Cas no 54883-32-8 (4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline)

4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline is a specialized organic compound featuring a thiazole core substituted with a 4-chlorophenyl group and an aniline moiety. This structure imparts unique reactivity, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. Its aromatic and heterocyclic components enhance stability and enable selective functionalization, facilitating the development of bioactive molecules. The presence of both electron-donating (aniline) and electron-withdrawing (chlorophenyl) groups offers versatility in cross-coupling reactions and other transformations. High purity and well-defined chemical properties ensure consistent performance in research and industrial applications, particularly in the synthesis of targeted therapeutic agents or advanced materials.
4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline structure
54883-32-8 structure
Product Name:4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline
CAS No:54883-32-8
MF:C15H11ClN2S
MW:286.779240846634
MDL:MFCD09882135
CID:353417
PubChem ID:12463534
Update Time:2025-11-02

4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 4-[2-(4-chlorophenyl)-4-thiazolyl]-
    • 4-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]aniline
    • DTXSID90499262
    • AKOS010521463
    • MFCD09882135
    • CS-0283976
    • 54883-32-8
    • 4-(2-(4-Chlorophenyl)thiazol-4-yl)aniline
    • EN300-238661
    • 4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline
    • MDL: MFCD09882135
    • Inchi: 1S/C15H11ClN2S/c16-12-5-1-11(2-6-12)15-18-14(9-19-15)10-3-7-13(17)8-4-10/h1-9H,17H2
    • InChI Key: LWHSCOLOVKIXEP-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)C1=NC(=CS1)C1C=CC(=CC=1)N

Computed Properties

  • Exact Mass: 286.03333
  • Monoisotopic Mass: 286.0331472g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 286
  • 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: 4.2
  • Topological Polar Surface Area: 67.2?2

Experimental Properties

  • PSA: 38.91

4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline Pricemore >>

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Additional information on 4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline

4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline (CAS No. 54883-32-8): Properties, Applications, and Market Insights

4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline, with the CAS number 54883-32-8, is a specialized organic compound that has garnered significant attention in the fields of pharmaceuticals, agrochemicals, and material science. This compound, characterized by its unique thiazole and aniline moieties, exhibits versatile chemical properties that make it valuable for various industrial and research applications. In this comprehensive overview, we delve into its molecular structure, synthesis, applications, and emerging trends in its utilization.

The molecular formula of 4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline is C15H11ClN2S, with a molecular weight of 286.78 g/mol. Its structure features a chlorophenyl group attached to a thiazole ring, which is further linked to an aniline moiety. This arrangement imparts distinct electronic and steric properties, making it a candidate for drug discovery and material innovation. Researchers have explored its potential as a building block for heterocyclic compounds, which are pivotal in medicinal chemistry.

One of the most prominent applications of 4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline is in the pharmaceutical industry. The compound's thiazole core is known for its bioactivity, often serving as a scaffold for antimicrobial and anti-inflammatory agents. Recent studies highlight its role in the development of kinase inhibitors, which are critical in targeted cancer therapies. Additionally, its chlorophenyl group enhances lipophilicity, improving drug bioavailability—a hot topic in pharmacokinetics research.

In agrochemicals, 4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline has been investigated for its potential as a pesticide intermediate. The thiazole ring's ability to disrupt microbial growth aligns with the growing demand for sustainable crop protection solutions. With the global push toward green chemistry, this compound's derivatization offers avenues for eco-friendly agrochemical formulations, addressing concerns about environmental persistence and toxicity.

The material science sector also benefits from 4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline. Its conjugated system and electron-rich aniline group make it suitable for organic semiconductors and photovoltaic materials. Researchers are exploring its integration into OLEDs (organic light-emitting diodes) and sensors, capitalizing on its optoelectronic properties. This aligns with the surge in interest for flexible electronics and renewable energy technologies.

Synthesis of 4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline typically involves multi-step organic reactions, including cyclization and cross-coupling methodologies. Advances in catalysis have streamlined its production, reducing costs and improving yields—a key consideration for industrial-scale applications. The compound's purity and stability are critical, driving innovations in analytical techniques such as HPLC and mass spectrometry for quality control.

Market dynamics for 4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline reflect its niche yet growing demand. Pharmaceutical and agrochemical manufacturers are primary consumers, with regional markets in North America, Europe, and Asia-Pacific leading production and R&D efforts. The compound's patent landscape and regulatory status vary by jurisdiction, influencing its commercial viability. Stakeholders are monitoring trends in generic drug development and precision agriculture to anticipate future demand.

In conclusion, 4-2-(4-Chlorophenyl)-1,3-thiazol-4-ylaniline (CAS 54883-32-8) exemplifies the intersection of chemistry and innovation. Its applications span life sciences, agriculture, and advanced materials, addressing contemporary challenges in health and sustainability. As research progresses, this compound is poised to play a pivotal role in next-generation technologies, underscoring the importance of specialty chemicals in modern industry.

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