4-hydroxybenzaldehyde guanylhydrazone hydrochloride | 52272-00-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-hydroxybenzaldehyde guanylhydrazone hydrochloride
• 英文别名: (4-hydroxy-benzylidenamino)-guanidine; hydrochloride；(4-Hydroxy-benzylidenamino)-guanidin; Hydrochlorid
• CAS: 52272-00-1
• 化学式: C₈H₁₀N₄O*ClH
• 分子量: 214.655
• InChiKey: PXUWXAADXORNPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.63
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.49
• 氢给体数：
  4.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  肼甲酰亚胺酰胺一氯化氢 、 对羟基苯甲醛 在 盐酸 作用下， 以 乙醇 为溶剂， 以70%的产率得到4-hydroxybenzaldehyde guanylhydrazone hydrochloride
  参考文献：
  名称：

  Design, synthesis, and evaluation of guanylhydrazones as potential inhibitors or reactivators of acetylcholinesterase

  摘要：

  Analogs of pralidoxime, which is a commercial antidote for intoxication from neurotoxic organophosphorus compounds, were designed, synthesized, characterized, and tested as potential inhibitors or reactivators of acetylcholinesterase (AChE) using the Ellman's test, nuclear magnetic resonance, and molecular modeling. These analogs include 1-methylpyridine-2-carboxaldehyde hydrazone, 1-methylpyridine-2-carboxaldehyde guanylhydrazone, and six other guanylhydrazones obtained from different benzaldehydes. The results indicate that all compounds are weak AChE reactivators but relatively good AChE inhibitors. The most effective AChE inhibitor discovered was the guanylhydrazone derived from 2,4-dinitrobenzaldehyde and was compared with tacrine, displaying similar activity to this reference material. These results indicate that guanylhydrazones as well as future similar derivatives may function as drugs for the treatment of Alzheimer's disease.

  DOI：

  10.3109/14756366.2015.1094468

文献信息

• Design, synthesis, and evaluation of guanylhydrazones as potential inhibitors or reactivators of acetylcholinesterase
  作者：Elaine da Conceição Petronilho、Magdalena do Nascimento Rennó、Newton Gonçalves Castro、Fernanda Motta R. da Silva、Angelo da Cunha Pinto、José Daniel Figueroa-Villar

  DOI：10.3109/14756366.2015.1094468

  日期：2016.11.1

  Analogs of pralidoxime, which is a commercial antidote for intoxication from neurotoxic organophosphorus compounds, were designed, synthesized, characterized, and tested as potential inhibitors or reactivators of acetylcholinesterase (AChE) using the Ellman's test, nuclear magnetic resonance, and molecular modeling. These analogs include 1-methylpyridine-2-carboxaldehyde hydrazone, 1-methylpyridine-2-carboxaldehyde guanylhydrazone, and six other guanylhydrazones obtained from different benzaldehydes. The results indicate that all compounds are weak AChE reactivators but relatively good AChE inhibitors. The most effective AChE inhibitor discovered was the guanylhydrazone derived from 2,4-dinitrobenzaldehyde and was compared with tacrine, displaying similar activity to this reference material. These results indicate that guanylhydrazones as well as future similar derivatives may function as drugs for the treatment of Alzheimer's disease.