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5,5-DIMETHYL-1-PYRROLINE N-OXIDE

5,5-DIMETHYL-1-PYRROLINE N-OXIDE structure

CAS No.: 3317-61-1

Chemical Name:: 5,5-DIMETHYL-1-PYRROLINE N-OXIDE

Synonyms: DMPO;2,2-DIMETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE;3,4-DIHYDRO-2,2-DIMETHYL-2H-PYRROLE 1-OXIDE;5,5-dimethyl-1-pyrroline-1-oxide;Dimethyl N;spintrappingreagent;DMPO, hydrophilic spin trap;,5-Dimethyl-1-pyrroline N-oxide;5.5-Dimethyl-1-pyroline n-oxide;5,5-DIMETHYL-1-PYRROLINE N-OXIDE

CBNumber:: CB3290637

Molecular Formula:: C6H11NO

Molecular Weight:: 113.16

MDL Number:: MFCD00005279

MOL File:: 3317-61-1.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-07-16 07:06:08

Product description	Number	Pack Size	Price
5,5-Dimethyl-1-pyrroline N-oxide for ESR-spectroscopy	92688	100mg	$165
5,5-Dimethyl-1-pyrroline N-Oxide >97.0%(GC)(T)	D2362	1g	$128
5,5-Dimethyl-1-pyrroline N-Oxide >97.0%(GC)(T)	D2362	5g	$468
DMPO ≥98%	10006436	500mg	$72
DMPO ≥98%	10006436	1g	$137
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5,5-DIMETHYL-1-PYRROLINE N-OXIDE Properties

Melting point	25-29 °C (lit.)
Boiling point	75 °C/0.4 mmHg (lit.)
Density	1.015 g/mL at 25 °C (lit.)
refractive index	n20/D 1.496(lit.)
Flash point	204 °F
storage temp.	-20°C
solubility	Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
form	Pale yellow solid or oil.
pka	2.47±0.40(Predicted)
color	Pale yellow
Merck	14,3393
BRN	107603
Stability	Stable, but light sensitive, hygroscopic and heat sensitive. Store in the dark, under an inert gas, and keep cold. Incompatible with strong oxidizing agents, moisture.
InChI	1S/C6H11NO/c1-6(2)4-3-5-7(6)8/h5H,3-4H2,1-2H3
InChIKey	VCUVETGKTILCLC-UHFFFAOYSA-N
SMILES	CC1(C)CCC=[N+]1[O-]
CAS DataBase Reference	3317-61-1(CAS DataBase Reference)
FDA UNII	7170JZ1QF3
UNSPSC Code	12352200
NACRES	NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

P280-P305+P351+P338-P321

PPE

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

Safety Statements

24/25

WGK Germany

8-10

HazardClass

IRRITANT

HS Code

29339900

Storage Class

10 - Combustible liquids

NFPA 704

	1
0		0

5,5-DIMETHYL-1-PYRROLINE N-OXIDE price More Price(104)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	92688	5,5-Dimethyl-1-pyrroline N-oxide for ESR-spectroscopy	3317-61-1	100mg	$165	2026-04-30	Buy
TCI Chemical	D2362	5,5-Dimethyl-1-pyrroline N-Oxide >97.0%(GC)(T)	3317-61-1	1g	$128	2026-04-30	Buy
TCI Chemical	D2362	5,5-Dimethyl-1-pyrroline N-Oxide >97.0%(GC)(T)	3317-61-1	5g	$468	2026-04-30	Buy
Cayman Chemical	10006436	DMPO ≥98%	3317-61-1	500mg	$72	2026-04-30	Buy
Cayman Chemical	10006436	DMPO ≥98%	3317-61-1	1g	$137	2026-04-30	Buy

Product number	Packaging	Price	Buy
92688	100mg	$165	Buy
D2362	1g	$128	Buy
D2362	5g	$468	Buy
10006436	500mg	$72	Buy
10006436	1g	$137	Buy

5,5-DIMETHYL-1-PYRROLINE N-OXIDE Chemical Properties,Uses,Production

Description

Free radicals are highly reactive, short-lived species. Spin traps react with radicals, forming stable adducts that can be further studied. DMPO is a commonly-used spin trap that reacts with O-, N-, S-, and C-centered radicals. This allows their characterization when used in association with electron spin resonance and immuno-spin trapping. DMPO is water-soluble, rapidly penetrates lipid bilayers, has low toxicity, and can be used in vitro and in vivo.

Chemical Properties

white to faintly yellow solid

Uses

Spin trap agent for biological systems.

Uses

5,5-Dimethyl-1-pyrroline N-oxide has been used as a spin trapping reagent to detect free radicals in electron paramagnetic resonance (EPR) based reactions.

Uses

5,5-Dimethyl-1-pyrroline N-oxide is a reagent generally used either as a free-radical spin-trapping agent, or electrophilic component during the synthesis of pyrrolidine derivatives. It may also be considered as 1,3-dipole in cycloaddition processes.

