1-Naphthylacetylspermine - 122306-11-0
1-Naphthylacetylspermine
Catalog Number: BT-253136
CAS Number: 122306-11-0
Molecular Formula: C22H34N4O
Molecular Weight: 370.5 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
1-Naphthylacetylspermine is a polyamine derivative that has gained attention in recent years due to its potential therapeutic and industrial applications. This compound is synthesized by the reaction of spermine with 1-naphthylacetyl chloride.
Properties
CAS Number
122306-11-0
Product Name
1-Naphthylacetylspermine
IUPAC Name
N-[3-[4-(3-aminopropylamino)butylamino]propyl]-2-naphthalen-1-ylacetamide
Molecular Formula
C22H34N4O
Molecular Weight
370.5 g/mol
InChI
InChI=1S/C22H34N4O/c23-12-6-15-24-13-3-4-14-25-16-7-17-26-22(27)18-20-10-5-9-19-8-1-2-11-21(19)20/h1-2,5,8-11,24-25H,3-4,6-7,12-18,23H2,(H,26,27)
InChI Key
ZUINPPQIQARTKX-UHFFFAOYSA-N
SMILES
C1=CC=C2C(=C1)C=CC=C2CC(=O)NCCCNCCCCNCCCN
Synonyms
1-NA-Spm
1-naphthyl acetyl spermine
1-naphthylacetyl spermine
1-naphthylacetylspermine
Canonical SMILES
C1=CC=C2C(=C1)C=CC=C2CC(=O)NCCCNCCCCNCCCN
Method of Synthesis or Extraction
The most common method of synthesizing 1-naphthylacetylspermine is by the reaction of spermine with 1-naphthylacetyl chloride. This reaction is carried out in the presence of a base such as triethylamine or pyridine. The efficiency and yield of this method depend on the purity of the starting materials and the reaction conditions. The yield of this reaction is typically around 50-60%.
Environmental and safety considerations must be taken into account when synthesizing 1-naphthylacetylspermine. The starting materials and reagents used in this reaction can be hazardous and must be handled with care. The reaction should be carried out in a well-ventilated area, and appropriate personal protective equipment should be worn.
Chemical Structure and Biological Activity
1-Naphthylacetylspermine has a similar structure to spermine, with an additional naphthylacetyl group attached to the amino group of one of the spermine molecules. This compound has been shown to have potent antiproliferative activity against cancer cells. The mechanism of action of 1-naphthylacetylspermine is not fully understood, but it is thought to involve the inhibition of polyamine biosynthesis and the induction of apoptosis.
Biological Effects
1-Naphthylacetylspermine has been shown to have a variety of biological effects on cell function and signal transduction. This compound has been shown to inhibit the growth of cancer cells and induce apoptosis. It has also been shown to have anti-inflammatory and antioxidant properties.
Potential therapeutic and toxic effects of 1-naphthylacetylspermine must be considered. While this compound has shown promise as a potential anticancer agent, further research is needed to determine its safety and efficacy in humans.
Applications
1-Naphthylacetylspermine has potential applications in medical research, environmental research, and industrial research. In medical research, this compound has been studied for its role in drug development and its potential as a therapeutic agent. Clinical trials have shown promising results in the treatment of cancer.
In environmental research, 1-naphthylacetylspermine has been studied for its effects on ecosystems and its role in pollution management. This compound has been shown to have potential as a bioremediation agent for the removal of pollutants from contaminated soil and water.
In industrial research, 1-naphthylacetylspermine has been studied for its use in manufacturing processes and its potential to improve product quality and efficiency. Health and safety considerations must be taken into account when using this compound in industrial applications.
Future Perspectives and Challenges
Current limitations in the use and study of 1-naphthylacetylspermine include its limited availability and the need for further research to determine its safety and efficacy in humans. Possible solutions and improvements include the development of more efficient synthesis methods and the use of this compound in combination with other anticancer agents.
Future trends and prospects in the application of 1-naphthylacetylspermine in scientific research include the development of new therapeutic agents and the use of this compound in combination with other drugs to improve treatment outcomes. Further research is needed to fully understand the potential of this compound in medical, environmental, and industrial applications.
Conclusion:
1-Naphthylacetylspermine is a promising compound with potential applications in medical, environmental, and industrial research. The synthesis of this compound must be carried out with caution due to the hazardous nature of the starting materials and reagents. Further research is needed to fully understand the biological activity and potential therapeutic and toxic effects of 1-naphthylacetylspermine.
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