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Methyl 5-phenylnicotinate (CAS No. 10177-13-6): A Comprehensive Overview

Methyl 5-phenylnicotinate, with the chemical formula C₁₂H₁₁NO₂ and CAS number 10177-13-6, is a significant compound in the field of pharmaceutical chemistry and biochemistry. This ester derivative of nicotinic acid has garnered considerable attention due to its diverse biological activities and potential applications in drug development. The structural integrity of this molecule, featuring a phenyl group attached to the nicotinate moiety, contributes to its unique chemical properties and biological interactions.

The synthesis of Methyl 5-phenylnicotinate involves well-established organic chemistry techniques, including esterification reactions. The process typically involves the reaction of 5-phenylnicotinic acid with methanol in the presence of an acid catalyst, such as sulfuric acid or hydrochloric acid. This reaction is highly efficient and yields the desired product with high purity, making it a preferred choice for both laboratory-scale preparations and industrial production.

In recent years, Methyl 5-phenylnicotinate has been extensively studied for its pharmacological properties. Research has demonstrated its potential role as an antioxidant, a neuroprotective agent, and an anti-inflammatory compound. The phenyl group in its structure enhances its ability to interact with various biological targets, including enzymes and receptors involved in metabolic pathways. These interactions have been explored in preclinical studies, revealing promising results in the treatment of neurodegenerative diseases and inflammatory conditions.

One of the most intriguing aspects of Methyl 5-phenylnicotinate is its ability to modulate the activity of nicotinic acetylcholine receptors (nAChRs). These receptors are crucial for neurotransmission and are implicated in various neurological disorders, including Alzheimer's disease and Parkinson's disease. Studies have shown that Methyl 5-phenylnicotinate can enhance cholinergic signaling, potentially leading to improved cognitive function and motor control. This makes it a valuable candidate for further investigation in the development of novel therapeutics for neurodegenerative conditions.

The compound's anti-inflammatory properties have also been a focus of research. Chronic inflammation is a hallmark of many diseases, including cardiovascular disorders, diabetes, and autoimmune conditions. Methyl 5-phenylnicotinate has been found to inhibit key pro-inflammatory cytokines and enzymes, such as COX-2 and NF-κB. By modulating these pathways, the compound may help reduce inflammation and mitigate the progression of inflammatory diseases.

Furthermore, Methyl 5-phenylnicotinate has shown promise in studies related to metabolic disorders. Emerging evidence suggests that it can improve insulin sensitivity and glucose uptake in adipose tissue and muscle cells. This effect is attributed to its ability to activate certain signaling pathways that are involved in glucose metabolism. As a result, it may have therapeutic potential in the management of type 2 diabetes and related metabolic syndromes.

The pharmacokinetic profile of Methyl 5-phenylnicotinate is another area of interest. Research indicates that it exhibits good oral bioavailability and undergoes extensive metabolism in the liver via cytochrome P450 enzymes. Understanding these metabolic pathways is crucial for optimizing drug dosages and minimizing potential side effects. Advanced computational methods, such as molecular docking and pharmacokinetic modeling, have been employed to predict how Methyl 5-phenylnicotinate interacts with biological targets and how it is processed by the body.

In conclusion, Methyl 5-phenylnicotinate (CAS No. 10177-13-6) is a versatile compound with significant potential in pharmaceutical applications. Its diverse biological activities make it a valuable tool for researchers studying neurodegenerative diseases, inflammation, metabolic disorders, and other conditions. As our understanding of its mechanisms of action continues to evolve, so too does its promise as a therapeutic agent. Future research will likely focus on refining synthetic methodologies to enhance yield and purity while exploring novel formulations that could improve its efficacy and bioavailability.

• 6221-06-3(5-Formyl Nicotinic Acid Methyl Ester)
• 4385-73-3(Ethyl 3-(pyridin-3-yl)benzoate)
• 893735-14-3(Methyl 5-(p-tolyl)nicotinate)
• 93349-93-0(Methyl 5-(m-tolyl)nicotinate)
• 128612-43-1(Dimethyl 3,3'-bipyridine-5,5'-dicarboxylate)
• 893734-95-7(3-(4-Formyl-phenyl)-isonicotinic acid methyl ester)
• 93349-94-1(Methyl 5-(o-tolyl)nicotinate)
• 113893-01-9(Methyl [3,4'-bipyridine]-5-carboxylate)
• 113893-00-8(Methyl [3,3'-bipyridine]-5-carboxylate)
• 90395-47-4(Methyl 4-(pyridin-3-yl)benzoate)