Cas no 875858-80-3 (2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde)

2-(4-Fluorophenyl)-1,3-thiazole-4-carbaldehyde is a fluorinated heterocyclic compound featuring a thiazole core substituted with a 4-fluorophenyl group at the 2-position and a formyl group at the 4-position. This structure imparts reactivity suitable for further functionalization, making it a valuable intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The presence of the fluorine atom enhances electronic properties, potentially improving binding affinity in bioactive molecules. The aldehyde group offers versatility for condensation, reduction, or nucleophilic addition reactions. Its well-defined purity and stability under standard conditions ensure consistent performance in synthetic workflows. This compound is particularly useful in the development of fluorinated thiazole derivatives for medicinal chemistry research.
2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde structure
875858-80-3 structure
Product Name:2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde
CAS No:875858-80-3
MF:C10H6FNOS
MW:207.224144458771
MDL:MFCD06738362
CID:709876
PubChem ID:7131928
Update Time:2025-06-25

2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Fluorophenyl)thiazole-4-carbaldehyde
    • 2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde
    • 2-(4-fluorophenyl)-4-Thiazolecarboxaldehyde
    • 4-Thiazolecarboxaldehyde,2-(4-fluorophenyl)-
    • 2-(2-METHOXY-PHENYL)-THIAZOLIDINE-4-CARBOXYLICACID
    • SCHEMBL2225761
    • FT-0722422
    • 17-beta-ETHYLETIOCHOLANE
    • 2-(4-FLUORO-PHENYL)-THIAZOLE-4-CARBALDEHYDE
    • DTXSID60427951
    • AKOS009079724
    • AB26994
    • MFCD06738362
    • 2-(4-fluorophenyl)thiazole-4-carboxaldehyde
    • JICLYSLZMLTUSP-UHFFFAOYSA-N
    • F9995-2629
    • Z154666172
    • EN300-23548
    • 875858-80-3
    • G32710
    • DB-077019
    • MDL: MFCD06738362
    • Inchi: 1S/C10H6FNOS/c11-8-3-1-7(2-4-8)10-12-9(5-13)6-14-10/h1-6H
    • InChI Key: JICLYSLZMLTUSP-UHFFFAOYSA-N
    • SMILES: S1C=C(C=O)N=C1C1C=CC(=CC=1)F

Computed Properties

  • Exact Mass: 207.01500
  • Monoisotopic Mass: 207.01541315g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 206
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.5
  • Topological Polar Surface Area: 58.2?2

Experimental Properties

  • PSA: 58.20000
  • LogP: 2.76170

2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde Pricemore >>

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Additional information on 2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde

2-(4-Fluorophenyl)-1,3-thiazole-4-carbaldehyde: A Comprehensive Overview

The compound with CAS No 875858-80-3, commonly referred to as 2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde, is a fascinating molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of thiazoles, which are heterocyclic aromatic compounds with a five-membered ring containing sulfur and nitrogen atoms. The presence of a fluorophenyl group and an aldehyde functional group introduces unique chemical properties and potential applications.

Thiazoles are known for their versatility in organic synthesis and their ability to participate in various chemical reactions, making them valuable building blocks in drug discovery and material science. The fluorophenyl group attached to the thiazole ring in this compound adds electron-withdrawing effects, which can influence the electronic properties of the molecule and enhance its reactivity in certain reactions. The aldehyde functional group, on the other hand, provides sites for further functionalization, enabling the synthesis of derivatives with diverse biological activities.

Recent studies have explored the potential of 2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde as a precursor for the development of bioactive compounds. For instance, researchers have investigated its role in the synthesis of antimicrobial agents, where the thiazole core has demonstrated potent activity against various bacterial and fungal strains. Additionally, this compound has been employed in the construction of anticancer drugs, with promising results in inhibiting tumor growth and inducing apoptosis in cancer cells.

The synthesis of 2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde typically involves a multi-step process that begins with the preparation of the thiazole ring. One common approach is the condensation reaction between thiourea derivatives and aldehydes or ketones under appropriate conditions. The introduction of the fluorophenyl group is achieved through nucleophilic aromatic substitution or coupling reactions, depending on the specific synthetic pathway chosen.

From an environmental perspective, understanding the degradation pathways and ecological impact of 2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde is crucial for its safe handling and application. Recent research has focused on evaluating its biodegradability under various environmental conditions, with findings suggesting that it undergoes rapid degradation under aerobic conditions due to its aromatic structure and functional groups.

In conclusion, 2-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde (CAS No 875858-80-3) is a versatile compound with significant potential in multiple fields. Its unique chemical structure, combined with recent advancements in synthetic methodologies and biological applications, positions it as a key player in modern organic chemistry and drug discovery.

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