Cas no 1005630-27-2 (2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide)

2-(4-Bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide is a heterocyclic hydrazide derivative with a pyrazole core, notable for its structural versatility in synthetic chemistry. The presence of a bromo substituent at the 4-position enhances its reactivity, making it a valuable intermediate for cross-coupling reactions and further functionalization. The hydrazide moiety offers potential for the synthesis of hydrazones and other nitrogen-containing compounds, while the methyl group at the 3-position contributes to steric and electronic modulation. This compound is particularly useful in pharmaceutical and agrochemical research, where its scaffold can be leveraged for the development of bioactive molecules. Its stability and well-defined reactivity profile make it a practical choice for targeted synthetic applications.
2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide structure
1005630-27-2 structure
Product Name:2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide
CAS No:1005630-27-2
MF:C7H11BrN4O
MW:247.092439889908
MDL:MFCD03419642
CID:3058788
PubChem ID:17024696
Update Time:2025-06-08

2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Bromo-3-methyl-pyrazol-1-yl)-propionic acid hydrazide
    • 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide
    • 2-(4-bromo-3-methylpyrazol-1-yl)propanehydrazide
    • 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanohydrazide
    • 1005630-27-2
    • AKOS000308218
    • BBL038880
    • EN300-228392
    • STK312674
    • CS-0282507
    • 2-(4-bromo-3-methylpyrazolyl)propanohydrazide
    • MDL: MFCD03419642
    • Inchi: 1S/C7H11BrN4O/c1-4-6(8)3-12(11-4)5(2)7(13)10-9/h3,5H,9H2,1-2H3,(H,10,13)
    • InChI Key: RPOGWCUSHRFDEO-UHFFFAOYSA-N
    • SMILES: BrC1C(C)=NN(C=1)C(C(NN)=O)C

Computed Properties

  • Exact Mass: 246.01162g/mol
  • Monoisotopic Mass: 246.01162g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 201
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Molecular Weight: 247.09g/mol
  • XLogP3: 0.4
  • Topological Polar Surface Area: 72.9?2

Experimental Properties

  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 421.5±35.0 °C at 760 mmHg
  • Flash Point: 208.7±25.9 °C
  • Vapor Pressure: 0.0±1.0 mmHg at 25°C

2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide Security Information

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Additional information on 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide

Recent Advances in the Study of 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide (CAS: 1005630-27-2)

The compound 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide (CAS: 1005630-27-2) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential therapeutic applications. This hydrazide derivative, characterized by its pyrazole core and bromo-methyl substitution, has been the subject of several studies aimed at elucidating its biological activity, mechanism of action, and potential as a lead compound in drug discovery.

Recent research has focused on the synthesis and optimization of 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide, with particular emphasis on its role as an inhibitor of key enzymatic targets. Studies have demonstrated its efficacy in modulating pathways associated with inflammation and cancer, making it a promising candidate for further development. The compound's unique chemical structure allows for selective interaction with biological targets, thereby minimizing off-target effects and enhancing therapeutic potential.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the compound's inhibitory effects on cyclooxygenase-2 (COX-2), an enzyme implicated in inflammatory processes. The results indicated that 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide exhibits a high affinity for COX-2, with an IC50 value in the nanomolar range. This finding suggests its potential as a novel anti-inflammatory agent, with advantages over existing nonsteroidal anti-inflammatory drugs (NSAIDs) in terms of selectivity and reduced gastrointestinal toxicity.

Another significant area of investigation involves the compound's antitumor properties. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported that 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide induces apoptosis in cancer cell lines by targeting the PI3K/AKT/mTOR pathway. The study highlighted the compound's ability to inhibit cell proliferation and promote programmed cell death, particularly in breast and lung cancer models. These findings underscore its potential as a chemotherapeutic agent, either as a standalone treatment or in combination with existing therapies.

Further research has also explored the pharmacokinetic properties of 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide. A recent preclinical study evaluated its bioavailability, metabolic stability, and toxicity profile, revealing favorable characteristics for oral administration. The compound demonstrated good absorption and minimal hepatic toxicity, supporting its advancement to further stages of drug development.

In conclusion, 2-(4-bromo-3-methyl-1H-pyrazol-1-yl)propanehydrazide (CAS: 1005630-27-2) represents a promising scaffold for the development of new therapeutic agents targeting inflammation and cancer. Its unique chemical properties, combined with its demonstrated biological activity, make it a valuable subject of ongoing research. Future studies are expected to focus on optimizing its structure for enhanced efficacy and safety, as well as exploring its potential in other therapeutic areas.

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