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1- Aminofluorene

Hydrazine hydrate, in preparation of sulfonylhydrazides, 40, 93, OS in reduction of 2-nitrofiuorene to 2-aminofluorene, 40, 5 in Wolff-Kishner reduction, 43, 34 Hydrazines, asymmetrically substituted by N-aminatiou of amines by hydroxylamine-O-sulfonic acid, 43,2... [Pg.115]

The metabolic formation of N-sulfonyloxy-N-acetyl-2-aminofluorene (N-sulfonyloxy-AAF) and its observed electrophilic reactivity, provided the first evidence for the importance of enzymatic conjugation reactions in chemical carcinogenesis (23,24). This reaction was shown to be catalyzed by PAPS-dependent sulfotrans-ferases that are located predominantly in liver cytosol and has been subsequently demonstrated for N-hydroxy arylamide metabolites of several other carcinogens, including N-acetyl-4-aminobiphenyl (AABP), benzidine, N-acetyl-2-aminophenanthrene and phenacetin. [Pg.346]

Certain nitro PAHs appear to require metabolism of their N-hydroxy arylamine derivatives in order to induce mutations. For example, while 2-nitrofluorene showed decreased mutagenicity in the nitroreductase-deficient mutant, TA98NR, and in strain TA98/1,8-DNP, its presumed ultimate mutagenic derivative, N-hydroxy-2-aminofluorene was inactive in only strain TA98/1,8-DNP (117). Observations such as these led McCoy t al. (117) to... [Pg.381]

Lai CC, Miller JA, Miller EC, et al. N-sulfooxy-2-aminofluorene is the major ultimate electrophilic and carcinogenic metabolite of N-hydroxy-2-acetylaminofluorene in the livers of infant male C57BL/6J x C3H/HeJ FI (B6C3F1) mice. Carcinogenesis 1985 6(7) 1037— 1045. [Pg.164]

Benzo[a]pyrene and other polycyclic aromatic hydrocarbons CYP1A2 Acetaminophen 2-Acetylaminofluorene 4-Aminobiphenyl 2-Aminofluorene 2-Naphthylamine NNK ... [Pg.708]

C. C. Lai, E. C. Miller, A. Liem, The Essential Role of Microsomal Deacetylase Activity in the Metabolic Activation, DNA-(Deoxyguanosin-8-yl)-2-aminofluorene Adduct Formation and Initiation of Liver Tumors by A-Hydroxy-2-acetylaminofluorene in the Livers of Infant Male B6C3Fj Mice , Carcinogenesis 1988, 9, 1295-1302. [Pg.175]

Synonyms AAF 2-AAF 2-Acetamidofluorene 2-Acetaminofluorene 2-Acetoaminofluorene 2-(Acetylamino)fluorene A-Acetyl-2-aminofluorene 2-Aminoacetylfluorene AI3-52433 BRN 2807677 CCRIS 1 EINECS 200-188-6 FAA 2-FAA 2-Fluorenilacetamide A-9 -Fluoren-2-ylacetamide 2-Fluorenylacetamide 7V-2-Fluorenylacetamide A-Fluoren-2-acetylacetamide N-Fluorenyl-2-acetamlde NSC 12279 RCRA waste number U005 UN 3143. [Pg.71]

Acetoxypropane, see Isopropyl acetate Acetyl acetate, see Acetic anhydride Acetyl aldehyde, see Acetaldehyde 2-(Acetylamino)fluorene, see 2-Acetylaminofluorene A-Acetyl-2-aminofluorene, see 2-Acetylaminofluorene Acetyl anhydride, see Acetic anhydride... [Pg.1456]

Figure 1. The "spot test. Each petri plate contains, in a thin overlay of top agar, the tester strain TA98 and, in the cases of plates C and D, a liver microsomal activation system (S-9 Mix). Mutagens were applied to 6-mm filter-paper discs which were then placed in the center of each plate (A) spontaneous revertants (B) furyl-furamide (AF-2) (1 fig) (C) aflotoxin Bi(l fig) (D) 2-aminofluorene (10 fig). Mutagen-induced revertants appear as a ring of colonies around each disc (3). Figure 1. The "spot test. Each petri plate contains, in a thin overlay of top agar, the tester strain TA98 and, in the cases of plates C and D, a liver microsomal activation system (S-9 Mix). Mutagens were applied to 6-mm filter-paper discs which were then placed in the center of each plate (A) spontaneous revertants (B) furyl-furamide (AF-2) (1 fig) (C) aflotoxin Bi(l fig) (D) 2-aminofluorene (10 fig). Mutagen-induced revertants appear as a ring of colonies around each disc (3).
Boche and co-worker ° carried out detailed studies of the decomposition reactions of various A -hydroxylamine esters in the presence of DNA and deoxygua-nosine, and characterized the adducts that resulted from these reactions. Thus, the nitrenium ion derived from 0-acetyl-N-(2-aminofluorene) added to DNA to give an adduct joining the C8 position of the base with the nitrenium ion nitrogen. Similar experiments carried out with the precursor of 2-naphthylnitrenium ion gave N2-ortho 148 and C8-N adducts 149 as shown in Figure 13.72. ... [Pg.641]

Schemes 24 and 34. Not all specific examples follow these generalized pathways. Although 78h does decompose predominately into 99 (Scheme 44) at neutral pH, evidence suggests that it may not do so via an addition-elimination mechanism. This intermediate is detectable in reaction mixtures, but it has never been isolated due to its high reactivity. The N-benzoyl analogue 78h has been prepared by anodic oxidation of N-benzoyl-2-aminofluorene and has been shown by labeling experiments to generate 99 by an intramolecular pathway presumably involving the intermediate 100. ... Schemes 24 and 34. Not all specific examples follow these generalized pathways. Although 78h does decompose predominately into 99 (Scheme 44) at neutral pH, evidence suggests that it may not do so via an addition-elimination mechanism. This intermediate is detectable in reaction mixtures, but it has never been isolated due to its high reactivity. The N-benzoyl analogue 78h has been prepared by anodic oxidation of N-benzoyl-2-aminofluorene and has been shown by labeling experiments to generate 99 by an intramolecular pathway presumably involving the intermediate 100. ...
Some chemicals, such as 2-aminofluorene, are acetylated to a similar extent by both NAT1 and NAT2. [Pg.111]


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2-Aminofluorene carcinogen

Aminofluoren

Aminofluoren

Aminofluorene following oxidation

Aminofluorene oxidation

Aminofluorene peroxides

Aminofluorenes

Aminofluorenes

Aminofluorenes detection

Aminofluorenes formation

Aromatic amines 2-aminofluorene

N- -2-aminofluoren

N-Acetyl-2-aminofluorene

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