4-Azido-n-ethyl-1,8-naphthalimide - 912921-27-8
4-Azido-n-ethyl-1,8-naphthalimide
Catalog Number: BT-254608
CAS Number: 912921-27-8
Molecular Formula: C14H10N4O2
Molecular Weight: 266.26
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
4-Azido-n-ethyl-1,8-naphthalimide is a synthetic compound that has gained attention in recent years due to its potential applications in various fields, including medical, environmental, and industrial research. This paper aims to provide an overview of the synthesis, chemical structure, biological activity, and applications of 4-Azido-n-ethyl-1,8-naphthalimide.
Properties
CAS Number
912921-27-8
Product Name
4-Azido-n-ethyl-1,8-naphthalimide
IUPAC Name
6-azido-2-ethylbenzo[de]isoquinoline-1,3-dione
Molecular Formula
C14H10N4O2
Molecular Weight
266.26
InChI
InChI=1S/C14H10N4O2/c1-2-18-13(19)9-5-3-4-8-11(16-17-15)7-6-10(12(8)9)14(18)20/h3-7H,2H2,1H3
InChI Key
PLRPPRRYIDIPID-UHFFFAOYSA-N
SMILES
CCN1C(=O)C2=C3C(=C(C=C2)N=[N+]=[N-])C=CC=C3C1=O
Synonyms
6-Azido-2-ethyl-1H-benz[de]isoquinoline
Method of Synthesis or Extraction
The synthesis of 4-Azido-n-ethyl-1,8-naphthalimide can be achieved through various methods, including the reaction of 4-nitrophthalic anhydride with ethyl azidoacetate in the presence of a base, or the reaction of 4-nitrophthalic anhydride with sodium azide and ethyl bromoacetate. The efficiency and yield of each method depend on the reaction conditions, such as temperature, solvent, and catalyst. However, the safety and environmental considerations of these methods should also be taken into account, as some of the reagents used are toxic and hazardous.
Chemical Structure and Biological Activity
The chemical structure of 4-Azido-n-ethyl-1,8-naphthalimide consists of a naphthalimide core with an azidoethyl group attached to the nitrogen atom. This compound has been shown to exhibit biological activity, particularly in its ability to bind to DNA and inhibit topoisomerase II activity. It has also been found to have potential as a fluorescent probe for imaging applications.
Biological Effects
The biological effects of 4-Azido-n-ethyl-1,8-naphthalimide on cell function and signal transduction are still being studied. However, it has been suggested that this compound may have potential therapeutic effects in cancer treatment, as it can induce DNA damage and apoptosis in cancer cells. On the other hand, it may also have toxic effects on normal cells, and further research is needed to determine its safety and efficacy.
Applications
In medical research, 4-Azido-n-ethyl-1,8-naphthalimide has been used as a tool for studying DNA-protein interactions and as a potential anticancer agent. Clinical trials are still ongoing to determine its effectiveness in cancer treatment. In environmental research, this compound has been studied for its effects on ecosystems and its potential role in pollution management. In industrial research, it has been used in manufacturing processes to improve product quality and efficiency, with health and safety considerations taken into account.
Future Perspectives and Challenges
The current limitations in the use and study of 4-Azido-n-ethyl-1,8-naphthalimide include its toxicity and potential side effects, as well as the need for further research to determine its biological activity and mechanisms of action. Possible solutions and improvements include the development of safer and more efficient synthesis methods, as well as the use of this compound in combination with other drugs for enhanced therapeutic effects. Future trends and prospects in the application of 4-Azido-n-ethyl-1,8-naphthalimide in scientific research include its potential use in imaging and diagnostic applications, as well as its role in the development of new cancer therapies.
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