C5151
3-Carbamoyl-PROXYL
Synonym(s):
3-Carbamoyl-2,2,5,5-tetramethyl-1-pyrrolidineoxy, 3-Carbamoyl-2,2,5,5-tetramethylpyrrolidin-1-yloxy, free radical
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About This Item
Empirical Formula (Hill Notation):
C9H17N2O2
CAS Number:
Molecular Weight:
185.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352000
EC Number:
224-533-5
MDL number:
Form:
powder
Quality Level
InChI key
XNNPAWRINYCIHL-UHFFFAOYSA-N
InChI
1S/C9H17N2O2/c1-8(2)5-6(7(10)12)9(3,4)11(8)13/h6H,5H2,1-4H3,(H2,10,12)
SMILES string
CC1(C)CC(C(N)=O)C(C)(C)N1[O]
form
powder
mp
173-175 °C (lit.)
storage temp.
2-8°C
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Application
A spin label useful for non-invasive detection of free radicals in vivo by electron spin resonance imaging.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Th Herrling et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 63(4), 840-845 (2006-03-18)
Free radicals/reactive oxygen species (ROS) generated in skin by UV irradiation were measured by electron spin resonance (ESR). To increase the sensitivity of measurement the short life free radicals/ROS were scavenged and accumulated by using the nitroxyl probe 3-carboxy-2,2,5,5-tetrametylpyrrolidine-1-oxyl (PCA).
Ken-Ichiro Matsumoto et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 12(8), 2455-2462 (2006-04-28)
There is considerable research directed toward the identification and development of functional contrast agents for medical imaging that superimpose tissue biochemical/molecular information with anatomical structures. Nitroxide radicals were identified as in vivo radioprotectors. Being paramagnetic, they can provide image contrast
Tomiko Mikuni et al.
Cancer research, 64(18), 6495-6502 (2004-09-18)
Electron paramagnetic resonance imaging (EPRI) enables noninvasive spatial mapping of free radical metabolism and has recently been shown to provide in vivo physiologic information regarding alterations in the redox state of tumors and neoplastic tissues. With the use of nitroxide
Guohan Hu et al.
Journal of neurosurgery, 98(2), 393-396 (2003-02-21)
Nitroxides mimic superoxide dismutase (SOD) biochemically and may prevent free radical oxidative injury in settings in which endogenous SOD is overwhelmed. The authors have previously shown the efficacy of a nitroxide, Tempol, in reducing stroke infarct size. Of the nitroxides
T Herrling et al.
Free radical biology & medicine, 35(1), 59-67 (2003-06-27)
Reactive free radicals and reactive oxygen species (ROS) induced by ultraviolet irradiation in human skin are strongly involved in the occurrence of skin damages like aging and cancer. In the present work an ex vivo method for the detection of
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