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A7015

Sigma-Aldrich

N-(2-Fluorenyl)acetamide

≥98% (HPLC)

Synonym(s):

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/REAXYS Number:
2807677
EC Number:
200-188-6
MDL number:
MFCD00001116
UNSPSC Code:
12352103
PubChem Substance ID:
24891166
NACRES:
NA.25

assay

≥98% (HPLC)

form

powder

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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Application

N-(2-Fluorenyl)acetamide (2-Acetamidofluorene, 2-AAF), a genotoxic carcinogen, is used to induce liver cancer in animal models such as the 2-AAF/partial hepatectomy rat. 2-AAF may be used to study the mechanism of liver carcinogenesis and as a reference material during its identification or quantitation.

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

hcodes

H302,H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Jung-Eun Yeo et al.
Chemical research in toxicology, 25(11), 2462-2468 (2012-10-24)
Nucleotide excision repair (NER) removes lesions caused by environmental mutagens or UV light from DNA. A hallmark of NER is the extraordinarily wide substrate specificity, raising the question of how one set of proteins is able to recognize structurally diverse
Christopher A Traina et al.
Journal of the American Chemical Society, 133(32), 12600-12607 (2011-07-15)
Water-soluble conjugated polymers with controlled molecular weight characteristics, absence of ionic groups, high emission quantum yields, and end groups capable of selective reactions of wide scope are desirable for improving their performance in various applications and, in particular, fluorescent biosensor
Sana Javaid Awan et al.
Cell biology international, 41(1), 51-61 (2016-11-03)
Hepatic oval cells are likely to be activated during advanced stage of liver fibrosis to reconstruct damaged hepatic tissue. However, their scarcity, difficulties in isolation, and in vitro expansion hampered their transplantation in fibrotic liver. This study was aimed to
Ange-Clarisse Dusabineza et al.
Laboratory investigation; a journal of technical methods and pathology, 92(1), 72-81 (2011-09-14)
When hepatocyte proliferation is impaired, liver progenitor cells (LPC) are activated to participate in liver regeneration. We used the 2-acetaminofluorene/partial hepatectomy (AAF/PH) model to evaluate the contribution of LPC to liver cell replacement and function restoration. Fischer rats subjected to
Bu-Gao Zhou et al.
Frontiers in pharmacology, 9, 1165-1165 (2018-11-09)
It is known that excessive hepatocellular apoptosis is a typical characteristic of hepatic disease, and is regulated by the mammalian target of rapamycin (mTOR) signaling pathway. As the main active component of Kudzu (Pueraria lobata) roots, which is frequently used
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