2784-86-3

Usage

Uses

Used in Research and Development:
1-HYDROXY-2-ACETYLAMINOFLUORENE is used as a research compound for studying its metabolic pathways and mutagenic properties. It is metabolized to mutagenic products by various liver microsomal and cytosolic enzymes, making it a valuable tool for understanding the mechanisms of chemical-induced mutations and their implications in biological systems.
Used in Analytical Chemistry:
Due to its room-temperature phosphorescence, 1-HYDROXY-2-ACETYLAMINOFLUORENE can be employed as a luminescent probe or marker in analytical chemistry. It can be utilized for the detection and quantification of specific substances, as well as for the development of new analytical methods that take advantage of its unique optical properties.
Used in Pharmaceutical Industry:
1-HYDROXY-2-ACETYLAMINOFLUORENE may have potential applications in the pharmaceutical industry, particularly in the development of new drugs or drug delivery systems. Its metabolic profile and interaction with liver enzymes could provide insights into drug design and optimization, as well as in the study of drug metabolism and toxicity.
Used in Material Science:
The unique photophysical properties of 1-HYDROXY-2-ACETYLAMINOFLUORENE make it a candidate for applications in material science, such as the development of new luminescent materials or the improvement of existing ones. Its room-temperature phosphorescence could be harnessed for various applications, including sensors, imaging, and optoelectronic devices.

InChI:InChI=1/C15H13NO2/c1-9(17)16-14-7-6-12-11-5-3-2-4-10(11)8-13(12)15(14)18/h2-7,18H,8H2,1H3,(H,16,17)

Upstream product

• 74925-71-6 C₁₅H₁₂NO₅S^(1-)*K⁽¹⁺⁾ 
• 811-98-3 d⁽⁴⁾-methanol 

Relevant academic research and scientific papers

Nucleophilic Aromatic Substitution on Ester Derivatives of Carcinogenic N-Arylhydroxamic Acids by Aniline and N,N-Dimethylaniline

Decomposition of N-(pivaloyloxy)-2-(acetylamino)fluorene (1b) and N-(sulfonatooxy)-4-(acetylamino)biphenyl (2a) in MeOH occurs predominately via N-O bond cleavage to yield oxazoles (5, 6, 23), methoxy adducts (7, 8, 24, 25, 26), and rearrangement products

Nucleophilic Substitution on the Ultimate Hepatacarcinogen N-(Sulfonatooxy)-2-(acetylamino)fluorene by Aromatic Amines

The kinetics and products of the reactions of the title compound 1 with aniline (5) and N,N-dimethylaniline (6) were investigated in MeOH.Addition of 5 (0.1-0.4 M) to a solution of 1 in MeOD-d4 has no effect on the overall rate of decomposition of 1 but generates a number of adducts (20-24) in moderate to high yield.The yields of all solvolysis products, except the rearranged O-sulfates 18 and 19, are suppressed by the addition of 5.The kinetic and product data are consistent with an SN1 mechanism (Scheme IV) in which 18 and 19 are generated by internal return from a tight ion pair, but all other products are generated by nucleophilic attack on a free nitrenium ion or solvent separated ion pair.The reaction of 6 with 1 shows similar characteristics to that of 5 with the exception that 6 reduces 1 in moderate yield to generate 2-(acetylamino)fluorene (25).This reduction occurs in competition with reaction to generate adducts (26, 27) similar to those obtained with 5.Kinetic and product data indicate that 25 is generated by reaction of 6 with a nitrenium ion intermediate.The differences in the behavior of 5 and 6 may be explained by cyclic voltammetry results which show that 6 is oxidized in MeOH more readily than 5 by about 2.5 kcal/mol.The reaction of 1 with 5 and 6 is considerably different from the rections of the same amines with the N-aryl-O-pivaloylhydroxylamines, which were previously shown to proceed via an SN2 mechanism.This change in mechanism may be attributed, in part, to increased steric hindrance at the nitrogen of 1 due to the N-acetyl group.