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Details

Stereochemistry ACHIRAL
Molecular Formula C13H11N
Molecular Weight 181.2331
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-AMINOFLUORENE

SMILES

NC1=CC=C2C(CC3=CC=CC=C23)=C1

InChI

InChIKey=CFRFHWQYWJMEJN-UHFFFAOYSA-N
InChI=1S/C13H11N/c14-11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8H,7,14H2

HIDE SMILES / InChI

Molecular Formula C13H11N
Molecular Weight 181.2331
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Study on the mutagenicity and antimutagenicity of beta-ionone in the Salmonella/microsome assay.
2006-04
Metabolic activation of bladder procarcinogens, 2-aminofluorene, 4-aminobiphenyl, and benzidine by Pseudomonas aeruginosa and other human endogenous bacteria.
2006-04
Berberine inhibits arylamine N-acetyltransferase activity and gene expression in Salmonella typhi.
2005-10
Involvement of molybdenum hydroxylases in reductive metabolism of nitro polycyclic aromatic hydrocarbons in mammalian skin.
2005-09
Evaluation of mutagenic and antimutagenic activities of alpha-bisabolol in the Salmonella/microsome assay.
2005-08-01
Oral administration of paclitaxel affects the distribution and metabolism of 2-aminofluorene in various tissues of Sprague-Dawley rats.
2005-08
Diallyl disulfide inhibits N-acetyltransferase activity and gene expression in human esophagus epidermoid carcinoma CE 81T/VGH cells.
2005-07
Time-resolved resonance Raman observation of the 2-fluorenylnitrenium ion reaction with guanosine to form a C8 intermediate.
2005-06-15
Lack of evidence for metabolism of p-phenylenediamine by human hepatic cytochrome P450 enzymes.
2005-06-01
Escherichia coli BTC, a human cytochrome P450 competent tester strain with a high sensitivity towards alkylating agents: involvement of alkyltransferases in the repair of DNA damage induced by aromatic amines.
2005-05
Wogonin inhibits N-acetyltransferase activity and gene expression in human leukemia HL-60 cells.
2005-04-09
Effects of aspirin on the in vitro and in vivo acetylation of 2-aminofluorene in Sprague-Dawley rats.
2005-03-31
N-acetyltransferase is involved in baicalein-induced N-acetylation of 2-aminofluorene and DNA-2-aminofluorene adduct formation in human leukemia HL-60 cells.
2005-03-31
Ellagic acid inhibits growth and arylamine N-acetyltransferase activity and gene expression in Staphylococcus aureus.
2005-03-31
Effects of ellagic acid by oral administration on distribution and metabolism of 2-aminofluorene in Sprague-Dawley rats.
2005-03-31
Incorporation of N2-deoxyguanosine metabolic adducts of 2-aminonaphthalene and 2-aminofluorene into oligomeric DNA.
2005-03
Over-expression, purification, and characterization of recombinant human arylamine N-acetyltransferase 1.
2005-02
Eukaryotic arylamine N-acetyltransferase. Investigation of substrate specificity by high-throughput screening.
2005-01-15
Expression, purification, characterization and structure of Pseudomonas aeruginosa arylamine N-acetyltransferase.
2005-01-15
Effects of exposure to diesel exhaust particles (DEP) on pulmonary metabolic activation of mutagenic agents.
2004-12-12
Antimutagenicity of coriander (Coriandrum sativum) juice on the mutagenesis produced by plant metabolites of aromatic amines.
2004-11-02
Evidence for arylamine N-acetyltransferase activity in Klebsiella pneumoniae.
2004-08
N-ethylphenyl acetamide (EPA) inhibits DNA synthesis and N-acetylation of 2-aminofluorene in human colon tumor cells (colo 205).
2004-07-28
Shikonin inhibits the growth and N-acetylation of 2-aminofluorene in Helicobacter pylori from ulcer patients.
2004-07-28
N-acetyltransferase activity is involved in paclitaxel-induced N-acetylation of 2-aminofluorene in human bladder cancer cells (T24).
2004-07-28
Formation and reduction of aryl and heterocyclic nitroso compounds and significance in the flux of hydroxylamines.
2004-04
PCR and flow cytometric analysis of paclitaxel-inhibited arylamine N-acetyltransferase activity and gene expression in human osteogenic sarcoma cells (U-2 OS).
2004-03-16
The inhibition of N-acetyltransferase activity and gene expression in human bladder cancer cells (T24) by shikonin.
2004-03-12
Mass spectrometric investigation of the mechanism of inactivation of hamster arylamine N-acetyltransferase 1 by N-hydroxy-2-acetylaminofluorene.
2004-03
Inhibition of N-acetyltransferase activity and gene expression in human colon cancer cell lines by diallyl sulfide.
2004-02
