4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
- Product Name
- 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*
- Formula Weight
- 172.24
- MOL File
- 2226-96-2.mol
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Property
- 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)
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H318Causes serious eye damage
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 8.40130
- Product name
- 4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl
- Purity
- (free radical) for synthesis
- Packaging
- 25G
- Price
- $87.4
- Updated
- 2024/03/01
- Product number
- 8.40130
- Product name
- 4-Hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl
- Purity
- (free radical) for synthesis
- Packaging
- 100G
- Price
- $250
- Updated
- 2024/03/01
- Product number
- 176141
- Product name
- 4-Hydroxy-TEMPO
- Purity
- 97%
- Packaging
- 1g
- Price
- $34.2
- Updated
- 2024/03/01
- Product number
- 176141
- Product name
- 4-Hydroxy-TEMPO
- Purity
- 97%
- Packaging
- 5g
- Price
- $98
- Updated
- 2024/03/01
- Product number
- H0865
- Product name
- 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-Oxyl Free Radical
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $57
- Updated
- 2024/03/01
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Chemical Properties,Usage,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
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
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 Preparation Products And Raw materials
Raw materials
Preparation Products
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Suppliers
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View Lastest Price from 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy manufacturers
- Product
- 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy 2226-96-2
- Price
- US $99.00-66.00/kg
- Min. Order
- 0.0010000000474974513kg
- Purity
- 99%
- Supply Ability
- 5000
- Release date
- 2024-08-19
- Product
- 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy 2226-96-2
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-11-15
- Product
- 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy 2226-96-2
- Price
- US $3.00/kg
- Min. Order
- 1 mkg
- Purity
- 99.5%
- Supply Ability
- 500mt
- Release date
- 2019-03-14