Cas no 16524-04-2 (3,5-Dibromoanthranilamide)

3,5-Dibromoanthranilamide is a brominated anthranilamide derivative commonly utilized as an intermediate in organic synthesis and pharmaceutical research. Its key advantages include high reactivity due to the presence of bromine substituents, which facilitate further functionalization in cross-coupling reactions and other transformations. The compound's stability under standard conditions makes it suitable for storage and handling in laboratory settings. Additionally, its well-defined structure and purity allow for precise applications in the development of agrochemicals, dyes, and bioactive molecules. The electron-withdrawing effects of the bromine atoms enhance its utility in nucleophilic substitution reactions, contributing to its versatility in synthetic chemistry workflows.
3,5-Dibromoanthranilamide structure
3,5-Dibromoanthranilamide structure
Product Name:3,5-Dibromoanthranilamide
CAS No:16524-04-2
MF:C7H6Br2N2O
MW:293.943339824677
CID:1093158
PubChem ID:12471478
Update Time:2025-06-09

3,5-Dibromoanthranilamide Chemical and Physical Properties

Names and Identifiers

    • 2-amino-3,5-dibromobenzamide
    • 2-Amino-3,5-dibrom-benzoesaeure-amid
    • 2-amino-3,5-dibromo-benzoic acid amide
    • 3,5-Dibrom-anthranilamid
    • 3,5-dibromoanthranilamide
    • 3.5-Dibrom-2-amino-benzamid
    • AK147866
    • KB-179415
    • ST059832
    • SureCN5627230
    • AKOS022187844
    • 16524-04-2
    • Benzamide, 2-amino-3,5-dibromo-
    • SCHEMBL5627230
    • DB-227195
    • 3,5-Dibromoanthranilamide
    • Inchi: 1S/C7H6Br2N2O/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,10H2,(H2,11,12)
    • InChI Key: PAXITUHCARNCHA-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(C(N)=O)=C1N)Br

Computed Properties

  • Exact Mass: 293.88264g/mol
  • Monoisotopic Mass: 291.88469g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 188
  • 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: 2.1
  • Topological Polar Surface Area: 69.1?2

Experimental Properties

  • Density: 2.058

3,5-Dibromoanthranilamide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A019143817-1g
2-Amino-3,5-dibromobenzamide
16524-04-2 95%
1g
400.00 USD 2021-06-16
TRC
D270610-2.5mg
3,5-Dibromoanthranilamide
16524-04-2
2.5mg
$ 200.00 2022-06-05
TRC
D270610-5mg
3,5-Dibromoanthranilamide
16524-04-2
5mg
$ 370.00 2022-06-05
TRC
D270610-10mg
3,5-Dibromoanthranilamide
16524-04-2
10mg
$ 585.00 2022-06-05
Crysdot LLC
CD12135532-5g
2-amino-3,5-dibromobenzamide
16524-04-2 95+%
5g
$746 2024-07-24

Additional information on 3,5-Dibromoanthranilamide

Comprehensive Analysis of 3,5-Dibromoanthranilamide (CAS No. 16524-04-2): Properties, Applications, and Industry Trends

3,5-Dibromoanthranilamide (CAS No. 16524-04-2) is a halogenated organic compound with significant relevance in pharmaceutical and agrochemical research. This brominated anthranilamide derivative has garnered attention due to its unique molecular structure, characterized by two bromine atoms positioned at the 3rd and 5th carbon atoms of the anthranilamide backbone. Researchers frequently explore its synthetic pathways and bioactive potential, particularly in the context of crop protection agents and medicinal chemistry intermediates.

In recent years, the demand for specialty chemicals like 3,5-Dibromo-2-aminobenzamide (an alternative nomenclature) has surged, driven by advancements in green chemistry and sustainable synthesis. Laboratories increasingly prioritize compounds with high purity grades (>98%) for precision applications. The compound’s crystalline solid form and moderate solubility in polar solvents make it versatile for multi-step organic synthesis.

One of the most searched questions regarding CAS 16524-04-2 relates to its structure-activity relationship (SAR). Studies suggest that the bromine substituents enhance electron-withdrawing effects, influencing binding affinity in enzyme inhibition studies. This property is particularly valuable in designing next-generation fungicides, aligning with the agricultural sector’s focus on resistance management.

The compound’s thermal stability (decomposition point >200°C) and HPLC analysis methods are frequently discussed in technical forums. Analytical chemists emphasize the importance of reverse-phase chromatography for quantifying trace impurities, a critical factor for GMP-compliant production. Recent patents highlight its utility as a key intermediate in heterocyclic compound synthesis, especially for fused ring systems with potential biopharmaceutical applications.

Environmental considerations have propelled research into eco-friendly bromination techniques for producing 3,5-Dibromoanthranilamide. Innovations such as catalytic bromination using N-bromosuccinimide (NBS) reduce hazardous byproducts, addressing the industry’s shift toward green manufacturing protocols. Regulatory databases like REACH provide updated safety data sheets, ensuring compliance with international chemical standards.

Market analysts note growing interest in custom synthesis services for this compound, particularly from contract research organizations (CROs). Its role in developing antiviral scaffolds has gained traction post-pandemic, with molecular docking studies exploring its protease inhibitor potential. The global fine chemicals market projects a 6.2% CAGR for similar halogenated intermediates through 2030.

Quality control protocols for 16524-04-2 emphasize spectroscopic characterization (1H/13C NMR, FT-IR) and elemental analysis. Suppliers increasingly provide batch-specific COAs (Certificates of Analysis) to meet pharmaceutical excipient standards. Storage recommendations typically suggest amber glass containers under inert atmosphere to preserve long-term stability.

Emerging applications include its use in photoactive materials research, where the bromine-heavy structure demonstrates unique UV absorption properties. Materials scientists are investigating its incorporation into organic semiconductors for optoelectronic devices, coinciding with the rise of flexible electronics technologies.

For researchers sourcing 3,5-Dibromoanthranilamide, critical parameters include residual solvent levels (tested via GC-MS) and heavy metal content (ICP-OES analysis). The compound’s logP value (~2.8) indicates favorable membrane permeability, explaining its utility in drug discovery pipelines. Recent publications in ACS journals detail novel microwave-assisted synthesis routes that improve yield by 18-22% compared to traditional methods.

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