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4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy

CAS No.
2226-96-2
Chemical Name:
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
Synonyms
TEMPOL;4-OH-TEMPO;4-HYDROXY-TEMPO;Inhibitor 701;ZJ-701;TMPN;HYDROXY-TEMPO;Polymerization inhibitor 701;Tetramethylpiperidinol N-oxyl;4-hydroxy-2,2,6,6-tetramethylpiperidinoxyl
CBNumber:
CB5782374
Molecular Formula:
C9H18NO2*
Molecular Weight:
172.24
MDL Number:
MFCD00006478
MOL File:
2226-96-2.mol
MSDS File:
SDS
Last updated:2026-01-08 17:06:08
Product description Number Pack Size Price
4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (free radical) for synthesis 8.40130 25G $89.8
4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (free radical) for synthesis 8.40130 100G $257
4-Hydroxy-TEMPO 97% 176141 1g $35.3
4-Hydroxy-TEMPO 97% 176141 5g $101
4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical >98.0%(GC) H0865 5g $57
More product size

4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Properties

Melting point 69-71 °C(lit.)
Boiling point 302.58°C (rough estimate)
Density 1.0402 (rough estimate)
vapor pressure 0.025Pa at 20℃
refractive index 1.4350 (estimate)
Flash point 146°(295°F)
storage temp. 2-8°C
solubility 1670g/l
form Crystals or Crystalline Powder
pka 5.07[at 20 ℃]
color Orange
PH 8.2 (20g/l, H2O, 20℃)
Water Solubility soluble
Merck 14,9141
BRN 1422990
Stability Stable. Incompatible with strong oxidizing agents.
Cosmetics Ingredients Functions ANTIOXIDANT
InChIKey FAPCFNWEPHTUQK-UHFFFAOYSA-N
LogP 0.56 at 25℃
CAS DataBase Reference 2226-96-2(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII U78ZX2F65X
NCI Drug Dictionary Tempol
NIST Chemistry Reference 1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl-(2226-96-2)
EPA Substance Registry System 1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl- (2226-96-2)
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H318
Precautionary statements  P264-P270-P280-P301+P312-P305+P351+P338-P501
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38-36/38
Safety Statements  26-36-37/39-36/37/39-27
WGK Germany  1
RTECS  TN8991000
Autoignition Temperature 260°C (DIN 51794)
TSCA  TSCA listed
HS Code  29333999
Hazardous Substances Data 2226-96-2(Hazardous Substances Data)
Toxicity LD50 oral in rat: 1053mg/kg
NFPA 704
1
3 0

4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy price More Price(63)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.40130 4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (free radical) for synthesis 2226-96-2 25G $89.8 2025-07-31 Buy
Sigma-Aldrich 8.40130 4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (free radical) for synthesis 2226-96-2 100G $257 2025-07-31 Buy
Sigma-Aldrich 176141 4-Hydroxy-TEMPO 97% 2226-96-2 1g $35.3 2025-07-31 Buy
Sigma-Aldrich 176141 4-Hydroxy-TEMPO 97% 2226-96-2 5g $101 2025-07-31 Buy
TCI Chemical H0865 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical >98.0%(GC) 2226-96-2 5g $57 2025-07-31 Buy
Product number Packaging Price Buy
8.40130 25G $89.8 Buy
8.40130 100G $257 Buy
176141 1g $35.3 Buy
176141 5g $101 Buy
H0865 5g $57 Buy

4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Chemical Properties,Uses,Production

Description

TEMPOL is a piperidine nitroxide and spin label with superoxide dismutase (SOD) mimetic activity. It inhibits lipid peroxidation in rat liver microsomes with 50% inhibition of microsomal lipid peroxidation (IP50) values of 117, 61, and 381 μM for peroxidation induced by iron plus NADPH, iron plus ascorbate, and t-butylhydroperoxide, respectively. TEMPOL (1 mM) inhibits production of superoxide anions by 92% via a xanthine-xanthine oxidase reaction in vitro. It reduces mean arterial pressure and heart rate in spontaneously hypertensive rats (ED50s = 70 and 63 μmol/kg, respectively) when administered intravenously. TEMPOL is a cell-permeable spin label that has been used to quantify intracellular oxygen in various cell types by electron spin resonance (ESR) spectroscopy.

