• 1. An astrophysically-relevant mechanism for amino acid enantiomer enrichment
  Stephen P. Fletcher,Richard B. C. Jagt,Ben L. Feringa Chem. Commun., 2007, 2578-2580
• 2. An artificial CO-releasing metalloprotein built by histidine-selective metallation?
  Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
• 3. An atomistic mechanism for the degradation of perovskite solar cells by trapped charge?
  Eunhak Lim,Jiyoung Heo,Seong Keun Kim Nanoscale, 2019,11, 11369-11378
• 4. Aggregated-fluorescent detection of PFAS with a simple chip
  Cheng Fang,Jinjian Wu,Zahra Sobhani,Md. Al Amin,Youhong Tang Anal. Methods, 2019,11, 163-170
• 5. Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers
  P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. Buda Phys. Chem. Chem. Phys., 2011,13, 10270-10279

• 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 5-Amino-1-(2-Cyanoethyl)-1H-Pyrazole-4-Carboxylate (CAS No. 1007513-67-8): An Overview of Its Structure, Properties, and Applications

Ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate (CAS No. 1007513-67-8) is a versatile organic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, particularly in medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrazoles, which are known for their biological activities and structural diversity.

The chemical structure of ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate is characterized by a pyrazole ring substituted with an amino group at the 5-position and an ethyl ester group at the 4-position. Additionally, the presence of a cyanoethyl group at the 1-position adds to its complexity and reactivity. The molecular formula of this compound is C₉H₁₂N₄O₂, with a molecular weight of approximately 204.21 g/mol.

In terms of physical properties, ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate is a white to off-white solid at room temperature. It is moderately soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but has limited solubility in water. This solubility profile makes it suitable for various chemical reactions and biological assays.

The synthesis of ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate typically involves several steps, including the formation of the pyrazole ring, introduction of the amino and cyanoethyl groups, and esterification. One common synthetic route involves the reaction of ethyl 5-amino-1H-pyrazole-4-carboxylate with acrylonitrile in the presence of a suitable catalyst, followed by esterification to form the final product. Recent advancements in green chemistry have led to more environmentally friendly synthetic methods, such as using microwave-assisted synthesis and solvent-free conditions.

Biological activities of ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate have been extensively studied due to its potential therapeutic applications. Research has shown that this compound exhibits significant anti-inflammatory and analgesic properties, making it a promising candidate for the development of new drugs for pain management and inflammatory diseases. Additionally, studies have demonstrated its potential as an antiviral agent against certain viral infections, including herpes simplex virus (HSV) and human immunodeficiency virus (HIV).

In pharmaceutical research, ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate has been evaluated for its pharmacokinetic properties and safety profile. Preclinical studies have shown that it has good oral bioavailability and a favorable pharmacokinetic profile, with moderate plasma protein binding and low toxicity. These properties make it an attractive candidate for further clinical development.

Recent clinical trials have focused on evaluating the efficacy and safety of ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate in treating various conditions. Phase I trials have demonstrated its safety and tolerability in healthy volunteers, with no significant adverse effects reported. Phase II trials are currently underway to assess its effectiveness in treating chronic pain and inflammatory diseases such as rheumatoid arthritis.

The mechanism of action of ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate is not yet fully understood, but it is believed to involve multiple pathways. Studies suggest that it may act by inhibiting pro-inflammatory cytokines such as tumor necrosis factor-alpha (TNF-α) and interleukin-6 (IL-6), as well as by modulating pain signaling pathways in the central nervous system. Further research is needed to elucidate its exact mechanism of action.

In addition to its therapeutic applications, ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate has also found use in material science and polymer chemistry. Its unique chemical structure makes it a valuable building block for the synthesis of functional polymers with applications in drug delivery systems, coatings, and adhesives.

Despite its promising potential, there are several challenges associated with the development and commercialization of ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate. These include optimizing its synthetic methods to improve yield and purity, enhancing its stability under various conditions, and addressing any potential side effects or drug interactions. Ongoing research aims to overcome these challenges and bring this compound closer to clinical use.

In conclusion, ethyl 5-amino-1-(2-cyanoethyl)-1H-pyrazole-4-carboxylate (CAS No. 1007513-67-8) is a multifaceted compound with a wide range of potential applications in medicinal chemistry, pharmaceutical research, material science, and polymer chemistry. Its unique chemical structure, biological activities, and favorable pharmacokinetic properties make it an exciting area of study for researchers worldwide. As ongoing research continues to uncover new insights into its properties and applications, this compound holds great promise for future developments in various fields.

• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)