Definition

ChEBI: 5,5-dimethyl-1-pyrroline N-oxide is a member of the class of 1-pyrroline nitrones (1-pyrroline N-oxides) resulting from the formal N-oxidation of 5,5-dimethyl-1-pyrroline. Used as a spin trap for the study of radicals formed by enzymatic acetaldehyde oxidation. It has a role as a neuroprotective agent and a spin trapping reagent. It is functionally related to a 5,5-dimethyl-1-pyrroline.

Preparation

To a three-necked round bottom flask equipped with a condenser, addition funnel, thermometer, and mechanical stirrer and containing 300 ml. 95% ethanol precooled to 2°C is added, all at once, 14.5 g (0.1 mole) 4-methyl-4-nitropentanol, and 13.1 g (1.2 mole) zinc dust. With rapid agitation, the glacial acetic acid (24.0 g, 0.4 mole) is added dropwise over a 1-hr period while maintaining the reaction temperature below 15°C. The mixture is stirred vigorously for 2 hr and then stored in the refrigerator for 2 days, at approximately 1°C. Then the zinc acetate is filtered and rinsed with 100 ml of ethanol. The combined ethanol factions are rotoevapo-rated to give the crude nitrone. The crude nitrone is dissolved in a 200 ml portion of dichloromethane and the latter washed two times with saturated sodium bicarbonate solution. The organic layer is dried over sodium sulfate and the solvent rotoevaporated, to give 10.7 (94% yield) of the crude nitrone. The product was purified by double distillation (b.p. 53°C, 0.1 Torr), to give 6.8 g (60%) of the pure nitrone as a white hygroscopic solid. The H¹ NMR (400 MH CDC1₃, Me₄Si) is 6.80 (t, 2H, methylene bound to quaternary C, J = 7.2Hg), 1.43 (s, 6H, methyl), C¹³NMr (100 MH2, CDC13, Me₄ Si) 5=132.4 (Vinyl), 73.5 (quaternary), 34.1 (Allyl), 25.3 (methylene bound to quaternary C), 24.4 (methyls).
Preparation of 5,5-dimethyl-l-pyrroline-N-oxide

Biological Activity

Water soluble nitric oxide spin trap; allows the measurement of oxygen-centered free radicals in biological systems at room temperature using electron spin resonance (ESR). Has a high reaction rate constant for superoxide and hydroxyl radicals, and distinguishes simultaneously among a variety of important biologically generated free radicals.

Physiological effects

5,5-dimethyl-1-pyrroline N-oxide is used as a spin trap for the study of radicals formed by enzymatic acetaldehyde oxidation. It has a role as a neuroprotective agent and a spin trapping reagent.

References

[1] CHIHO NISHIZAWA. Hydroxyl radical generation caused by the reaction of singlet oxygen with a spin trap, DMPO, increases significantly in the presence of biological reductants.[J]. Free Radical Research, 2004, 38 4: 385-392. DOI:10.1080/1071576042000191772
[2] HONGLIAN SHI . Evaluation of spin trapping agents and trapping conditions for detection of cell-generated reactive oxygen species[J]. Archives of biochemistry and biophysics, 2005, 437 1: Pages 59-68. DOI:10.1016/j.abb.2005.02.028
[3] JEAN-LOUIS CLÉMENT. Assignment of the EPR Spectrum of 5,5-Dimethyl-1-pyrroline N-Oxide (DMPO) Superoxide Spin Adduct†[J]. The Journal of Organic Chemistry, 2005, 70 4: 1198-1203. DOI:10.1021/jo048518z
[4] SANDRA E. GOMEZ-MEJIBA . Immuno-spin trapping of protein and DNA radicals: “Tagging” free radicals to locate and understand the redox process[J]. Free Radical Biology and Medicine, 2009, 46 7: Pages 853-865. DOI:10.1016/j.freeradbiomed.2008.12.020

5,5-DIMETHYL-1-PYRROLINE N-OXIDE synthesis

Synthesis of 5,5-DIMETHYL-1-PYRROLINE N-OXIDE from 4-METHYL-4-NITROVALERALDEHYDE

5,5-DIMETHYL-1-PYRROLINE N-OXIDE Preparation Products And Raw materials

Raw materials

Preparation Products

4-METHYLPHTHALIMIDE 99

5,5-DIMETHYL-1-PYRROLINE N-OXIDE Suppliers

Global( 291)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Aladdin Scientific		tp@aladdinsci.com	United States	57505	58
Capot Chemical Co.,Ltd.	+86-（0）57185586718 +86-13336195806	sales@capot.com	China	29640	60
Shanghai Daken Advanced Materials Co.,Ltd	+86-2158073036	info@dakenam.com	China	14026	58
Nanjing ChemLin Chemical Industry Co., Ltd.	025-83697070	product@chemlin.com.cn	CHINA	3009	60
Accela ChemBio Inc.	+1-858-6993322	info@accelachem.com	United States	21193	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49979	58
career henan chemical co	+86-0371-86658258 +8613203830695	factory@coreychem.com	China	29792	58
TargetMol Chemicals Inc.	+1-781-999-5354; +17819995354	marketing@targetmol.com	United States	32466	58
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418671 +8618949823763	sales@tnjchem.com	China	34563	58
AFINE CHEMICALS LIMITED	+86-571-85134551	info@afinechem.com	China	15079	58

