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A2269

Sigma-Aldrich

2-Acetamidofluorene

Synonym(s):

N-(2-Fluorenyl)acetamide, 2-AAF, 2-Acetamidofluorene, N-Acetyl-2-aminofluorene

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About This Item

Empirical Formula (Hill Notation):
C15H13NO
CAS Number:
53-96-3
Molecular Weight:
223.27
Beilstein:
2807677
EC Number:
200-188-6
MDL number:
MFCD00001116
UNSPSC Code:
12352200

mp

192-196 °C (lit.)

SMILES string

CC(=O)Nc1ccc-2c(Cc3ccccc-23)c1

InChI

1S/C15H13NO/c1-10(17)16-13-6-7-15-12(9-13)8-11-4-2-3-5-14(11)15/h2-7,9H,8H2,1H3,(H,16,17)

InChI key

CZIHNRWJTSTCEX-UHFFFAOYSA-N

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Biochem/physiol Actions

A genotoxic carcinogen that is used to model liver carcinogenesis in rat. When N-hydroxylated by cytochrome CYP1A2 in the liver, 2-AAF forms adducts with DNA and is tumorigenic in liver and bladder.

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Yoshifumi Uno et al.
Mutation research. Genetic toxicology and environmental mutagenesis, 786-788, 182-187 (2015-07-28)
The data from the JaCVAM-organized international validation study of the in vivo rat alkaline comet assay were reported and analyzed statistically using the simple means of % tail DNA. However, OECD test guideline TG 489 recommends use of the median
Yoshifumi Uno et al.
Mutation research. Genetic toxicology and environmental mutagenesis, 786-788, 45-76 (2015-07-28)
The in vivo rodent alkaline comet assay (comet assay) is used internationally to investigate the in vivo genotoxic potential of test chemicals. This assay, however, has not previously been formally validated. The Japanese Center for the Validation of Alternative Methods
A R Kraynak et al.
Mutation research. Genetic toxicology and environmental mutagenesis, 786-788, 77-86 (2015-07-28)
As part of the Japanese Center for the Validation of Alternative Methods (JaCVAM) initiative international validation study of the in vivo rat alkaline comet assay (comet assay), we examined the ability of the assay to determine the genotoxicity of 2-acetylaminofluorene

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