4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy CAS#2226-96-2
CAS Number: 2226-96-2
Chemical Formula: C9H18NO2*
Synonyms:
HYDROXY-TEMPO
4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINYLOXY
MOQ (Minimum Order Quantity): 1 FCL (Full Container Load)
Appearance: Orange Solid
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy CAS#2226-96-2
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.
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Chemical 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) |
Fp | 146°(295°F) |
storage temp. | 2-8°C |
solubility | 1670g/l |
pka | 5.07[at 20 ℃] |
form | Crystals or Crystalline Powder |
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 |
InChI | 1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3 |
InChIKey | FAPCFNWEPHTUQK-UHFFFAOYSA-N |
SMILES | CC1(C)CC(O)CC(C)(C)N1[O] |
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 Information |
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 |
Storage Class | 11 - Combustible Solids |
Hazard Classifications | Acute Tox. 4 Oral |
Hazardous Substances Data | 2226-96-2(Hazardous Substances Data) |
Toxicity | LD50 oral in rat: 1053mg/kg |
Product Application Of 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy CAS#2226-96-2
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. |
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