Supplier	Advantage
Aladdin Scientific	58
Capot Chemical Co.,Ltd.	60
Shanghai Daken Advanced Materials Co.,Ltd	58
Nanjing ChemLin Chemical Industry Co., Ltd.	60
Accela ChemBio Inc.	58
CONIER CHEM AND PHARMA LIMITED	58
career henan chemical co	58
TargetMol Chemicals Inc.	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
AFINE CHEMICALS LIMITED	58

View Lastest Price from 5,5-DIMETHYL-1-PYRROLINE N-OXIDE manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-07-15	DMPO 3317-61-1	$39.00-83.00		99.98%	10g	TargetMol Chemicals Inc.
2021-07-13	5,5-Dimethyl-1-pyrroline N-oxide 3317-61-1	$10.00-15.00	1KG	99%+ HPLC		Zhuozhou Wenxi import and Export Co., Ltd
2021-07-10	5,5-Dimethyl-1-pyrroline N-oxide 3317-61-1	$10.00-15.00	1KG	99%+ HPLC		Zhuozhou Wenxi import and Export Co., Ltd

DMPO
3317-61-1
$39.00-83.00
99.98%
TargetMol Chemicals Inc.

5,5-Dimethyl-1-pyrroline N-oxide
3317-61-1
$10.00-15.00
99%+ HPLC
Zhuozhou Wenxi import and Export Co., Ltd

5,5-Dimethyl-1-pyrroline N-oxide
3317-61-1
$10.00-15.00
99%+ HPLC
Zhuozhou Wenxi import and Export Co., Ltd

5,5-DIMETHYL-1-PYRROLINE N-OXIDE Spectrum

5,5-DIMETHYL-1-PYRROLINE N-OXIDE(3317-61-1)¹HNMR 5,5-DIMETHYL-1-PYRROLINE N-OXIDE(3317-61-1)IR 5,5-DIMETHYL-1-PYRROLINE N-OXIDE(3317-61-1)FT-IR 5,5-DIMETHYL-1-PYRROLINE N-OXIDE(3317-61-1)Raman

3317-61-1(5,5-DIMETHYL-1-PYRROLINE N-OXIDE)Related Search:

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5,5-DIMETHYL-1-PYRROLINE N-OXIDE 2,2-DIMETHYL-3,4-DIHYDRO-2H-PYRROLE 1-OXIDE 3,4-Dihydro-2,2-dimethyl-2H-pyrrole N-oxide 95% 2,2-Dimethyl-3,4-Dihydro-2H-Pyrrole 1-Ox 5,5-dimethyl-1-pyrroline-1-oxide 5,5-Dimethyl-1-pyrroline N-oxide [spin trapping spintrappingreagent 1-Oxylato-2,2-dimethyl-3,4-dihydro-2H-pyrrole-1-ium 3,4-Dihydro-1-oxylato-2,2-dimethyl-2H-pyrrolium 5,5-Dimethyl-1-Pyrrolidine-N-oxide 5,5-DIMETHYL-1-PYRROLINE N-OXIDE, [SPIN TRAPPING REAGENT] 5,5-DIMETHYL-1-PYRROLINE N-OXIDE [SPIN TRAPPING REAGENT] 97+% 5,5-DIMETHYL-1-PYRROLINE N-OXIDE 99% 2,2-dimethyl-1-oxidanidyl-3,4-dihydropyrrol-1-ium 2,2-dimethyl-1-oxido-1-pyrrolin-1-ium 2,2-dimethyl-1-oxido-3,4-dihydropyrrol-1-ium 5,5-Dimethyl-1-pyrroline N-oxide ,97% 5,5-Dimethyl-1-pyrroline N-oxide,DMPO 2,2-diMethyl-2,3-dihydro-1H-pyrrole 1-oxide 5,5-Dimethyl-1-pyrrolineN-Oxide> Dimethyl N ,5-Dimethyl-1-pyrroline N-oxide 5,5-Dimethyl-1-pyrroline N-Oxide, ≥ 97.0% DMPO, hydrophilic spin trap 2-Dimethyl-3,4-dihydro-2H-pyrrole1-oxide 5,5-Dimethyl-1-pyrroline N-oxide 5.5-Dimethyl-1-pyroline n-oxide 3,4-DIHYDRO-2,2-DIMETHYL-2H-PYRROLE 1-OXIDE DMPO 3317-61-1 Enzymes, Inhibitors, and Substrates Pyrrolines Nitric Oxide Metabolism Nitric Oxide Scavengers ESR Spectrometry Spin Trapping Reagents Building Blocks Biochemicals and Reagents Application Index BioChemical Cell Signaling Enzymes Heterocyclic Building Blocks pharmacetical Analytical Chemistry ESR Spectrometry Spin Trapping Reagents