• 1. An aqueous ammonia sensor based on an inkjet-printed polyaniline nanoparticle-modified electrode
  Karl Crowley,Eimer O'Malley,Aoife Morrin,Malcolm R. Smyth,Anthony J. Killard Analyst, 2008,133, 391-399
• 2. An analysis of the WTC fires using CIB correlations and simple modeling
  JGQuintiere
• 3. An algal process treatment combined with the Fenton reaction for high concentrations of amoxicillin and cefradine
  Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu Chen RSC Adv., 2015,5, 100775-100782
• 4. An antioxidant self-healing hydrogel for 3D cell cultures?
  Lei Yang,Yuan Zeng,Haibo Wu,Chunwu Zhou,Lei Tao J. Mater. Chem. B, 2020,8, 1383-1388
• 5. An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system?
  Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Phenylpyrazoles
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Pyrazoles Phenylpyrazoles

Introduction to 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-amine (CAS No. 105438-46-8) and Its Emerging Applications in Chemical Biology

The compound 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-amine (CAS No. 105438-46-8) represents a fascinating scaffold in the realm of chemical biology, characterized by its unique structural and electronic properties. This heterocyclic amine, featuring a pyrazole core substituted with a 2-fluorophenyl group and a methyl group at the 3-position, has garnered significant attention due to its versatile reactivity and potential biological significance. The presence of the fluorine atom at the para position of the phenyl ring introduces electronic and steric effects that modulate its interactions with biological targets, making it a valuable candidate for drug discovery and mechanistic studies.

Recent advancements in medicinal chemistry have highlighted the importance of fluorinated aromatic rings in enhancing drug-like properties such as metabolic stability, binding affinity, and oral bioavailability. The pyrazole moiety, known for its broad spectrum of biological activities, including anti-inflammatory, antiviral, and anticancer effects, further underscores the compound's potential. The structural motif of 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-amine has been explored in various contexts, particularly in the development of small-molecule inhibitors targeting key enzymes and receptors involved in disease pathways.

In the context of contemporary research, this compound has been investigated for its role as a precursor in synthesizing novel bioactive molecules. The fluorine substituent, while offering tunable electronic properties, also facilitates cross-coupling reactions such as Suzuki-Miyaura coupling, enabling the construction of more complex derivatives. These synthetic strategies have been leveraged to generate libraries of pyrazole-based compounds for high-throughput screening (HTS) campaigns aimed at identifying leads with therapeutic potential.

One particularly noteworthy application lies in its exploration as an intermediate in the synthesis of kinase inhibitors. Kinases are critical enzymes in cellular signaling pathways, and dysregulation of their activity is implicated in numerous diseases, including cancer. The pyrazole scaffold is well-documented for its ability to interact with hinge regions or ATP-binding pockets of kinases, making it an attractive scaffold for inhibitor design. The incorporation of a fluorophenyl group enhances binding interactions by introducing hydrophobicity and π-stacking interactions, which are often crucial for achieving high affinity.

Moreover, recent studies have delved into the pharmacokinetic properties of derivatives derived from 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-amine. The fluorine atom has been shown to improve metabolic stability by resisting oxidative degradation, a common challenge in drug development. This stability is attributed to the electron-withdrawing nature of fluorine, which reduces the reactivity of adjacent functional groups. Such insights have guided the optimization of lead compounds to enhance their pharmacokinetic profiles.

The compound's potential extends beyond kinase inhibition; it has also been explored as a building block for developing antiviral agents. The pyrazole ring's ability to mimic natural substrates or transition states has been exploited to design inhibitors targeting viral proteases or polymerases. For instance, modifications at the 5-amino position can introduce additional hydrogen bonding or hydrophobic interactions that fine-tune binding specificity against viral enzymes. This approach aligns with global efforts to combat emerging viral threats by identifying novel therapeutic strategies.

Another area where this compound has shown promise is in neurodegenerative disease research. Pyrazole derivatives have been investigated for their potential to modulate neurotransmitter systems implicated in conditions such as Alzheimer's disease and Parkinson's disease. The fluorophenyl group, with its ability to cross the blood-brain barrier efficiently, enhances CNS penetration—a critical factor for therapeutic efficacy in neurological disorders. Preclinical studies have demonstrated that certain derivatives exhibit neuroprotective effects by inhibiting oxidative stress or modulating cholinergic pathways.

The synthetic versatility of 1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-amine also makes it a valuable tool for mechanistic investigations. Researchers have employed this scaffold to study reaction mechanisms involving transition metal catalysis or photochemical processes. For example, fluorinated pyrazoles have been used as probes to investigate electron transfer processes in photocatalytic systems, providing insights into how light energy can be harnessed for synthetic applications.

In conclusion,1-(2-fluorophenyl)-3-methyl-1H-pyrazol-5-amine (CAS No. 105438-46-8) stands as a versatile intermediate with broad applications across chemical biology and drug discovery. Its unique structural features—comprising a pyrazole core substituted with a fluorophenyl group and a methyl group—endow it with distinct electronic and steric properties that are advantageous for designing bioactive molecules. Ongoing research continues to uncover new possibilities for this compound, reinforcing its significance as a building block for innovative therapeutic agents and mechanistic studies.

• 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)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 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)