• 1. An integrated cathode and solid electrolyte via in situ polymerization with significantly reduced interface resistance?
  Jialiang Yuan,Ran Dong,Yuan Li,Yang Liu,Zhuo Zheng,Yuxia Liu,Yan Sun,Benhe Zhong,Zhenguo Wu,Xiaodong Guo Chem. Commun., 2021,57, 13004-13007
• 2. An asymmetric supercapacitor based on controllable WO3 nanorod bundle and alfalfa-derived porous carbon?
  Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu Ma RSC Adv., 2021,11, 37631-37642
• 3. An assessment of strategies for the development of solid-state adsorbents for vehicular hydrogen storage
  Mark D. Allendorf,Alauddin Ahmed,Tom Autrey,Jeffrey Camp,Eun Seon Cho,Maciej Haranczyk,Abhi Karkamkar,Di-Jia Liu,Katie R. Meihaus,Iffat H. Nayyar,Roman Nazarov,Donald J. Siegel,Vitalie Stavila,Jeffrey J. Urban,Srimukh Prasad Veccham,Brandon C. Wood Energy Environ. Sci., 2018,11, 2784-2812
• 4. An aptamer-based keypad lock system?
  Yaqing Liu,Jiangtao Ren,Jing Li,Jiyang Liu,Erkang Wang Chem. Commun., 2012,48, 802-804
• 5. An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system?
  Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxylic acids
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxylic acids and derivatives Pyridinecarboxylic acids

4-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic Acid (CAS No. 66909-28-2): An Overview

4-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (CAS No. 66909-28-2) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique pyridine-based structure, exhibits a range of biological activities that make it a valuable candidate for various therapeutic applications. In this article, we will delve into the chemical properties, synthesis methods, biological activities, and potential applications of 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid.

Chemical Properties and Structure: 4-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid is a pyridine derivative with the molecular formula C₉H₉NO₃. The compound features a six-membered pyridine ring with a methyl group at the 4-position, an oxo group at the 6-position, and a carboxylic acid group at the 3-position. This specific arrangement of functional groups imparts unique chemical and physical properties to the molecule. The presence of the carboxylic acid group makes it soluble in polar solvents such as water and ethanol, while the pyridine ring provides aromatic stability and reactivity.

Synthesis Methods: The synthesis of 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid can be achieved through several routes. One common method involves the condensation of an appropriate aldehyde or ketone with an enamine followed by cyclization and oxidation steps. For instance, the reaction of methyl acetoacetate with ethyl acetoacetate in the presence of a base can yield the desired compound after subsequent cyclization and oxidation reactions. Another approach involves the use of microwave-assisted synthesis, which has been shown to significantly enhance reaction yields and reduce reaction times.

Biological Activities: Recent studies have highlighted the diverse biological activities of 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid. One notable area of research is its potential as an anti-inflammatory agent. In vitro studies have demonstrated that this compound can effectively inhibit the production of pro-inflammatory cytokines such as TNF-alpha and IL-1beta in macrophages. Additionally, it has shown promise in reducing oxidative stress by scavenging free radicals and modulating antioxidant enzymes.

Beyond its anti-inflammatory properties, 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid has also been investigated for its potential as an antitumor agent. Preclinical studies have indicated that it can induce apoptosis in various cancer cell lines by disrupting mitochondrial function and activating caspase pathways. Furthermore, its ability to inhibit angiogenesis has been explored in animal models of cancer.

Potential Applications: The multifaceted biological activities of 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid make it a promising candidate for various therapeutic applications. In the realm of inflammatory diseases, this compound could be developed into novel anti-inflammatory drugs for conditions such as rheumatoid arthritis and inflammatory bowel disease. Its antitumor properties suggest potential use in cancer therapy, particularly in combination with other chemotherapeutic agents to enhance treatment efficacy.

In addition to its direct therapeutic applications, 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid can serve as a valuable building block for the synthesis of more complex molecules with enhanced biological activities. For example, modifications to the pyridine ring or the carboxylic acid group can lead to derivatives with improved pharmacokinetic properties or increased selectivity for specific targets.

Clinical Trials and Future Directions: While preclinical studies have provided promising results, further clinical trials are necessary to evaluate the safety and efficacy of 4-methyl-6-o xo -1 , 6 -d ihyd ro p y r id ine -3 -c ar box yli c aci d strong > i n human subjects . Current efforts are focused on optimizing dosing regimens , assessing pharmacokinetic profiles , and identifying potential side effects . Collaborative research between academic institutions , pharmaceutical companies , and regulatory agencies will be crucial in advancing this compound from bench to bedside . p > < p > In conclusion , < strong > 4 -m ethyl - 6 - ox o - 1 , 6 - dihyd ro p yri dine - 3 - car box yli c aci d strong > ( CAS No . 6 6909 - 28 - 2 ) represents a promising molecule with diverse biological activities . Its unique chemical structure , coupled with its potential therapeutic applications , makes it an exciting area of ongoing research . As more data becomes available from clinical trials , we can expect to see significant advancements in our understanding of this compound 's role in medicine . p > article > response >

• 1224465-02-4(methyl 4-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate)
• 3719-45-7(1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid)
• 15864-85-4(3-Pyridinecarboxylicacid, 1,6-dihydro-6-oxo-, sodium salt (1:1))
• 1337879-89-6(3-hydroxy-5-isoquinolinecarboxylic Acid)
• 1337880-89-3(3-hydroxy-7-isoquinolinecarboxylic Acid)
• 1337880-39-3(3-hydroxyisoquinoline-6-carboxylic acid)
• 66909-27-1(6-hydroxy-5-methylpyridine-3-carboxylic acid)
• 24186-78-5(2,4-Dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid)
• 22282-72-0(2-hydroxypyridine-4-carboxylic acid)
• 5006-66-6(6-oxo-1,6-dihydropyridine-3-carboxylic acid)