1036756-03-2 | 6-Amino-3-bromo-2-fluoro-benzoic acid

CAS:1036756-03-2 | 6-Amino-3-bromo-2-fluoro-benzoic acid,Description

6-Amino-3-bromo-2-fluorobenzoic acid is a part of the benzoic acids class. It is commonly utilized as a starting material for the production of drug development, pharmaceuticals, and other organic molecules. It can also be used as a reagent in the synthesis of peptides and other biomolecules, making it useful for biomedical studies.

Synthesis Analysis

The synthesis and preparation method of 6-Amino-3-bromo-2-fluorobenzoic acid involves using o-fluorobenzonitrile as an initial raw material, carrying out nitrification, nitroreduction, bromization, diazo-deamination, and hydrolysis.

Molecular Structure Analysis

The molecular weight of 6-Amino-3-bromo-2-fluorobenzoic acid is 234.02. Its IUPAC name is 6-amino-3-bromo-2-fluorobenzoic acid. The InChI code is 1S/C7H5BrFNO2/c8-3-1-2-4 (10)5 (6 (3)9)7 (11)12/h1-2H,10H2, (H,11,12).

Chemical Reactions Analysis

6-Amino-3-bromo-2-fluorobenzoic acid is commonly utilized as a starting material for the production of drug development, pharmaceuticals, and other organic molecules. In the synthesis of peptides and other biomolecules, it can also be used as a reagent.

Physical And Chemical Properties Analysis

6-Amino-3-bromo-2-fluorobenzoic acid is a solid at room temperature. It should be stored in a dark place, under an inert atmosphere.

Scientific Research Applications

Synthesis Processes

• Synthesis and Optimization : 6-Amino-3-bromo-2-fluorobenzoic acid, synthesized from related compounds like 2-amino-6-fluorobenzonitrile, is involved in processes like bromination, hydrolysis, diazotization, and deamination. These processes are optimized for industrial-scale production due to low cost and mild reaction conditions (Zhou Peng-peng, 2013).

Chemical Analysis and Detection

• Fluorimetric Analysis : Fluorimetric determination techniques use compounds like 7-fluoro-4-nitrobenzo-2-oxa-1,3-diazole for detecting amino acids. This demonstrates the utility of fluorine-containing compounds in analytical chemistry, particularly in enhancing reactivity and fluorescence yield for accurate detection (K. Imai & Yoshihiko Watanabe, 1981).

Biological and Medical Applications

• Antifungal and Anticancer Potential : Novel derivatives synthesized from 6-Amino-3-bromo-2-fluorobenzoic acid, like quinazoline derivatives, have shown promising antifungal and anticancer activities. These compounds demonstrate significant inhibitory effects on fungal growth and are potential candidates for further exploration in medical research (Guang-Fang Xu et al., 2007).

Radiopharmaceuticals

• Radiosynthesis for PET Scans : In the field of nuclear medicine, derivatives of 6-Amino-3-bromo-2-fluorobenzoic acid are used in the synthesis of radiopharmaceuticals like 6-18F-fluoro-l-DOPA. This compound is crucial for PET scans in neurologic and oncologic diagnostics, showcasing the importance of such chemical compounds in advanced medical imaging (F. Wagner, J. Ermert, & H. Coenen, 2009).

Alzheimer's Disease Treatment

• Treatment of Neurodegenerative Diseases : Research has been conducted on tetrahydroacridine derivatives with fluorobenzoic acid moiety, indicating their effectiveness as inhibitors of cholinesterases and β-amyloid aggregation. This suggests potential applications in treating Alzheimer's disease, highlighting the therapeutic relevance of fluoro-substituted benzoic acids (Kamila Czarnecka et al., 2017).

Safety And Hazards

This compound is considered hazardous. It has the GHS07 pictogram and the signal word “Warning” is associated with it. The hazard statements include H302, H315, H319, H335. Precautionary measures include avoiding ingestion and inhalation, and wearing personal protective equipment.

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