Cas no 67594-67-6 (4,5-Dibromothiazole)

4,5-Dibromothiazole is a versatile heterocyclic compound widely utilized in the synthesis of pharmaceuticals and agrochemicals. Its unique structure and electronic properties make it an effective intermediate for creating biologically active molecules. This compound offers high purity and stability, ensuring reliable performance in various chemical reactions.
4,5-Dibromothiazole structure
4,5-Dibromothiazole structure
Product Name:4,5-Dibromothiazole
CAS No:67594-67-6
MF:C3HBr2NS
MW:242.919737577438
CID:1095241
PubChem ID:58129782
Update Time:2025-07-24

4,5-Dibromothiazole Chemical and Physical Properties

Names and Identifiers

    • 4,5-Dibromothiazole
    • 4,5-dibromo-1,3-thiazole
    • EN300-7582276
    • 67594-67-6
    • FT-0766974
    • DTXSID50728848
    • AKOS015943039
    • SGTNRWMHEYAMAO-UHFFFAOYSA-N
    • CS-0260768
    • SCHEMBL2592506
    • DA-22086
    • Inchi: 1S/C3HBr2NS/c4-2-3(5)7-1-6-2/h1H
    • InChI Key: SGTNRWMHEYAMAO-UHFFFAOYSA-N
    • SMILES: BrC1=C(N=CS1)Br

Computed Properties

  • Exact Mass: 240.81963
  • Monoisotopic Mass: 240.81965g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 70
  • 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: 3
  • Topological Polar Surface Area: 41.1?2

Experimental Properties

  • PSA: 12.89

4,5-Dibromothiazole Pricemore >>

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4,5-Dibromothiazole Related Literature

Additional information on 4,5-Dibromothiazole

Introduction to 4,5-Dibromothiazole (CAS No: 67594-67-6)

4,5-Dibromothiazole (CAS No: 67594-67-6) is a brominated heterocyclic compound that has garnered significant attention in the field of pharmaceutical and chemical research due to its versatile structural properties and potential applications. This compound belongs to the thiazole family, which is well-known for its presence in numerous biologically active molecules. The introduction of bromine atoms at the 4 and 5 positions enhances its reactivity, making it a valuable intermediate in the synthesis of more complex molecules.

The chemical structure of 4,5-Dibromothiazole consists of a five-membered ring containing sulfur and nitrogen atoms, with two bromine atoms substituting hydrogen atoms at the 4 and 5 positions. This substitution pattern imparts unique electronic and steric properties to the molecule, which can be exploited in various chemical reactions. The presence of bromine atoms also makes it a useful precursor for further functionalization via cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings, which are widely employed in the construction of complex organic molecules.

In recent years, 4,5-Dibromothiazole has been extensively studied for its potential applications in medicinal chemistry. Researchers have explored its utility as a building block in the synthesis of antiviral, antibacterial, and anticancer agents. The thiazole core is a common motif in many pharmacologically active compounds, and modifications at the 4 and 5 positions can significantly influence the biological activity of the resulting molecules.

One notable area of research involving 4,5-Dibromothiazole is its application in the development of small-molecule inhibitors targeting specific biological pathways. For instance, studies have demonstrated its role in synthesizing inhibitors of enzymes involved in cancer cell proliferation. The brominated thiazole derivatives exhibit promising inhibitory activity against kinases and other enzymes that are overexpressed in tumor cells. These findings highlight the compound's potential as a lead compound for further drug development.

Another exciting application of 4,5-Dibromothiazole is in the field of materials science. The compound's ability to act as a precursor for more complex organic semiconductors has been explored by researchers working on organic electronics. By incorporating 4,5-Dibromothiazole into π-conjugated systems, scientists have been able to develop materials with enhanced charge transport properties. These materials are particularly relevant for applications such as organic light-emitting diodes (OLEDs) and organic field-effect transistors (OFETs).

The synthesis of 4,5-Dibromothiazole typically involves bromination reactions on thiazole or its derivatives. One common method involves the reaction of thiazole with bromine in an inert solvent under controlled conditions. Alternatively, nucleophilic substitution reactions can be employed to introduce bromine atoms at specific positions on the thiazole ring. The choice of synthetic route depends on factors such as yield, purity, and scalability.

In terms of handling and storage, 4,5-Dibromothiazole should be kept in a cool, dry place away from direct sunlight. It is advisable to use appropriate personal protective equipment (PPE) when handling this compound due to its potential reactivity. Although it is not classified as a hazardous material under standard regulations, proper precautions should always be taken to ensure safe laboratory practices.

The future prospects for 4,5-Dibromothiazole are promising, with ongoing research exploring new synthetic methodologies and applications. As our understanding of biological pathways continues to grow, so does the demand for specialized compounds like 4,5-Dibromothiazole that can modulate these pathways effectively. Additionally, advancements in materials science may unlock new uses for this versatile compound in electronic devices and other high-tech applications.

In conclusion,4,5-Dibromothiazole (CAS No: 67594-67-6) is a multifaceted compound with significant potential in pharmaceuticals and materials science. Its unique structural features make it an excellent candidate for further chemical modification and application development. As research progresses,this compound is likely to play an increasingly important role in both academic and industrial settings.

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