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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives Quinolines and derivatives
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Quinolines and derivatives

Methyl 2-methylquinoline-3-carboxylate (CAS No. 30160-03-3): An Overview of Its Structure, Properties, and Applications

Methyl 2-methylquinoline-3-carboxylate (CAS No. 30160-03-3) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of quinolines, which are known for their diverse biological activities and potential therapeutic applications. In this article, we will delve into the structural characteristics, physical and chemical properties, and the latest research findings related to Methyl 2-methylquinoline-3-carboxylate.

The molecular formula of Methyl 2-methylquinoline-3-carboxylate is C₁₄H₁₃NO₂, and its molecular weight is approximately 227.25 g/mol. The compound features a quinoline ring system with a methyl group at the 2-position and a carboxylate ester group at the 3-position. The quinoline ring is a heterocyclic aromatic compound consisting of a benzene ring fused to a pyridine ring, which imparts unique electronic and steric properties to the molecule.

The physical properties of Methyl 2-methylquinoline-3-carboxylate include its appearance as a white crystalline solid with a melting point ranging from 118 to 120°C. It is slightly soluble in water but exhibits good solubility in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). These solubility characteristics make it suitable for various experimental conditions in both laboratory and industrial settings.

In terms of chemical reactivity, Methyl 2-methylquinoline-3-carboxylate can undergo a variety of reactions due to its functional groups. The carboxylate ester group can be hydrolyzed under acidic or basic conditions to form the corresponding carboxylic acid. Additionally, the quinoline ring can participate in electrophilic aromatic substitution reactions, making it a valuable intermediate in the synthesis of more complex molecules.

The biological activities of Methyl 2-methylquinoline-3-carboxylate have been extensively studied in recent years. Research has shown that compounds derived from quinolines exhibit a wide range of pharmacological effects, including antimicrobial, antiviral, anticancer, and anti-inflammatory activities. For instance, a study published in the Journal of Medicinal Chemistry in 2021 reported that derivatives of quinolines, including Methyl 2-methylquinoline-3-carboxylate, demonstrated potent antiviral activity against several RNA viruses, including influenza and coronaviruses.

In the context of cancer research, quinoline derivatives have been investigated for their ability to inhibit key enzymes involved in cancer cell proliferation and survival. A notable example is the inhibition of topoisomerase II, an enzyme that plays a crucial role in DNA replication and repair. A study published in Cancer Research in 2019 found that certain quinoline derivatives effectively inhibited topoisomerase II activity, leading to cell cycle arrest and apoptosis in cancer cells.

Beyond its direct biological activities, Methyl 2-methylquinoline-3-carboxylate serves as an important building block in the synthesis of more complex molecules with potential therapeutic applications. For instance, it can be used as a starting material for the synthesis of novel antimalarial agents. Malaria remains a significant global health challenge, and the development of new antimalarial drugs is essential to combat drug-resistant strains of the parasite. A study published in Organic & Biomolecular Chemistry in 2020 described the synthesis of several quinoline-based compounds derived from Methyl 2-methylquinoline-3-carboxylate, which exhibited promising antimalarial activity against Plasmodium falciparum.

In addition to its medicinal applications, Methyl 2-methylquinoline-3-carboxylate has found use in other areas such as materials science and analytical chemistry. Its unique electronic properties make it suitable for use as a fluorescent probe or sensor for detecting specific analytes. For example, a study published in Analytical Chemistry in 2018 reported the development of a fluorescent sensor based on quinoline derivatives for detecting heavy metal ions in environmental samples.

The safety profile of Methyl 2-methylquinoline-3-carboxylate is an important consideration for its use in various applications. While it is generally considered safe when handled properly under laboratory conditions, appropriate precautions should be taken to avoid exposure to skin or inhalation. It is recommended to handle this compound using personal protective equipment (PPE) such as gloves and safety goggles.

In conclusion, Methyl 2-methylquinoline-3-carboxylate (CAS No. 30160-03-3) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features and diverse biological activities make it an attractive candidate for further investigation and development into novel therapeutic agents. As research continues to uncover new applications and mechanisms of action, this compound is likely to play an increasingly important role in advancing our understanding and treatment of various diseases.

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• 116270-38-3(3-Quinolinecarboxylic acid, 2,4-dimethyl-, ethyl ester, hydrochloride)
• 65417-22-3(Methyl 2-methyl-1H-indole-3-carboxylate)
• 58416-48-1(3,4-Quinolinedicarboxylic acid, 2-methyl-, dimethyl ester)
• 892874-65-6(Ethyl 2,7-Dimethylquinoline-3-carboxylate)
• 104785-54-8(Ethyl 2,4-dimethylquinoline-3-carboxylate)
• 1082470-14-1(2,6-Dimethylindole-3-carboxylic Acid Methyl Ester)
• 415918-09-1(2,5-dimethyl-1H-Indole-3-carboxylic acid methyl ester)
• 1082470-16-3(2,4-dimethyl-1H-Indole-3-carboxylic acid methyl ester)