22179-72-2 | 4-FLUOROTHIOBENZAMIDE

CAS:22179-72-2 | 4-FLUOROTHIOBENZAMIDE,Description

Synthesis Analysis

The synthesis of fluorinated compounds is a topic of interest due to their applications in medicinal chemistry and as radiotracers in PET imaging. For instance, the synthesis of 4-[(18)F]fluorobenzylamine is achieved through the reduction of 4-[(18)F]fluorobenzonitrile using transition metal-assisted sodium borohydride, which could potentially be adapted for the synthesis of 4-fluorothiobenzamide. Another paper describes the synthesis of 4-[18F]Fluorophenol from 4-benzyloxyphenyl-(2-thienyl)iodonium bromide, which involves a nucleophilic labelling method that could be relevant for introducing fluorine into thiobenzamide derivatives.

Molecular Structure Analysis

The molecular structure of 4-fluorothiobenzamide would consist of a benzamide core with a fluorine atom substituted at the para position and a thioamide group. The papers do not directly discuss the molecular structure of 4-fluorothiobenzamide, but they do mention the synthesis and applications of various fluorinated aromatic compounds, which share some structural similarities.

Chemical Reactions Analysis

The papers provided discuss several chemical reactions involving fluorinated compounds. For example, the synthesis of 4-fluorobenzylamine-based thiol group-reactive prosthetic groups indicates the potential for 4-fluorothiobenzamide to participate in reactions with thiol groups. Additionally, the synthesis of 4-fluoropyrrolidine derivatives through double fluorination suggests that fluorine atoms on aromatic rings can be reactive and may be involved in further chemical transformations.

Physical and Chemical Properties Analysis

While the physical and chemical properties of 4-fluorothiobenzamide are not directly discussed, the properties of similar fluorinated compounds can be inferred. Fluorinated aromatic compounds often exhibit unique electronic properties due to the electronegativity of fluorine, which can affect their reactivity and stability. The presence of a thioamide group in 4-fluorothiobenzamide would likely contribute to its chemical behavior, potentially making it a suitable building block for the synthesis of heterocyclic compounds or for applications in drug discovery.

Scientific Research Applications

1. Chemical and Physiological Characterization

4-Fluorothiobenzamide is structurally and spectrally similar to fluo-3, a widely used fluorescent Ca(2+)-indicator dye, but offers several advantages. It has greater absorption near 488 nm, resulting in brighter fluorescence emission, beneficial for applications involving argon-ion laser excitation and standard fluorescein filter sets. Its high fluorescence emission, efficient cell permeation, and dynamic range for reporting Ca2+ concentrations make it ideal for photometric and imaging applications, including confocal laser scanning microscopy, flow cytometry, spectrofluorometry, and high-throughput microplate screening assays (Gee et al., 2000).

2. Analytical Characterization of Research Chemicals

Research chemicals like fluorolintane, which includes 4-fluorothiobenzamide, are often synthesized and characterized for non-medical use. Comprehensive analytical characterizations include various mass spectrometry platforms, gas and liquid chromatography, and spectroscopy analyses. These studies are crucial for understanding the chemical nature of these compounds and their potential effects (Dybek et al., 2019).

3. Synthesis and Medicinal Applications

4-Fluoropyrrolidine derivatives, which are useful in medicinal chemistry, are synthesized using 4-fluorothiobenzamide compounds. These derivatives serve as attractive synthons for dipeptidyl peptidase IV inhibitors, highlighting their significance in medicinal applications. The methodology utilizing these synthons reduces the number of steps needed for the preparation of 4-fluoropyrrolidine derivatives in medicinal applications (Singh & Umemoto, 2011).

4. Photocatalytic Oxidation in Environmental Applications

The photocatalytic oxidation of 4-fluorothiobenzamide compounds, such as 5-fluorouracil, has been studied for environmental applications. Techniques like UV/TiO2 photocatalytic degradation are employed for the removal of these compounds from aqueous environments. This is particularly significant in the context of antineoplastic drug removal, highlighting the environmental implications of these substances (Lin & Lin, 2014).

5. Quantum Chemical Studies in Corrosion Inhibition

Quantum chemical and molecular dynamic simulation studies involving 4-fluorothiobenzamide derivatives have been conducted to predict their effectiveness as corrosion inhibitors. These studies provide insights into the interaction of these compounds with metal surfaces, offering potential applications in materials science and engineering (Kaya et al., 2016).

Safety And Hazards

4-Fluorothiobenzamide is considered hazardous according to the 2012 OSHA Hazard Communication Standard (29 CFR 1910.1200). It is harmful

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