Human acetyl CoA:arylamine N-acetyltransferase variants generated by random mutagenesis.
2004-01
Effects of (-)-menthol on the distribution and metabolism of 2-aminofluorene in various tissues of Sprague-Dawley rats.
2003-11-06
Effects of DNA adduct structure and sequence context on strand opening of repair intermediates and incision by UvrABC nuclease.
2003-11-04
Arylamine N-acetyltransferases: covalent modification and inactivation of hamster NAT1 by bromoacetamido derivatives of aniline and 2-aminofluorene.
2003-11
Aloe-emodin inhibited N-acetylation and DNA adduct of 2-aminofluorene and arylamine N-acetyltransferase gene expression in mouse leukemia L 1210 cells.
2003-09
Curcumin decreases the DNA adduct formation, arylamines N-acetyltransferase activity and gene expression in human colon tumor cells (colo 205).
2003-08-22
N-acetyltransferase is involved in gypenosides-induced N-acetylation of 2-aminofluorene and DNA adduct formation in human cervix epidermoid carcinoma cells (Ca Ski).
2003-08-22
Paclitaxel affects the amounts of the N-acetylation of 2-aminofluorene and DNA-2-aminofluorene adduct formation in Sprague-Dawley rats.
2003-06-10
Paclitaxel (taxol) inhibits the arylamine N-acetyltransferase activity and gene expression (mRNA NAT1) and 2-aminofluorene-DNA adduct formation in human bladder carcinoma cells (T24 and TSGH 8301).
2003-06
Curcumin inhibited the arylamines N-acetyltransferase activity, gene expression and DNA adduct formation in human lung cancer cells (A549).
2003-06
Neonatal ontogeny of murine arylamine N-acetyltransferases: implications for arylamine genotoxicity.
2003-06
Characterization of pulmonary CYP4B2, specific catalyst of methyl oxidation of 3-methylindole.
2003-05
Luteolin induces N-acetylation and DNA adduct of 2-aminofluorene accompanying N-acetyltransferase activity and gene expression in human bladder cancer T24 cell line.
2003-04-12
Xanthine oxidase-catalyzed metabolism of 2-nitrofluorene, a carcinogenic air pollutant, in rat skin.
2003-04
Time-resolved resonance Raman and density functional study of an azirine intermediate in the 2-fluorenylnitrene ring-expansion reaction to form a dehydroazepine product.
2003-03-17
Mutagenic and antimutagenic potential of the medicinal plants M. laevigata and C. xanthocarpa.
2003-03
Bioassay-guided isolation of antimutagenic factors from fruits of Terminalia bellerica.
2003
Studies on correlation of antimutagenic and antiproliferative activities of Juglans regia L.
2003
Activities of cytochrome p450 enzymes in liver and kidney microsomes from systemic carnitine deficiency mice with a gene mutation of carnitine/organic cation transporter.
2002
Reversion mutation in dark variants of luminous bacteria and its application in gene toxicant monitoring.
2002
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:47:23 GMT 2025
Edited
by admin
on Mon Mar 31 18:47:23 GMT 2025
Record UNII
3A69OS195N
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-12274
Preferred Name English
2-AMINOFLUORENE
HSDB  
Systematic Name English
AMINOFLUORENE, 2-
Systematic Name English
2-FLUORENAMINE
Systematic Name English
2-AMINOFLUORENE [HSDB]
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
205-817-8
Created by admin on Mon Mar 31 18:47:23 GMT 2025 , Edited by admin on Mon Mar 31 18:47:23 GMT 2025
PRIMARY
EPA CompTox
DTXSID1049223
Created by admin on Mon Mar 31 18:47:23 GMT 2025 , Edited by admin on Mon Mar 31 18:47:23 GMT 2025
PRIMARY
HSDB
4026
Created by admin on Mon Mar 31 18:47:23 GMT 2025 , Edited by admin on Mon Mar 31 18:47:23 GMT 2025
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WIKIPEDIA
2-Aminofluorene
Created by admin on Mon Mar 31 18:47:23 GMT 2025 , Edited by admin on Mon Mar 31 18:47:23 GMT 2025
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PUBCHEM
1539
Created by admin on Mon Mar 31 18:47:23 GMT 2025 , Edited by admin on Mon Mar 31 18:47:23 GMT 2025
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MESH
C012177
Created by admin on Mon Mar 31 18:47:23 GMT 2025 , Edited by admin on Mon Mar 31 18:47:23 GMT 2025
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CAS
153-78-6
Created by admin on Mon Mar 31 18:47:23 GMT 2025 , Edited by admin on Mon Mar 31 18:47:23 GMT 2025
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FDA UNII
3A69OS195N
Created by admin on Mon Mar 31 18:47:23 GMT 2025 , Edited by admin on Mon Mar 31 18:47:23 GMT 2025
PRIMARY
NSC
12274
Created by admin on Mon Mar 31 18:47:23 GMT 2025 , Edited by admin on Mon Mar 31 18:47:23 GMT 2025
PRIMARY