4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-2-(methylthio)-5-pyrimidinecarboxylic acid ethyl ester
[CAS# 330785-81-4]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Pyrimidine
• Name: 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-2-(methylthio)-5-pyrimidinecarboxylic acid ethyl ester
• Synonyms: ethyl 4-[(3-chloro-4-methoxyphenyl)methylamino]-2-methylsulfanylpyrimidine-5-carboxylate
• Molecular Formula: C₁₆H₁₈ClN₃O₃S
• Molecular Weight: 367.85
• CAS Registry Number: 330785-81-4
• EC Number: 801-713-7
• SMILES: CCOC(=O)C1=CN=C(N=C1NCC2=CC(=C(C=C2)OC)Cl)SC

Properties

• Solubility: Insoluble (1.4E^-3 g/L) (25 °C), Calc.^*
• Density: 1.33±0.1 g/cm³ (20 °C 760 Torr), Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2013 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302
• Safety Statements: P280-P305+P351+P338

Discovery and Applications

4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-2-(methylthio)-5-pyrimidinecarboxylic acid ethyl ester is a complex chemical compound with a multifaceted structure and notable applications in medicinal chemistry. This substance is characterized by a pyrimidine ring with multiple substituents, including a chloro-methoxyphenyl group, a methylthio group, and an ethyl ester of a carboxylic acid. The compound’s molecular formula is C18H18ClN3O3S.

The discovery of this chemical compound is part of ongoing research in the development of novel pharmaceutical agents. The pyrimidine ring system is a well-established scaffold in medicinal chemistry due to its versatility and ability to interact with various biological targets. By introducing different substituents to the pyrimidine core, researchers can modify its biological activity and improve its pharmacological properties.

One of the key features of 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-2-(methylthio)-5-pyrimidinecarboxylic acid ethyl ester is its potential as a therapeutic agent. The compound’s structure suggests it may be of interest in the development of drugs targeting specific biological pathways. For instance, the presence of the chloro and methoxy groups could influence the compound's interaction with enzymes or receptors, potentially leading to the development of new treatments for various diseases.

In the field of medicinal chemistry, the compound’s pyrimidine core is particularly noteworthy. Pyrimidines are central to the structure of many biologically active molecules, including antiviral, anticancer, and anti-inflammatory agents. By modifying the pyrimidine ring with different functional groups, researchers can create compounds with unique biological profiles.

4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-2-(methylthio)-5-pyrimidinecarboxylic acid ethyl ester could be explored for its potential in treating conditions related to enzyme inhibition or receptor modulation. The methylthio group may enhance the compound’s interaction with specific targets, while the ethyl ester group could influence its solubility and absorption properties.

The compound also holds potential in the development of novel diagnostic tools. The unique combination of substituents on the pyrimidine ring may enable the design of compounds with selective binding properties for imaging agents or biosensors. Such applications could be valuable in medical imaging and diagnostics, providing insights into disease mechanisms and aiding in early detection.

In summary, 4-[[(3-Chloro-4-methoxyphenyl)methyl]amino]-2-(methylthio)-5-pyrimidinecarboxylic acid ethyl ester represents a promising area of study in medicinal chemistry. Its complex structure and diverse substituents make it a candidate for further research into therapeutic and diagnostic applications. The compound’s ability to interact with biological targets and its potential for modification highlight its importance in the development of new chemical entities with medical significance.

References

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