derivatives.The structures of the newly synthesized compounds were established using IR, H-1 NMR, C-13 NMR and mass spectrometry and their antitumor activity was investigated. Some of these compounds showed promising inhibitory effects on the three different cell lines.

  DOI：

  10.33224/rrch.2020.65.3.02
• 作为产物：
  描述：

  2-[(4-氯苯基)异二氮烯]丙二腈 、 丙二腈 以 吡啶 为溶剂， 反应 10.0h， 以75%的产率得到4-Amino-1-(4-chloro-phenyl)-6-imino-1,6-dihydro-pyridazine-3,5-dicarbonitrile
  参考文献：
  名称：

  Hafez, Ebtisam Abdel Aziz; Khalifa, Mohamed Ali Elsayed; Guda, Sayed Kamel Ahmed, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1980, vol. 35, # 4, p. 485 - 489

  摘要：

  DOI：

文献信息

• HAFEZ E. A. A.; KHALIFA M. A. E.; GUDA S. K. A.; ELNAGDI M. H., Z. NATURFORSCH., 1980, B35, NO 4, 485-489
  作者：HAFEZ E. A. A.、 KHALIFA M. A. E.、 GUDA S. K. A.、 ELNAGDI M. H.

  DOI：——

  日期：——
• ABED, N. M.;IBRAHIM, N. S.;FAHMY, S. M.;ELNAGDI, M. H., ORG. PREP. AND PROCED. INT., 1985, 17, N 2, 107-114
  作者：ABED, N. M.、IBRAHIM, N. S.、FAHMY, S. M.、ELNAGDI, M. H.

  DOI：——

  日期：——