Chemical Properties

solid

Uses

A free radical scavenger

Uses

Spin label for EPR studies; phase transfer dehydration catalyst; antioxidant; inhibitor of olefin free radical polymerization.

Uses

Tempol, a water-soluble piperidine nitroxide derivative having nonspecific radical-scavenging and superoxide dismutase (SOD) activity, protects cultured aerobic, but not hypoxic, cells against radiation-induced killing. Protection does not depend on intracellular thiols and does not involve O2-depletion. Tempol reacts with peroxyl radicals and can also oxidize DNA-bound metal ions, thereby interfering with OH? generation.

Application

In biochemical research, 4-hydroxy-TEMPO has been investigated as an agent for limiting reactive oxygen species.  It catalyzes the disproportionation of superoxide, facilitates hydrogen peroxide metabolism, and inhibits Fenton chemistry.4-Hydroxy-TEMPO, along with related nitroxides, are being studied for their potential antioxidant properties.On an industrial-scale 4-hydroxy-TEMPO is often present as a structural element in hindered amine light stabilizers, which are commonly used stabilizers in plastics, it is also used as a polymerisation inhibitor, particularly during the purification of styrene. 

Synthesis Reference(s)

Synthetic Communications, 19, p. 3509, 1989 DOI: 10.1080/00397918908052760

General Description

4-Hydroxy-TEMPO is a 4-substituted 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative. It is a low-molecular weight compound and has been proposed as superoxide dismutase mimic.

Flammability and Explosibility

Non flammable

Biological Activity

Superoxide scavenger that displays neuroprotective, anti-inflammatory and analgesic effects.

storage

Store at -20°C

References

[1] TATIANA LIPMAN  Philip L  Rinat Tabakman. Neuroprotective effects of the stable nitroxide compound Tempol on 1-methyl-4-phenylpyridinium ion-induced neurotoxicity in the Nerve Growth Factor-differentiated model of pheochromocytoma PC12 cells[J]. European journal of pharmacology, 2006, 549 1: Pages 50-57. DOI:10.1016/j.ejphar.2006.08.022
[2] GREGOR S GURON. Acute effects of the superoxide dismutase mimetic tempol on split kidney function in two-kidney one-clip hypertensive rats.[J]. Journal of Hypertension, 2006, 24 2: 387-394. DOI:10.1097/01.hjh.0000200511.02700.99
[3] AYELET M. SAMUNI . γ-Irradiation Damage to Liposomes Differing in Composition and Their Protection by Nitroxides[J]. Free Radical Biology and Medicine, 1997, 23 7: Pages 972-979. DOI:10.1016/s0891-5849(97)00123-8
[4] CATIA C F BERNARDY. Tempol, a Superoxide Dismutase Mimetic Agent, Inhibits Superoxide Anion-Induced Inflammatory Pain in Mice.[J]. BioMed Research International, 2017: 9584819. DOI:10.1155/2017/9584819
[5] MILES J. DE BLASIO . The superoxide dismutase mimetic tempol blunts diabetes-induced upregulation of NADPH oxidase and endoplasmic reticulum stress in a rat model of diabetic nephropathy[J]. European journal of pharmacology, 2017, 807: Pages 12-20. DOI:10.1016/j.ejphar.2017.04.026

2403-88-5
2226-96-2
Synthesis of 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy from 2,2,6,6-Tetramethyl-4-piperidinol

4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Preparation Products And Raw materials

