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Sigma
N-(2-Fluorenyl)acetamide
A7015 -
≥90% (TLC)
DOWNLOAD MSDS (PDF)Synonym: 2-AAF, 2-Acetamidofluorene, N-
CAS Number: 53-96-3
Empirical Formula (Hill Notation): C15H13NO
Molecular Weight: 223.27
Beilstein Registry Number: 2807677
EC Number: 200-188-6
MDL number: MFCD00001116
PubChem Substance ID: 24891166
Properties
| Related Categories | Cancer Research, Carcinogens |
| assay | ≥90% (TLC) |
| color | off-white to brown |
| mp | 192-196 °C(lit.) |
Description
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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Safety Information
| Symbol |   GHS07, GHS08 |
| Signal word | Danger |
| Hazard statements | H302-H350 |
| Precautionary statements | P201-P308 + P313 |
| Personal Protective Equipment | Eyeshields, Gloves, type P2 (EN 143) respirator cartridges |
| Hazard Codes | T,N |
| Risk Statements | 45-22-51/53 |
| Safety Statements | 53-36/37/39-45 |
| RIDADR | UN 3077 9/PG 3 |
| WGK Germany | 3 |
| RTECS | AB9450000 |
Technical information & documentation associated with this product is available in the Safety & Documentation tab.
Articles
Carcinogenesis and Epigenetics
Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete. The expansion of the carcinogenesi...
Vicki Caligur
BioFiles 2008, 3.5, 18.
Keywords: Acetylations, Adhesion, Alkylations, Apoptosis, Cancer, Carcinogens, Cell division, Cell proliferation, Cell signaling, DNA microarrays, Drug discovery, Environmental, Epigenetics, Gene expression, Genetic, Hormones, Metabolism, Methylations, Microarray Analysis, Mutagens, PAGE, Recombination, Reductions, Transcription, transformation
DNA Damage and Repair
Damage to cellular DNA is involved in mutagenesis and the development of cancer. The DNA in a human cell undergoes several thousand to a million damaging events per day, generated by both external (e...
BioFiles 2007, 2.4, 20.
Keywords: AGE, Alkylations, Apoptosis, Biochemistry, Cancer, Carcinogens, Catalysis, Clinical, DNA replication, Deaminations, Environmental, Gene expression, Metabolites, Methylations, Mutagens, Oxidations, PAGE, Polymorphisms, Rearrangements, Recombination, Substitutions, Transcription
References
Verna, L., et al., 2-Acetylaminofluorene mechanistic data and risk assessment: DNA reactivity, enhanced cell proliferation and tumor initiation. Pharmacol. Ther. 71, 83-105, (1996) Abstract
Klohn, P.C., et al., Early resistance to cell death and to onset of the mitochondrial permeability transition during hepatocarcinogenesis with 2-acetylaminofluorene. Proc. Natl. Acad. Sci. U. S. A. 100, 10014-10019, (2003)
Waddell, W.J., Thresholds of carcinogenicity in the ED01 study. Toxicol. Sci. 72, 158-163, (2003) Abstract
Umemura, T., et al., Dose response effects of 2-acetylaminofluorene on DNA damage, cytotoxicity, cell proliferation and neoplastic conversion in rat liver. Cancer Lett. 73, 1-10, (1993) Abstract
Jeong, K.S., et al., Effects of cyclocreatine in rat hepatocarcinogenesis model. Anticancer Res. 20, 1627-1633, (2000) Abstract
Merck 14,4157
Beil. 12,IV,3373
Aldrich MSDS 1, 5:B / Corp MSDS 1 (1), 8:A / IR-Spectra (2), 936:F / IR-Spectra (3), 1071:B / RegBook 1 (2), 2035:M / Sax 6, 1422 / Structure Index 1, 324:A:2
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