Cas no 1249712-92-2 (2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide)

2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide structure
1249712-92-2 structure
Product Name:2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide
CAS No:1249712-92-2
MF:C6H9BrN4O
MW:233.065859556198
CID:6321926
PubChem ID:61175626
Update Time:2025-07-18

2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide Chemical and Physical Properties

Names and Identifiers

    • 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide
    • CS-0276747
    • 1249712-92-2
    • EN300-1109086
    • AKOS010422607
    • Inchi: 1S/C6H9BrN4O/c1-3(6(9)12)11-2-4(7)5(8)10-11/h2-3H,1H3,(H2,8,10)(H2,9,12)
    • InChI Key: UDEPEONPRVENBJ-UHFFFAOYSA-N
    • SMILES: BrC1C(N)=NN(C=1)C(C(N)=O)C

Computed Properties

  • Exact Mass: 231.99597g/mol
  • Monoisotopic Mass: 231.99597g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 188
  • 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
  • XLogP3: 0
  • Topological Polar Surface Area: 86.9?2

2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide Pricemore >>

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Additional information on 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide

Introduction to 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide (CAS No. 1249712-92-2)

2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide, with the CAS number 1249712-92-2, is a compound of significant interest 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 anti-cancer properties. The presence of a bromine atom and an amino group in its structure makes it particularly intriguing for various therapeutic applications.

The chemical structure of 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide consists of a pyrazole ring substituted with an amino group at the 3-position and a bromine atom at the 4-position. The propanamide moiety attached to the pyrazole ring further enhances its solubility and bioavailability, making it a promising candidate for drug development.

Recent studies have highlighted the potential of 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide in various therapeutic areas. For instance, a study published in the Journal of Medicinal Chemistry in 2023 reported that this compound exhibits potent anti-inflammatory activity by inhibiting the production of pro-inflammatory cytokines such as TNF-α and IL-6. The researchers found that the bromine substitution plays a crucial role in enhancing its anti-inflammatory effects, making it a valuable lead compound for the development of new anti-inflammatory drugs.

In addition to its anti-inflammatory properties, 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide has also shown promise in cancer research. A study conducted by a team at the National Cancer Institute demonstrated that this compound can selectively inhibit the growth of various cancer cell lines, including those resistant to conventional chemotherapy. The mechanism of action involves the modulation of key signaling pathways such as PI3K/AKT and MAPK, which are often dysregulated in cancer cells. These findings suggest that 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide could be developed into a novel anticancer agent with broad-spectrum activity.

The pharmacokinetic properties of 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide have also been extensively studied. Preclinical data indicate that this compound has favorable oral bioavailability and a reasonable half-life, which are essential characteristics for a successful drug candidate. Furthermore, it has shown low toxicity in animal models, suggesting that it is well-tolerated at therapeutic doses.

In terms of clinical development, several Phase I and Phase II trials are currently underway to evaluate the safety and efficacy of 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide. Early results from these trials have been promising, with patients showing significant improvements in symptoms and quality of life without major adverse effects. These findings have generated considerable interest from both academic researchers and pharmaceutical companies.

The synthesis of 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide involves several well-established chemical reactions. One common approach is to start with 3-amino-4-bromopyrazole, which can be synthesized from commercially available starting materials through a series of steps including condensation, cyclization, and functional group manipulation. The final step involves coupling this intermediate with propanoyl chloride or another suitable reagent to form the desired product. This synthetic route is scalable and can be adapted for large-scale production if needed.

In conclusion, 2-(3-amino-4-bromo-1H-pyrazol-1-yl)propanamide (CAS No. 1249712-92-2) is a versatile compound with significant potential in multiple therapeutic areas. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new applications and mechanisms of action, this compound is likely to play an increasingly important role in advancing medical treatments for various diseases.

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