2-Acetylaminofluorene

A chemical compound used in scientific research

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2-Acetylaminofluorene is an aromatic amide and a derivative of fluorene. It is primarily used in scientific research as a carcinogen to study the mechanisms of cancer development.

Chemical structure and properties

2-Acetylaminofluorene is an aromatic compound with a fluorene backbone. The chemical formula is C₁₅H₁₃NO, and it has a molecular weight of 223.27 g/mol. The structure consists of a fluorene moiety with an acetylamino group attached at the 2-position.

Synthesis

The synthesis of 2-acetylaminofluorene typically involves the acetylation of 2-aminofluorene using acetic anhydride or acetyl chloride. This reaction results in the formation of the acetylamino group at the 2-position of the fluorene ring.

Biological activity

2-Acetylaminofluorene is known for its carcinogenic properties. It is metabolized in the liver to form reactive intermediates that can bind to DNA, leading to mutations and the initiation of tumor formation. This compound is used in laboratory settings to induce liver tumors in experimental animals, providing a model for studying the process of carcinogenesis.

Applications in research

In research, 2-acetylaminofluorene is used to study the mechanisms of chemical-induced carcinogenesis. It serves as a model compound to investigate the role of metabolic activation in the development of cancer. Researchers use this compound to explore the effects of DNA adducts and the cellular responses to DNA damage.

Safety and handling

Due to its carcinogenic nature, 2-acetylaminofluorene must be handled with care in a laboratory setting. Appropriate safety measures, including the use of personal protective equipment and working in a fume hood, are necessary to minimize exposure.

Related pages

• Carcinogen
• Fluorene
• DNA adduct
• Tumor