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View Lastest Price from 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tempol pictures 2026-01-08 Tempol
2226-96-2
US $32.00 / mL 99.98% 10g TargetMol Chemicals Inc.
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy pictures 2026-01-08 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
2226-96-2
0.99 RongNa Biotechnology Co.,Ltd
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy pictures 2026-01-08 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
2226-96-2
US $3.00 / kg 1 mkg 99.5% 500mt Jinan Finer Chemical Co., Ltd
  • Tempol pictures
  • Tempol
    2226-96-2
  • US $32.00 / mL
  • 99.98%
  • TargetMol Chemicals Inc.
HYDROXY-TEMPO 4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL 4-HYDROXY-2,2,6,6-TETRAMETHYL-PIPERIDINOOXY 4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL 4-HYDROXY-2,2,6,6-TETRAMETHYL-1-PIPERIDIN-1-YLOXY 4-HYDROXY-2,2,6,6-TETRAMETHYL-1-PIPERIDINYLOXY, FREE RADICAL 4-HYDROXY-2,2,6,6-TETRAMETHYL-PIPERIDINOOXY, FREE RADICAL 4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINYLOXY 4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINYLOXY FREE RADICAL 4-HYDROXY-TEMPO 4-HYDROXY-TEMPO, FREE RADICAL 4-OH-TEMPO 2,2,6,6-Tetramethyl-4-hydroxypiperidine 1-oxyl 4-Hydroxy-2,2,6,6-tetramethyl-1-piperidin-1-yloxy, free radical 4-Hydroxy-TEMPO Styrene,Acrylates+Acrylics polymerisation inhibitor 2,2,6,6-TETRAMETHYL-4-HYDROXY-1-PIPERIDINYLOXY 2,2,6,6-TETRAMETHYL-4-PIPERIDINOL 1-OXYL 4-hydroxy-2,2,6,6-tetramethylpiperidinoxyl 2,2,6,6-Tetramethyl-4-piperidinol-1-oxide 4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl(4-Hydroxy-TEMPO,freeradical) 1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl- 4-HYDROXY-2,2,6,6-TETRAMETHYL-PIPERIDINYLOXY (TMHPO .) 4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL(4-HYDROXYTEMPO) Dipyridamole oxide ZJ-701 4-Hydroxy-2,2,6,6-tetramethyl piperidinyloxy free 4-HYDROXY-2,2,6,6-TETRAMETHYL-1-PIPERIDIN-1-YLOXY / 4-HYDROXY-TEMPO, FREE RADICAL 2,2,6,6-TetraMethyl-4-hydroxy-1-piperidinyloxy Radical Alcoholpiperidine nitroxides 4-Hydroxy-TEMPO 97% Piperidol oxide 2,2,6,6-Tetramethyl-4-piperidinol 1-oxyl, free radical 4-Hydroxy-2,2,6,6-tetramethylpiperidineN-oxide≥ 99% (GC) SUBSTITUTED PIPERIDINYLOXY PYRAZINYL DER 4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (free radical) for synthesis 2,2,6,6-Tetramethyl-4-hydroxypiperidin-1-oxyl 2,2,6,6-Tetramethyl-4-hydroxypiperidinooxy 2,2,6,6-Tetramethyl-4-hydroxypiperidinooxy radical 2,2,6,6-Tetramethyl-4-hydroxypiperidyl 1-oxyl 2,2,6,6-Tetramethyl-4-oxypiperidine-1-oxyl 2,2,6,6-Tetramethyl-4-piperidinol nitroxide 2,2,6,6-Tetramethyl-4-piperidinol N-oxyl 2,2,6,6-Tetramethyl-4-piperidinol-1-oxy 2,2,6,6-tetramethyl-4-piperidinol-n-oxyl 2,2,6,6-Tetramethyl-4-piperindiol 1-oxyl 2,2,6,6-Tetramethylpiperidine-N-oxyl-4-ol 2,2,6,6-Tetramethylpiperidinol-4-oxyl-1 1-Oxyl-2,2,6,6-tetramethyl-4-piperidinol 2,2,4,4-Tetramethyl-4-Piperidinol N-oxide 2,2,6,6-Tetramethyl-1,4-piperidinediol 4-Hydroxy-2,2,6,6-tetramethyl-piperidine1-oxide 4-Hydroxy-2,2,6,6-tetramethylpiperidine-N-oxy 4-hydroxy-2,2,6,6-tetramethyl-piperidinoox 4-Hydroxy-2,2,6,6-tetramethylpiperidinooxy radical TEMPOL Polymerization inhibitor 701 4-hydroxy-2,2,6,6,-tetramethylpiperimyloxy 4-hydroxy-2,2,6,6-tetramethyl-1-piperidinylox