Production Method 1

40876-98-0

85230-37-1

Reaction Conditions

1.1 Catalysts: Hydrazinium chloride

Reference

Synthesis of 2-substituted 2,6-dihydro-3-hydroxy-7H-pyrazolo[4,3-d]pyrimidin-7-ones

Ochi, Hisao; Miyasaka, Tadashi, Chemical & Pharmaceutical Bulletin, 1983, 31(4), 1228-34

Production Method 2

3702-98-5

85230-37-1

Reaction Conditions

1.1 Reagents: Tetrabutylammonium fluoride Solvents: Ethanol ;  rt; 24 h, reflux
1.2 Solvents: Water

Reference

1,1,1-Trichloro-4,4-diethoxy-3-buten-2-one and its trichloroacetylacetate derivatives: Synthesis and applications in regiospecific preparation of azoles

Martins, Marcos A. P.; Pereira, Claudio M. P.; Zimmermann, Nilo E. K.; Moura, Sidnei; Sinhorin, Adilson P.; et al, Synthesis, 2003, (15), 2353-2357

Production Method 3

3702-98-5

85230-37-1

Reaction Conditions

1.1 Reagents: Hydrazine hydrochloride (1:?) Solvents: Ethanol ;  54 h, reflux; cooled

Reference

Pyrrolo[1,2-a]pyrazine and pyrazolo[1,5-a]pyrazine: Novel, potent, and selective series of Vasopressin1b receptor antagonists

Arban, Roberto; Bianchi, Federica; Buson, Alberto; Cremonesi, Susanna; Di Fabio, Romano; et al, Bioorganic & Medicinal Chemistry Letters, 2010, 20(17), 5044-5049

Ethyl 5-hydroxy-1H-pyrazole-3-carboxylate Raw materials

• 1,4-diethoxy-1,3,4-trioxobutan-2-ide sodium salt
• Ethyl 4,4,4-Trichloro-3-oxobutanoate

Ethyl 5-hydroxy-1H-pyrazole-3-carboxylate Preparation Products

• Ethyl 5-hydroxy-1H-pyrazole-3-carboxylate (85230-37-1)

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Comprehensive Overview of Ethyl 5-hydroxy-1H-pyrazole-3-carboxylate (CAS No. 85230-37-1)

Ethyl 5-hydroxy-1H-pyrazole-3-carboxylate (CAS No. 85230-37-1) is a versatile organic compound widely utilized in pharmaceutical and agrochemical research. Its unique pyrazole core structure makes it a valuable intermediate for synthesizing bioactive molecules. With the increasing demand for heterocyclic compounds in drug discovery, this ester derivative has garnered significant attention due to its potential applications in medicinal chemistry and crop protection.

The compound's 5-hydroxy and carboxylate functional groups contribute to its reactivity, enabling diverse chemical modifications. Researchers often explore its role in designing enzyme inhibitors or antioxidant agents, aligning with current trends in precision medicine and sustainable agriculture. Recent studies highlight its compatibility with green chemistry principles, addressing environmental concerns in synthetic processes.

Analytical techniques like HPLC, NMR, and mass spectrometry are typically employed to characterize Ethyl 5-hydroxy-1H-pyrazole-3-carboxylate. Its stability under various pH conditions makes it suitable for formulation development, a topic frequently searched by pharmaceutical professionals. The compound's logP value and solubility profile are critical parameters for bioavailability optimization—a key focus area in modern drug delivery systems.

In material science, this pyrazole derivative shows promise for developing functional polymers with specific thermal or optical properties. Its molecular structure allows integration into coordination complexes, relevant to catalysis research and sensor technologies. These applications respond to growing interest in smart materials and nanotechnology across industrial sectors.

Quality control protocols for CAS No. 85230-37-1 emphasize rigorous impurity profiling, particularly for GMP-compliant production. The compound's synthetic routes are frequently discussed in academic forums, with emphasis on atom economy and yield optimization—topics trending in process chemistry circles. Regulatory databases confirm its approval for research use in major markets.

Emerging studies investigate the structure-activity relationship (SAR) of Ethyl 5-hydroxy-1H-pyrazole-3-carboxylate derivatives against various biological targets. This aligns with pharmaceutical industry searches for scaffold hopping strategies and fragment-based drug design. The compound's hydrogen bonding capacity makes it particularly interesting for molecular docking simulations.

From a commercial perspective, suppliers often highlight the compound's batch-to-batch consistency and documentation standards, addressing buyer concerns about research reproducibility. Storage recommendations typically suggest anhydrous conditions to preserve the integrity of the ester group, a detail crucial for long-term stability studies.

The scientific community continues to explore novel derivatization methods for this pyrazole ester, with recent patents covering microwave-assisted synthesis and continuous flow chemistry approaches. These innovations respond to the demand for time-efficient synthesis in high-throughput screening environments.

• 51986-17-5(ethyl 5-hydroxy-1-methyl-pyrazole-3-carboxylate)
• 51985-95-6(5-Hydroxy-1-methyl-1H-pyrazole-3-carboxylic Acid Methyl Ester)
• 52867-42-2(methyl 2-methyl-5-oxo-1H-pyrazole-3-carboxylate)
• 40711-33-9(ethyl 5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate)
• 40711-34-0(2,5-dihydro-2-methyl-5-oxo-1H-Pyrazole-3-carboxylic acid ethyl ester)
• 37832-55-6(5-Oxo-2,5-dihydro-1H-pyrazole-3-carboxylic acid)
• 52867-58-0(1H-Pyrazolo[5,1-c][1,4]oxazine-2,4-dione, 6,7-dihydro-)
• 60178-92-9(4,5-dihydro-4-methyl-5-oxo-1H-Pyrazole-3-carboxylic acid ethyl ester)
• 86625-25-4(Methyl 5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate)
• 51986-01-7(5-Hydroxy-1-isopropyl-1h-pyrazole-3-carboxylic acid ethyl ester)