Cas no 24786-52-5 (5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one)

5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one is a heterocyclic compound featuring a benzimidazolone core substituted with amino and bromo functional groups. Its molecular structure, incorporating both electron-donating (amino) and electron-withdrawing (bromo) substituents, makes it a versatile intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The presence of the bromo group enhances reactivity in cross-coupling reactions, while the amino group facilitates further derivatization. The dimethyl substitution on the nitrogen atoms improves stability and solubility in organic solvents. This compound is valued for its potential in constructing complex heterocyclic frameworks, serving as a key precursor in medicinal chemistry and material science applications.
5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one structure
24786-52-5 structure
Product Name:5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one
CAS No:24786-52-5
MF:C9H10BrN3O
MW:256.099200725555
MDL:MFCD06618584
CID:854443
PubChem ID:4771086
Update Time:2025-06-14

5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one Chemical and Physical Properties

Names and Identifiers

    • 5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one
    • 5-amino-6-bromo-1,3-dimethyl-1,3-dihydro-2H-benzimidazol-2-one(SALTDATA: FREE)
    • 5-Amino-6-bromo-1,3-dimethyl-1,3-dihydro-benzoimidazol-2-one
    • 5-Amino-6-brom-1,3-dimethyl-benzimidazol-2-on
    • 5-amino-6-bromo-1,3-dimethyl-1,3-dihydro-2H-benzimidazol-2-one
    • AC1NHU6D
    • CTK4F4389
    • HMS1604P19
    • SBB028122
    • STK744101
    • ZAA78652
    • BRD-K15649766-001-01-4
    • DTXSID30406399
    • AKOS000113818
    • 5-amino-6-bromo-1,3-dimethyl-1,3-dihydro-benzoimidazol-2-one, AldrichCPR
    • SCHEMBL17534190
    • CS-0067123
    • 5-amino-6-bromo-1,3-dimethyl-1,3-benzodiazol-2-one
    • SXPRALARBJCCIH-UHFFFAOYSA-N
    • 2H-Benzimidazol-2-one, 5-amino-6-bromo-1,3-dihydro-1,3-dimethyl-
    • 24786-52-5
    • MFCD06618584
    • 5-AMINO-6-BROMO-1,3-DIMETHYL-1,3-DIHYDRO-2H-1,3-BENZIMIDAZOL-2-ONE
    • D73358
    • 5-amino-6-bromo-1,3-dimethylbenzimidazol-2-one
    • CS-15919
    • MDL: MFCD06618584
    • Inchi: 1S/C9H10BrN3O/c1-12-7-3-5(10)6(11)4-8(7)13(2)9(12)14/h3-4H,11H2,1-2H3
    • InChI Key: SXPRALARBJCCIH-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC2=C(C=1)N(C)C(N2C)=O)N

Computed Properties

  • Exact Mass: 255.0008
  • Monoisotopic Mass: 255.00072g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 260
  • 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: 0.9
  • Topological Polar Surface Area: 49.6?2

Experimental Properties

  • Density: 1.645±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.82 g/l) (25 o C),
  • PSA: 49.57

5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one Pricemore >>

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5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:24786-52-5)5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one
Order Number:A1151651
Stock Status:in Stock
Quantity:1g/5g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 23:16
Price ($):184.0/596.0

Additional information on 5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one

Comprehensive Overview of 5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one (CAS No. 24786-52-5)

5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one (CAS No. 24786-52-5) is a specialized heterocyclic compound gaining attention in pharmaceutical and agrochemical research. This benzimidazole derivative features a unique molecular structure with amino and bromo functional groups, making it a versatile intermediate for synthesizing bioactive molecules. Recent studies highlight its potential in drug discovery, particularly for targeting enzyme inhibition pathways, aligning with the growing demand for small-molecule therapeutics in oncology and infectious diseases.

The compound’s 1,3-dimethyl substitution pattern enhances its stability, a critical factor for high-throughput screening applications. Researchers are exploring its role in developing kinase inhibitors, a hot topic in precision medicine. With the rise of AI-driven drug design, 24786-52-5 has been flagged in computational databases as a scaffold for fragment-based drug discovery (FBDD), addressing queries like "novel benzimidazole scaffolds for cancer therapy." Its electron-rich aromatic system also makes it relevant for organic electronics, tapping into the surge in green chemistry innovations.

From a synthetic perspective, 5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one is synthesized via Pd-catalyzed cross-coupling reactions, a method frequently searched in organic synthesis forums. Its bromo group allows further functionalization, answering common questions like "how to modify brominated benzimidazoles." Analytical data (HPLC, NMR) confirm >98% purity, meeting GMP standards for preclinical studies. The compound’s solubility in DMSO and DMF aligns with lab protocols, a practical detail often overlooked in technical sheets.

Market trends show increased interest in custom synthesis of CAS 24786-52-5, driven by contract research organizations (CROs). Its patent landscape reveals applications in antiviral agents, resonating with post-pandemic research priorities. Environmental considerations are addressed via biodegradation studies, a niche yet growing SEO keyword. Storage recommendations (-20°C under argon) cater to long-term stability concerns, a frequent query among purchasers.

In conclusion, 5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one bridges multiple disciplines—from medicinal chemistry to material science. Its dual utility as a pharmacophore and building block ensures sustained relevance, while optimized synthetic routes address cost-efficiency demands. Future research may explore its structure-activity relationships (SAR) to unlock untapped therapeutic potentials.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:24786-52-5)5-Amino-6-bromo-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one
A1151651
Purity:99%/99%
Quantity:1g/5g
Price ($):184.0/596.0
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