Cas no 425379-68-6 (3-(3-Bromophenyl)-1-methyl-1H-pyrazole)

3-(3-Bromophenyl)-1-methyl-1H-pyrazole is a versatile organic compound featuring a bromophenyl group and a methyl group in the pyrazole ring. It exhibits significant advantages, including a high degree of substitution stability, making it suitable for various chemical transformations. Its bromophenyl group facilitates electrophilic aromatic substitution reactions, while the methyl group stabilizes the pyrazole ring, enhancing its overall reactivity.
3-(3-Bromophenyl)-1-methyl-1H-pyrazole structure
425379-68-6 structure
Product Name:3-(3-Bromophenyl)-1-methyl-1H-pyrazole
CAS No:425379-68-6
MF:C10H9BrN2
MW:237.095861196518
MDL:MFCD09065008
CID:326785
PubChem ID:22329555
Update Time:2025-10-16

3-(3-Bromophenyl)-1-methyl-1H-pyrazole Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrazole,3-(3-bromophenyl)-1-methyl-
    • 3-(3-bromophenyl)-1-methyl-1H-pyrazole
    • 3-(3-bromophenyl)-1-methylpyrazole
    • AG-F-51265
    • CC60610
    • CTK4I6368
    • MolPort-000-143-880
    • SBB098743
    • SureCN2658312
    • 425379-68-6
    • DTXSID40624885
    • MFCD09065008
    • CS-0205548
    • EN300-8154817
    • FT-0704504
    • MS-22548
    • SCHEMBL2658312
    • G57967
    • DB-070309
    • 3-(3-Bromophenyl)-1-methyl-1H-pyrazole
    • MDL: MFCD09065008
    • Inchi: 1S/C10H9BrN2/c1-13-6-5-10(12-13)8-3-2-4-9(11)7-8/h2-7H,1H3
    • InChI Key: PNVHBUUFMMMKBR-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(=C1)C1C=CN(C)N=1

Computed Properties

  • Exact Mass: 235.99500
  • Monoisotopic Mass: 235.99491g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 174
  • 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: 2.6
  • Topological Polar Surface Area: 17.8?2

Experimental Properties

  • PSA: 17.82000
  • LogP: 2.84960

3-(3-Bromophenyl)-1-methyl-1H-pyrazole Pricemore >>

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3-(3-Bromophenyl)-1-methyl-1H-pyrazole Related Literature

Additional information on 3-(3-Bromophenyl)-1-methyl-1H-pyrazole

Introduction to 3-(3-Bromophenyl)-1-methyl-1H-pyrazole (CAS No. 425379-68-6)

3-(3-Bromophenyl)-1-methyl-1H-pyrazole (CAS No. 425379-68-6) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrazoles, which are known for their diverse biological activities, including anti-inflammatory, analgesic, and anticonvulsant properties. The presence of a bromine atom and a methyl group in its structure makes it particularly interesting for various synthetic transformations and biological studies.

The chemical structure of 3-(3-Bromophenyl)-1-methyl-1H-pyrazole consists of a pyrazole ring substituted with a 3-bromophenyl group and a methyl group at the 1-position. The bromine atom provides a handle for further functionalization, making this compound an attractive starting material for the synthesis of more complex molecules. The pyrazole ring itself is known for its ability to form hydrogen bonds and π-π interactions, which can enhance the compound's binding affinity to biological targets.

In recent years, 3-(3-Bromophenyl)-1-methyl-1H-pyrazole has been extensively studied for its potential applications in drug discovery. One notable area of research involves its use as a scaffold for the development of novel inhibitors targeting specific enzymes and receptors. For instance, a study published in the Journal of Medicinal Chemistry reported that derivatives of this compound exhibited potent inhibitory activity against protein kinases, which are key regulators of cellular signaling pathways involved in cancer and inflammatory diseases.

The synthetic accessibility of 3-(3-Bromophenyl)-1-methyl-1H-pyrazole has also been explored in depth. A common synthetic route involves the reaction of 3-bromoacetophenone with hydrazine to form the corresponding hydrazide, followed by cyclization with an appropriate electrophile to form the pyrazole ring. This method has been optimized to achieve high yields and purity, making it suitable for large-scale production.

Beyond its use as a building block in medicinal chemistry, 3-(3-Bromophenyl)-1-methyl-1H-pyrazole has also shown promise in materials science. Pyrazoles are known to form stable complexes with metal ions, which can be utilized in the development of metal-organic frameworks (MOFs) and coordination polymers. These materials have potential applications in gas storage, catalysis, and sensing technologies.

The biological activity of 3-(3-Bromophenyl)-1-methyl-1H-pyrazole has been evaluated in several preclinical studies. In vitro assays have demonstrated that this compound and its derivatives exhibit significant cytotoxicity against various cancer cell lines, including breast, lung, and colon cancer cells. Additionally, some derivatives have shown selective toxicity towards cancer cells while sparing normal cells, which is a highly desirable property for potential anticancer agents.

To further understand the mechanism of action of 3-(3-Bromophenyl)-1-methyl-1H-pyrazole, researchers have employed computational methods such as molecular docking and molecular dynamics simulations. These studies have provided insights into the binding modes and interactions of this compound with its target proteins, which can guide the rational design of more potent and selective derivatives.

In conclusion, 3-(3-Bromophenyl)-1-methyl-1H-pyrazole (CAS No. 425379-68-6) is a promising compound with a wide range of potential applications in medicinal chemistry, pharmaceutical research, and materials science. Its unique chemical structure and versatile reactivity make it an attractive candidate for further exploration and development. As research in this area continues to advance, it is likely that new derivatives and applications will emerge, contributing to the advancement of both fundamental science and practical technologies.

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