Isophthalic acid (IPA) is a white crystalline solid with the chemical formula C8H6O4. It is an isomer of phthalic acid and is widely used in the production of polymers, resins, and coatings. IPA is also used in medical and environmental research due to its biological activity and potential therapeutic effects.
6.02e-04 M Soluble in 8000 parts cold water, 460 parts boiling water; freely soluble in alcohol; practically insoluble in petroleum ether In methanol: 4.0 g/100 g at 25 °C; in propanol: 1.7 g/100 g at 25 °C, 2.7 g/100 g at 50 °C; in glacial acetic acid: 0.23 g/100 g at 25 °C Insoluble in benzene, ligroin and ether Water solubility: 120 mg/L at 25 °C, 350 mg/L at 50 °C, 3200 mg/L at 100 °C In water, 5400 mg/L at 14 °C (pH adjusted water for complete dissociation) Solubility in water: none in cold water, poor in boiling wate
Synonyms
isophthalate isophthalate, calcium (1:1)salt isophthalate, copper (+2) salt isophthalate, copper (+2) salt (1:1) isophthalate, disodium salt isophthalate, iron (+2) salt isophthalate, iron (+2) salt (1:1) isophthalic acid
Canonical SMILES
[H+].[H+].C1=CC(=CC(=C1)C(=O)[O-])C(=O)[O-]
Method of Synthesis or Extraction
Isophthalic acid can be synthesized by several methods, including the oxidation of meta-xylene, the reaction of benzene with carbon monoxide and water, and the reaction of terephthalic acid with methanol. The efficiency and yield of each method vary depending on the reaction conditions and the purity of the starting materials. The oxidation of meta-xylene is the most commonly used method, with a yield of up to 90%. However, this method requires high temperatures and pressures and produces a large amount of waste. The reaction of benzene with carbon monoxide and water is a more environmentally friendly method, but it has a lower yield of around 60%. The reaction of terephthalic acid with methanol is a simple and efficient method, but it requires a high temperature and produces a large amount of methanol as a byproduct.
Chemical Structure and Biological Activity
Isophthalic acid has a benzene ring with two carboxylic acid groups attached to it. It is a dicarboxylic acid and is soluble in water and organic solvents. Isophthalic acid has been shown to have biological activity, including anti-inflammatory, antioxidant, and anticancer effects. It acts by inhibiting the activity of enzymes involved in inflammation and oxidative stress and by inducing apoptosis in cancer cells. Isophthalic acid has also been shown to have antibacterial and antifungal activity.
Biological Effects
Isophthalic acid has been shown to have a variety of biological effects on cell function and signal transduction. It has been shown to inhibit the production of pro-inflammatory cytokines and chemokines, which are involved in the immune response. Isophthalic acid has also been shown to inhibit the activity of NF-κB, a transcription factor that regulates the expression of genes involved in inflammation and cell survival. In addition, Isophthalic acid has been shown to induce apoptosis in cancer cells by activating the caspase pathway and inhibiting the PI3K/Akt pathway. However, Isophthalic acid can also have potential toxic effects, including liver and kidney damage, if consumed in large amounts.
Applications
Isophthalic acid has a wide range of applications in medical, environmental, and industrial research. In medical research, Isophthalic acid is used in drug development and clinical trials. It has been shown to have potential therapeutic effects in the treatment of cancer, inflammation, and oxidative stress. However, further research is needed to determine its safety and efficacy in humans. In environmental research, Isophthalic acid is used to study its effects on ecosystems and its role in pollution management. It has been shown to have a low toxicity to aquatic organisms and can be used as a biodegradable alternative to other chemicals. In industrial research, Isophthalic acid is used in the manufacturing of polymers, resins, and coatings. It can improve product quality and efficiency and has health and safety considerations due to its potential toxicity.
Future Perspectives and Challenges
The use of Isophthalic acid in scientific research is limited by its potential toxicity and the need for further research to determine its safety and efficacy. Possible solutions and improvements include the development of new synthesis methods that are more environmentally friendly and the use of Isophthalic acid in combination with other compounds to enhance its biological activity. Future trends and prospects in the application of Isophthalic acid in scientific research include the development of new drugs and therapies that target inflammation, oxidative stress, and cancer. However, the challenges of developing safe and effective treatments remain, and further research is needed to overcome these challenges. Conclusion: Isophthalic acid is a versatile compound with a wide range of applications in scientific research. Its synthesis methods, chemical structure, and biological activity have been studied extensively, and it has been shown to have potential therapeutic effects in the treatment of cancer, inflammation, and oxidative stress. However, its potential toxicity and the need for further research to determine its safety and efficacy remain challenges in its use. The future prospects of Isophthalic acid in scientific research are promising, and further research is needed to develop safe and effective treatments.
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