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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
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
Free Radical Res. Commun., 17, 377-377 (1992)
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
Ronald P Mason
Free radical biology & medicine, 36(10), 1214-1223 (2004-04-28)
The detection of protein free radicals using the specific free radical reactivity of nitrone spin traps in conjunction with nitrone-antibody sensitivity and specificity greatly expands the utility of the spin trapping technique, which is no longer dependent on the quantum

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