Cas no 139669-96-8 (2,4-Dibromo-5-thiazolecarboxylic acid)

2,4-Dibromo-5-thiazolecarboxylic acid is a brominated thiazole derivative with significant utility in organic synthesis and pharmaceutical intermediates. Its key advantages include its role as a versatile building block for constructing complex heterocyclic compounds, particularly in the development of bioactive molecules. The presence of bromine atoms enhances reactivity, facilitating selective functionalization via cross-coupling reactions or nucleophilic substitutions. The carboxylic acid moiety further allows for derivatization into esters, amides, or other functional groups, broadening its applicability. This compound is valued for its stability and compatibility with a range of reaction conditions, making it a reliable choice for researchers in medicinal chemistry and material science.
2,4-Dibromo-5-thiazolecarboxylic acid structure
139669-96-8 structure
Product Name:2,4-Dibromo-5-thiazolecarboxylic acid
CAS No:139669-96-8
MF:C4HBr2NO2S
MW:286.929238080978
MDL:MFCD09909678
CID:838667
PubChem ID:15141958
Update Time:2025-05-27

2,4-Dibromo-5-thiazolecarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2,4-Dibromothiazole-5-carboxylic acid
    • 5-Thiazolecarboxylic acid, 2,4-dibromo-
    • 2,4-dibromo-1,3-thiazole-5-carboxylic acid
    • 2,4-dibromo-5-thiazolecarboxylic acid
    • dibromo-1,3-thiazole-5-carboxylic acid
    • 2,4-Dibromo-5-thiazolecarboxylicacid
    • VHMOYJYPQAAQJZ-UHFFFAOYSA-N
    • 2,4-dibromo-5-thiazole carboxylic acid
    • 2,4-Dibromo-thiazole-5-carboxylic acid
    • 5-Thiazolecarboxylic acid,2,4-
    • 2,4-Dibromo-5-thiazolecarboxylic acid
    • MDL: MFCD09909678
    • Inchi: 1S/C4HBr2NO2S/c5-2-1(3(8)9)10-4(6)7-2/h(H,8,9)
    • InChI Key: VHMOYJYPQAAQJZ-UHFFFAOYSA-N
    • SMILES: BrC1=C(C(=O)O)SC(=N1)Br

Computed Properties

  • Exact Mass: 284.80900
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 156
  • 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: 78.4
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.9

Experimental Properties

  • Boiling Point: 387.1°C at 760 mmHg
  • PSA: 78.43000
  • LogP: 2.36630

2,4-Dibromo-5-thiazolecarboxylic acid Security Information

2,4-Dibromo-5-thiazolecarboxylic acid Customs Data

  • HS CODE:2934100090
  • Customs Data:

    China Customs Code:

    2934100090

    Overview:

    2934100090. Compounds that structurally contain a non fused thiazole ring(Whether hydrogenated or not). VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

2,4-Dibromo-5-thiazolecarboxylic acid Pricemore >>

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2,4-Dibromo-5-thiazolecarboxylic acid Production Method

Additional information on 2,4-Dibromo-5-thiazolecarboxylic acid

Research Brief on 2,4-Dibromo-5-thiazolecarboxylic acid (CAS: 139669-96-8): Recent Advances and Applications

2,4-Dibromo-5-thiazolecarboxylic acid (CAS: 139669-96-8) is a brominated thiazole derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound serves as a versatile intermediate in the synthesis of various bioactive molecules, particularly in the development of antimicrobial, antiviral, and anticancer agents. Recent studies have highlighted its potential in drug discovery, owing to its unique chemical properties and reactivity. This research brief aims to provide an overview of the latest advancements related to this compound, focusing on its synthesis, applications, and mechanistic insights.

In a recent study published in the Journal of Medicinal Chemistry, researchers explored the role of 2,4-Dibromo-5-thiazolecarboxylic acid as a key building block in the synthesis of novel thiazole-based inhibitors targeting bacterial DNA gyrase. The study demonstrated that derivatives of this compound exhibited potent inhibitory activity against Gram-positive pathogens, including methicillin-resistant Staphylococcus aureus (MRSA). The findings underscore the potential of this scaffold in addressing the growing challenge of antibiotic resistance.

Another significant application of 2,4-Dibromo-5-thiazolecarboxylic acid was reported in the context of antiviral drug development. A 2023 study in Bioorganic & Medicinal Chemistry Letters detailed its use in the design of small-molecule inhibitors targeting the RNA-dependent RNA polymerase (RdRp) of SARS-CoV-2. The researchers utilized the bromine substituents of the compound to facilitate selective binding to the viral enzyme, resulting in improved inhibitory potency. This work highlights the adaptability of 2,4-Dibromo-5-thiazolecarboxylic acid in addressing emerging viral threats.

From a synthetic chemistry perspective, advancements have been made in optimizing the production of 2,4-Dibromo-5-thiazolecarboxylic acid. A recent patent (WO2023056321) disclosed a novel catalytic method for its synthesis, achieving higher yields and reduced environmental impact compared to traditional bromination techniques. This innovation is expected to enhance the scalability of this compound for industrial applications.

In conclusion, 2,4-Dibromo-5-thiazolecarboxylic acid (CAS: 139669-96-8) continues to be a valuable asset in chemical biology and pharmaceutical research. Its diverse applications, ranging from antimicrobial agents to antiviral therapeutics, demonstrate its broad utility. Future research directions may focus on further elucidating its structure-activity relationships and exploring its potential in other therapeutic areas, such as neurodegenerative diseases or metabolic disorders.

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