A7015
Sigma

N-(2-Fluorenyl)acetamide

≥90% (TLC)

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Synonym

2-AAF

2-Acetamidofluorene

N-Acetyl-2-aminofluorene

Molecular Formula

C₁₅H₁₃NO

Molecular Weight

223.27

CAS Number

53-96-3

Beilstein Registry Number

2807677

MDL number

MFCD00001116

PubChem Substance ID

24891166

EG/EC Number

200-188-6

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Descriptions

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.

Properties

assay

≥90% (TLC)

color

off-white to tan

192-196 °C(lit.)

References

Reference

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

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

Waddell, W.J., Thresholds of carcinogenicity in the ED01 study. Toxicol. Sci. 72, 158-163, (2003) 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. USA 100, 10014-10019, (2003)

Jeong, K.S., et al., Effects of cyclocreatine in rat hepatocarcinogenesis model. Anticancer Res. 20, 1627-1633, (2000) abstract

Merck

Merck 13,4183

Beilstein

Beil. 12,IV,3373

reference

Aldrich MSDS 1, 5:B / Corp MSDS 1 (1), 8:A / IR-Spectra (3), 1071:B / IR-Spectra (2), 936:F / RegBook 1 (2), 2035:M / Sax 6, 1422 / Structure Index 1, 324:A:2

Safety

Hazard Codes

Risk Statements

45-22

Safety Statements

53-36/37/39-45

RIDADR

UN 3077 9/PG 3

WGK Germany

RTECS

AB9450000

Related Categories

... Cancer Research > Carcinogens

MSDS

Specification Sheet

Certificate of Analysis

Certificate of Origin

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