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Phenazine methosulfate

Phenazine methosulfate ??? ???
?? ??:
299-11-6
???:
Phenazine methosulfate
???(??):
PMS;PHENAZINE METHYL SULFATE;Phenazine methosuL;5-Methylphenazinium;Phenazine methosulfa;Phezine methosulfate;PHENAZINE METHOSULFATE;Phenazine Methoshlphate;PHENAZINE METHOSULPHATE;PHENAZINE METHOLSULPHATE
CBNumber:
CB4315528
???:
C14H14N2O4S
??? ??:
306.34
MOL ??:
299-11-6.mol
MSDS ??:
SDS

Phenazine methosulfate ??

???
158-160 °C (dec.)(lit.)
??
1.3395 (rough estimate)
???
1.6930 (estimate)
?? ??
-20°C
???
H2O: 20 °C?? 0.2 g/mL, ??, ?? ???
??? ??
??? ??
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soluble in water (approximately 200 mg/ml).
??
Light Sensitive
Merck
14,6109
BRN
3898869
???
????. ?? ???? ???? ????.
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 ??????
299-11-6(CAS DataBase Reference)
EPA
Phenazinium, 5-methyl-, methyl sulfate (299-11-6)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi,Xn,T
?? ???? ?? 36/37/38-68-46
????? 26-36/37/39-53-45
????(UN No.) 2811
WGK ?? 3
RTECS ?? SG1645000
F ?????? 8
TSCA TSCA listed
HS ?? 29339900
???? ??? 11 - Combustible Solids
????(GHS): Exclamation Mark (GHS07)
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ??
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P304+P340 ???? ??? ??? ?? ??? ??? ???? ?? ??? ??? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
P405 ???? ?????.
NFPA 704
1
2 0

Phenazine methosulfate MSDS


N-Methylphenazonium methosulfate

Phenazine methosulfate C??? ??, ??, ??

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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.

??? ??

orange to light brown crystals or powder

??

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.

??

ChEBI: 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).

?? ??

Phenazine methosulfate is a compound used to determine nitric oxide reductase activity. Phenazine methosulfate has been used:
as a component of succinate dehydrogenase enzyme substrate solution.
to induce superoxide radical generation in red blood cell suspensions and to study its influence on RBC deformability.
as a component of complex II histochemistry media.
Used in the discovery of potent bromophenazine antibacterial agents against Staphylococcus.

?? ??

Phenazines are heterocyclic compounds produced as secondary metabolites by bacteria.

Purification Methods

It forms yellow-brown prisms from EtOH (charcoal), or EtOH/Et2O. Its solubility in H2O at 20o is 10%. In the presence of aqueous KI it forms a semiquinone which crystallises as blue leaflets from EtOH. [Wieland & Roseen Chem Ber 48 1117 1913, Voriskova Collect Czech Chem Commun 12 607 1947, Bülow Chem Ber 57 1431 1924, Campbell et al. J Chem Soc 404 1938, Morley J Chem Soc 4008 1952, Beilstein 23 I 59, 23 II 234, 23 III/IV 1658, 23/8 V 395.]

Phenazine methosulfate ?? ?? ? ???

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Phenazine methosulfate ?? ??

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Phenazine methosulfate ?? ??:

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