Cas no 885279-20-9 (2-(3-Fluorophenyl)thiazole-4-carbaldehyde)

2-(3-Fluorophenyl)thiazole-4-carbaldehyde is a fluorinated thiazole derivative with significant utility in organic synthesis and pharmaceutical research. The presence of the 3-fluorophenyl group enhances its reactivity and potential as a building block for bioactive compounds, particularly in the development of kinase inhibitors and antimicrobial agents. The aldehyde functionality at the 4-position allows for versatile derivatization, enabling the formation of Schiff bases, hydrazones, or other heterocyclic structures. Its well-defined structure and high purity make it suitable for precise synthetic applications. This compound is particularly valuable in medicinal chemistry for its role in structure-activity relationship (SAR) studies and the design of novel therapeutic agents.
2-(3-Fluorophenyl)thiazole-4-carbaldehyde structure
885279-20-9 structure
Product Name:2-(3-Fluorophenyl)thiazole-4-carbaldehyde
CAS No:885279-20-9
MF:C10H6FNOS
MW:207.224144458771
MDL:MFCD06738361
CID:711638
PubChem ID:46738273
Update Time:2025-05-23

2-(3-Fluorophenyl)thiazole-4-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-(3-Fluorophenyl)thiazole-4-carbaldehyde
    • 2-(3-fluorophenyl)-1,3-thiazole-4-carbaldehyde
    • 4-Thiazolecarboxaldehyde,2-(3-fluorophenyl)-
    • 2-(3-Fluoro-phenyl)-thiazole-4-carbaldehyde
    • AB26992
    • AS-30603
    • FT-0746362
    • J-505791
    • AKOS010079078
    • CS-0342850
    • A853320
    • MFCD06738361
    • SY065685
    • 885279-20-9
    • 2-(3-fluorophenyl)thiazole-4-carboxaldehyde
    • DTXSID50674290
    • DB-077797
    • MDL: MFCD06738361
    • Inchi: 1S/C10H6FNOS/c11-8-3-1-2-7(4-8)10-12-9(5-13)6-14-10/h1-6H
    • InChI Key: NFHKOFFGHNDDMB-UHFFFAOYSA-N
    • SMILES: S1C=C(C=O)N=C1C1C=CC=C(C=1)F

Computed Properties

  • Exact Mass: 207.01500
  • Monoisotopic Mass: 207.015
  • 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: 2.5

Experimental Properties

  • PSA: 58.20000
  • LogP: 2.76170

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Additional information on 2-(3-Fluorophenyl)thiazole-4-carbaldehyde

2-(3-Fluorophenyl)thiazole-4-carbaldehyde: A Comprehensive Overview

The compound with CAS No 885279-20-9, known as 2-(3-Fluorophenyl)thiazole-4-carbaldehyde, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound belongs to the thiazole family, a class of heterocyclic compounds that are widely studied due to their diverse applications and unique chemical properties. The presence of a fluorine atom at the 3-position of the phenyl ring introduces additional complexity and reactivity, making this compound a valuable subject for both academic and industrial research.

Thiazoles are five-membered rings containing sulfur and nitrogen atoms, and they are known for their stability and ability to participate in various chemical reactions. The carbaldehyde group attached to the thiazole ring in this compound adds another layer of functionality, enabling it to act as a versatile building block in organic synthesis. Recent studies have highlighted its potential as a precursor for the development of bioactive molecules, particularly in the context of drug discovery.

The synthesis of 2-(3-Fluorophenyl)thiazole-4-carbaldehyde involves a combination of nucleophilic aromatic substitution and oxidative coupling reactions. Researchers have optimized these methods to achieve high yields and purity, making it easier to scale up production for commercial applications. The compound's structure has been thoroughly characterized using techniques such as NMR spectroscopy, mass spectrometry, and X-ray crystallography, providing a solid foundation for further studies.

One of the most promising areas of research involving this compound is its application in drug design. The thiazole ring is known to exhibit significant biological activity, and the addition of the fluorophenyl group enhances its pharmacokinetic properties. Recent studies have demonstrated that 2-(3-Fluorophenyl)thiazole-4-carbaldehyde can serve as a lead compound for developing agents targeting various diseases, including cancer and neurodegenerative disorders. Its ability to modulate key cellular pathways makes it a valuable candidate for further preclinical testing.

In addition to its biological applications, this compound has also been explored for its potential in materials science. The thiazole moiety is known to form stable coordination complexes with metal ions, which can be utilized in the development of novel materials with unique electronic properties. Researchers have investigated its use in creating advanced sensors and catalytic systems, highlighting its versatility across multiple disciplines.

The physical and chemical properties of 2-(3-Fluorophenyl)thiazole-4-carbaldehyde have been extensively studied. It exhibits a high degree of thermal stability, making it suitable for use in high-temperature applications. Its solubility in organic solvents facilitates its use in various synthetic procedures, while its reactivity towards nucleophiles and electrophiles opens up avenues for further functionalization.

Recent advancements in computational chemistry have enabled researchers to predict the behavior of this compound under different conditions. Molecular modeling studies have provided insights into its electronic structure, reactivity, and potential interactions with biological systems. These findings have been instrumental in guiding experimental work and optimizing synthetic routes.

In conclusion, 2-(3-Fluorophenyl)thiazole-4-carbaldehyde is a multifaceted compound with immense potential across various fields. Its unique structure, combined with its versatile reactivity and biological activity, positions it as a key player in modern chemical research. As ongoing studies continue to uncover new applications and properties, this compound is likely to remain at the forefront of scientific innovation for years to come.

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