Cas no 885279-14-1 (2-(2-Bromophenyl)thiazole-4-carbaldehyde)

2-(2-Bromophenyl)thiazole-4-carbaldehyde is a brominated thiazole derivative featuring a reactive aldehyde functional group, making it a valuable intermediate in organic synthesis and pharmaceutical research. The presence of the 2-bromophenyl substituent enhances its utility in cross-coupling reactions, such as Suzuki or Heck couplings, facilitating the construction of complex heterocyclic frameworks. The thiazole core contributes to its potential biological activity, often explored in medicinal chemistry for antimicrobial or anticancer applications. Its aldehyde group allows for further derivatization, including condensation or reduction reactions, enabling diverse chemical modifications. This compound is particularly useful in the development of novel bioactive molecules and advanced materials.
2-(2-Bromophenyl)thiazole-4-carbaldehyde structure
885279-14-1 structure
Product Name:2-(2-Bromophenyl)thiazole-4-carbaldehyde
CAS No:885279-14-1
MF:C10H6BrNOS
MW:268.12974023819
MDL:MFCD06738363
CID:711630
PubChem ID:53249852
Update Time:2025-08-05

2-(2-Bromophenyl)thiazole-4-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-(2-Bromophenyl)thiazole-4-carbaldehyde
    • 2-(2-bromophenyl)-1,3-thiazole-4-carbaldehyde
    • 2-(2-Bromo-phenyl)-thiazole-4-carbaldehyde
    • 4-Thiazolecarboxaldehyde,2-(2-bromophenyl)-
    • 4-Thiazolecarboxaldehyde, 2-(2-bromophenyl)-
    • DTXSID00693092
    • 885279-14-1
    • AB26995
    • AKOS010225660
    • J-505562
    • DB-077795
    • MFCD06738363
    • MDL: MFCD06738363
    • Inchi: 1S/C10H6BrNOS/c11-9-4-2-1-3-8(9)10-12-7(5-13)6-14-10/h1-6H
    • InChI Key: AIBBOODPCKZROL-UHFFFAOYSA-N
    • SMILES: S1C=C(C=O)N=C1C1=CC=CC=C1Br

Computed Properties

  • Exact Mass: 266.93500
  • Monoisotopic Mass: 266.935
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 214
  • 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: 58.2A^2
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.1

Experimental Properties

  • Density: 1.622
  • Boiling Point: 406.3°C at 760 mmHg
  • Flash Point: 199.5°C
  • Refractive Index: 1.67
  • PSA: 58.20000
  • LogP: 3.38510
  • pka: -0.49±0.10(Predicted)

2-(2-Bromophenyl)thiazole-4-carbaldehyde Security Information

  • Storage Condition:under inert gas (nitrogen or Argon) at 2-8°C

2-(2-Bromophenyl)thiazole-4-carbaldehyde 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%

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Additional information on 2-(2-Bromophenyl)thiazole-4-carbaldehyde

Recent Advances in the Study of 2-(2-Bromophenyl)thiazole-4-carbaldehyde (CAS: 885279-14-1) in Chemical Biology and Pharmaceutical Research

2-(2-Bromophenyl)thiazole-4-carbaldehyde (CAS: 885279-14-1) is a key intermediate in the synthesis of various biologically active compounds, particularly in the development of novel therapeutics targeting infectious diseases and cancer. Recent studies have highlighted its potential as a versatile scaffold for drug discovery, owing to its unique chemical properties and ability to interact with multiple biological targets. This research brief aims to provide an overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and applications in pharmaceutical research.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of 2-(2-Bromophenyl)thiazole-4-carbaldehyde as a precursor for the synthesis of thiazole-based inhibitors targeting bacterial efflux pumps. The study demonstrated that derivatives of this compound exhibited significant activity against multidrug-resistant strains of Staphylococcus aureus, with minimal cytotoxicity to human cells. The researchers employed a combination of computational modeling and in vitro assays to optimize the compound's structure, leading to improved potency and selectivity.

Another notable advancement was reported in a 2024 paper in Bioorganic & Medicinal Chemistry Letters, where 2-(2-Bromophenyl)thiazole-4-carbaldehyde was utilized to develop a new class of kinase inhibitors. The study focused on its role in modulating the activity of protein kinases involved in cancer cell proliferation. The results indicated that certain derivatives of this compound could effectively inhibit key oncogenic kinases, such as EGFR and BRAF, suggesting its potential as a lead compound for anticancer drug development.

Recent synthetic methodologies have also improved the accessibility of 2-(2-Bromophenyl)thiazole-4-carbaldehyde. A 2023 publication in Organic Process Research & Development detailed a scalable and cost-effective synthesis route, which reduced the number of steps and improved overall yield. This advancement is particularly significant for large-scale pharmaceutical production, as it addresses previous challenges related to the compound's availability and purity.

In addition to its applications in drug discovery, 2-(2-Bromophenyl)thiazole-4-carbaldehyde has been investigated for its role in chemical biology. A 2024 study in ACS Chemical Biology explored its use as a fluorescent probe for detecting reactive oxygen species (ROS) in live cells. The compound's thiazole moiety was found to exhibit strong fluorescence upon interaction with ROS, making it a valuable tool for studying oxidative stress in disease models.

In conclusion, 2-(2-Bromophenyl)thiazole-4-carbaldehyde (CAS: 885279-14-1) continues to be a compound of significant interest in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate, combined with its promising biological activities, positions it as a valuable asset in the development of new therapeutics. Future research is expected to further explore its potential in targeting emerging diseases and optimizing its pharmacological properties.

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