Cas no 1206980-97-3 (Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate)

Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate is a heterocyclic ester compound featuring a thiazole core substituted with a 4-chlorophenyl group at the 2-position and a methoxycarbonyl moiety at the 5-position. This structure imparts versatility in synthetic applications, particularly as an intermediate in pharmaceuticals and agrochemicals. The presence of the chlorophenyl group enhances its reactivity in cross-coupling reactions, while the ester functionality allows for further derivatization. Its well-defined crystalline form ensures consistent purity, making it suitable for research and industrial use. The compound’s stability under standard conditions and compatibility with common organic solvents further contribute to its utility in multistep synthesis.
Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate structure
1206980-97-3 structure
Product Name:Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate
CAS No:1206980-97-3
MF:C11H8ClNO2S
MW:253.704720497131
CID:1038650
PubChem ID:57362703
Update Time:2025-11-06

Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate
    • DTXSID30724404
    • methyl 2-(4-chlorophenyl)-1,3-thiazole-5-carboxylate
    • 1206980-97-3
    • A892117
    • Methyl2-(4-chlorophenyl)thiazole-5-carboxylate
    • AKOS016002693
    • MDL: MFCD15142835
    • Inchi: 1S/C11H8ClNO2S/c1-15-11(14)9-6-13-10(16-9)7-2-4-8(12)5-3-7/h2-6H,1H3
    • InChI Key: WPWQATPKHJIMAW-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)C1=NC=C(C(=O)OC)S1

Computed Properties

  • Exact Mass: 252.9964274g/mol
  • Monoisotopic Mass: 252.9964274g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 256
  • 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: 3.4
  • Topological Polar Surface Area: 67.4?2

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Additional information on Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate

Comprehensive Overview of Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate (CAS No. 1206980-97-3)

Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate (CAS No. 1206980-97-3) is a specialized organic compound that has garnered significant attention in the fields of pharmaceutical research and agrochemical development. This compound, characterized by its thiazole core and 4-chlorophenyl substitution, is widely studied for its potential applications in drug discovery and material science. Researchers are particularly interested in its unique structural properties, which make it a valuable intermediate in synthesizing bioactive molecules.

The thiazole ring, a key component of this compound, is a heterocyclic structure containing sulfur and nitrogen atoms. This moiety is prevalent in many biologically active compounds, including vitamins (e.g., thiamine) and antimicrobial agents. The presence of the 4-chlorophenyl group further enhances the compound's versatility, enabling modifications for targeted applications. As a result, Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate is often explored in the context of structure-activity relationship (SAR) studies, a hot topic in modern medicinal chemistry.

In recent years, the demand for high-purity chemical intermediates like Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate has surged, driven by advancements in high-throughput screening and combinatorial chemistry. These techniques rely on diverse molecular libraries, where compounds with thiazole scaffolds play a pivotal role. Additionally, the agrochemical industry has shown interest in derivatives of this compound for developing novel crop protection agents, aligning with the global push for sustainable agriculture.

From a synthetic perspective, Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate is typically prepared via condensation reactions involving 4-chlorobenzaldehyde and methyl thioglycolate. The process often employs catalysts such as Lewis acids or organocatalysts, reflecting the growing trend toward green chemistry practices. Researchers are also investigating microwave-assisted synthesis to improve yield and reduce reaction times, a method gaining traction in industrial settings.

The compound's physicochemical properties, including its solubility, melting point, and stability, are critical for its application in formulation development. For instance, its ester functional group allows for further derivatization, making it a flexible building block in drug design. These attributes have led to its inclusion in studies focusing on bioavailability enhancement, a recurring theme in pharmaceutical forums and publications.

Given the rising interest in personalized medicine and targeted therapies, Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate is frequently mentioned in discussions about small-molecule inhibitors and kinase modulators. Its potential role in addressing drug-resistant pathogens and chronic diseases has also sparked curiosity among biomedical researchers. Furthermore, its compatibility with computational chemistry tools (e.g., molecular docking) aligns with the increasing reliance on in silico methods for lead optimization.

In conclusion, Methyl 2-(4-chlorophenyl)thiazole-5-carboxylate (CAS No. 1206980-97-3) represents a multifaceted compound with broad relevance in scientific and industrial domains. Its structural features and adaptability position it as a promising candidate for future innovations in life sciences and material engineering. As research continues to uncover its full potential, this compound is likely to remain a focal point in academic and commercial explorations.

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