6-Nitroveratraldehyde - 20357-25-9
6-Nitroveratraldehyde
Catalog Number: BT-254144
CAS Number: 20357-25-9
Molecular Formula: C9H9NO5
Molecular Weight: 211.17 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
6-Nitroveratraldehyde is a chemical compound that belongs to the class of organic compounds known as benzaldehydes. It is a yellow crystalline solid that is used in various fields such as medical research, environmental research, and industrial research.
Properties
CAS Number
20357-25-9
Product Name
6-Nitroveratraldehyde
IUPAC Name
4,5-dimethoxy-2-nitrobenzaldehyde
Molecular Formula
C9H9NO5
Molecular Weight
211.17 g/mol
InChI
InChI=1S/C9H9NO5/c1-14-8-3-6(5-11)7(10(12)13)4-9(8)15-2/h3-5H,1-2H3
InChI Key
YWSPWKXREVSQCA-UHFFFAOYSA-N
SMILES
COC1=C(C=C(C(=C1)C=O)[N+](=O)[O-])OC
Synonyms
4,5-Dimethoxy-2-nitrobenzaldehyde
Canonical SMILES
COC1=C(C=C(C(=C1)C=O)[N+](=O)[O-])OC
Method of Synthesis or Extraction
6-Nitroveratraldehyde can be synthesized by various methods such as the reaction of veratraldehyde with nitric acid, the reaction of veratraldehyde with nitric acid and sulfuric acid, and the reaction of veratraldehyde with nitric acid and acetic anhydride. The efficiency and yield of each method vary depending on the reaction conditions. The reaction of veratraldehyde with nitric acid and sulfuric acid is the most efficient method with a yield of up to 90%. However, this method is not environmentally friendly and poses safety hazards due to the use of strong acids. The reaction of veratraldehyde with nitric acid and acetic anhydride is a safer and more environmentally friendly method, but the yield is lower than the other methods.
Chemical Structure and Biological Activity
6-Nitroveratraldehyde has a chemical formula of C9H7NO4 and a molecular weight of 197.16 g/mol. It has a nitro group (-NO2) and an aldehyde group (-CHO) attached to a benzene ring. The mechanism of action and biological targets of 6-Nitroveratraldehyde are not well understood. However, it has been reported to have bioactivity against various cancer cell lines, including breast cancer, lung cancer, and colon cancer. It has also been reported to have antimicrobial activity against bacteria and fungi.
Biological Effects
6-Nitroveratraldehyde has been shown to affect cell function and signal transduction in cancer cells. It induces apoptosis (programmed cell death) in cancer cells by activating the caspase pathway. It also inhibits the growth and proliferation of cancer cells by blocking the cell cycle at the G2/M phase. However, the potential therapeutic and toxic effects of 6-Nitroveratraldehyde on human cells and tissues are not well understood.
Applications
In medical research, 6-Nitroveratraldehyde has been studied for its potential role in drug development. It has been shown to have anticancer and antimicrobial activity, which makes it a promising candidate for the development of new drugs. Clinical trials and findings on the use of 6-Nitroveratraldehyde in humans are limited, and more research is needed to determine its safety and efficacy.
In environmental research, 6-Nitroveratraldehyde has been studied for its effects on ecosystems and its role in pollution management. It has been shown to have toxic effects on aquatic organisms, and its presence in the environment can contribute to pollution. However, its potential use in pollution management and sustainability is not well understood.
In industrial research, 6-Nitroveratraldehyde has been used in manufacturing processes to improve product quality and efficiency. It has been used as a precursor for the synthesis of other organic compounds, such as dyes and pharmaceuticals. Health and safety considerations are important when using 6-Nitroveratraldehyde in industrial processes, as it can pose safety hazards if not handled properly.
Future Perspectives and Challenges
The current limitations in the use and study of 6-Nitroveratraldehyde include the lack of understanding of its mechanism of action and biological targets, as well as its potential therapeutic and toxic effects on human cells and tissues. Possible solutions and improvements include further research on its biological activity and toxicity, as well as the development of new methods for its synthesis or extraction. Future trends and prospects in the application of 6-Nitroveratraldehyde in scientific research include its potential use in drug development and pollution management, as well as its role in improving product quality and efficiency in industrial processes.
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