Grundinformationen
- Standard-SMILES
COS(=O)(=O)[O-].C[n+]1c2ccccc2nc2ccccc21- InChIKey
RXGJTUSBYWCRBK-UHFFFAOYSA-M- Summenformel
- C14H14N2O4S
- Durchschnittliche Molmasse
- 306,34 g/mol
- Monoisotopische Masse
- 306,06742793
Überblick
5-methylphenazinium methyl sulfate is an azaheterocycle sulfate salt and a member of phenazines.
Namen und Bezeichner
- Bevorzugter Name
- Phenazine Methosulfate
- IUPAC
- 5-methylphenazin-5-ium;methyl sulfate
- Lokaler Name
- 5-Methylphenaziniummethylsulfat
- Englischer Name
- Phenazine methosulfate
- Summenformel
- C14H14N2O4S
- Molmasse
- 306.34
Namen und Synonyme
Phenazine methosulfate299-11-65-Methylphenazinium methyl sulfateN-Methylphenazonium methosulfatePhenazine methosulphateMethylphenazonium methosulfate5-Methylphenazine methylsulfateN-Methylphenazinium methosulfateN-Methylphenazonium methosulphatePMS (pharmaceutical)Phenazinium, 5-methyl-, methyl sulfate5-Methyl phenazine, methyl sulfate salt
Weitere Namen anzeigen
PMSPHENAZINE METHYL SULFATEPhenazine methosuL5-MethylphenaziniumPhenazine methosulfaPhezine methosulfatePhenazine MethoshlphatePHENAZINE METHOLSULPHATE
J3GYQ3401YDTXSID1059783NSC-34661CHEBI:8055Methosulfate, PhenazineMethosulfate, Methylphenazonium5 Methylphenazinium Methyl SulfateMethyl Sulfate, 5-Methylphenazinium
Datenbank-Bezeichner
- CAS
299-11-6- PubChem CID
- 9285
- DTXSID
DTXSID1059783- ChEBI
CHEBI:8055- UNII
- J3GYQ3401Y
- EC Number
- 206-072-1
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 91,6 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 21
- Formalladung
- 0
- Komplexität
- 297
Experimentelle und physikochemische Eigenschaften
Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
Physical DescriptionYellow to brown solid; [Merck Index] Yellow crystalline solid; [Sigma-Aldrich MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- 158 · 158-160 °C (dec.)(lit.)
- Dichte
- 1.3395 · 1.3395 (rough estimate)
- Brechungsindex
- 1.693 · 1.6930 (estimate)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 2 O: · H2O: 0.2 g/mL at 20 °C, clear, deep orange
- Aggregatzustand
- Crystalline Powder
- Farbe
- Dark yellow to brown or khaki
- Wasserlöslichkeit
- soluble in water (approximately 200 mg/ml).
- Merck
- 14 · 14,6109
- BRN
- 3898869 · 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)15;1-5-6(2,3)4/h2-9H,1H3;1H3,(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 · 299-11-6(CAS DataBase Reference)
- EPA chemische Informationen
- 5 · Phenazinium, 5-methyl-, methyl sulfate (299-11-6)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H315 (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.
Gefahrenhinweise
Regulatory InformationPhenazinium, 5-methyl-, methyl sulfate: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA moderate irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- F
- 8
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- 2811
- hs_code
- 29339900
- RTECS-Nr.
- SG1645000
- risk_code
- 36/37/38-68-46
- hazard_code
- Xi,Xn,T
- safety_code
- 26-36/37/39-53-45
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Verwendung und Herstellung
UsesUsed as an electron carrier and to make succinic dehydrogenase; [Merck Index]
General Manufacturing InformationPhenazinium, 5-methyl-, methyl sulfate (1:1): INACTIVE
Anwendungen
BeschreibungPhenazine 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.
VerwendenPhenazine 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.
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Ergänzende Hinweise
DefinitionChEBI: 5-methylphenazinium methyl sulfate is an azaheterocycle sulfate salt and a member of phenazines. It is used as an electron carrier in place of the flavine enzyme of Warburg in the hexosemonophosphate system and also in the preparation of succinic dehydrogenase. Green et al., J. Biol. Chem. 217, 551 (1955).
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