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
EC Number:
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22
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form
powder
mp
173-175 °C (lit.)
storage temp.
2-8°C
SMILES string
CC1(C)CC(C(N)=O)C(C)(C)N1[O]
InChI
1S/C9H17N2O2/c1-8(2)5-6(7(10)12)9(3,4)11(8)13/h6H,5H2,1-4H3,(H2,10,12)
InChI key
XNNPAWRINYCIHL-UHFFFAOYSA-N
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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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
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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
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
Yoshinori Kuroda et al.
Scientific reports, 10(1), 10863-10863 (2020-07-04)
Acute extremity arterial occlusion requires prompt revascularization. Delayed revascularization induces ischemia-reperfusion injury in the skeletal muscle. Organ injury-induced oxidative stress is widely reported, and oxidative stress is heavily involved in ischemia-reperfusion injury. This study aimed to evaluate oxidative stress in
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