Cas no 14679-00-6 (1-(3-Methoxyphenyl)-1h-pyrazol-5-amine)

1-(3-Methoxyphenyl)-1h-pyrazol-5-amine is a versatile organic compound with significant potential in pharmaceutical research. It exhibits unique chemical properties that make it suitable for various applications, including the synthesis of novel bioactive molecules. This compound boasts high purity and stability, ensuring reliable performance in laboratory settings. Its unique structure and reactivity profile make it a valuable tool for chemists engaged in drug discovery and medicinal chemistry.
1-(3-Methoxyphenyl)-1h-pyrazol-5-amine structure
14679-00-6 structure
Product Name:1-(3-Methoxyphenyl)-1h-pyrazol-5-amine
CAS No:14679-00-6
MF:C10H11N3O
MW:189.213841676712
CID:2150795
Update Time:2025-06-18

1-(3-Methoxyphenyl)-1h-pyrazol-5-amine Chemical and Physical Properties

Names and Identifiers

    • 2-(3-methoxy-phenyl)-2H-pyrazol-3-ylamine
    • 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine
    • 2-(3-Methoxyphenyl)-2H-pyrazol-3-ylamine
    • 1-(3-Methoxyphenyl)-1h-pyrazol-5-amine
    • Inchi: 1S/C10H11N3O/c1-14-9-4-2-3-8(7-9)13-10(11)5-6-12-13/h2-7H,11H2,1H3
    • InChI Key: WKTHQIZSCUSROF-UHFFFAOYSA-N
    • SMILES: O(C)C1=CC=CC(=C1)N1C(=CC=N1)N

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 188
  • Topological Polar Surface Area: 53.1

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Additional information on 1-(3-Methoxyphenyl)-1h-pyrazol-5-amine

Introduction to 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine (CAS No. 14679-00-6)

1-(3-Methoxyphenyl)-1H-pyrazol-5-amine, identified by its Chemical Abstracts Service (CAS) number 14679-00-6, is a significant compound in the field of pharmaceutical chemistry and drug discovery. This heterocyclic amine features a pyrazole core substituted with a 3-methoxyphenyl group, making it a structurally intriguing molecule with potential applications in medicinal chemistry. The pyrazole scaffold is well-documented for its role in bioactive molecules, often serving as a key pharmacophore in the development of drugs targeting various therapeutic areas.

The structural composition of 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine combines the aromatic properties of the 3-methoxyphenyl moiety with the bioisosteric potential of the pyrazole ring. This combination has garnered interest among researchers due to its potential to modulate biological pathways through interactions with specific targets. The methoxy group at the para position of the phenyl ring introduces electronic and steric effects that can influence the compound's binding affinity and pharmacokinetic properties, making it a valuable candidate for further exploration.

In recent years, there has been a growing emphasis on developing novel heterocyclic compounds for their therapeutic efficacy. Pyrazole derivatives, in particular, have been extensively studied for their role in inhibiting enzymes and receptors involved in inflammation, cancer, and infectious diseases. The amine functional group at the 5-position of the pyrazole ring in 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine provides a site for further chemical modification, enabling the synthesis of analogs with enhanced biological activity.

One of the most compelling aspects of this compound is its potential application in the development of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways, and their dysregulation is often associated with various diseases, including cancer. The pyrazole moiety is known to interact effectively with ATP-binding pockets in kinase domains, making it an attractive scaffold for drug design. The presence of the 3-methoxyphenyl group may further optimize binding interactions by improving solubility and reducing metabolic degradation, thereby enhancing drug bioavailability.

Recent studies have highlighted the importance of structure-activity relationships (SAR) in optimizing pyrazole-based compounds for therapeutic use. Researchers have demonstrated that subtle modifications in the substituents attached to the pyrazole ring can significantly alter biological activity. For instance, studies have shown that compounds with electron-donating groups such as methoxy substituents exhibit enhanced binding affinity to target proteins. This observation aligns well with the chemical profile of 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine, suggesting its potential as a lead compound for further development.

The pharmaceutical industry has increasingly focused on identifying small molecules that can modulate protein-protein interactions (PPIs), which are critical in many disease pathways. Pyrazole derivatives have shown promise in this area due to their ability to fit into narrow binding pockets within protein targets. The unique structural features of 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine, including its rigid heterocyclic core and aromatic substituents, make it an excellent candidate for PPI modulation.

In addition to its potential as an anti-cancer agent, 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine may also have applications in treating inflammatory diseases. Inflammatory processes are mediated by various signaling pathways involving kinases and other enzymes. By inhibiting key enzymes through binding to their active sites, this compound could potentially reduce inflammation and alleviate symptoms associated with chronic inflammatory conditions.

The synthesis of 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include condensation reactions between appropriate precursors followed by functional group transformations. Advances in synthetic methodologies have enabled more efficient production processes, making it feasible to obtain sufficient quantities for preclinical studies.

Preclinical studies are essential for evaluating the safety and efficacy of new compounds before they can be tested in human trials. These studies often involvein vitro assays to assess biological activity followed byin vivo experiments to evaluate pharmacokinetic properties and toxicity profiles. The structural features of 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine make it an attractive candidate for such studies due to its predicted interaction with biological targets.

The development of novel drugs is a complex process that requires collaboration among chemists, biologists, pharmacologists, and clinicians. Computational modeling techniques have become increasingly important in drug discovery, allowing researchers to predict how small molecules will interact with biological targets before conducting expensive wet lab experiments. These tools can help identify promising candidates like 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine for further investigation.

In conclusion, 1-(3-Methoxyphenyl)-1H-pyrazol-5-amine (CAS No. 14679-00-6) represents a promising compound with significant potential in pharmaceutical research. Its unique structural features and predicted biological activity make it an attractive candidate for further exploration as a therapeutic agent. As research continues to uncover new applications for pyrazole derivatives, this compound may play a vital role in addressing unmet medical needs through innovative drug development strategies.

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