Cas no 1420981-12-9 (2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone)

2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone structure
1420981-12-9 structure
Product Name:2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone
CAS No:1420981-12-9
MF:C7H9BrN2O
MW:217.063160657883
MDL:MFCD24384756
CID:2092708
PubChem ID:71647961
Update Time:2025-11-02

2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone
    • AKOS024463870
    • DB-260825
    • 2-BROMO-1-(1,5-DIMETHYLPYRAZOL-3-YL)ETHANONE
    • 1420981-12-9
    • MDL: MFCD24384756
    • Inchi: 1S/C7H9BrN2O/c1-5-3-6(7(11)4-8)9-10(5)2/h3H,4H2,1-2H3
    • InChI Key: UFWFRCVUBHLVSP-UHFFFAOYSA-N
    • SMILES: BrCC(C1C=C(C)N(C)N=1)=O

Computed Properties

  • Exact Mass: 215.99
  • Monoisotopic Mass: 215.99
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 163
  • 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
  • Topological Polar Surface Area: 34.9A^2
  • XLogP3: 1.4

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Additional information on 2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone

Professional Introduction to 2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone (CAS No. 1420981-12-9)

2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone, identified by its Chemical Abstracts Service (CAS) number 1420981-12-9, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound belongs to the pyrazole derivatives class, which is renowned for its diverse biological activities and potential applications in medicinal chemistry. The structural features of this molecule, particularly the presence of a bromine substituent and a dimethylpyrazole moiety, make it a valuable scaffold for further chemical modifications and drug development.

The bromine atom in 2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone serves as a versatile handle for various synthetic transformations, including cross-coupling reactions such as Suzuki-Miyaura, Heck, and Buchwald-Hartwig couplings. These reactions are pivotal in constructing complex molecular architectures, enabling the synthesis of novel heterocyclic compounds with tailored biological properties. The dimethylpyrazole ring contributes to the compound's stability and reactivity, making it an attractive intermediate for designing molecules that interact with biological targets.

In recent years, pyrazole derivatives have been extensively studied due to their broad spectrum of pharmacological activities. These include anti-inflammatory, antimicrobial, antiviral, and anticancer properties. The structure of 2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone suggests its potential as a precursor for developing new therapeutic agents. Specifically, the combination of the bromine substituent and the pyrazole core allows for the exploration of diverse pharmacophores that could modulate specific biological pathways.

One of the most compelling aspects of this compound is its utility in medicinal chemistry research. The brominated pyrazole scaffold has been employed in the synthesis of small-molecule inhibitors targeting various enzymes and receptors involved in diseases such as cancer and neurodegenerative disorders. For instance, recent studies have demonstrated that pyrazole derivatives can inhibit kinases and other enzymes implicated in tumor growth and progression. The chemical versatility of 2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone makes it a promising candidate for further investigation in this context.

Moreover, the synthetic accessibility of this compound has facilitated its use in high-throughput screening campaigns aimed at identifying novel drug candidates. Researchers have leveraged its structural features to develop libraries of derivatives with enhanced potency and selectivity. The dimethylpyrazole group, in particular, has been shown to improve binding affinity to biological targets by optimizing steric interactions and electronic properties. This underscores the importance of 2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone as a building block in drug discovery initiatives.

The pharmaceutical industry has also recognized the potential of 2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone as an intermediate for producing advanced intermediates used in complex drug formulations. Its ability to undergo multiple functionalization reactions makes it a versatile tool for synthesizing molecules with intricate structures. This adaptability is crucial for developing next-generation therapeutics that address unmet medical needs.

From a chemical biology perspective, this compound has been utilized to probe mechanisms underlying various diseases. By designing analogs based on its structure, researchers can dissect the roles of specific molecular interactions in physiological and pathological processes. The bromine substituent, in particular, allows for post-synthetic modifications that can fine-tune pharmacological properties without altering the core scaffold.

In conclusion,2-Bromo-1-(1,5-dimethyl-1H-pyrazol-3-yl)ethanone (CAS No. 1420981-12-9) represents a significant advancement in synthetic chemistry and pharmaceutical research. Its unique structural features offer unparalleled opportunities for developing novel therapeutic agents with diverse biological activities. As research continues to uncover new applications for this compound,its importance is expected to grow further, driving innovation across multiple disciplines within the chemical and life sciences sectors.

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