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  Nicu-Cosmin Ostache,Marie-Aude Hiebel,Adriana-Lumini?a F?naru,Hassan Allouchi,Gérald Guillaumet,Franck Suzenet RSC Adv. 2021 11 9756
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazole carboxylic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazoles Pyrazole carboxylic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Heterocyclic Compounds

Comprehensive Overview of Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate (CAS No. 31037-02-2)

Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate (CAS No. 31037-02-2) is a versatile organic compound widely used in pharmaceutical and agrochemical research. This pyrazole derivative has garnered significant attention due to its unique structural properties and potential applications in drug discovery. With the increasing demand for novel heterocyclic compounds, researchers are exploring its role in developing antimicrobial agents, anticancer drugs, and pesticide intermediates.

The compound’s molecular structure features a 5-amino pyrazole core substituted with a methyl group at the 1-position and an ethyl carboxylate moiety at the 4-position. This configuration enhances its reactivity, making it a valuable building block for synthesizing more complex molecules. Recent studies highlight its utility in click chemistry and metal-organic frameworks (MOFs), aligning with the growing interest in sustainable chemistry and green synthesis methods.

In the pharmaceutical industry, Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate is often employed as a precursor for biologically active compounds. Its derivatives have shown promise in targeting enzyme inhibitors and receptor modulators, addressing current challenges in treating metabolic disorders and inflammatory diseases. The compound’s compatibility with high-throughput screening (HTS) platforms further boosts its appeal for modern drug development pipelines.

From an agrochemical perspective, this pyrazole ester serves as a key intermediate in formulating crop protection agents. Its derivatives exhibit herbicidal and fungicidal activities, meeting the global demand for eco-friendly alternatives to traditional pesticides. As regulatory pressures on environmental toxicity intensify, researchers are optimizing its derivatives for lower ecological impact while maintaining efficacy.

The synthesis of Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate typically involves condensation reactions of hydrazine derivatives with β-keto esters, followed by selective functionalization. Advances in catalytic methods and microwave-assisted synthesis have improved yields and reduced reaction times, catering to industrial-scale production needs. These innovations align with the broader shift toward process intensification in fine chemical manufacturing.

Analytical characterization of this compound relies on techniques like NMR spectroscopy, mass spectrometry, and HPLC purity testing. Quality control is critical, especially for pharmaceutical-grade material, where impurities can affect downstream applications. Recent discussions in scientific forums emphasize the need for standardized analytical protocols to ensure batch-to-batch consistency.

Market trends indicate rising demand for 31037-02-2 in Asia-Pacific regions, driven by expanding pharmaceutical R&D and agrochemical sectors. Suppliers are increasingly offering custom synthesis services and GMP-compliant batches to meet diverse client requirements. The compound’s inclusion in commercial screening libraries further underscores its relevance in early-stage drug discovery.

Environmental and safety assessments of Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate highlight its low bioaccumulation potential and moderate biodegradability. While not classified as hazardous under current regulations, proper handling precautions (e.g., PPE usage) are recommended during laboratory work. These findings support its adoption in industries prioritizing green chemistry principles.

Future research directions may explore its applications in material science, such as designing organic semiconductors or photocatalysts. Collaborative efforts between academia and industry could unlock new functionalities, leveraging the compound’s tunable electronic properties. Such interdisciplinary approaches resonate with today’s focus on sustainable innovation.

In summary, Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate (CAS No. 31037-02-2) represents a multifaceted tool for modern chemistry. Its adaptability across pharmaceuticals, agrochemicals, and materials science positions it as a compound of enduring interest, particularly as industries embrace molecular diversity and efficient synthesis strategies.

• 74440-36-1(1H-Pyrazole-4-carboxylic acid, 3,5-diamino-1-methyl-, ethyl ester)
• 74440-37-2(1H-Pyrazole-4-carboxylicacid, 3,5-diamino-1-methyl-)
• 4058-91-7(5-Amino-1-methyl-1H-pyrazole-4-carboxylic acid)
• 90641-65-9(1H-Pyrazole-4-carboxylicacid, 5-amino-1-ethyl-, ethyl ester)
• 110860-60-1(Methyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate)
• 21230-43-3(Ethyl 3-amino-1-methyl-1H-pyrazole-4-carboxylate)
• 58046-49-4(Ethyl 5-amino-1-(2-hydroxyethyl)-1H-pyrazole-4-carboxylate)
• 1909326-63-1(tert-butyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate)
• 109056-66-8(1H-Pyrazole-4-carboxylic acid, 3,5-diamino-1-methyl-, methyl ester)
• 64182-19-0(Methyl 3-amino-1-methyl-1H-pyrazole-4-carboxylate)