Cas no 710944-68-6 (2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine)

2-(4-Bromo-1H-pyrazol-1-yl)ethan-1-amine is a brominated pyrazole derivative featuring an aminoethyl side chain, making it a versatile intermediate in organic synthesis and medicinal chemistry. The bromine substituent at the 4-position enhances its reactivity for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling the construction of complex heterocyclic frameworks. The primary amine group offers further functionalization potential, facilitating the development of targeted compounds for pharmaceutical or agrochemical applications. Its stable pyrazole core ensures compatibility with diverse reaction conditions, while the balanced polarity ensures moderate solubility in common organic solvents. This compound is particularly valuable in the design of biologically active molecules due to its dual reactivity sites.
2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine structure
710944-68-6 structure
Product Name:2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine
CAS No:710944-68-6
MF:C5H8BrN3
MW:190.0411195755
MDL:MFCD03422565
CID:3056947
PubChem ID:7019313
Update Time:2025-11-02

2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Bromo-1H-pyrazol-1-yl)ethanamine
    • 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine
    • EN300-211036
    • SCHEMBL3321065
    • STK312434
    • AKOS000305043
    • 2-(4-BROMO-1H-PYRAZOL-1-YL)-1-ETHANAMINE
    • 2-(4-bromopyrazol-1-yl)ethanamine
    • F2169-0782
    • UGKQCCBPFFPSHB-UHFFFAOYSA-N
    • 710944-68-6
    • BBL038700
    • AT16015
    • CS-0239364
    • 889-135-1
    • KDB94468
    • MDL: MFCD03422565
    • Inchi: 1S/C5H8BrN3/c6-5-3-8-9(4-5)2-1-7/h3-4H,1-2,7H2
    • InChI Key: UGKQCCBPFFPSHB-UHFFFAOYSA-N
    • SMILES: BrC1C=NN(C=1)CCN

Computed Properties

  • Exact Mass: 188.99016g/mol
  • Monoisotopic Mass: 188.99016g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 2
  • Complexity: 88.3
  • 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: -0.1
  • Topological Polar Surface Area: 43.8?2

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Additional information on 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine

Exploring the Versatile Applications of 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine (CAS 710944-68-6) in Modern Chemistry

In the ever-evolving landscape of organic chemistry, 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine (CAS 710944-68-6) has emerged as a compound of significant interest for researchers and pharmaceutical developers. This pyrazole derivative with its unique bromine substitution pattern offers remarkable versatility in synthetic applications, particularly in the development of novel heterocyclic compounds and pharmaceutical intermediates.

The molecular structure of 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine features a pyrazole ring substituted at the 4-position with a bromine atom, while the 1-position is connected to an ethylamine side chain. This distinctive arrangement makes it particularly valuable for cross-coupling reactions and as a building block in medicinal chemistry. Recent searches in scientific databases show growing interest in "pyrazole-based drug discovery" and "brominated heterocycle synthesis", highlighting the relevance of this compound in current research trends.

One of the most significant applications of 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine lies in its role as a precursor for biologically active molecules. The presence of both the bromo substituent and the primary amine group allows for diverse chemical modifications, making it valuable in creating libraries of compounds for high-throughput screening. This aligns with the pharmaceutical industry's current focus on "fragment-based drug design" and "targeted molecular therapies".

From a synthetic chemistry perspective, the 4-bromo-1H-pyrazole moiety in this compound serves as an excellent substrate for various palladium-catalyzed reactions, including Suzuki-Miyaura couplings and Buchwald-Hartwig aminations. These transformations are crucial in modern organic synthesis, particularly for creating complex nitrogen-containing heterocycles that are prevalent in many FDA-approved drugs. Search engine data reveals increasing queries about "bromopyrazole applications" and "amine-functionalized heterocycles", indicating strong interest in this chemical space.

The physicochemical properties of 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine contribute to its utility in various applications. With moderate polarity due to both the pyrazole ring and amine group, it demonstrates good solubility in common organic solvents while maintaining sufficient stability for storage and handling. These characteristics make it particularly suitable for combinatorial chemistry approaches and parallel synthesis techniques that are currently trending in pharmaceutical research.

In material science applications, derivatives of 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine have shown promise in the development of functional materials. The compound's ability to form coordination complexes through its nitrogen donor atoms makes it interesting for creating novel metal-organic frameworks (MOFs) and catalysts. This connects with growing searches for "nitrogen-rich ligands" and "pyrazole-based materials" in scientific literature.

Quality control and analytical characterization of 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine typically involve advanced techniques such as HPLC purity analysis, mass spectrometry, and NMR spectroscopy. The bromine atom provides a distinct mass spectral signature, while the amine proton shows characteristic chemical shifts in 1H NMR spectra. These analytical features are important for researchers investigating "pyrazole characterization methods" or "brominated compound analysis".

From a commercial perspective, the demand for 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine has been steadily increasing, particularly from contract research organizations and pharmaceutical developers. Market analysis shows particular interest in Asia-Pacific regions where drug discovery research is expanding rapidly. This correlates with search trends showing growing inquiries about "specialty chemical suppliers" and "custom synthesis providers".

Environmental and safety considerations for handling 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine follow standard laboratory protocols for amine-containing compounds. Proper personal protective equipment and ventilation systems are recommended when working with this material. These precautions align with current industry focus on "green chemistry practices" and "laboratory safety standards", which are frequently searched topics in the chemical community.

Future research directions for 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine may explore its potential in emerging areas such as bioconjugation chemistry and proteolysis targeting chimeras (PROTACs). The compound's reactive handles make it suitable for creating bifunctional molecules, a hot topic in current drug discovery as evidenced by increasing searches for "click chemistry reagents" and "protein degraders".

In conclusion, 2-(4-bromo-1H-pyrazol-1-yl)ethan-1-amine (CAS 710944-68-6) represents a versatile and valuable building block in modern chemical research. Its unique structural features and reactivity profile position it as an important tool for scientists working in medicinal chemistry, materials science, and chemical biology. As research continues to uncover new applications for brominated pyrazole derivatives, this compound will likely maintain its relevance in scientific innovation.

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