N-(9H-fluoren-2-yl)acetamide

• ChemBase ID: 125243
• Molecular Formular: C15H13NO
• Molecular Mass: 223.26982
• Monoisotopic Mass: 223.09971404
• SMILES: CC(=O)Nc1ccc2c(Cc3ccccc23)c1
• Canonical SMILES: CC(=O)Nc1ccc2c(c1)Cc1c2cccc1
• InChI: 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)
• InChIKey: CZIHNRWJTSTCEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(9H-fluoren-2-yl)acetamide
• IUPAC Systematic name: N-(9H-fluoren-2-yl)acetamide
• IUPAC Traditional name: 2 acetylaminofluorene
• Synonyms: 2-Acetamidofluorene; N-2-Fluorenylacetamide; 2-Acetylaminofluorene; 2-AAF; N-Acetyl-2-aminofluorene; N-(2-Fluorenyl)acetamide; 2-乙酰氨基芴; N-乙酰基-2-氨基芴; N-(2-芴基)乙酰胺

Database IDs

• CAS Number: 53-96-3
• EC Number: 200-188-6
• MDL Number: MFCD00001116
• Beilstein Number: 2807677
• PubChem SID: 24891166; 162219593
• PubChem CID: 5897
• CHEBI ID: 17356
• CHEMBL: 311469
• Chemspider ID: 5686
• KEGG ID: C02778
• MeSH Name: 2-Acetylaminofluorene
• Wikipedia Title: 2-Acetylaminofluorene

CALCULATED PROPERTIES

• Acid pKa: 14.307083
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.9767299
• LogD (pH = 7.4): 2.9767296
• Log P: 2.9767299
• Molar Refractivity: 69.7364 cm^3
• Polarizability: 27.257101 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: off-white to brown; Vivid, light brown, opaque crystals
• Melting Point: 192 - 196°C; 192-196 °C(lit.)
• Partition Coefficient: 3.264

Safety Information

• RTECS: AB9450000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 45-22; R45, R22, R51/53
• Safety Statements: 53-36/37/39-45; S53, S36/37/39, S45
• GHS Pictograms: GHS exclamation mark; GHS health hazard; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: 302, 350; H302-H350
• GHS Precautionary statements: 201, 308+313; P201-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: ≥90% (TLC); ≥95.0% (CHN)
• Grade: purum
• Empirical Formula (Hill Notation): C15H13NO

DETAILS

Sigma Aldrich - A7015

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.

Sigma Aldrich - A4109

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.
Warning
OSHA-regulated carcinogen - 29 CFR Part 1910.1014

Sigma Aldrich - 00300

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.
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.