• 1. Enabling chloride salts for thermal energy storage: implications of salt purity?
  J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
• 2. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
• 3. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 4. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
• 5. Fate of nitrogen-15 in the subsequent growing season of greenhouse tomato plants (Lycopersicon esculentum Mill) as influenced by alternate partial root-zone irrigation
  Maomao Hou,Fenglin Zhong,Qiu Jin,Enjiang Liu,Jie Feng,Tengyun Wang,Yue Gao RSC Adv., 2017,7, 34392-34400

• 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

Recent Advances in the Application of 5-Ethoxy-1-methyl-1H-pyrazole-3-carboxylic acid (CAS: 1196157-35-3) in Chemical Biology and Pharmaceutical Research

The compound 5-ethoxy-1-methyl-1H-pyrazole-3-carboxylic acid (CAS: 1196157-35-3) has recently emerged as a key intermediate in the synthesis of novel bioactive molecules. Its unique pyrazole core structure, combined with the carboxylic acid functionality, makes it a versatile building block for drug discovery and chemical biology applications. Recent studies have highlighted its potential in the development of kinase inhibitors, anti-inflammatory agents, and antimicrobial compounds.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of 5-ethoxy-1-methyl-1H-pyrazole-3-carboxylic acid as a precursor for the synthesis of selective JAK3 inhibitors. The researchers utilized the carboxylic acid group for amide bond formation with various amine-containing pharmacophores, resulting in compounds with nanomolar potency against JAK3 kinase. The ethoxy group at the 5-position was found to be crucial for maintaining metabolic stability in in vitro hepatic microsome assays.

In the field of anti-infective research, a team from the University of Tokyo reported in Bioorganic & Medicinal Chemistry Letters (2024) that derivatives of 5-ethoxy-1-methyl-1H-pyrazole-3-carboxylic acid showed promising activity against drug-resistant Gram-positive bacteria. The lead compound in this series, which incorporated the pyrazole scaffold into a larger molecular framework, demonstrated MIC values of ≤2 μg/mL against MRSA and VRE strains while showing minimal cytotoxicity against mammalian cells.

The synthetic accessibility of 5-ethoxy-1-methyl-1H-pyrazole-3-carboxylic acid has also been improved through recent methodological advances. A 2024 paper in Organic Process Research & Development described a scalable, continuous-flow synthesis of this compound with 85% overall yield and >99% purity. This process innovation addresses previous challenges in large-scale production, making the compound more accessible for pharmaceutical development.

Structural studies using X-ray crystallography and computational modeling have provided insights into the conformational preferences of 5-ethoxy-1-methyl-1H-pyrazole-3-carboxylic acid and its derivatives. These studies reveal that the ethoxy group adopts a preferred orientation that minimizes steric clashes while allowing for optimal hydrogen bonding interactions when the compound is incorporated into larger molecular architectures.

Looking forward, the versatility of 5-ethoxy-1-methyl-1H-pyrazole-3-carboxylic acid suggests it will continue to play an important role in medicinal chemistry. Current research directions include its application in PROTAC design, where the carboxylic acid functionality serves as an attachment point for E3 ligase ligands, and in the development of covalent inhibitors targeting reactive cysteine residues in disease-relevant proteins.

• 574005-46-2(1H-PYRAZOLE-3-CARBOXYLIC ACID, 5-(2-ETHOXY-2-OXOETHOXY)-1-METHYL-)
• 679436-55-6(5-(carboxymethoxy)-1-methylpyrazole-3-carboxylic Acid)
• 139297-51-1(5-Methoxy-1-methyl-1H-pyrazole-3-carboxylic acid)
• 718621-99-9(5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid)
• 139297-50-0(ethyl 5-methoxy-1-methyl-1H-pyrazole-3-carboxylate)
• 1263211-61-5(5-Methoxy-1-(2-methoxyethyl)-1H-pyrazole-3-carboxylic acid)
• 131190-71-1(5-(Benzoyloxy)-1-methyl-1H-pyrazole-3-carboxylic acid)
• 1239722-75-8(2H,3H-pyrazolo[3,2-b][1,3]oxazole-6-carboxylic acid)
• 60872-15-3(5-Ethoxy-1-phenyl-1H-pyrazole-3-carboxylic Acid)
• 58364-91-3(Methyl 5-methoxy-1-methyl-1h-pyrazole-3-carboxylate)