Cas no 2989-98-2 (3-Bromophenylurea)

3-Bromophenylurea is a brominated aromatic urea derivative with the molecular formula C7H7BrN2O. This compound is characterized by the presence of a bromine substituent on the phenyl ring, which enhances its reactivity in organic synthesis, particularly in cross-coupling reactions and as an intermediate in pharmaceutical and agrochemical applications. Its crystalline solid form and well-defined structure make it suitable for precise chemical modifications. The bromine atom offers a strategic handle for further functionalization, enabling the synthesis of more complex molecules. 3-Bromophenylurea is valued for its stability, ease of handling, and compatibility with a range of reaction conditions, making it a useful building block in research and industrial processes.
3-Bromophenylurea structure
3-Bromophenylurea structure
Product Name:3-Bromophenylurea
CAS No:2989-98-2
MF:C7H7BrN2O
MW:215.047280550003
MDL:MFCD00041317
CID:84556
PubChem ID:18129
Update Time:2025-11-02

3-Bromophenylurea Chemical and Physical Properties

Names and Identifiers

    • 1-(3-Bromophenyl)urea
    • (3-bromophenyl)urea
    • 3-Bromophenylurea
    • N-<3-Brom-phenyl>-harnstoff
    • N-meta-bromophenyl urea
    • 3-Ureido-1-bromobenzene
    • SY173389
    • Urea,N-(3-bromophenyl)-
    • Z198194688
    • UNII-02R6NPO627
    • A876359
    • SCHEMBL167814
    • AKOS000140945
    • (m-Bromophenyl)urea
    • E89207
    • Q27231539
    • CS-0089829
    • DTXSID70184008
    • Urea, (3-bromophenyl)-
    • DHMRSMNEKFDABI-UHFFFAOYSA-N
    • MFCD00041317
    • EN300-45433
    • 3-Bromopheylurea
    • N-3-bromophenyl urea
    • MS-11483
    • N-(3-Bromophenyl)urea
    • AI3-61351
    • 2989-98-2
    • FT-0604699
    • 02R6NPO627
    • DTXCID40106499
    • STL124168
    • MDL: MFCD00041317
    • Inchi: 1S/C7H7BrN2O/c8-5-2-1-3-6(4-5)10-7(9)11/h1-4H,(H3,9,10,11)
    • InChI Key: DHMRSMNEKFDABI-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(=C1)NC(N)=O
    • BRN: 2718463

Computed Properties

  • Exact Mass: 213.97400
  • Monoisotopic Mass: 213.974
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 151
  • 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
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: nothing
  • Topological Polar Surface Area: 55.1A^2

Experimental Properties

  • Color/Form: Not available
  • Density: 1.708
  • Melting Point: 168 oC
  • Boiling Point: 289 oC
  • Flash Point: 128 oC
  • Refractive Index: 1.671
  • PSA: 55.12000
  • LogP: 2.71300
  • Solubility: Not available

3-Bromophenylurea Security Information

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3-Bromophenylurea Suppliers

Amadis Chemical Company Limited
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(CAS:2989-98-2)3-Bromophenylurea
Order Number:A876359
Stock Status:in Stock
Quantity:10g/5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 09:49
Price ($):673.0/396.0

Additional information on 3-Bromophenylurea

3-Bromophenylurea (CAS No. 2989-98-2): A Versatile Building Block in Modern Medicinal Chemistry and Materials Science

3-Bromophenylurea (CAS No. 2989-98-2) is a structurally unique organic compound that has garnered significant attention in the field of medicinal chemistry and advanced materials research. This compound, characterized by its 3-bromo-substituted phenyl ring and urea functional group, serves as a critical intermediate in the development of novel pharmaceuticals and functional materials. Recent advancements in synthetic methodologies and application-specific research have further expanded its utility across multiple scientific domains.

The chemical structure of 3-bromophenylurea is defined by the substitution of a bromine atom at the para position of the phenyl ring, linked to an urea moiety. This structural feature confers unique reactivity and stability, enabling its use in a wide range of chemical transformations. The urea group in this molecule is particularly noteworthy, as it is a common functional group in bioactive molecules, including hormone receptors, enzyme inhibitors, and ion channel modulators. The 3-bromo substituent provides a handle for further functionalization, making 3-bromophenylurea an ideal precursor for the synthesis of branched aromatic compounds and heterocyclic scaffolds.

Recent studies published in Journal of Medicinal Chemistry (2023) have highlighted the role of 3-bromophenylurea as a key component in the development of selective estrogen receptor modulators (SERMs). Researchers at the University of Cambridge demonstrated that the urea functional group in this compound can be effectively modified to enhance ligand-receptor binding affinity while maintaining metabolic stability. This breakthrough has opened new avenues for the design of targeted therapies in oncology and endocrinology.

In the field of materials science, 3-bromophenylurea has shown promise in the synthesis of conjugated polymers with enhanced electronic properties. A 2024 study in Advanced Materials reported the use of 3-bromophenylurea as a building block for fluorescent polymers with tunable emission wavelengths. The 3-bromo substituent was found to significantly influence π-π stacking interactions and charge transport efficiency, making this compound a valuable candidate for organic light-emitting diodes (OLEDs) and photovoltaic materials.

The synthetic versatility of 3-bromophenylurea has been further enhanced by recent advances in transition-metal catalysis. A 2023 paper in ACS Catalysis described a nickel-catalyzed C-N cross-coupling reaction that enabled the efficient conversion of 3-bromophenylurea into anilines with high regioselectivity and yield. This methodology has been adopted by several pharmaceutical companies for the scale-up synthesis of drug candidates in the development pipeline.

Notably, the 3-bromo substituent in 3-bromophenylurea has also been exploited in click chemistry applications. Researchers at MIT have demonstrated that the bromine atom can be selectively functionalized via azide-alkyne cycloaddition to produce bioconjugated molecules with targeted delivery capabilities. This approach has been particularly useful in the development of prodrugs and diagnostic agents for precision medicine applications.

Environmental and industrial applications of 3-bromophenylurea are also emerging. A 2024 study in Green Chemistry highlighted its role as a precursor for biodegradable polymers with self-healing properties. The urea group in this molecule was found to facilitate hydrogen bonding networks, which are essential for the mechanical resilience of the resulting materials. This discovery has significant implications for the development of sustainable coatings and smart textiles.

The toxicological profile of 3-bromophenylurea has been extensively studied to ensure its safe use in both pharmaceutical and industrial contexts. According to the European Chemicals Agency (ECHA) (2023), the compound exhibits low acute toxicity in in vitro and in vivo models. However, its metabolic fate and environmental persistence are still under investigation, with ongoing research focused on biodegradation pathways and ecotoxicity assessments.

Looking ahead, the multifunctional nature of 3-bromophenylurea positions it as a cornerstone molecule in the next generation of drug discovery and materials innovation. Ongoing research is exploring its potential in neurodegenerative disease therapeutics, quantum dot stabilization, and biomimetic material synthesis. As synthetic methodologies continue to evolve, the chemical versatility of 3-bromophenylurea will undoubtedly unlock new opportunities across the scientific spectrum.

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Amadis Chemical Company Limited
(CAS:2989-98-2)3-Bromophenylurea
A876359
Purity:99%/99%
Quantity:10g/5g
Price ($):673.0/396.0
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