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Merck
CN

194581

5,5-Dimethyl-1-pyrroline N-oxide

97%

Synonym(s):

DMPO

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About This Item

Empirical Formula (Hill Notation):
C6H11NO
CAS Number:
Molecular Weight:
113.16
EC Number:
222-011-1
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
107603
MDL number:
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InChI key

VCUVETGKTILCLC-UHFFFAOYSA-N

InChI

1S/C6H11NO/c1-6(2)4-3-5-7(6)8/h5H,3-4H2,1-2H3

SMILES string

CC1(C)CCC=[N+]1[O-]

assay

97%

refractive index

n20/D 1.496 (lit.)

bp

75 °C/0.4 mmHg (lit.)

mp

25-29 °C (lit.)

density

1.015 g/mL at 25 °C (lit.)

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Application

Neuroprotective agent; nitric oxide spin trap. Used to study radicals formed by enzymatic acetaldehyde oxidation.
Neuroprotective agent; nitric oxide spin trap. Used to study radicals formed by enzymatic acetaldehyde oxidation. Incubation of lymphocytes with DMPO decreased DNA damage by NiCl2.
Spin-trapping reagent used to study the formation of hydroxyl and superoxide radicals.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

203.0 °F - closed cup

flash_point_c

95 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Regulatory Information

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S Pou et al.
Analytical biochemistry, 217(1), 76-83 (1994-02-15)
The spin trap 5,5-dimethyl-1-pyrroline-1-oxide (DMPO) alone, as well as DMPO or N-tert-butyl-alpha-phenylnitrone (PBN) in the presence of excess dimethyl sulfoxide (Me2SO), have been used as spin trapping systems for the detection of hydroxyl radical. However, the instability of DMPO and
Free Radical Res. Commun., 17, 377-377 (1992)
Xiaoguang Duan et al.
Small (Weinheim an der Bergstrasse, Germany), 11(25), 3036-3044 (2015-03-20)
Sulfur and nitrogen co-doped reduced graphene oxide (rGO) is synthesized by a facile method and demonstrated remarkably enhanced activities in metal-free activation of peroxymonosulfate (PMS) for catalytic oxidation of phenol. Based on first-order kinetic model, S-N co-doped rGO (SNG) presents
Sambuddha Banerjee et al.
Free radical biology & medicine, 53(6), 1317-1326 (2012-07-31)
We compared oxygenation and anaerobic oxidation reactions of a purified complex of human hemoglobin (Hb) and haptoglobin (Hb-Hp) to those of uncomplexed Hb. Under equilibrium conditions, Hb-Hp exhibited active-site heterogeneity and noncooperative, high-affinity O(2) binding (n(1/2)=0.88, P(1/2)=0.33 mm Hg in
Patrick T Kang et al.
Free radical biology & medicine, 53(4), 962-973 (2012-05-29)
Complex I is a critical site of O(2)(•-) production and the major host of reactive protein thiols in mitochondria. In response to oxidative stress, complex I protein thiols at the 51- and 75-kDa subunits are reversibly S-glutathionylated. The mechanism of

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