763114-25-6 | 2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile

CAS:763114-25-6 | 2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile,Description

Synthesis Analysis

The synthesis of related fluorinated benzonitrile derivatives involves various chemical strategies, including the use of fluoromethyl analogs and labeling with fluorine-18 for imaging purposes. One study describes the synthesis of 3-fluoro-5-(2-(2-(fluoromethyl)thiazol-4-yl)ethynyl)benzonitrile, showing high affinity and potency for metabotropic glutamate subtype-5 receptors, indicating the intricate methods involved in incorporating fluorine into benzonitrile derivatives (Siméon et al., 2007) .

Molecular Structure Analysis

The molecular and crystal structures of fluorinated benzonitrile compounds are characterized using various spectroscopy techniques, including FT-IR, NMR, and X-ray diffraction. These analyses reveal the conformations and electronic structures critical for their reactivity and properties. For instance, studies on the molecular structure of benzofuran derivatives synthesized from related compounds highlight the detailed structural insights obtained from spectroscopic data and DFT calculations (Wu et al., 2021).

Chemical Reactions and Properties

Fluorinated benzonitriles participate in various chemical reactions, including cycloadditions, highlighting their reactivity and utility in synthesizing complex molecules. For example, the cycloaddition reactions of para-substituted benzonitrile oxides with adamantane derivatives demonstrate the reactivity of such compounds and the effect of fluorine substitution on their reaction selectivity and outcomes (Tsai et al., 1999).

Physical Properties Analysis

The physical properties of fluorinated benzonitriles, such as melting points, boiling points, and solubilities, are influenced by the fluorine atoms' electronegativity and the overall molecular structure. Studies on related compounds show how fluorine substitution impacts the liquid-crystalline transition temperatures, indicating the role of molecular design in dictating physical properties (Kelly & Schad, 1985).

Scientific Research Applications

Microwave Induced Synthesis of Fluorobenzamides

This research focuses on the synthesis of new 5-arylidene derivatives, which include a fluorine atom, using both conventional and microwave methods. The synthesized compounds showed promising antimicrobial activity against various bacteria and fungi. This highlights the potential of fluorine-containing compounds in developing new antimicrobial agents (Desai, Rajpara, & Joshi, 2013).

Synthesis of N-Phthalidyl 5-Fluorouracil Derivatives

This study involves synthesizing derivatives of 5-fluorouracil, where the phthalidyl group is substituted at various positions. Among these compounds, one showed significant antitumor activity against several experimental tumor systems, suggesting the role of such compounds in cancer research (Kamata, Haga, Matsui, & Nagata, 1985).

Imaging of Metabotropic Glutamate Subtype-5 Receptors

Research conducted on the synthesis and labeling of a compound for imaging metabotropic glutamate subtype-5 receptors (mGluR5s) with PET. The study found high affinity and potency for mGluR5, indicating its potential use in imaging for neurological studies (Siméon et al., 2007) .

Radiofluorination of Iodonium Ylide Precursors

This research presents a one-step, regioselective, metal-free 18F-labeling method using a hypervalent iodonium(III) ylide precursor. It's a significant advancement in the synthesis of radiopharmaceuticals for medical imaging (Stephenson et al., 2015) .

Synthesis of Androgen Receptor Antagonists

This study highlights the synthesis of a compound used as an androgen receptor antagonist. The process involved synthesis from 4-amino-2-(trifluoromethyl)benzonitrile, indicating the potential of fluorine-containing compounds in developing treatments for conditions related to androgen receptors (Li Zhi-yu, 2012).

Microfluidic Continuous-Flow Radiosynthesis

This paper discusses the synthesis of a fluorine-18 labeled compound suitable for human PET imaging using a commercial continuous-flow microfluidics device. This innovation is significant for the development of PET radiopharmaceuticals (Liang et al., 2014).

Future Directions

The future directions of this compound would likely be tied to its use as a pharmaceutical intermediate. It could potentially be used in the synthesis of new pharmaceutical compounds, depending on the needs of the pharmaceutical industry.

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