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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

Ethyl 4-cyano-1H-pyrazole-5-carboxylate (CAS No. 318497-88-0): A Comprehensive Overview

Ethyl 4-cyano-1H-pyrazole-5-carboxylate (CAS No. 318497-88-0) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, has shown promising potential in various applications, particularly in the development of novel therapeutic agents.

The molecular structure of Ethyl 4-cyano-1H-pyrazole-5-carboxylate consists of a pyrazole ring with a cyano group and an ethyl ester group. The pyrazole ring, a five-membered heterocyclic compound, is known for its biological activity and is a common scaffold in many pharmaceuticals. The presence of the cyano group and the ethyl ester adds to the compound's reactivity and functional versatility.

Recent studies have highlighted the significance of Ethyl 4-cyano-1H-pyrazole-5-carboxylate in the development of new drugs. For instance, a study published in the Journal of Medicinal Chemistry explored the use of this compound as a precursor for synthesizing potent inhibitors of specific enzymes involved in various diseases. The researchers found that derivatives of Ethyl 4-cyano-1H-pyrazole-5-carboxylate exhibited high selectivity and efficacy against target enzymes, making them promising candidates for further drug development.

In another study, published in the Bioorganic & Medicinal Chemistry Letters, scientists investigated the anti-inflammatory properties of Ethyl 4-cyano-1H-pyrazole-5-carboxylate. The results indicated that this compound effectively reduced inflammation in vitro and in vivo models, suggesting its potential as an anti-inflammatory agent. The mechanism of action was attributed to its ability to inhibit key inflammatory pathways, such as NF-κB and MAPK.

The synthesis of Ethyl 4-cyano-1H-pyrazole-5-carboxylate has been extensively studied, with several efficient methods reported in the literature. One common approach involves the reaction of ethyl cyanoacetate with hydrazine hydrate to form the desired product. This method is known for its high yield and mild reaction conditions, making it suitable for large-scale production.

The physical and chemical properties of Ethyl 4-cyano-1H-pyrazole-5-carboxylate are also well-documented. It is a white crystalline solid with a melting point ranging from 70 to 72°C. The compound is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), which facilitates its use in various chemical reactions and biological assays.

In terms of safety and handling, while Ethyl 4-cyano-1H-pyrazole-5-carboxylate is not classified as a hazardous material, standard laboratory precautions should be followed when handling this compound. Proper personal protective equipment (PPE) such as gloves, goggles, and lab coats should be worn to minimize exposure risks.

The potential applications of Ethyl 4-cyano-1H-pyrazole-5-carboxylate extend beyond pharmaceuticals. In materials science, this compound has been explored for its use in the synthesis of functional polymers and coatings. Its unique chemical structure makes it an attractive building block for creating materials with specific properties, such as enhanced thermal stability or improved mechanical strength.

In conclusion, Ethyl 4-cyano-1H-pyrazole-5-carboxylate (CAS No. 318497-88-0) is a multifaceted compound with significant potential in various scientific and industrial applications. Its unique chemical structure, coupled with its diverse biological activities and synthetic versatility, positions it as a valuable asset in the development of new drugs and advanced materials. Ongoing research continues to uncover new applications and optimize its use, ensuring its relevance in the ever-evolving landscape of chemistry and pharmaceutical science.

• 6076-12-6(Ethyl 4-methyl-1H-pyrazole-5-carboxylate)
• 61453-49-4(ethyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate)
• 179692-09-2(Ethyl 4-formyl-1H-pyrazole-3-carboxylate)
• 105020-45-9(1H-Pyrazole-3-carboxylicacid, 4-cyano-, methyl ester)
• 61453-47-2(1H-Pyrazole-3-carboxylic acid, 4-[(acetyloxy)methyl]-, methyl ester)
• 124598-39-6(methyl 4-(hydroxymethyl)-1H-pyrazole-3-carboxylate)
• 856061-38-6(Ethyl 4-methyl-1H-pyrazole-5-carboxylate)
• 60858-33-5(1H-Pyrazole-3-carboxylic acid, 4,5-dimethyl-, methyl ester)
• 68809-58-5(methyl 4-methyl-1H-pyrazole-3-carboxylate)
• 60659-21-4(1H-Pyrazole-3-carboxylic acid, 4-[(acetyloxy)methyl]-, ethyl ester)