Cas no 1003-91-4 (2,4,5-Tribromo-1-methyl-1H-imidazole)

2,4,5-Tribromo-1-methyl-1H-imidazole is a brominated heterocyclic compound with the molecular formula C?H?Br?N?. It serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of three bromine atoms enhances its reactivity, making it useful for further functionalization via cross-coupling or nucleophilic substitution reactions. Its stable imidazole core and methyl substitution contribute to improved handling and storage stability. This compound is valued for its role in constructing complex molecular architectures, particularly in medicinal chemistry where brominated imidazoles are key scaffolds. Its high purity and well-defined structure ensure consistent performance in synthetic applications.
2,4,5-Tribromo-1-methyl-1H-imidazole structure
1003-91-4 structure
Product Name:2,4,5-Tribromo-1-methyl-1H-imidazole
CAS No:1003-91-4
MF:C4H3Br3N2
MW:318.792018175125
MDL:MFCD00955564
CID:40503
PubChem ID:629187
Update Time:2025-06-13

2,4,5-Tribromo-1-methyl-1H-imidazole Chemical and Physical Properties

Names and Identifiers

    • 2,4,5-Tribromo-1-methyl-1H-imidazole
    • 2,4,5-Tribromo-1-methylimidazole
    • 1-Methyl-2,4,5-tribromoimidazole
    • 1H-Imidazole,2,4,5-tribromo-1-methyl-
    • CS-W000121
    • Imidazole, 2,4,5-tribromo-1-methyl-
    • EN300-200605
    • 2,4,5-tribromo-N-methylimidazole
    • A800193
    • FS-4450
    • FD7294
    • MFCD00955564
    • AKOS015835073
    • C4H3Br3N2
    • 1003-91-4
    • SCHEMBL2778194
    • AMY15066
    • KAMDVXMJRMNDCQ-UHFFFAOYSA-N
    • 1H-Imidazole, 2,4,5-tribromo-1-methyl-
    • AB07723
    • 2,4,5-tribromo-1-methyl-imidazole
    • DTXSID30347995
    • SY041699
    • 2,4,5-Tribromo-1-methyl-1H-imidazole #
    • 1-METHYL-TRIBROMOIMIDAZOLE
    • FT-0633231
    • DB-019275
    • MDL: MFCD00955564
    • Inchi: 1S/C4H3Br3N2/c1-9-3(6)2(5)8-4(9)7/h1H3
    • InChI Key: KAMDVXMJRMNDCQ-UHFFFAOYSA-N
    • SMILES: BrC1=C(N=C(N1C)Br)Br

Computed Properties

  • Exact Mass: 315.78500
  • Monoisotopic Mass: 315.785
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 110
  • 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
  • Topological Polar Surface Area: 17.8A^2
  • XLogP3: 3.1

Experimental Properties

  • Density: 2.64
  • Melting Point: 84-86°C
  • Boiling Point: 364.9℃ at 760 mmHg
  • Flash Point: 174.5°C
  • Refractive Index: 1.726
  • PSA: 17.82000
  • LogP: 2.70760

2,4,5-Tribromo-1-methyl-1H-imidazole Security Information

2,4,5-Tribromo-1-methyl-1H-imidazole Customs Data

  • HS CODE:2933290090
  • Customs Data:

    China Customs Code:

    2933290090

    Overview:

    2933290090. Other compounds with non fused imidazole ring in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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2,4,5-Tribromo-1-methyl-1H-imidazole Related Literature

Additional information on 2,4,5-Tribromo-1-methyl-1H-imidazole

Introduction to 2,4,5-Tribromo-1-methyl-1H-imidazole (CAS No. 1003-91-4)

2,4,5-Tribromo-1-methyl-1H-imidazole, with the CAS number 1003-91-4, is a brominated derivative of imidazole. This compound has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, including pharmaceuticals, materials science, and organic synthesis. The molecule's structure consists of a five-membered imidazole ring with three bromine atoms and one methyl group attached to the nitrogen atom at position 1.

The synthesis of 2,4,5-Tribromo-1-methyl-1H-imidazole typically involves a multi-step process. One common approach is the bromination of 1-methylimidazole followed by further bromination to achieve the desired tribrominated product. The reaction conditions and reagents used can significantly influence the yield and purity of the final compound. Recent studies have explored the use of green chemistry principles to optimize these synthetic routes, aiming to reduce environmental impact and improve sustainability.

In the pharmaceutical industry, 2,4,5-Tribromo-1-methyl-1H-imidazole has shown promise as a potential lead compound for drug development. Its brominated structure confers unique properties that can be exploited for various therapeutic applications. For instance, research has indicated that this compound exhibits significant antifungal activity against several pathogenic fungi. This makes it a valuable candidate for the development of new antifungal agents, particularly in light of the increasing prevalence of drug-resistant fungal infections.

Beyond its antifungal properties, 2,4,5-Tribromo-1-methyl-1H-imidazole has also been studied for its potential as an anticancer agent. Preliminary studies have shown that it can inhibit the growth of certain cancer cell lines by interfering with key cellular processes such as DNA replication and protein synthesis. These findings suggest that further research into the mechanisms of action and potential therapeutic applications of this compound could yield valuable insights for cancer treatment.

In materials science, 2,4,5-Tribromo-1-methyl-1H-imidazole has been explored for its use in polymer synthesis and functional materials. The bromine atoms in the molecule can serve as reactive sites for further chemical modifications, allowing for the creation of tailored materials with specific properties. For example, recent studies have demonstrated the use of this compound as a building block for the synthesis of flame-retardant polymers, which are essential in various industrial applications.

The physical and chemical properties of 2,4,5-Tribromo-1-methyl-1H-imidazole have been extensively characterized. It is a white crystalline solid with a melting point ranging from 85°C to 87°C. The compound is insoluble in water but soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). These solubility characteristics make it suitable for various analytical techniques and chemical reactions.

Safety considerations are an important aspect when handling 2,4,5-Tribromo-1-methyl-1H-imidazole. While it is not classified as a hazardous substance under current regulations, proper handling and storage practices should be followed to ensure safety. This includes using appropriate personal protective equipment (PPE) such as gloves and goggles when handling the compound and storing it in a cool, dry place away from incompatible materials.

In conclusion, 2,4,5-Tribromo-1-methyl-1H-imidazole (CAS No. 1003-91-4) is a versatile compound with a wide range of potential applications in pharmaceuticals, materials science, and organic synthesis. Ongoing research continues to uncover new properties and uses for this molecule, highlighting its significance in various scientific fields. As more studies are conducted and new applications are discovered, 2,4,5-Tribromo-1-methyl-1H-imidazole is likely to play an increasingly important role in advancing scientific knowledge and technological innovation.

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