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Merck
CN

163945

4-Amino-TEMPO, free radical

97%

Synonym(s):

4-Amino-2,2,6,6-tetramethylpiperidine-1-oxyl, 4-Amino-2,2,6,6-tetramethylpiperidinyloxy, free radical, 4-Amino-TEMPO

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About This Item

Empirical Formula (Hill Notation):
C9H19N2O
CAS Number:
14691-88-4
Molecular Weight:
171.26
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
24850044
EC Number:
238-738-2
Beilstein/REAXYS Number:
3933966
MDL number:
MFCD00006479
Assay:
97%
Form:
solid

Key Documents

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InChI key

XUXUHDYTLNCYQQ-UHFFFAOYSA-N

InChI

1S/C9H19N2O/c1-8(2)5-7(10)6-9(3,4)11(8)12/h7H,5-6,10H2,1-4H3

SMILES string

CC1(C)CC(N)CC(C)(C)N1[O]

assay

97%

form

solid

mp

~0 °C (lit.)

storage temp.

2-8°C

Quality Level

200

Application

Useful spin label for studying biological systems, polymers, and as a building block for more elaborate spin labels.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000517171
0000517176
0000517176
0000517171
0000500327

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Spin-Labeled Dendrimers in EPR Imaging with Low Molecular Weight Nitroxides.
Alexander T. Yordanov et al.
Angewandte Chemie (International ed. in English), 40(14), 2690-2692 (2001-07-18)
Journal of Colloid and Interface Science, 165, 236-236 (1994)
N Naber et al.
Biochemistry, 33(13), 3855-3861 (1994-04-05)
Each actin molecule contains a nucleotide, tightly bound in a deep cleft that divides the molecule. To probe conformational changes within this region of the molecule, we have incorporated two spin label analogues of ATP into actin. In both analogs
Pablo Kizelsztein et al.
Journal of neuroimmunology, 213(1-2), 20-25 (2009-07-01)
Reactive oxygen species are involved in the pathogenesis of multiple sclerosis (MS), Parkinson's disease and neurodegenerative diseases. Here we report that Tempamine (TMN), a stable radical with antioxidant and proapoptotic activities, when encapsulated in the intraliposome aqueous phase of pegylated
Sandhya Xavier et al.
Biochimica et biophysica acta, 1573(2), 109-120 (2002-10-26)
Modulation of radiation- and metal ion-catalyzed oxidative-induced damage using plasmid DNA, genomic DNA, and cell survival, by three nitroxides and their corresponding hydroxylamines, were examined. The antioxidant property of each compound was independently determined by reacting supercoiled DNA with copper
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Articles

TEMPO催化氧化

TEMPO（2,2,6,6-四甲基哌啶氧基或2,2,6,6-四甲基哌啶1-氧基）及其衍生物在有机氧化反应催化剂中可以作为稳定的硝酰基使用。TEMPO由Lebedev和Kazarnovskii于1960年发现，其具有的稳定自由基性质得益于其庞大的取代基团阻碍了自由基与其他分子之间发生反应。

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