80404-14-4

Basic information

• Product Name: 4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINE-D16,1-15N-1-OXYL
• Synonyms: TEMPONE-D16,1-15N;4-OXO-TEMPO-D16,1-15N;4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINE-D16,1-15N-1-OXYL;4-oxo-tempo-D16-15N;4-Oxo-TEMPO-d16-15N,free radical;4-OXO-TEMPO-D16-15N, FREE RADICAL, 98 AT OM % D, 99 ATOM % 15N;4-oxo-tempo-d16,1-15n, free radical;1-15N-1-oxyl
• CAS NO: 80404-14-4
• Molecular Formula: C9D16NO2 *
• Molecular Weight: 187.34
• Mol File: 80404-14-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 35 °C(lit.)
• Appearance: /
• Storage Temp.: 0-6°C
• CAS DataBase Reference: 4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINE-D16,1-15N-1-OXYL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINE-D16,1-15N-1-OXYL(80404-14-4)
• EPA Substance Registry System: 4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINE-D16,1-15N-1-OXYL(80404-14-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 80404-14-4(Hazardous Substances Data)

Usage

Uses

4-Oxo-2,2,6,6-tetramethylpiperidine-d16;1-15N-1-oxyl (CAS# 80404-14-4) is a useful isotopically labeled research compound.

Upstream product

• 61431-36-5 4-oxo-2,2,6,6-tetra(²H₃)methyl-(3,3,5,5-(²H₄),1-¹⁵N)piperidine 
• 80404-11-1 4-oxo-2,2,6,6-tetra(²H₃)methyl-(3,3,5,5-²H₄,1-¹⁵N)piperidine 

Relevant articles and documents

Targeted delivery of imaging probes for in vivo cellular imaging

The present invention relates to nitroxide imaging probes that are isotopically modified or unmodified. Such nitroxide imaging probes may be included in liposomes that encapsulate self-quenching concentrations thereof, wherein the liposomes optionally comprise a targeting ligand specific to and having affinity for targeted tissue.

Synthesis of nitroxyl radicals for overhauser-enhanced magnetic resonance imaging

Non-invasive measurement and visualization of free radicals in vivo would be important to clarify their roles in the pathogenesis of free radical-associated diseases. Nitroxyl radicals can react with free radicals and be derivatized to achieve specific cellular / subcellular localizing capabilities while retaining the simple spectral features useful in imaging. Overhauser-enhanced magnetic resonance imaging (OMRI), which is a double resonance technique, creates images of free radical distributions in small animals by enhancing the water proton signal intensity via the Overhauser Effect. In this study, we synthesized various nitroxyl probes having 15N nuclei and deuterium, and measured the enhancement factor for Overhauser-enhanced magnetic resonance imaging experiments. 15N-D-4- Oxo-2,2,6,6-tetramethylpiperidine-1-oxyl (15N-D-oxo-TEMPO) has the highest enhancement factor compared with other nitroxyl probes. The proton signal enhancement was higher for 15N-labeled nitroxyl probes when compared to the 14N-labeled analogues because of the reduced spectral multiplicity of the I = 1/2 nucleus. Furthermore, this enhancement is proportional to the line width and number of electron spin resonance lines of nitroxyl radicals. Finally, we compared the Overhauser-enhanced magnetic resonance image of 15N-labeled, deuterated 4-Oxo-2,2,6,6- tetramethylpiperidine-1-oxyl with that of 14N-H-TEMPOL. These results suggested that the selective deuteration of the nitroxyl probes enhanced the signal-to-noise ratio and thereby improved spatial and temporal resolutions.