36775-23-2

Usage

Uses

Used in Organic Synthesis:
4-CA-Tempo is utilized as a catalyst in various oxidation reactions, particularly for the conversion of alcohols to carbonyl compounds. Its role as a mediator in these reactions is facilitated by its stable free radical nature, which allows for controlled oxidation processes without the need for harsh conditions or additional reagents.
Used in Polymer Chemistry:
In the field of polymer chemistry, 4-CA-Tempo serves as a catalyst to initiate or control polymerization reactions. Its ability to participate in redox reactions enables the synthesis of polymers with specific properties, such as controlled molecular weights or tailored architectures.
Used in Biological Systems:
4-CA-Tempo is studied for its potential as a free radical scavenger and antioxidant. Its capacity to neutralize reactive oxygen species and other free radicals makes it a candidate for applications in medicine and health, where oxidative stress is implicated in various diseases and aging processes.
Used in Chemical Research:
As a versatile chemical compound, 4-CA-Tempo is employed in research to explore new synthetic pathways, investigate the mechanisms of oxidation reactions, and develop novel methodologies in organic chemistry. Its unique properties make it a valuable probe for understanding fundamental chemical processes and for designing new chemical reactions.

InChI:InChI=1/C11H20ClN2O2/c1-10(2)5-8(13-9(15)7-12)6-11(3,4)14(10)16/h8H,5-7H2,1-4H3,(H,13,15)

Upstream product

• 70804-01-2 2-chloro-N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide 
• 14691-88-4 tempamine 
• 79-11-8 chloroacetic acid 
• 14691-88-4 4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl 
• 79-04-9 chloroacetyl chloride 

Relevant academic research and scientific papers

Synthesis and characterization of inorganic-organic hybrid materials based on the intercalation of stable organic radicals into a fluoromica clay

Hybrid materials, in which stable organic radical cations are intercalated into layered inorganic host materials, can be successfully synthesized via an ion exchange reaction in a layered fluoromica clay, to yield recyclable heterogeneous catalysts for oxidation of various alcohols. We have conducted systematic synthetic and structural studies on the intercalation of the radical cations 4-(diethylmethylammonium)-2,2,6,6-tetramethylpiperidin-1-oxyl (DEMTEP), 1-[2-(4-amino-2,2,6,6-tetramethyl-1-piperidinyloxyl)-2-oxoethyl] -1′-methyl-4,4′-bipyridinium (VIOTEP), and 2-(3-N-methylpyridinium)- 4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazol-1-oxyl-3-N-oxide (m-MPYNN) into a synthetic fluoromica clay named Somasif ME 100, Na2xMg 3.0-xSi4O10(FyOH1-y) 2 (x = 0.33, y = 0.98). The guest-host interactions in these intercalation compounds have been characterized by X-ray powder diffraction and solid-state NMR of the constituent nuclei (23Na, 19F, and 29Si) of the Somasif structure. The intercalation process can be conveniently monitored using 23Na MAS-NMR. Guest-guest interactions have been probed by magnetic susceptibility measurements as well as EPR and 1H MAS NMR experiments. The 1H MAS-NMR line widths and chemical shifts probe modifications in the electron spin density distributions and/or intermolecular interactions between the electron spins of the guest species. Despite these indications of weakly interacting spins, magnetic susceptibility measurements are consistent with the near-absence of cooperative magnetism. The VIOTEP and DEMTEP inclusion compounds demonstrate catalytic activity for the oxidation of benzyl alcohol, using NaOCl as a co-oxidant. Although the radical ion species is partially leached out under these conditions (ionic exchange with Na+ in solution) the catalytic activity remains for up to 40 subsequent cycles. Fully leached materials can be regenerated by catalyst re-loading and this process can be conveniently monitored by X-band EPR spectroscopy.

Lanthanide complexes of DOTA-nitroxide conjugates for redox imaging: spectroelectrochemistry, CEST, relaxivity, and cytotoxicity

The lanthanide(iii) complexes (Gd, Eu, Dy, and Yb) of DOTA tris(amide) and bis(amide) derivatives (L1andL2) featuring one redox active TEMPO arm were prepared. LigandL2harbours an alkyne fragment for further functionalization. The X-ray crystal structure of ligandL2in complexation with Na+was solved. The complexes showed in their CV one oxidation wave (0.26-0. 34 Vvs.Fc+/Fc) due to an oxoammonium/nitroxide redox couple and a broad reduction corresponding to the nitroxide/hydroxylamine system. The Eu complexes demonstrated the presence of one water molecule in their coordination sphere. The nitroxide complexes were characterized by EPR spectroscopy, showing the typical 3-line pattern in the high temperature regime, which is quenched upon the addition of ascorbate (reduction into hydroxylamine). In their nitroxide form, the complexes show essentially no CEST peak. Conversely, the reduced complexes demonstrate a 12% CEST peak at 51 ppm, corresponding to the metal bound water molecule. Fast exchange precluded the CEST activity for the amide protons. All the complexes proved to be essentially non-toxic for M21 cells at concentrations up to 50 μM.

THERAPEUTIC COMPOUNDS AND METHODS OF USE THEREOF

The invention provides a compound of formula (I): or a salt thereof, wherein A, B, R1, R2, R3 and X have any of the values described in the specification, as well as compositions comprising a compound of formula I. The compounds are useful as therapeutic agents for treating diastolic dysfunction.

148. Formation of N-Hydroxy-amines of Spin Labeled Nucleosides for 1H-NMR. Analysis

Amine-oxide radical 1a was efficiently converted to the corresponding N-hydroxy-amine 2a with sodium dithionite in acetone/water.This reaction was used to develop a procedure for monitoring the NMR. spectra of sodium dithionite reduced amine-oxide radicals and of novel reduced amine-oxide-labeled nucleosides.