Cas no 1172825-92-1 (METHYL 1-(2-METHOXYETHYL)-1H-PYRAZOLE-3-CARBOXYLATE)

METHYL 1-(2-METHOXYETHYL)-1H-PYRAZOLE-3-CARBOXYLATE is a pyrazole-based ester compound with applications in pharmaceutical and agrochemical synthesis. Its structure features a methoxyethyl substituent at the 1-position and a carboxylate group at the 3-position, enhancing solubility and reactivity in organic transformations. This compound serves as a versatile intermediate for the development of heterocyclic derivatives, particularly in medicinal chemistry, where pyrazole scaffolds are valued for their bioactivity. The methoxyethyl group improves metabolic stability, while the ester functionality allows for further functionalization. It is typically used under controlled conditions due to its sensitivity to hydrolysis. Suitable for research and industrial-scale synthesis, it offers a balance of stability and reactivity.
METHYL 1-(2-METHOXYETHYL)-1H-PYRAZOLE-3-CARBOXYLATE structure
1172825-92-1 structure
Product Name:METHYL 1-(2-METHOXYETHYL)-1H-PYRAZOLE-3-CARBOXYLATE
CAS No:1172825-92-1
MF:C8H12N2O3
MW:184.192481994629
MDL:MFCD09473392
CID:3158794
PubChem ID:25247602
Update Time:2025-06-08

METHYL 1-(2-METHOXYETHYL)-1H-PYRAZOLE-3-CARBOXYLATE Chemical and Physical Properties

Names and Identifiers

    • METHYL 1-(2-METHOXYETHYL)-1H-PYRAZOLE-3-CARBOXYLATE
    • BS-41804
    • STK351849
    • methyl 1-(2-methoxyethyl)pyrazole-3-carboxylate
    • CS-0037301
    • methyl1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate
    • 1172825-92-1
    • AKOS005167556
    • EN300-231437
    • MDL: MFCD09473392
    • Inchi: 1S/C8H12N2O3/c1-12-6-5-10-4-3-7(9-10)8(11)13-2/h3-4H,5-6H2,1-2H3
    • InChI Key: TYFZFSNHXXBIIT-UHFFFAOYSA-N
    • SMILES: O(C)CCN1C=CC(C(=O)OC)=N1

Computed Properties

  • Exact Mass: 184.08479225Da
  • Monoisotopic Mass: 184.08479225Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 5
  • Complexity: 175
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.2
  • Topological Polar Surface Area: 53.4?2

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Additional information on METHYL 1-(2-METHOXYETHYL)-1H-PYRAZOLE-3-CARBOXYLATE

Introduction to Methyl 1-(2-Methoxyethyl)-1H-Pyrazole-3-Carboxylate (CAS No. 1172825-92-1)

Methyl 1-(2-Methoxyethyl)-1H-pyrazole-3-Carboxylate (CAS No. 1172825-92-1) is a specialized organic compound that has garnered significant attention in the field of pharmaceutical research and chemical synthesis. This compound, characterized by its pyrazole core structure functionalized with a methoxyethyl group and a carboxylate moiety, exhibits unique chemical properties that make it a valuable intermediate in the development of various bioactive molecules.

The pyrazole scaffold is a prominent heterocyclic system widely recognized for its versatility in medicinal chemistry. Pyrazole derivatives have been extensively studied due to their broad spectrum of biological activities, including anti-inflammatory, antimicrobial, and anticancer properties. The introduction of the Methoxyethyl group at the 1-position and the Carboxylate group at the 3-position further enhances the compound's potential as a pharmacophore, enabling diverse interactions with biological targets.

In recent years, there has been a surge in research focused on developing novel pyrazole-based drugs. The structural features of Methyl 1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate make it an attractive candidate for further exploration in drug discovery. Its ability to modulate enzyme activity and interact with specific binding sites has been highlighted in several preclinical studies. These studies suggest that derivatives of this compound may have therapeutic applications in conditions such as chronic inflammation and neurodegenerative diseases.

The synthesis of Methyl 1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate involves multi-step organic reactions that require precise control over reaction conditions. The incorporation of the methoxyethyl group and the carboxylate functionality necessitates careful selection of reagents and catalysts to ensure high yield and purity. Advanced synthetic techniques, such as palladium-catalyzed cross-coupling reactions, have been employed to achieve optimal results. These methods not only enhance efficiency but also minimize byproduct formation, making the process more sustainable.

The chemical stability of Methyl 1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate is another critical factor that influences its utility in pharmaceutical applications. The compound's stability under various storage conditions has been thoroughly evaluated, demonstrating its suitability for long-term use in research laboratories and industrial settings. Additionally, its solubility profile in common organic solvents makes it amenable to formulation into various drug delivery systems.

Recent advancements in computational chemistry have facilitated the design of more effective derivatives of Methyl 1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate. Molecular modeling studies have identified key structural motifs that can enhance binding affinity and selectivity towards target proteins. These insights have guided the development of novel analogs with improved pharmacokinetic properties. Such computational approaches are integral to modern drug discovery pipelines, enabling researchers to predict and optimize molecular interactions with high precision.

The biological activity of Methyl 1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate has been investigated through both in vitro and in vivo assays. In vitro studies have revealed its potential as an inhibitor of several enzymes implicated in disease pathways. For instance, preliminary data suggest that this compound may suppress the activity of cyclooxygenase-2 (COX-2), a key enzyme involved in inflammation. Similarly, its interaction with other enzymes such as kinases and proteases has been explored, highlighting its broad therapeutic potential.

In vivo studies have further validated the biological relevance of Methyl 1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate. Animal models have demonstrated its ability to modulate inflammatory responses and slow down disease progression in conditions like rheumatoid arthritis. These findings are particularly encouraging given the limitations associated with existing treatments for chronic inflammatory disorders. The compound's favorable pharmacokinetic profile, including good oral bioavailability and rapid tissue distribution, supports its further development as a therapeutic agent.

The safety profile of Methyl 1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate is another area of active investigation. Toxicological assessments have been conducted to evaluate potential adverse effects at various exposure levels. These studies have shown that the compound is well-tolerated at therapeutic doses, with minimal systemic toxicity observed. However, further research is needed to fully characterize its long-term safety implications.

The future prospects for Methyl 1-(2-methoxyethyl)-1H-pyrazole-3-carboxylate are promising, with ongoing research aimed at expanding its applications in drug development. Collaborative efforts between academic institutions and pharmaceutical companies are expected to accelerate the translation of laboratory findings into clinical trials. The compound's unique structural features and demonstrated biological activity position it as a valuable asset in the quest for novel therapeutics.

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