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

4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Structure
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy structure
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:2024-12-18 14:15:30
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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.
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)

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
TSCA  Yes
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(61)

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 $87.4 2024-03-01 Buy
Sigma-Aldrich 8.40130 4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl (free radical) for synthesis 2226-96-2 100G $250 2024-03-01 Buy
Sigma-Aldrich 176141 4-Hydroxy-TEMPO 97% 2226-96-2 1g $34.2 2024-03-01 Buy
Sigma-Aldrich 176141 4-Hydroxy-TEMPO 97% 2226-96-2 5g $98 2024-03-01 Buy
TCI Chemical H0865 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical >98.0%(GC) 2226-96-2 5g $57 2024-03-01 Buy
Product number Packaging Price Buy
8.40130 25G $87.4 Buy
8.40130 100G $250 Buy
176141 1g $34.2 Buy
176141 5g $98 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

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.

Uses

A free radical scavenger

Uses

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

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) Lipman et al. (2006), Neuroprotective effects if the stable nitroxide compound Tempol in 1-methyl-4-phenylpyridinium ion-induced neurotoxicity in the Nerve Growth Factor-differentiated model of pheochromocytoma PC12? cells; Eur. J. Pharmacol., 549 50 2) Guron et al. (2006), Acute effects of the superoxide dismutase mimetic tempol on split kidney function in two-kidney one-clip hypertensive rats; J. Hypertens., 24 387 3) Samuni and Barenholz (1997), Gamma-irradiation damage to liposomes differing in composition and their protection by nitroxides; Free Radic. Biol. Med., 23 972 4) Bernardy et al. (2017), Tempol, a Superoxide Dismutase Mimetic Agent, Inhibits Superoxide Anion-Induced Inflammatory Pain in Mice; Biomed. Res. Int., 2017 9584819 5) De Blasio et al. (2017), The superoxide dismutase mimetic tempol blunts diabetes-induced upregulation of NADPH oxidase and endoplasmic reticulum stress in a rat model of diabetic nephropathy; Eur. J. Pharmacol., 807 12

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

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

Raw materials

Preparation Products

6-Hydroxy-2-naphthaldehyde Bis(2,2,6,6-tetramethyl-1-piperidinyloxy-4-yl) sebacate

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

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HANGZHOU HAILAN CHEMICAL CO.,LTD. 		+86-57156122185 +86-15967590394 sales@hailan-chem.com China 400 58
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Supplier Advantage
HANGZHOU HAILAN CHEMICAL CO.,LTD. 		58
Jiangxi Lotchem Co.,Ltd.
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Jinan Finer Chemical Co., Ltd
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ZHEJIANG ESTCHEM CO.,LTD
58
Hebei Weibang Biotechnology Co., Ltd 		58
Hebei Chuanghai Biotechnology Co,.LTD 		58
Hebei Kingfiner Technology Development Co.Ltd 		58
Yujiang Chemical (Shandong) Co.,Ltd. 		58
Hebei Mojin Biotechnology Co.,Ltd 		58
Wuhan Fortuna Chemical Co.,Ltd 		58

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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
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy pictures 2024-12-22 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
2226-96-2
 US $99.00-66.00 / kg 0.0010000000474974513kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy pictures 2024-12-20 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
2226-96-2
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4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy pictures 2024-12-20 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
2226-96-2
 US $0.00-0.00 / kg 1kg 98% 10tons Wuhan Fortuna Chemical Co.,Ltd

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

4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy(2226-96-2)MS4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy(2226-96-2)IR14-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy(2226-96-2)IR24-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy(2226-96-2)Raman4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy(2226-96-2)ESR

2226-96-2(4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy)Related Search:

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UV-1164 Tri-(4-hydroxy-TEMPO) phosphite SW606

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4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL 4-HYDROXY-2,2,6,6-TETRAMETHYL-PIPERIDINOOXY 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-TEMPO, FREE RADICAL 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 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 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 4-hydroxy-2,2,6,6,-tetramethylpiperimyloxy 4-hydroxy-2,2,6,6-tetramethyl-1-piperidinylox 4-Hydroxy-2,2,6,6-tetramethyl-1-piperidinyloxy 4-Hydroxy-2,2,6,6-tetramethyl-piperidine-1-oxide 4-Hydroxyl-2,2,6,6-tetramethyl-piperidin-1-oxyl free radical 4-Hydroxy-2,2,6,6,- tetramethyl-4-piperidinyloxide,free radical 4-HYDROXY TEMPO, FREE RADICAL HPLC 99.8% 2,2,6,6-Tetramethyl freeagaoxy-4-piperidyl 4-Hydroxy-2,2,6,6-tetramethylpiperidinooxyl 4-Hydroxy-2,2,6,6-tetramethylpiperidinoxy 4-Hydroxy-2,2,6,-tetramethylpiperidyl-1-oxy 4-Hydroxy-2,2,6,-tetramethylpiperidyl-1-oxyl