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N-(2-Fluorenyl)acetamide

Name: <I>N</I>-(2-Fluorenyl)acetamide
Brand: SIAL

purum, ≥95.0% (CHN)

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

EC Number:

200-188-6

UNSPSC Code:

12352200

MDL number:

MFCD00001116

Beilstein/REAXYS Number:

2807677

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grade

purum

assay

≥95.0% (CHN)

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

Application

N-(2-fluorenyl)acetamide is a hepatic carcinogen whose principle target protein is the liver fatty acid binding protein (L-FABP). N-(2-Fluorenyl)acetamide has been used in a study to establish a hepatoma model to study the dynamic expression and quantitative analysis of hepatic nuclear factor-kappa B and its gene during the development of hepatocellular carcinoma.

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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Preferential binding of growth inhibitory prostaglandins by the target protein of a carcinogen.

S H Khan et al.

Proceedings of the National Academy of Sciences of the United States of America, 87(23), 9401-9405 (1990-12-01)

Liver fatty acid binding protein (L-FABP) is the principal target protein of the hepatic carcinogen N-(2-fluorenyl)acetamide (2-acetylaminofluorene) in rat liver. In addition, the cyclopentenone prostaglandins (PG), PGA, PGJ2, and delta 12-PGJ2, inhibit the growth of many cell types in vitro.

[Dynamic expression and quantitative analysis of hepatic nuclear factor-kappa B and its gene during the development of hepatocellular carcinoma].

Zhi-Zhen Dong et al.

Zhonghua gan zang bing za zhi = Zhonghua ganzangbing zazhi = Chinese journal of hepatology, 16(9), 669-673 (2008-09-30)

To investigate the kinetic expression and alteration of nuclear transcription factor-kappa B (NF-kappaB) and its gene in hepatocellular carcinoma (HCC) development. A hepatoma model was established with N-(2-fluorenyl) acetamide (2-FAA) using male SD rats. Morphological changes and dynamic alterations of

Global Trade Item Number

SKU	GTIN
196916-25G	04061837830174

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