40908-37-0

Usage

Uses

Used in Pharmaceutical Industry:
4-Acetamido-2,2,6,6-tetramethylpiperidine is used as a reactant for the synthesis of selenium and sulfur derivatives with antifungal activity. These derivatives can be employed in the development of antifungal medications, targeting a wide range of fungal infections and contributing to improved treatment options for patients.
Used in Chemical Industry:
In the chemical industry, 4-Acetamido-2,2,6,6-tetramethylpiperidine serves as a reactant for the synthesis of oxidants, which are essential in various chemical reactions and processes. Its ability to participate in these reactions makes it a valuable component in the production of various chemical products.
Used in Cosmetic Industry:
4-Acetamido-2,2,6,6-tetramethylpiperidine is used as an antioxidant in the oxoammonium-salt form. Its antioxidant properties make it suitable for use in cosmetic products, where it can help protect against oxidative stress and maintain the stability and efficacy of the formulations.
Used in Synthesis of Bioactive Compounds:
4-Acetamido-2,2,6,6-tetramethylpiperidine is used as a reactant for the synthesis of alpha and beta-glycosides, which are important bioactive compounds with potential applications in pharmaceutical and biological research.
Used in Material Science:
In material science, 4-Acetamido-2,2,6,6-tetramethylpiperidine is used as a reactant for the reaction of nitroxyl radicals with metal carbonyls. This reaction can lead to the formation of new materials with unique properties, contributing to the advancement of material science and the development of innovative applications.

InChI:InChI=1/C11H22N2O/c1-8(14)12-9-6-10(2,3)13-11(4,5)7-9/h9,13H,6-7H2,1-5H3,(H,12,14)

Upstream product

• 36768-62-4 4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE 
• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 136708-43-5 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinium acetate 
• 826-36-8 2,2,6,6-Tetramethyl-4-piperidone 
• 4168-79-0 4-hydroxyimino-2,2,6,6-tetramethylpiperidine 

Downstream Products

• 14691-89-5 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy 
• 36410-81-8 4-isothiocyanato-2,2,6,6-tetramethylpiperidine N-oxide 
• 14691-89-5 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl 
• 14691-88-4 4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl 

Relevant academic research and scientific papers

Synthesis and fluorescence properties of six fluorescein-nitroxide radical hybrid-compounds

Six fluorescein-nitroxide radical hybrid-compounds (2ab, 3ab, 4, and 5) were synthesized by the condensation of 5- or 6-carboxy-fluorescein and 4-amino-TEMPO (2ab), 5- or 6-aminofluorescein and 4-carboxy-TEMPO (3ab), and fluorescein and 4-carboxy-TEMPO (4), or by reaction of the 3-hydroxyl group of fluorescein with DPROXYL-3-ylmethyl methanesulfonate (5). Fluorescence intensities (around 520 nm) after reduction of the radical increased to 1.43-, 1.38-, and 1.61-folds for 2a, 2b and 3b respectively; 3a alone exhibited a decrease in intensity on reduction. Since 4 was readily solvolyzed in PBS or even methanol to afford fluorescein and 4-carboxy-TEMPO, its fluorescence change could not be measured. Hybrid compound 5 containing an ether-linkage between the fluorescein phenol and 3-hydroxymethyl-DPROXYL hydroxyl centers, was stable and on reduction, showed a maximum increase (3.21-fold) in relative fluorescence intensity in PBS (pH 5.0), despite its remarkably low absolute fluorescence intensity.

A revised preparation of (4-Acetamido-2,2,6,6-tetramethylpiperidin-1-yl) oxyl and 4-acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate: Reagents for stoichiometric oxidations of alcohols

Revised preparations of (4-acetamido-2,2,6,6-tetramethylpiperidin-1-yl)oxyl and the corresponding oxoammonium salt, 4-acetamido-2,2,6,6-tetramethyl-1- oxoammonium tetrafluoroborate are presented together with some of the important properties of these two oxidizing reagents. Georg Thieme Verlag Stuttgart New York.

Reactions of nitroxides. Part X: Antifungal activity of selected sulfur and selenium derivatives of 2,2,6,6-tetramethylpiperidine

The antifungal activity of nitroxyl radicals - derivatives of 2,2,6,6-tetramethylpiperidine-1-oxyl with reactive substituents 4-isothiocyanato-, 4-isocyano-, and 4-isoselenocyanato- and of N-formyl-, N-thioformyl-, N-selenoformyl-derivatives of 2,2,6,6-tetramethylpiperidine was investigated. Those of the above compounds, which contain a sulfur or selenium atom are the most active against four fungus plant patogens: Botrytis cinerea, Fusarium culmorum, Phytophthora cactorum, Rhizoctonia solani. 4-Isoselenocyanato-2,2,6,6-tetramethylpiperidine-1-oxyl proved to be the most active compound.

Synthesis of 2,2,6,6-tetramethylpiperidine derivatives

Diazotization of 4-amino-2,2,6,6-tetramethylpiperidine in acetic or sulfuric acid affords 2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridine in high yield. Under the same conditions, the corresponding nitroxyl radical transforms into 4-hydroxy-2,2,6,6-tetrame

Acetylation of sterically hindered diamines

A process for acetylating diamines having a sterically hindered amino function and a further, sterically unhindered amino function where the acetylation takes place at the sterically unhindered amino function is provided comprises reacting the diamine with ketene. A preferred diamine is 4-amino-2,2,6,6-tetramethylpiperidine (TAD).

Non-migrating 1-hydrocarbyloxy hindered amine derivatives as polymer stabilizers

1-Hydrocarbyloxy substituted hindered amine compounds which also contain a reactive functional group such as hydroxy, amino, oxirane or carboxyl can be chemically attached to selected polymer substrates by condensation reactions to give polymers containing a chemically-bonded, non-migrating stabilizer having excellent stabilization efficacy for protecting said polymer substrate from the adverse effects of actinic light.

Synthesis of alpha- and beta-glycosides containing spin labels, as probes for studies of carbohydrate-protein interaction.

Nitroxide spin-labeled alpha-D-glycopyranosides were synthesized in good yield and in a highly stereoselective manner by reaction of per-O-benzyl-alpha-D-glycopyranosyl bromides with 2,2,6,6-tetramethyl-4-piperidinol under the bromide ion-catalyzed conditions devised by Lemieux et al. After hydrogenolysis, the deblocked intermediates were oxidized to give the desired, spin-labeled alpha-D-glycopyranosides. Nitroxide spin-labeled beta-D-glycopyranosides, as well as a beta-maltoside, were synthesized by standard methods. The synthesis is also described of 2-amino-2-deoxy-D-glucose and -D-galactose derivatives having a spin label at C-2, and of the spin-labeled compound 1-[4-(beta-D-galactopyranosyloxy)phenyl]-3-(2,2,6,6-tetramethylpiperidin-1-oxyl -4-yl)-2-thiourea.