2-Acetylaminofluorene (AAF, 2-AAF) is a carcinogenic and mutagenic derivative of fluorene. It is used as a biochemical tool in the study of carcinogenesis. It induces tumors in a number of species in the liver, bladder and kidney. The metabolism of this compound in the body by means of biotransformation reactions is the key to its carcinogenicity. 2-AAF is a substrate for cytochrome P-450 (CYP) enzyme, which is a part of a super family found in almost all organisms. This reaction results in the formation of N-hydroxy-2-acetylaminofluorene which is a proximal carcinogen and is more potent than the parent molecule. The N-hydroxy metabolite undergoes several enzymatic and non-enzymatic rearrangements. It can be O-acetylated by cytosolic N-acetyltransferase enzyme to yield N-acetyl-N-acetoxyaminofluorene. This intermediate can spontaneously rearrange to form the arylamidonium ion and a carbonium ion which can interact directly with DNA to produce DNA adducts. In addition to esterification by acetylation, the N-hydroxy derivative can be O-sulfated by cytosolic sulfur transferase enzyme giving rise to the N-acetyl-N-sulfoxy product.

CAS：53-96-3
中文别名：2-乙酰氨基氟;2-乙酰氨基芴;N-2-芴基乙酰胺;
英文别名：N-(2-Fluorenyl)acetamide;N-(9H-fluoren-2-yl)acetamide;N-2-Fluorenylacetamide;Acetamide, N-9H-fluoren-2-yl-;
分子式：C15H13NO
分子量：223.27
精确质量：223.1
Psa：29.1
Logp：3.2892

MDL号：MFCD00001116

外观与性状：白色粉末
密度：1.23g/cm3
沸点：303ºC
熔点：192-196°C(lit.)
闪点：277.2ºC
折射率：1.656

RTECS号：AB9450000
安全说明：S53-S36/37/39-S45
WGK Germany：3
危险类别码：R23/24/25; R46
危险品运输编码：UN 3077 9/PG 3
海关编码：2924299090
危险类别：6.1(b)
包装等级：III
危险品标志：T

用途
1.有机合成。芳香胺类致癌性和诱变性研究。