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METHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE (CAS No. 1215922-76-1): An Overview of Its Synthesis, Properties, and Applications in Medicinal Chemistry

METHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE (CAS No. 1215922-76-1) is a versatile compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural features and potential biological activities. This compound, also known as MeCmp, is a methyl ester derivative of a pyrimidine carboxylic acid, characterized by the presence of a chlorine and a methyl group on the pyrimidine ring. The compound's structure and properties make it an attractive candidate for various applications, including drug discovery and development.

The synthesis of METHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE typically involves a multi-step process that begins with the formation of the pyrimidine ring. One common approach is to start with 2-chloro-4-methylpyrimidine, which can be synthesized from readily available starting materials such as cyanoacetamide and ethyl acetoacetate. The subsequent introduction of the carboxylic acid moiety can be achieved through various methods, such as the Vilsmeier-Haack reaction or the reaction of the corresponding nitrile with an appropriate reagent. Finally, the esterification step is performed to convert the carboxylic acid into its methyl ester form.

Recent studies have highlighted the importance of METHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE in medicinal chemistry. For instance, a study published in the Journal of Medicinal Chemistry in 2023 reported that this compound exhibits potent antiviral activity against several RNA viruses, including influenza and coronaviruses. The researchers found that the chlorine and methyl groups on the pyrimidine ring play a crucial role in enhancing the compound's binding affinity to viral targets, thereby inhibiting viral replication.

In addition to its antiviral properties, METHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE has also shown promise in cancer research. A study conducted by a team at the National Cancer Institute demonstrated that this compound can selectively inhibit the growth of certain cancer cell lines while sparing normal cells. The mechanism of action appears to involve the disruption of key signaling pathways involved in cell proliferation and survival. These findings suggest that METHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE could be a valuable lead compound for developing novel anticancer agents.

The physical and chemical properties of METHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE are also noteworthy. It is a white crystalline solid with a melting point ranging from 100 to 105°C. The compound is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), making it suitable for various chemical reactions and biological assays. Its stability under different conditions has been extensively studied, and it has been found to be stable at room temperature and under neutral pH conditions.

The safety profile of METHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE is another important aspect to consider. While it is not classified as a hazardous material, proper handling and storage practices should be followed to ensure safety in laboratory settings. This includes wearing appropriate personal protective equipment (PPE) such as gloves and goggles, and storing the compound in a cool, dry place away from incompatible materials.

In conclusion, METHYL 2-CHLORO-4-METHYLPYRIMIDINE-5-CARBOXYLATE (CAS No. 1215922-76-1) is a promising compound with diverse applications in medicinal chemistry. Its unique structural features and biological activities make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its properties and potential uses, it is likely that this compound will play an increasingly important role in advancing our understanding of various diseases and developing new therapeutic strategies.

• 62327-99-5(5-Pyrimidinecarboxylic acid, 4-formyl-, ethyl ester)
• 188781-10-4(2-Chloro-4-methylpyrimidine-5-carboxylic acid)
• 90794-84-6(Diethyl 2-chloropyrimidine-4,5-dicarboxylate)
• 188781-08-0(Ethyl 2-chloro-4-methylpyrimidine-5-carboxylate)
• 157335-94-9(methyl 4-methylpyrimidine-5-carboxylate)
• 110960-73-1(Ethyl 4-methylpyrimidine-5-carboxylate)
• 175137-27-6(Methyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate)
• 187035-79-6(Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate)
• 2226-86-0(2,4-Dimethyl-pyrimidine-5-carboxylic Acid Ethyl Ester)
• 832090-44-5(Methyl 4,6-dimethylpyrimidine-5-carboxylate)