87611-00-5 | 2,4-DICHLORO-5-FLUOROQUINAZOLINE

CAS:87611-00-5 | 2,4-DICHLORO-5-FLUOROQUINAZOLINE,Description

2,4-Dichloro-5-fluoroquinazoline is a chemical compound that belongs to the quinazoline family of organic compounds. It has been studied extensively for its potential applications in scientific research. The molecular formula of this compound is C8H3Cl2FN2.

Synthesis Analysis

A process for the synthesis of 2,4-dichloro-5-fluoroquinazoline is disclosed in a patent. The process involves reacting 3,4-dichloronitrobenzene with potassium fluoride to form a fluorinated intermediate product. This intermediate product is then reacted with chlorine to form dichlorofluorobenzene. Finally, dichlorofluorobenzene is acylated using an acylating agent to form a mixture containing 2,4-dichloro-5-fluoroquinazoline.

Molecular Structure Analysis

The molecular weight of 2,4-Dichloro-5-fluoroquinazoline is 217.03 g/mol. The InChI key for this compound is HHGKYNUUYMRIAV-UHFFFAOYSA-N.

Physical And Chemical Properties Analysis

2,4-Dichloro-5-fluoroquinazoline is a solid compound. It should be stored in an inert atmosphere at 2-8°C.

Scientific Research Applications

Synthesis and Chemical Properties

• Synthesis Methods : Research on 2,4-Dichloro-5-fluoroquinazoline includes studies on its synthesis. For instance, new 2,4-diaminoquinazolines have been synthesized using reactions involving trifluorobenzonitrile and guanidine carbonate. This process led to the creation of several fluoroquinazoline isomers, including those with 2,4-diamino-5-fluoroquinazoline structures (Tomažič & Hynes, 1992) .
• Nitration Processes : The nitration of 2,4-diaminoquinazoline derivatives has been studied, revealing specific reactions at different positions on the quinazoline ring. These studies provide insight into the chemical behavior of fluoroquinazoline compounds under various conditions (Singh et al., 1991).

Biological Activity and Applications

• Antibacterial Properties : Certain derivatives of fluoroquinazolines, such as 8-chloroquinolone with a 5-amino-2,4-difluorophenyl group, have shown potent antibacterial activities. This highlights the potential use of these compounds in developing new antibacterial agents (Kuramoto et al., 2003).
• Antimicrobial Activity : Studies on Schiff and Mannich bases bearing 2,4-dichloro-5-fluorophenyl moiety have indicated promising antibacterial and antifungal activities, suggesting the applicability of these compounds in antimicrobial treatments (Karthikeyan et al., 2006).
• Anticancer Properties : Research involving the synthesis and evaluation of novel indole-aminoquinazoline hybrids, which incorporate fluoroquinazoline structures, has shown potential in anticancer applications. These compounds were evaluated for cytotoxicity against various cancer cell lines, demonstrating their relevance in cancer research (Mphahlele et al., 2018).

Safety And Hazards

2,4-Dichloro-5-fluoroquinazoline is considered hazardous by the 2012 OSHA Hazard Communication Standard. It can cause acute oral toxicity, skin corrosion/irritation, serious eye damage/eye irritation, and specific target organ toxicity (single exposure) with the respiratory system being the target organ.

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