sodium phthalhydrazide | 20116-60-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: sodium phthalhydrazide
• 英文别名: sodium salt of phthalhydrazide；sodium;2H-phthalazin-3-ide-1,4-dione
• CAS: 20116-60-3；64258-58-8
• 化学式: C₈H₅N₂O₂*Na
• 分子量: 184.13
• InChiKey: OFIPANLPKNGUJW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.15
• 重原子数：
  13
• 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：
  47.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sodium phthalhydrazide 在 次氯酸叔丁酯 作用下， 以 丙酮 为溶剂， 反应 0.5h， 生成 双酮酞嗪
  参考文献：
  名称：

  Contreras, Fernando Gomes; Lora-Tamayo, Manuel; Sanz, Ana M, Heterocycles, 1989, vol. 28, # 2, p. 791 - 803

  摘要：

  DOI：

文献信息

• Method of treating arrhythmia
  申请人：Ortho Pharmaceutical Corporation

  公开号：US04250180A1

  公开（公告）日：1981-02-10

  Azabicyclic compounds are prepared by reaction of a diene and a diazenediyl compound. The azabicyclic compounds possess cardiovascular activity particularly as antiarrhythmic agents.

  Azabicyclic化合物是由二烯和二氮二烯化合物反应制备而成。这些Azabicyclic化合物具有心血管活性，特别是作为抗心律失常药物。
• Synthesis and Evaluation of Keto-Glutamine Analogues as Inhibitors of Hepatitis A Virus 3C Proteinase
  作者：Yeeman K. Ramtohul、Michael N. G. James、John C. Vederas

  DOI：10.1021/jo0157831

  日期：2002.5.1

  Hepatitis A virus (HAV) 3C enzyme is a picornaviral cysteine proteinase involved in the processing of the initially synthesized viral polyprotein and is therefore important for viral maturation and infectivity, Although it is a cysteine proteinase, this enzyme has a topology similar to those of the chymotrypsin-like serine proteinases. Since the enzyme recognizes peptide substrates with a glutamine residue at the P, site, a number of ketone-containing glutamine compounds analogous to nanomolar inhibitors of cathepsin K were synthesized and tested for inhibition against HAV 3C proteinase. In addition, a 3-azetidinone scaffold was incorporated into the glutamine fragment but gave only modest inhibition. However, introduction of a phthalhydrazido group a to the ketone moiety gave significantly better inhibitors with IC50 values ranging from 13 to 164 muM, presumably due to the effect of intramolecular hydrogen bonding to the ketone. In addition, the tetrapeptide phthalhydrazide 24 was found to be a competitive reversible inhibitor (K-i = 9 x 10(-6) M) and also showed no loss of inhibitory potency in the presence of dithiothreitol.