5-Methylphenaziniummethylsulfat
PMS · PHENAZINE METHYL SULFATE · Phenazine methosuL · 5-Methylphenazinium · Phenazine methosulfa · Phezine methosulfate · PHENAZINE METHOSULFATE · Phenazine Methoshlphate
Identifikatoren & physikalische Daten
| CAS No. | 299-11-6 |
|---|---|
| Summenformel | C14H14N2O4S |
| Durchschnittliche Molmasse | 306,34 g/mol |
| Monoisotopische Masse | 306,06742793 g/mol |
| SMILES | COS(=O)(=O)[O-].C[n+]1c2ccccc2nc2ccccc21 |
| InChIKey | RXGJTUSBYWCRBK-UHFFFAOYSA-M |
| PubChem CID | 9285 |
| ChEBI | CHEBI:8055 |
| EC No. | 206-072-1 |
| DTXSID | DTXSID1059783 |
| Lokaler Name | 5-Methylphenaziniummethylsulfat |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 91,6 |
|---|---|
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 21 |
| Formalladung | 0 |
| Komplexität | 297 |
| Stoffklassen | Nitrogen Compounds -> Other Aromatics (Nitrogen) |
| Physical Description | Yellow to brown solid[Merck Index] Yellow crystalline solid[Sigma-Aldrich MSDS] |
| Schmelzpunkt | 158-160 °C (dec.)(lit.) |
| Dichte | 1.3395 (rough estimate) |
| Brechungsindex | 1.6930 (estimate) |
| Lagerbedingungen | -20°C |
| Löslichkeit | H2O: 0.2 g/mL at 20 °C, clear, deep orangesoluble in water (approximately 200 mg/ml). |
| Aggregatzustand | Crystalline Powder |
| Farbe | Dark yellow to brown or khaki |
| Merck | 14,6109 |
| BRN | 3898869 |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| InChI | InChI=1S/C13H11N2.CH4O4S/c1-15-12-8-4-2-6-10(12)14-11-7-3-5-9-13(11)151-5-6(2,3)4/h2-9H,1H31H3,(H,2,3,4)/q+1/p-1 |
| InChIKey | RXGJTUSBYWCRBK-UHFFFAOYSA-M |
| SMILES | C12C=CC=CC1=NC1=CC=CC=C1[N+]=2C.S([O-])(=O)(=O)OC |
| CAS Datenbank | 299-11-6(CAS DataBase Reference) |
| EPA chemische Informationen | Phenazinium, 5-methyl-, methyl sulfate (299-11-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Phenazinium, 5-methyl-, methyl sulfate: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | A moderate irritant[Sigma-Aldrich MSDS] |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| F | 8 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 2811 |
| Zollcode | 29339900 |
| RTECS-Nr. | SG1645000 |
| R-Sätze (R) | 36/37/38-68-46 |
| Gefahrensymbole | Xi,Xn,T |
| Sicherheitshinweise (S) | 26-36/37/39-53-45 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
Phenazine is a free radical generator. It has been used as an electron transfer reactant in cell viability assays. Phenazine (10 μM) induces ssDNA break formation in the presence of the reducing agent NADPH in a cell-free plasmid cleavage assay when used at a concentration of 10 μM. It induces oxidative DNA damage in an alkaline comet assay and apoptosis in A375 melanoma cells when used at a concentration of 10 μM. Phenazine (20 nM) oxidizes cysteine-containing proteins in HepG2 cells.
Verwenden
Phenazine Methosulfate is used in tyrosine transaminase test and for enzymic determination of ethanol in blood by the colorimetric micromethod. Used with ascorbic acid to determine nitric oxide reductase activity. Since the reduced PMS is easily oxidized by oxygen, it is used in assays as an electron carrier between enzymes and oxygen, cytochrome c, indophenols, or tetrazolium salts. The reduced PMS is used as an electron donor to reduce cytochrome c or in photosynthetic experiments. Usage of PMS for detection of specific dehydrogenases has been reported.