3-Hydroxyanthranilic Acid

3-Hydroxyanthranilic Acid, also known as HAA, is a compound that plays a crucial role in various biological processes in the human body. It is a key intermediate in the kynurenine pathway, which is responsible for the metabolism of tryptophan. This pathway ultimately leads to the production of important molecules such as serotonin and niacin, which are essential for mood regulation and overall health. Therefore, understanding the function of HAA can provide insights into the mechanisms underlying certain diseases and conditions, potentially leading to new treatment strategies. Overall, the relevance of 3-Hydroxyanthranilic Acid to everyday life lies in its impact on our well-being and the potential for therapeutic applications in the future.

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💡 Commercial Applications

3-Hydroxyanthranilic acid, also known as 3-HAA, has various commercial and industrial applications. It is commonly used as a starting material for the synthesis of pharmaceuticals, agrochemicals, and dyes due to its versatile chemical structure and reactivity. In the industrial sector, 3-Hydroxyanthranilic acid is utilized in the production of UV-blocking agents, antioxidants, and corrosion inhibitors, contributing to a wide range of consumer goods and industrial processes.

In the field of drug development and medication, 3-Hydroxyanthranilic acid plays a critical role in the production of a class of anti-inflammatory and immunosuppressive drugs called DMARDs (disease-modifying antirheumatic drugs). These drugs are used to treat autoimmune disorders, such as rheumatoid arthritis and lupus, by modulating the body’s immune response. Furthermore, 3-Hydroxyanthranilic acid is being researched for its potential neuroprotective properties in the treatment of neurodegenerative diseases, such as Alzheimer’s and Parkinson’s, showing promise in enhancing brain function and protecting neuronal cells from damage.

⚗️ Chemical & Physical Properties

3-Hydroxyanthranilic Acid appears as a white to pale yellow crystalline solid. It has a mild, somewhat aromatic odor.

With a molar mass of 181.15 g/mol and a density of 1.767 g/cm³, 3-Hydroxyanthranilic Acid is comparable to common household items such as table salt in terms of molar mass and density.

3-Hydroxyanthranilic Acid has a melting point of 155-157°C and a boiling point of 430°C. These properties are similar to those of common household items such as sugar in terms of melting point and boiling point.

3-Hydroxyanthranilic Acid is partially soluble in water and has a low viscosity. In comparison to common household items, it is more soluble in water than oil but less soluble than table salt. Additionally, its viscosity is similar to that of water.

🏭 Production & Procurement

3-Hydroxyanthranilic acid, also known as 3-HAA, is typically produced through the enzymatic conversion of anthranilic acid by the enzyme 3-hydroxyanthranilate 3,4-dioxygenase. This enzyme catalyzes the oxidation of anthranilic acid to form 3-Hydroxyanthranilic acid. This process occurs in various organisms, including bacteria and fungi.

The procurement of 3-Hydroxyanthranilic acid can be achieved through chemical synthesis or extraction from natural sources. Chemical synthesis involves the reaction of anthranilic acid with appropriate reagents under specific conditions to yield 3-Hydroxyanthranilic acid. Alternatively, extraction from natural sources involves isolating the compound from certain plants or microbial cultures where it naturally occurs.

Once produced or procured, 3-Hydroxyanthranilic acid can be transported in various forms depending on its intended use. It may be shipped as a solid in containers designed for chemical storage or as a solution in appropriate solvents depending on its stability. Careful handling and transportation procedures must be followed to ensure the safety and integrity of the compound during transit.

⚠️ Safety Considerations

Safety considerations for 3-Hydroxyanthranilic Acid should include measures to prevent ingestion, inhalation, and skin or eye contact. Proper personal protective equipment such as gloves, goggles, and lab coats should be worn when handling this compound. It is important to work with 3-Hydroxyanthranilic Acid in a well-ventilated area to avoid exposure to potentially harmful vapors.

The pharmacology of 3-Hydroxyanthranilic Acid involves its role as a metabolite in the kynurenine pathway. This compound is involved in the breakdown of tryptophan and has been implicated in the pathophysiology of various neurological and psychiatric disorders. Further research is needed to fully understand the pharmacological effects of 3-Hydroxyanthranilic Acid in different biological systems.

Hazard statements for 3-Hydroxyanthranilic Acid should include warnings about its potential to cause skin and eye irritation upon contact. This compound may also be harmful if swallowed or if inhaled, leading to respiratory irritation. It is important to store and handle 3-Hydroxyanthranilic Acid with caution to prevent any accidental exposure and adverse health effects.

Precautionary statements for 3-Hydroxyanthranilic Acid should include instructions on proper storage, handling, and disposal of this compound. It is recommended to keep this chemical in a secure, well-ventilated area away from sources of ignition or incompatible substances. In case of exposure, it is advised to seek medical attention immediately and provide relevant information about the compound to healthcare providers.

🔬 Potential Research Directions

Potential research directions for 3-Hydroxyanthranilic Acid could include investigating its role in the immune system, particularly in the regulation of T cell responses and inflammation. Studies could explore its potential as a biomarker for autoimmune diseases or inflammatory conditions. Additionally, research could focus on understanding the molecular pathways that involve 3-Hydroxyanthranilic Acid and its impact on cellular signaling.

Exploration of the pharmacological properties of 3-Hydroxyanthranilic Acid could also be a fruitful area for research. Investigations into its potential as a therapeutic agent for neurological disorders such as Alzheimer’s disease or Parkinson’s disease could be undertaken. Additionally, studies could examine its antioxidant properties and its potential use in combating oxidative stress-related conditions.

Further research could delve into the metabolic pathways involving 3-Hydroxyanthranilic Acid and its derivatives. Studies could aim to elucidate its role in tryptophan metabolism and the kynurenine pathway. Additionally, research could focus on understanding the enzymes and biochemical reactions that govern the production and degradation of 3-Hydroxyanthranilic Acid in various biological systems.

One similar compound to 3-Hydroxyanthranilic Acid based upon molecular structure is Tryptophan. Tryptophan is an essential amino acid that can be metabolized to form 3-Hydroxyanthranilic Acid through the kynurenine pathway. Both compounds contain an indole ring structure, with the hydroxyl group attached to the aromatic ring in 3-Hydroxyanthranilic Acid and the amino group attached to the same ring in Tryptophan.

Another compound structurally similar to 3-Hydroxyanthranilic Acid is 2-Hydroxyanthranilic Acid. This compound differs from 3-Hydroxyanthranilic Acid by the position of the hydroxyl group on the aromatic ring. Both compounds share the same anthranilic acid core structure, with a hydroxyl group bound to the ring. The presence of a hydroxyl group enhances the reactivity of both compounds towards various chemical reactions.

Additionally, Quinolinic Acid is structurally similar to 3-Hydroxyanthranilic Acid due to the presence of a carboxylic acid group on the aromatic ring. Quinolinic Acid is a metabolite of the kynurenine pathway, like 3-Hydroxyanthranilic Acid. Both compounds play roles in the regulation of the immune system and have neuroactive properties. The structural similarities between Quinolinic Acid and 3-Hydroxyanthranilic Acid make them important molecules in the study of neurological diseases and immune responses.

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