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A7015

Sigma-Aldrich

N-(2-Fluorenyl)acetamide

≥98% (HPLC)

Synonyme(s) :

2-AAF, 2-Acetamidofluorene, N-Acetyl-2-aminofluorene

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About This Item

Formule empirique (notation de Hill):
C15H13NO
Numéro CAS:
53-96-3
Poids moléculaire :
223.27
Numéro Beilstein :
2807677
Numéro CE :
200-188-6
Numéro MDL:
MFCD00001116
Code UNSPSC :
12352103
ID de substance PubChem :
24891166
Nomenclature NACRES :
NA.25

Pureté

≥98% (HPLC)

Forme

powder

Pf

192-196 °C (lit.)

Chaîne SMILES 

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)

Clé InChI

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.

Actions biochimiques/physiologiques

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.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H350

Classification des risques

Acute Tox. 4 Oral - Carc. 1B

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Mohammed A El-Magd et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 114, 108732-108732 (2019-03-30)
Pretreatment of mesenchymal stem cells (MSCs) with melatonin (Mel) improves their potential therapeutic effect on chronic diseases and cancers. However, this preconditioning strategy may direct the effect of Mel toward MSCs alone and deprive cancer cells of the oncostatic effect
Shuai Xiang et al.
PloS one, 7(4), e35180-e35180 (2012-04-20)
Macrophages are known to play an important role in hepatocyte mediated liver regeneration by secreting inflammatory mediators. However, there is little information available on the role of resident macrophages in oval cell mediated liver regeneration. In the present study we
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
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
Hong Mu et al.
Nucleic acids research, 40(19), 9675-9690 (2012-08-21)
Nucleotide excision repair (NER) efficiencies of DNA lesions can vary by orders of magnitude, for reasons that remain unclear. An example is the pair of N-(2'-deoxyguanosin-8-yl)-2-aminofluorene (dG-C8-AF) and N-(2'-deoxyguanosin-8-yl)-2-acetylaminofluorene (dG-C8-AAF) adducts that differ by a single acetyl group. The NER
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Articles

DNA Damage and Repair

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

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.

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