4-Hydroxy-2,2,6,6-tetramethylpiperidinoxyl
4-OH-TEMPO · TEMPOL · 4-Hydroxy-TEMPO · ZJ-701 · Inhibitor 701 · TMPN · 4-HO-TEMPO · 4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINYLOXY
Identifikatoren & physikalische Daten
| CAS No. | 2226-96-2 |
|---|---|
| Summenformel | C9H19NO2 |
| Durchschnittliche Molmasse | 173,25 g/mol |
| Monoisotopische Masse | 173,14157885 g/mol |
| SMILES | CC1(C)CC(O)CC(C)(C)N1O |
| InChIKey | CSGAUKGQUCHWDP-UHFFFAOYSA-N |
| PubChem CID | 5395 |
| ChEMBL | CHEMBL117649 |
| EC No. | 434-880-6 |
| DTXSID | DTXSID40859711 |
| Lokaler Name | 4-Hydroxy-2,2,6,6-tetramethylpiperidinoxyl |
Chemische & physikalische Eigenschaften
| XLogP | 0,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,7 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 159 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Boiling point |
| Schmelzpunkt | 69-71 °C(lit.) |
| Siedepunkt | 302.58°C (rough estimate) |
| Dichte | 1.0402 (rough estimate) |
| Dampfdruck | 0.025Pa at 20℃ |
| Brechungsindex | 1.4350 (estimate) |
| Flammpunkt | 146°(295°F) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | 1670g/lsoluble |
| Aggregatzustand | Crystals or Crystalline Powder |
| pKa (Säurekonstante) | 5.07[at 20 ℃] |
| Farbe | Orange |
| pH | 8.2 (20g/l, H2O, 20℃) |
| Merck | 14,9141 |
| BRN | 1422990 |
| Henry-Konstante | 3.3×109 mol/(m3Pa) at 25℃, HSDB (2015) |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| Kosmetik-Inhaltsstoffe Funktionen | 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 (Verteilungskoeffizient) | 0.56 at 25℃ |
| CAS Datenbank | 2226-96-2(CAS DataBase Reference) |
| NIST chemische Informationen | 1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl-(2226-96-2) |
| EPA chemische Informationen | 1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl- (2226-96-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P319, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.Status: Active Update: 25-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/16531 |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29333999 |
| RTECS-Nr. | TN8991000 |
| R-Sätze (R) | 22-36/37/38-36/38 |
| Toxizität | LD50 oral in rat: 1053mg/kg |
| Gefahrensymbole | Xn,Xi |
| Sicherheitshinweise (S) | 26-36-37/39-36/37/39-27 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 2226-96-2(Hazardous Substances Data) |
| Gefahrenklasse | Acute Tox. 4 OralEye Dam. 1STOT RE 2 Oral |
| Selbstentzündungstemperatur | 260°C (DIN 51794) |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
A free radical scavenger